Southwest Florida Vacation Rentals By Owner
Discover the laid-back luxury of Southwest Florida with our carefully curated vacation rentals by owner. From Gulf-front condos to charming coastal cottages, explore our selection and secure your ideal retreat, offering the perfect blend of relaxation and the natural beauty of the Gulf Coast. Start your search below.
Cities in South West FL Vacation Rentals
- Anna Maria Island Vacation Rentals
- Ave Maria Vacation Rentals
- Bonita Springs Vacation Rentals
- Bradenton Vacation Rentals
- Cape Coral Vacation Rentals
- Cortez Vacation Rentals
- Englewood Vacation Rentals
- Estero Vacation Rentals
- Fort Myers Beach Vacation Rentals
- Fort Myers Vacation Rentals
- Grove City Vacation Rentals
- Lehigh Acres Vacation Rentals
- Lido Key Vacation Rentals
- Longboat Key Vacation Rentals
- Manasota Key Vacation Rentals
- Marco Island Vacation Rentals
- Naples Vacation Rentals
- Nokomis Vacation Rentals
- North Captiva Island Vacation Rentals
- North Fort Myers Vacation Rentals
- North Port Vacation Rentals
- Parrish Vacation Rentals
- Pine Island Vacation Rentals
- Port Charlotte Vacation Rentals
- Punta Gorda Vacation Rentals
- Rotonda West Vacation Rentals
- Sanibel Island Vacation Rentals
- Sarasota Vacation Rentals
- Siesta Key Vacation Rentals
- Venice Vacation Rentals
Twin Palms: Big House Steps to the Beach, Kid/Infant/Pet Friendly, Lush Private Pool
Holmes Beach Vacation RentalsNew Listing - 2024, Rotonda West/Lakes Vacation Rental - 90 days min
Rotonda Lakes Vacation RentalsQuick walk to the beach from the condo with the view
Vanderbilt Beach Vacation RentalsAnna Maria Island - Holmes Beach - Sandy Pointe
Holmes Beach Vacation RentalsBeachfront Condo on Anna Maria Island PEAK SEASON AVAILABILITY
Holmes Beach Vacation Rentals3 bedroom. 2 bth. pool home, sleep 8 + 1 child, Gulf access waterfront - Pet Friendly - Cape Coral Vacation Rental
Cape Coral Vacation RentalsBayside Escape - Heated Pool, Bunk Room, Peak a boo bay views!
Bradenton Vacation RentalsAmericana island vacation - 3BR lighthouse w/pool
Holmes Beach Vacation RentalsVilla Theresa-Tranquil heated pool-spa Home
Cape Coral Vacation Rentals$1995 X MONTH PET FRIENDLY, POOL AND GYM. NEAR SIESTA KEY & DOWNTOWN SARASOTA SUMMER SPECIAL JULY DECEMBER 2023 30 DAYS MIN. STAY
Sarasota Vacation RentalsThe GRAND ISLAND OASIS - LUXURY 8 BDRM PRIVATE HOME- ANNA MARIA ISLAND
Bradenton Beach Vacation RentalsLarge Heated Pool, 2 Master-Bedroom suites, Very Close to Gulf Beach
Anna Maria Vacation RentalsWalk to Beach, JW Marriott, Upscale Montego Paradise
Marco Island Vacation RentalsSunkissed & Salty: Dreamy Amenities. Prime Location. Rave Reviews!
Anna Maria Vacation RentalsNEW!! Ask about Summer and fall discounts Casa Royal Palms! 3 bedroom pool home/basketball court!
Cape Coral Vacation RentalsWELCOME TO SW FL GULF COAST & THE SANCTUARY - CLOSE TO ENGLEWOOD & BOCA BEACHES
Englewood Vacation RentalsBeautiful 1st Floor Coral Falls/Lely Resort Condo in South Naples
Naples Vacation RentalsElegant and spacious waterfront condominium
Marco Island Vacation RentalsRelax in the Private Heated Saltwater Pool in this Newly Renovated 3/2 Home
Naples Vacation RentalsAnna Maria Island - Runaway Bay - Ground Level - 2 min Walk to Beach!
Bradenton Beach Vacation RentalsPRIME LOCATION ON AMI ** DIRECTLY ON WHITE SUGAR SAND BEACH ** HEATED POOL
Bradenton Beach Vacation RentalsBeautiful Condo located 5 miles from Anna Marie Island
Bradenton Vacation RentalsTropical Highlands - Sleeps 20! 6BR/ 2 Kings/ Family Suite/Htd huge pool
Bradenton Vacation RentalsBeachfront condo on Siesta Key can't get much closer to the gulf!
Siesta Key Vacation RentalsBEACHES,FISHING, WATERFRONT, PRIVATE - BUDGET FRIENDLY!
Nokomis Vacation RentalsSpecial Inquire:Beautiful Classy Gulf Coast Anna Maria Island, Private Pool, Close to Beach
Holmes Beach Vacation RentalsCute Bungalow near Historic Downtown PUNTA GORDA Florida - Seasonal Rental Min 120 night Stays
Punta Gorda Vacation RentalsFully Renovated Naples, FL Condo at Lely Resort
Naples Vacation RentalsAnna Maria Island - 2 min walk to Beach! Runaway Bay
Bradenton Beach Vacation RentalsRiver Strand is a gated community located in Bradenton, FL
Bradenton Vacation RentalsSiesta Vacation Home - 3 min to Venice Island
Venice Vacation RentalsBLUE TURTLE COTTAGE / PRIVATE HEATED POOL / STEPS TO THE BEACH / FREE WIFI / FREE TROLLEY STOP AROUND THE CORNER
Holmes Beach Vacation RentalsNorth Naples, Emeralds lake, fully updated and furnished 3 bed, 2 bath condo
Naples Vacation RentalsVilla Niccola - Cape Coral Waterfront Dock Boat Lift Heated Pool - Paradise!
Cape Coral Vacation RentalsEdge of Paradise at One Particular Harbor - Anna Maria Island
Bradenton Vacation RentalsFamily vacation on AMI w/pool 4BR, 2.5BA, 8 guests
Holmes Beach Vacation RentalsFall in love with our GULFVIEW. November & Christmas availability
Manasota Key Vacation RentalsBarefoot Bungalow • Pool/spa, Bunks & Game Room
Bradenton Vacation RentalsCraighouse with heated pool (No cleaning fee)
Bradenton Vacation RentalsOceanfront Naples Condo • Sleeps 6 - RECENTLY ADDED JANUARY 2023 AVAILABILITY FULL MONTH
Naples Vacation RentalsGulf Coast Oasis- Luxury home w/ Pool + Spa, Pond view on 1 acre, Private!
Bradenton Vacation RentalsBeach Sunsets & Ocean Front Pool on Quiet End of the Island!
Fort Myers Beach Vacation Rentals6 Bedrm Waterfront Home with Amazing Sunset Views
Cape Coral Vacation RentalsSeaDuction - 400 Steps to Beach! Anna Maria Island
Holmes Beach Vacation RentalsLuxury Private Vacation Estate on Sanibel
Sanibel Island Vacation RentalsDec 4 - 16, 2023 Deals! - Renovated - Waterfront Pool Hot Tub Dock Putting Green - Steps to the Beach
Anna Maria Vacation RentalsNov 25 - Dec 9, 2023 Deals! - Htd Pool Hot Tub Waterfront Dock Ping Pong Outdoor Bar Backyard Beach
Anna Maria Vacation RentalsThe Closest Condo to the Gulf of Mexico on Siesta Key
Siesta Key Vacation RentalsSirenia Beach House - Backyard Beach Waterfront Dock Pool Spa Putting Green Tiki Hut - Walk to the Beach
Anna Maria Vacation RentalsPerfect Location - Beach access~Marco Walk~ New Salt water Pool, Spa & Dock
Marco Island Vacation RentalsRenovated 4 bedroom directly on #1 Siesta Beach. Unobstructed views of gulf.
Siesta Key Vacation RentalsLarge Luxury Home w Elevator! Heated Pool & Spa. 3 min walk to Beach!!
Bradenton Beach Vacation RentalsAlecassandra Vacation Villas - From $300 Family Reunion Location, Villa 4 & 5, 4BR, 4BA, Sleeps 12
Bradenton Beach Vacation RentalsVilla Pelican pool home 2 blocks from the beach
Sanibel Island Vacation RentalsBeautiful Gulf Coast Views, Beachfront Condo Marco Island the Sea Winds
Marco Island Vacation RentalsAbsolute Paradise AMI-Private Beach Access-Water Views From Every Window-Heated Pool- Walk To 14 Restaurants
Bradenton Beach Vacation RentalsModern Coastal Home w/Heated Pool & Waterfront Views!
Cape Coral Vacation RentalsVILLA WHITE IBIS luxury, western exposure, 3 Bed, 3 Bath, Hot Tub and Boat (fee)
Cape Coral Vacation RentalsPrivate Villa Paradise! Just steps to #1 Beach 2br/2ba private lanai and Patio!
Siesta Key Vacation RentalsComfortable Chic Condo with Gulf Access Sleeps 6!
Cape Coral Vacation RentalsAnna Maria Island Absolute Anna Maria-Private Beach Access-Heated Pool-Wi-Fi
Bradenton Beach Vacation RentalsMarco Island on the Water Newly renovated 3 bedroom 2 bath with beautiful waterviews
Marco Island Vacation RentalsOcean View right on Beach 2br/2ba Steps to #1 beach Directly on Siesta Key
Siesta Key Vacation RentalsWalk to the beach and Historic Bridge Street
Bradenton Beach Vacation RentalsSol y Mar - Anna Maria Vacation Rental
Holmes Beach Vacation RentalsSecluded Bungalow on Historic Pine Ave
Anna Maria Vacation RentalsCanal Front! Bring or rent a boat, close to IMG/AMI
Bradenton Vacation RentalsSalty Dogs Beach House on Anna Maria Island. Free 6 person golf cart Sep, Oct, Nov.
Holmes Beach Vacation RentalsAnna Maria Island - just steps to the beach (and pool and tennis court!!!)
Holmes Beach Vacation RentalscabAnna Maria Beach Block 4 bedroom4.5 Bathroom Private PoolSpa
Anna Maria Vacation RentalsBean Point Charmer! 3 Bedrooms Tropical Pool with Outdoor Loungers - Anna Maria Vacation Rental
Anna Maria Vacation RentalsPlaya Encantada Beachfront Community just Steps to the Beach
Holmes Beach Vacation RentalsEntire Duplex W/2 Golf Carts and Pool on Anna Maria Island
Bradenton Beach Vacation RentalsSnowbirds - Feb/March 2024 Now Available! Comforts of Home in Secure Gated Community Over Bridge from AMI
Anna Maria Vacation RentalsCharming and Cozy Home- close to everything!
Fort Myers Vacation RentalsPeaceful Old Florida Charm - Punta Gorda Waterfront Rental with Boat Lift!
Punta Gorda Vacation RentalsBradenton Beach Club Bliss-2 Bedroom-2 Bathroom Condo-2 Pools-HotTub-Private Beach Access
Bradenton Beach Vacation RentalsSANDY PANTS - Designer Beach Chic Home, Steps to Beach, Backyard Oasis w/ Heated Pool
Holmes Beach Vacation RentalsSIESTA KEY DIRECT OCEAN FRONT, 8TH FLOOR, LUXURY, SPACIOUS, BEST VIEW
Siesta Key Vacation RentalsAnna Maria Island Runaway Tropical Escape
Bradenton Beach Vacation Rentals*NEW LISTING* Exquisite Penthouse w Yacht Club Access
Naples Vacation RentalsTropical Setting and Heated Lagoon Style Pool at
Holmes Beach Vacation RentalsSEAGLASS COTTAGE - Bungalow Ground Floor - Anna Maria Island Vacation Rentals
Anna Maria Vacation RentalsTROPICAL SUNSET 2 - Anna Maria Island Vacation Rentals
Holmes Beach Vacation RentalsESMERALDA RESORT , WATERFRONT GULF ACCESS , LUXURY
Cape Coral Vacation RentalsPRIVATE LUXURY VILLA WITH AMAZING WATER VIEWS AND HEATED POOL CLOSE TO BEACHES AND SHOPPING
Port Charlotte Vacation RentalsCOCONUT BREEZE ESTATE - Luxury Outdoor Grill Kitchen Heated Pool Billiards Table - Anna Maria Island Rental
Anna Maria Vacation RentalsIsland Beach Club, From $1,800 per week - Sanibel Island, Florida
Sanibel Island Vacation RentalsSEA LIFE AT RUNAWAY BAY 211 - Tennis Shuffleboard Pool 1/2 Block to Beach - Anna Maria Island Rentals
Bradenton Beach Vacation RentalsBeautiful condo on the Bradenton Riverwalk - Min 4 Month Stays - Snowbirds and Digital Nomads Welcome!
Bradenton Vacation RentalsC VIEW - 5 Bedroom Vacation Rental on Anna Maria Island with Heated Pool close to Beach
Anna Maria Vacation RentalsTROPICAL SUNSET 1 - Anna Maria Island Condo Vacation Rentals
Holmes Beach Vacation RentalsSea Life Retreat Vacation Rental on Anna Maria Island at Runaway Bay
Bradenton Beach Vacation RentalsPELICAN POINT - Waterfront Boat Friendly Anna Maria Island Bungalow with Dock & Heated Pool
Anna Maria Vacation RentalsPELICAN COVE 3 - Hot Tub Pool Tennis Dock - Steps to Beach - Anna Maria Island Condo Rental
Bradenton Beach Vacation RentalsANNA MARIA ISLAND CLUB UNIT 22 - Beachfront 2 Bedroom Condo for Rent with Heated Pool
Bradenton Beach Vacation RentalsMANATEE LOOKOUT - 3 Bed Beach House with Private Heated Pool - Anna Maria Island Vacation Rentals
Anna Maria Vacation RentalsPELICAN COVE 16 - Tennis Hot Tub Pool Dock - Steps to Beaches - Anna Maria Island Condo Rentals
Bradenton Beach Vacation RentalsThe View at Bradenton Beach Club
Bradenton Beach Vacation RentalsGorgeous 3 bedroom house in Naples Park! 5 mins from beaches with heated salt water pool!
Naples Vacation RentalsSUN PLAZA WEST - 214 - 2 Bedroom Condo - Minimum 2 Week Stays - Anna Maria Island Vacation Rental
Holmes Beach Vacation RentalsDans Florida Condos - 2 bedroom 2 bath (Private Beach Access across the street; free WIFI)
Bradenton Beach Vacation RentalsDans Florida Condos - 1 bedroom 1 bath (Private Beach Access across the street; free WIFI)
Bradenton Beach Vacation RentalsBRADENTON BEACH CLUB 226 - 3 Bed 3 bath plus Den - Anna Maria Island Vacation Rental
Bradenton Beach Vacation RentalsNokomis Monthly Vacation Rental - Home Away from Home
Nokomis Vacation RentalsBeautiful 2bedroom 2bathrooms First Floor Condo Super Close To Beach
Bradenton Beach Vacation RentalsCOCONUT COVE - Luxury Heated Pool Hot Tub Cabana Games - Anna Maria Island Vacation Rental
Anna Maria Vacation RentalsCASA DEL MAR 4 Bedroom Vacation Rental with Dock - Boat Friendly on Anna Maria Island!
Holmes Beach Vacation RentalsBLUE LAGOON - 4 Bed 4 bath Duplex Anna Maria Island Vacation Rental with Heated Pool
Anna Maria Vacation RentalsSUMMER RETREAT - Quiet Beach House with Private Pool and Hot Tub - Anna Maria Island Vacation Rental
Bradenton Beach Vacation RentalsSWEET FREEDOM AT RUNAWAY BAY 237 - Pool Tennis Shuffleboard - Anna Maria Island Rentals
Bradenton Beach Vacation RentalsPARADISE AWAITS - One Particular Harbour by Margaritaville - Heated Pool Splash Pad on Anna Maria Sound
Bradenton Vacation RentalsMISTY BEACH - Pet Friendly Bungalow Steps to Beaches - Anna Maria Island Vacation Rentals
Holmes Beach Vacation RentalsSUNSET SEACRET - Margaritaville-inspired One Particular Harbor Resort - on Anna Maria Sound
Bradenton Vacation RentalsSEAGRASS FLATS UNIT 2 - 2 Bedroom 2 Bathroom Condo 75 steps to Beach - Anna Maria Island Vacation Rental
Bradenton Beach Vacation RentalsEnjoy Stunning Sunsets at this Luxurious Gulf Front Condo on Siesta Key
Siesta Key Vacation RentalsAdorable Condo -- On Beach and Bay, 2 Bdr/2bath Ground Floor
Siesta Key Vacation RentalsCASA BLISS - One Particular Harbor Condo Rental with Large Balcony on Anna Maria Sound
Bradenton Vacation RentalsSALTY SHAMROCK - Anna Maria Island 4 Bedroom Beach House Vacation Rental with Pool & Hot Tub
Holmes Beach Vacation RentalsStoneybrook 2 Bed - 2 Bath Condo with Golf Course View - Seasonal Rental Min 3 Months
Bradenton Vacation RentalsLovely Villa with Pond and Golf Course View - Quail Creek Village, N. Naples
Naples Vacation RentalsTamarind. Ground level direct Gulf front - Manasota Key
Manasota Key Vacation RentalsISLAND DREAM - Beach House with Private Pool and Hot Tub - Anna Maria Island Vacation Rentals
Holmes Beach Vacation RentalsMANNA-TEE BEACH HOUSE - Anna Maria Island Vacation Rental with Pool
Holmes Beach Vacation RentalsSHOREWALK UNIT 202 - Coastal Condo with Great Amenities Pool, Tennis and More!
Bradenton Vacation RentalsFEELIN TIP'SEA - 2 Bed 2 Bath One Particular Harbour Condo Rental on Anna Maria Sound
Bradenton Vacation RentalsSUMMER BREEZE Beach House with Private Pool - Anna Maria Island Vacation Rentals
Holmes Beach Vacation RentalsBEACH ESCAPE - Affordable Anna Maria Island Vacation Rental - Ground Floor Bunglaow
Holmes Beach Vacation RentalsBREEZY PALMS - 2 Bed 2 Bath Affordable Anna Maria Island Vacation Rental with Heated Pool and Hot Tub
Holmes Beach Vacation RentalsPENTHOUSE IN PARADISE - ”One Particular Harbor by Margaritaville" heated pool, splash pad
Bradenton Vacation RentalsANGLERS BAY - Margaritaville-inspired One Particular Harbor Resort Bring your Boat on Anna Maria Sound
Bradenton Vacation RentalsLATITUDE ADJUSTMENT - One Particular Harbour - 3 Bed 3 Bath Penthouse - Anna Maria Sound Vacation Rental
Bradenton Vacation RentalsSUNSET AZUL - 2 Bedroom Anna Maria Island Vacation Rentals
Holmes Beach Vacation RentalsBeachfront -Direct ocean view - Apollo 306
Marco Island Vacation RentalsBRADENTON BEACH CLUB 242 - 3 Bedroom Condo Rental on Anna Maria Island - Dock for Fishing!
Bradenton Beach Vacation RentalsFLIP FLOPS FOREVER - Beach House with Heated Pool and Putting Green - Anna Maria Island Rentals
Holmes Beach Vacation RentalsBAY BLISS AT RUNAWAY BAY 285 - 2 Bedroom 2 Bath - Tennis Shuffleboard and Steps to Beach
Bradenton Beach Vacation RentalsBAHAMA MAMA - 3 Bedroom Key West Beach House with Heated Pool and Hot Tub - Anna Maria Island
Holmes Beach Vacation RentalsMIRACLE'S RUNAWAY BAY 117 - 1 Bed 1 Bath - Steps to Beach Large Heated Pool - Anna Maria Island Rental
Bradenton Beach Vacation RentalsBLUE LAGOON NORTH - North Shore Duplex with Heated Pool Close to Beaches - Anna Maria Island Rentals
Anna Maria Vacation RentalsSUNSET TERRACE 204 - 2 bedroom condo - Anna Maria Island Vacation Rentals
Bradenton Beach Vacation RentalsSALTY ANCHOR - 2 bedroom 2 bath condo - Bradenton Vacation Rental
Bradenton Vacation RentalsISLAND RETREAT - Affordable 1 Bedroom Condo - Anna Maria Island Vacation Rentals
Holmes Beach Vacation RentalsEnjoyable 2bedroom/ 2 bath condo on Siesta Key with private beach access.
Siesta Key Vacation RentalsBEACHSIDE OASIS AT RUNAWAY BAY 229 - Pool Shuffleboard Tennis Steps to Beach - Anna Maria Island Rental
Bradenton Beach Vacation Rentals35 Steps to the Beach at Runaway Bay 104
Bradenton Beach Vacation RentalsTHE COZZI COTTAGE - Historic 1 Bed 1 Bath Cottage - Anna Maria Island Vacation Rentals
Holmes Beach Vacation RentalsHolmes Sweet Holmes. Minutes to the beach, shared heated pool, lush tropical
Holmes Beach Vacation RentalsPARADISE PALMS EAST - 2 Bed 2 Bath Duplex with Private Pool - Anna Maria Island Rentals
Holmes Beach Vacation RentalsBEACH DAZE - One Particular Harbour by Margaritaville - Condo Rental on Anna Maria Sound
Bradenton Vacation RentalsBERMUDA BAY CLUB 1467 - Fisherman's Delight Across street from Gulf Beach on Anna Maria Sound
Bradenton Beach Vacation RentalsSUNSET LANDINGS UNIT 4 - Anna Maria Island Vacation Rentals
Bradenton Beach Vacation RentalsSEAS THE DAY - One Particular Harbor by Margaritaville - on Anna Maria Sound
Bradenton Vacation RentalsSTARFISH HAVEN AT RUNAWAY BAY 201 - 2 Bed 2 Bath Anna Maria Island Condo Rental
Bradenton Beach Vacation RentalsISLAND HAVEN - Private Beach House with Htd Pool - Anna Maria Island Vacation Rentals
Holmes Beach Vacation RentalsBRADENTON BEACH CLUB 225 - Gulf to Bay Condo Rental 1/2 block to Beaches - Anna Maria Island Vacation Rental
Bradenton Beach Vacation RentalsAreca Cove On Beautiful Anna Maria Island! 3 Min Walk To Beach!
Holmes Beach Vacation RentalsCOCA CABANA - One Particular Harbor Resort - Brand New Condo Rental on Anna Maria Sound
Bradenton Vacation RentalsSUNSET LANDINGS UNIT 5 - 2 Bedroom Anna Maria Island Vacation Rental
Bradenton Beach Vacation RentalsANCHOR SPLASH - 4 Bedroom Hot Tub Heated Pool Historic Cottage - Anna Maria Island Rental
Anna Maria Vacation RentalsRUM DOG - Ground Floor Bungalow - Affordable Anna Maria Island Vacation Rental
Holmes Beach Vacation RentalsNewly Remodeled Coach Home and Golf Membership in Vasari Country Club
Bonita Springs Vacation RentalsSunny Getaway |Newly Remodeled1-Level Villa w South facing Lanai & Pool
Naples Vacation RentalsSEAGRASS FLATS UNIT 1 - 2 Bedroom 2 Bathroom Condo 75 Steps to Beach - Anna Maria Island Vacation Rental
Bradenton Beach Vacation RentalsTHE MEADOWS 1 BED - 1 BATH CONDO WITH GOLF COURSE VIEW
Sarasota Vacation RentalsSUNSET PARADISE AT RUNAWAY BAY 105 - 2 Bed 2 Bath Condo Rental - Anna Maria Island
Bradenton Beach Vacation RentalsExceptional Condo on the Bradenton Riverwalk
Bradenton Vacation RentalsBLUE LAGOON SOUTH - North Shore Duplex Heated Pool Close to Beach - Anna Maria Island Rentals
Anna Maria Vacation RentalsPORTSIDE PARADISE - 4 Bedroom Beach House with Pool and Hot Tub - Anna Maria Island Rentals
Holmes Beach Vacation RentalsLAST MANGO - One Particular Harbor Resort - Large Condo Rental on Anna Maria Sound
Bradenton Vacation RentalsCASA BONITA - Beach House with Heated Pool Fooseball Outdoor Bar and More - Anna Maria Island Vacation Rental
Bradenton Beach Vacation RentalsAQUA BLU AT ANNA MARIA ISLAND CLUB 27 - Beachfront 2 Bedroom Condo Vacation Rental Hot Tub and Pool!
Bradenton Beach Vacation Rentals35 Steps to the Beach at Runaway Bay 112
Bradenton Beach Vacation RentalsSandy Turtle - Pool and Steps to the Beach - Anna Maria Island 3 Bedroom Beachfront Condo Rental
Holmes Beach Vacation RentalsGOING COASTAL - 2 Bed 2 Bath Private Beach House with Heated Pool - Anna Maria Island Vacation Rentals
Anna Maria Vacation RentalsLuxury 2400 sq ft 3Bed/3Bath 6th floor condo with private access to Crescent Beach
Siesta Key Vacation RentalsTropical South Siesta Key waterfront home with private pool, single level
Siesta Key Vacation RentalsManatee Watch: Beautiful Waterfront Home, Hot Tub, 3 Min Walk to Beach!
Holmes Beach Vacation RentalsCALICO AMI ★ Steps to the Sand ★ Private Tropical Heated Pool ★ Family Friendly ★Elevator
Holmes Beach Vacation RentalsSUNSET LANDINGS UNIT 2 - 2 Bedroom Anna Maria Island Vacation Rentals
Bradenton Beach Vacation RentalsPanoramic Rooftop View, 1 Minute Walk to Beach, Heated Pool
Holmes Beach Vacation RentalsBERMUDA BAY CLUB 1427 - Fish and Beach! - Heated Pool and Hot Tub - Anna Maria Island Rental
Bradenton Beach Vacation RentalsPerfect Anna Maria Island Location, GROUND FLOOR UNIT, Runaway Bay Condo135
Bradenton Beach Vacation RentalsPARADISE PALMS WEST - 2 Bed 2 Bath Duplex with Private Heated Pool - Anna Maria Island Rentals
Holmes Beach Vacation RentalsLAZY DAYS AT RUNAWAY BAY 162 - Ground Level Unit - Pool Tennis Dock Steps to Anna Maria Island Beaches
Bradenton Beach Vacation RentalsPARADISE BEACH HOUSE 6BDs 6.5 bath Block to Beach Private HEATED Pool & Spa, Free WiFi
Holmes Beach Vacation RentalsCatching Waves - Beautifully Updated w/Heated Pool, Covered Porches, Beach Gear, Walk to Beach!
Holmes Beach Vacation RentalsNo Tan Lines! Amazing waterfront 4 bedroom luxury home with private beach
Anna Maria Vacation RentalsUnfurnished Golf Condo Available for Rent Seasonal - Long Term Rental - Babcock Ranch
Babcock Ranch Vacation RentalsVilla Grande - Huge Fenced Yard - Minutes to Beaches - Bikes - WiFi
Venice Vacation RentalsVILLA BONITA-5 Bedroom-Direct Boating Access
Marco Island Vacation RentalsPelican Post - Fenced Yard - Near Beaches - Relax
Venice Vacation RentalsClose to the beach, 2 bedroom, 2 bath pool home
Holmes Beach Vacation Rentals3 bedroom 3 bath Anna Maria Island Paradise with Private Pool + stroll to Beach!
Holmes Beach Vacation RentalsMarco Island South End Condo 1200 Feet to Beach Access
Marco Island Vacation RentalsISLAND TIME - Island Home w/Enclosed Lagoon Style Pool & Spa, Walk to Beach, Boat Dock, Bikes!
Holmes Beach Vacation RentalsVilla Costa - Cape Coral Vacation Rental with Dock
Cape Coral Vacation Rentals4 Bed 3 Bath with beautiful private backyard, 2 car garage, bikes, beach gear, heated pool
Holmes Beach Vacation RentalsHas all of the modern comforts-hidden in the palm and mango groves.
Bokeelia Vacation RentalsFound Your Sol Mate! Gorgeous Home w/ Pool, Spa, Steps to Bean Point, Dogs OK!
Anna Maria Vacation RentalsVitamin Sea has everything! Heated pool & spa, elevator, rooftop deck, water views +++
Anna Maria Vacation RentalsOnly 10 min to the Beach! New and modern Poolvilla with lots of privacy
South Venice Vacation RentalsCrosswind Cottages - Sprawling 3 bed 2.5 bath heated pool elevator FREE WIFI Sleeps 9
Holmes Beach Vacation RentalsStep into the Limelight! Amazing 3 bedroom North end home with heated pool
Anna Maria Vacation RentalsCoquina Beach Club, Beachfront Studio
Bradenton Beach Vacation RentalsLido Luxury Lookout Home - Monthly Rental
Lido Key / St Armand's Vacation RentalsGorgeous 2 Bed/2 Bath half duplex w/ Elevator, Pool and Spa. Steps to Beach and Bay!
Bradenton Beach Vacation RentalsMy Mistress ~ Amazing canal front home with Private Pool and Hot Tub!
Anna Maria Vacation RentalsSnowbird Special Villagio at Sarasota 1-Bed
Sarasota Vacation RentalsReel Royale a Canal Home on Anna Maria Island
Holmes Beach Vacation RentalsCASA AMIGA 4 b, 4 b, heated pool and spa, rooftop deck, water views , elevator
Anna Maria Vacation RentalsWaterfront Luxury! Anna Maria North End Beauty w/ 3 bedrooms Boat Dock, Pool +Spa
Anna Maria Vacation RentalsCool Breeze beachfront condo ~ sleeps 6 in the heart of Holmes Beach!
Holmes Beach Vacation RentalsWeekly 2 BR / 2 BA Beachfront Condo on Longboat Key - Inn 1-307
Longboat Key Vacation RentalsParadise Found 6 bed 6.5 bath Heated Pool & Hot TUB Bikes Free Wifi
Holmes Beach Vacation RentalsSunset over Gulf of Mexico AND Sunrise over Sarasota Bay ALL from your FOUR condo decks
Bradenton Beach Vacation RentalsBEAUTIFUL, SPACIOUS LAKEFRONT VILLA WITH HEATED POOL, CLOSE TO THE BEACH
Nokomis Vacation RentalsBeautiful 2 BR condo in The Meadows, Sarasota
Sarasota Vacation RentalsPrivate Beach! Large Luxury Condo in Exclusive Bonita Bay with Pool, Hot Tub, Marina Dock
Bonita Springs Vacation RentalsNEW-1st Offering Bayfront - Walk to 5th Ave Dining & Shops
Naples Vacation RentalsAmazing pool with Tiki Bar and GOLF cart for your entire stay!
Holmes Beach Vacation RentalsRELAX BY POOL...LISTEN TO BIRDS...ENJOY FL LIFE!!! 3 bed/2 bath...Master w/walk-in shower!
Rotonda West Vacation RentalsTwo Blocks from the Beach ~ The Pink Chicken!
Holmes Beach Vacation RentalsPerfect Family Beach House! Dog-friendly 3 bedroom w/ Elevator & Saltwater Pool
Holmes Beach Vacation RentalsSailboat access, 4 bedroom plus Den, Pool, Hot Tub, Sleeps 10, Sunny Daze Villa
Cape Coral Vacation RentalsSpa Oasis Villa Bahia - Voted Best Private SPA in Florida - Cape Coral Vacation Rental
Cape Coral Vacation RentalsCaribbean Surf PRIVATE POOL ONLY 3 MINUTE WALK TO BEACH -SLEEPS 6
Holmes Beach Vacation RentalsShore's Nice - Renovated Pristine Modern Beach Cottage w/ Peek-A-Boo Bay Views
Anna Maria Vacation RentalsNew Listing! 5 Houses from the beach, Pool, Hot Tub, Putting Green⛳
Holmes Beach Vacation RentalsAmazing 3 Bedroom Home with Lazy River in Anna Maria!
Anna Maria Vacation RentalsSea Glass on Park - Premier Luxury on Beautiful Park Ave! Steps to Beach, Pool, Spa
Anna Maria Vacation RentalsSalty Dog - private, close to Rod and Reel Pier!
Anna Maria Vacation RentalsA WAVE FROM IT ALL - Luxury Renovated Home! Heated Pool, Cabana, Hammock, Walk to Beach
Anna Maria Vacation RentalsAmazing Luxury Home with Private Pool and Gulf Views!
Holmes Beach Vacation RentalsIsland Girl East ~ 2 Bedroom half duplex a block to the beach!
Holmes Beach Vacation RentalsNaples Happy Place! 3 BR2 BA; 2 Pets Any Size; Gated Community & Loads of Amenities!
Naples Vacation RentalsSteps to the Beach, Amazing Covered Outdoor Area with 2 Pools!
Bradenton Beach Vacation RentalsA SHORE THING - Second To None Spacious Waterfront Luxury! Dock, Pool, Spa, Rooftop Water Views!
Anna Maria Vacation RentalsKiwi Cabana ~2 Bedroom Tropical Getaway with Awesome Pool~ Easy walk to the beach!
Holmes Beach Vacation RentalsLido Key/St Armand's 2 Month Minimum Condo With All the RITZ Amenities Included! Beach Residences -Lido #308
Lido Key / St Armand's Vacation Rentals#250 Runaway Bay Condo - Steps to Beach, Fishing Pier, Heated pool, Pickle Ball, Tennis, Fitness, Sauna, Shuffle Board & Bocci
Bradenton Beach Vacation RentalsHook Wine and Sinker! Beautiful 4 bedroom North End Canal Home with Pool and Boat Dock!
Anna Maria Vacation RentalsNEW! Golf Community! RESORT style- Pools, spa, tiki bar, fitness center, hot tub.
Bradenton Vacation RentalsOutstanding Meadows Villa For Rent - Please inquire for spring/summer/fall specials
Sarasota Vacation RentalsBliss by the Beach ~ Luxury 2 bedroom home with Private Pool ~ Walk to Bean Point!
Anna Maria Vacation RentalsAffordable Rates on Anna Maria Island - Monthly!
Holmes Beach Vacation RentalsStarfish Isle 4 Bedroom3 Bath ~ Private HEATED Pool & Spa, Close to BEACH! Free WiFi
Holmes Beach Vacation Rentals307 65th St Brand new 5 bed, 4 bath island beauty Heated pool & spa, free WiFi, sleeps 12
Holmes Beach Vacation RentalsOn Turtle Time - Beautifully Updated w/Heated Pool, Covered Porches, Beach Gear, Walk to Beach!
Anna Maria Vacation RentalsMANGO BAY - Gorgeously Renovated Home w/Pool & Spa, Game Room, Bikes, Walk to Beach!
Holmes Beach Vacation RentalsKey Lime Cottage ~ Private Tropical Heated Pool Pet Friendly Bungalow ~ Anna Maria Island!
Holmes Beach Vacation RentalsA Shore Thing - waterfront with a dock!
Holmes Beach Vacation RentalsMermaid's Landing - Stunning 6 bed 4 bath home heated pool and spa rooftop deck + more!
Bradenton Beach Vacation RentalsLA Buena Vida - Bright Beachy & Canalfront! Steps to Beach, Pool/Spa, Dock, Beach Gear, Dogs OK
Anna Maria Vacation RentalsHibiscus Hideaway A - Luxury condo near Bridge St!
Bradenton Beach Vacation RentalsTropical Palm Villa- Screened Patio - Fenced Yard - Minutes to Beach
Venice Vacation RentalsGulf Dr location - 700 ft to Beach, Lg heated pool, Gas grill, New decor & renovations
Holmes Beach Vacation RentalsYour Own Tropical Retreat- Heron nest
Cape Coral Vacation RentalsShe's Always Right - Holmes Beach Home w Pool & Spa, 1 Block to Beach & Shops
Holmes Beach Vacation RentalsSandpiper Rest - Heated Pool - 3 King Beds - Pets - Fenced Yard - Near Beach!
Venice Vacation RentalsUnique beach house near Bean Point, heated pool and just 2 min to beach.
Anna Maria Vacation RentalsSatsang Blue - A Sacred Gathering Place Adorable Bungalow on AMI, Walk to Beach!
Holmes Beach Vacation RentalsAnna Maria Aloha - Renovated, Designer Inspired, Ground Level Home on Beach Block Just Steps to Pristine Beaches of Anna Maria Island!
Anna Maria Vacation RentalsSunset Villa -Close to Beach and Shamrock Park - Fenced Yard
Venice Vacation RentalsCozy Studio - Tudor Getaway Resort - Heated Pool
Cape Coral Vacation RentalsMarco Island - South Seas East - Clam Bay Walkout
Marco Island Vacation RentalsCASA POSADA - So Close to Beach You Hear the Waves! Updated Clean Beach Cottage, Start $180n
Anna Maria Vacation RentalsEMERALD BAY 3 KING BEDROOMS & bunk room - COMES WITH BEACH GEAR AND BIKES
Holmes Beach Vacation RentalsBeachfront Longboat Key Condo with Fantastic Amenities - 2 Month Minimum - Longboat Harbour Towers #703
Longboat Key Vacation RentalsQuiet and Cozy Island Retreat. Beautifully Remodeled.
Bokeelia Vacation RentalsSugary Sands 1 Bed Condo and One Block to Beach Short Stroll to Bridge Street!
Bradenton Beach Vacation RentalsParadise in this 2nd Floor unit, Lake and Golf Course Views at Bellerive in the Vineyards, 3 BR, 2 BA Condo
Naples Vacation RentalsRenovated | Perfectly Located Siesta Key, Updated | Comfortable | Modern | Condo
Sarasota Vacation RentalsGroovy Guava ~ 2 Bedrooms w private pool and Golf Cart!
Holmes Beach Vacation RentalsConch Out Beach House! 4 bed 3 bath HUGE yard, heated pool & spa, gazebo
Holmes Beach Vacation RentalsPrivate Pool Home, Steps from the Beach and SPECTACULAR Sunsets from the Porch
North Captiva Island Vacation RentalsDirect Beachfront Anna Maria Island Condo Rental
Bradenton Beach Vacation RentalsTHREE LITTLE BIRDS - NEW Premier Luxury Home with Stunning Gulf Beach Views, Pool/Spa, High End Home!
Anna Maria Vacation RentalsAdorable Beachy 3 Bedroom in the heart of Holmes Beach!
Holmes Beach Vacation RentalsCharming and Tropical 2 bedroom villa has been completely updated ~ Amazing location and pool!
Holmes Beach Vacation RentalsSarasota Vacation Paradise. Heated Pool + Spa
Sarasota Vacation RentalsLongboat Key Direct Beachfront Penthouse - Beachplace 2-604
Longboat Key Vacation RentalsGone Coastal 3 ~ Beautiful Family and Pet Friendly Home
Anna Maria Vacation RentalsSea Mist - Gorgeous Coastal Home! Walk to Beach, Pine Ave Shops, Pool
Anna Maria Vacation RentalsIdyllic 2 Bedroom Beach Cottage just 1 block to the beach! Heated pool, Dogs OK!
Holmes Beach Vacation RentalsFrom $75nt - Beautiful, Private Southwest Florida Townhouse
Fort Myers Vacation RentalsPirates Lookout - 3 bedroom Carriage house in the North End steps to Rod n Reel!
Anna Maria Vacation RentalsWarm and Spacious Condo With great Amenities At Burnt Store Marina (BSM)
Punta Gorda Vacation RentalsStylishly Renovated & Fully Furnished 2/2 Condo in Partridge Place - Monthly Rental
Fort Myers Vacation RentalsLa Playita #2 Beautiful Coastal Townhome Close to Beach
Holmes Beach Vacation RentalsLongboat Key Beachfront Monthly Rental -Beachplace 3 – 205 (3BR)
Longboat Key Vacation RentalsSUNSETS ON CARISSA - GORGEOUS ISLAND HOME! 3 Bedroom Block to Beach w Pool
Holmes Beach Vacation RentalsPeaceful Holmes ~ Beautiful 3 bedroom home ~ 6 houses to the beach
Holmes Beach Vacation RentalsSaltair East Gorgeous 2 Bed 2 Bath with Pool! Sleeps up to 6
Holmes Beach Vacation RentalsBeautiful Historic home with Pool and Spa ~ Pet friendly w/ 4 bedrooms in the heart of Downtown Sarasota!
Sarasota Vacation RentalsStoneybrook Golf and Country Club, Palmer Ranch, Sarasota, Florida
Sarasota Vacation RentalsThe Meadows Golf Course View - Close to Lido and Siesta Key - Monthly Rental
Sarasota Vacation RentalsExecutive Home in Fort Myers Best Private Gated Golf & Country - Golf Cart - Monthly Rental
Fort Myers Vacation RentalsTHE COTTAGE ON PINE - Adorable Renovated Cottage w/Private Heated Pool, On Main Street of Anna Maria
Anna Maria Vacation RentalsNew Bradenton Rental Listing - Just Remodeled! March Dates Available! - Close to Beaches
Bradenton Vacation RentalsMarco Island Condo Vacation Rental - New Listing
Marco Island Vacation RentalsAnna Maria Island SANDY POINT 109❤️Close to beach, shops & restaurants, heated pool, private lanai
Holmes Beach Vacation RentalsVilla Cutrone - Perico Bay Vacation Rental Near the Beach! - 3 Month Minimum Stays
Bradenton Vacation RentalsLocation, location, location! Short walk to beach, shopping and dining!
Holmes Beach Vacation RentalsFins Up! - 2 Bedroom 2 1/2 Bath House, Sleeps 6
Holmes Beach Vacation RentalsCountryside Golf and Country Club Condo with Tennis / Pickleball - Monthly Rental
Naples Vacation RentalsLuxury 3 Bed Sth Facing Villa- regal oaks only full lakeview villa advertised
Bradenton Vacation Rentals3 Bedroom updated home with AMAZING Tropical backyard paradise
Holmes Beach Vacation RentalsGorgeous Luxury Rental, Steps to Beach, Pool and More at
Holmes Beach Vacation RentalsCOCONUT LAGOON - Lovely Historic Renovated Cottage w/Huge Heated Pool, Backyard Oasis/Cabana/Bar
Anna Maria Vacation RentalsResort Life at Esplanade Lakewood Ranch
Bradenton Vacation RentalsPeace River House - "Enjoy the adventure, Embrace the detours."
Punta Gorda Vacation RentalsParadise Beckons!! Beautiful Beachfront 2BR2BA Sea Winds condo
Marco Island Vacation Rentals2 Bedroom Waterfront Home with AMAZING Bay Views - Pirates Bay!
Anna Maria Vacation RentalsLido Key & St Armands Family & Pet Friendly Pool Home - 232 S Boulevard of the Presidents
Lido Key / St Armand's Vacation RentalsLuxury 2 bedroom duplex with Elevator Pool and Spa! Steps to Beach and Bay!
Bradenton Beach Vacation RentalsIsland Garden Villas ~ a Tropical Oasis of 1 and 2 bedroom private cottages close to beach
Holmes Beach Vacation RentalsEntire House • 2 Condos • Walk to Beach • Heated Pool • Elevators • Roof Top
Bradenton Beach Vacation RentalsBeach Daze ~ 2 Bedrooms with private pool and Golf Cart!
Holmes Beach Vacation RentalsSunset Beach 101 Beachfront Villa with Full Views
Holmes Beach Vacation RentalsFamily-Friendly Winter Getaway: Fully Equipped 2nd-Floor Condo with Resort Amenities in Arbor Oaks!
Bradenton Vacation RentalsSea Star - North end 3 bedroom luxury rental with carriage house and pool!
Anna Maria Vacation RentalsLuxury Overload! Private Beach Access - 5 bed + office HEATED Pool+Spa Free WiFI ELEVATOR
Longboat Key Vacation RentalsThe Veranda on Jacaranda - 4 bedroom Gulf-view Luxury Anna Maria Pool Home ~ Beach, Bikes, Bean Point!
Anna Maria Vacation RentalsBeautiful Townhouse Vacation Rental - Near Fort Myers Beach, Sanibel Bridge
Fort Myers Vacation RentalsNov -Dec 2023 open for Bookings! Esplanade Resort Community
Bradenton Vacation RentalsJacaranda Gem * 3 Houses to the Beach * Gulf Views * Huge Saltwater Pool
Anna Maria Vacation RentalsNEW LISTING! Longboat Key Monthly Rental - Beachplace 4 -204
Longboat Key Vacation Rentals30% Off Summer River Of Grace Hope and Love
Fort Myers Vacation RentalsChasing Sunsets - three houses from the beach
Lido Key Vacation RentalsMariner's Crossing - Stunning Luxury Home w/ Gulf Views From Every Room, Rooftop Deck, & Pool/Spa
Holmes Beach Vacation RentalsCasa Mariposa - Luxury Butterfly Garden, Steps to Pine Ave, Pool/Spa, Bikes, 4 Houses to Beach
Anna Maria Vacation RentalsBEAUTIFUL RENOVATED VILLA, LAKE VIEW, HEATED POOL, CLOSE TO BEACH
Nokomis Vacation RentalsBLUE HAVEN BEACH HOUSE - Coastal Updated Home, Steps to Beach!, Peek at Gulf, Heated Pool, Elevator
Holmes Beach Vacation RentalsMARCH DATES AVAILABLE!!! ONE BEDROOM OR THREE OR SIX BEDROOMS!!!!
Holmes Beach Vacation RentalsLuxurious 2 bedroom, 2 bath with lanai in Palmetto Cove!
Fort Myers Vacation RentalsChasing Waves - Steps from the beach, no roads to cross . AMI Perfect Beach House
Holmes Beach Vacation RentalsCopacabana - 3 bedroom home with pool and dock!
Anna Maria Vacation RentalsTradewinds Resort Cottage Rental - 1 bedroom-sleeps 4 -pet friendly
Bradenton Beach Vacation RentalsAmazing 4 bedroom luxury Bay View home w/ Pool, Spa and Roof Deck!
Anna Maria Vacation RentalsFamily friendly 2 bedroom condo in the Heart of Holmes Beach!
Holmes Beach Vacation Rentals30% Off Summer Bay of Grace -- A Boater's Paradise - Vacation Rental with Dock
Fort Myers Vacation Rentals4 Bedroom LUXURY New Build Home. Steps to Rod and Reel Pier!
Anna Maria Vacation RentalsAnna Maria Beach Place Unit 1 - Downstairs Corner Unit. Steps to The Beach!
Holmes Beach Vacation RentalsCarissa Beach House on Anna Maria Island
Holmes Beach Vacation RentalsSunset Landings 1 - Full Gulf Views
Bradenton Beach Vacation RentalsISLAND GIRL WEST ~ 2 BEDROOM HALF DUPLEX A BLOCK TO THE BEACH!
Holmes Beach Vacation RentalsVintage Florida Cottage steps to the beach!
Bradenton Beach Vacation RentalsLemon Tree Apt 1 Tudor Getaway Resort- Heated Pool
Cape Coral Vacation RentalsCoral Palms - Water Lovers! Quick canal access to the Gulf. Extra amenities - Cape Coral Vacation Rental
Cape Coral Vacation RentalsBATEMAN'S - Luxury Canal Front Home with Pool, Spa, Dock, Close to Bean Point & Pine Ave
Anna Maria Vacation RentalsEsplanade at Lakewood Ranch Monthly Stays
Bradenton Vacation RentalsLuxury Condo at Heritage Pointe - Affordable Monthly Fort Myers Vacation Rental
Fort Myers Vacation RentalsAquamarine Oasis - Amazing 3 bedroom pool home 5 minute walk to the beach!
Holmes Beach Vacation Rentals#174 Runaway Bay or better known as Paradise! Our home away from home.
Bradenton Beach Vacation RentalsSandcastle Dreams - 3 BR Beachfront Condo with pool
Bradenton Beach Vacation RentalsVilla Ocala Premiere Luxury Vacation Destination with Amenities Beyond Compare
South Venice Vacation RentalsPrivate Pool Home, SPECTACULAR Sunsets And Only Steps from the Beaches
North Captiva Island Vacation RentalsExquisite brand new home in resort style community
Naples Vacation RentalsSouth side Heated Waterfall Pool w/Beach, HotTub + Huge Covered Lanai + King Bed Suite
Cape Coral Vacation Rentals#1 Exclusive US Beach Siesta Key, Glass House 2mins.to Beach
Siesta Key Vacation RentalsA Lazy River Day and Night 4 Bedroom Custom Pool home on Anna Maria Island
Holmes Beach Vacation RentalsTIME 4 U Estate: Pool, Hot Tub, Pickle Ball, Tennis, Bocce Ball, Fire Pit + More
Naples Vacation RentalsCasa Gucci - Anna Maria Island Vacation Rental
Holmes Beach Vacation RentalsMermaid's Crossing 4 bed, 3 bath heated pool and spa
Holmes Beach Vacation RentalsTreviso Bay Naples Fl 4 bedroom luxury bungalow - min 30 day stays
Naples Vacation RentalsFamily Tides - Newly Renovated, 2 Homes in 1, Just Steps to Beach with Rooftop Gulf Views, Heated Pool, Close to Bridge St
Bradenton Beach Vacation RentalsUPDATED | PRIVATE POOL | DOG FRIENDLY: Rosepoint Villa
Cape Coral Vacation RentalsAMI PEPPERTREE PARADISE - Cozy Updated Home w/Heated Pool on North End of Island, 2 Houses to Beach!
Anna Maria Vacation RentalsPalm Gardens - Hot Tub - Pets - Minutes to Beach
Venice Vacation RentalsNew ListingBeach Residences -Lido #603 by FGC
Sarasota Vacation Rentals❤️GORGEOUS AMI VILLA❤️STEPS TO THE BEACH, PRIVATE WATERFALL POOL, 3 PATIOS INCLUDING A ROOFTOP PATIO WITH A SWING
Holmes Beach Vacation RentalsDECKED OUT - Stunning Luxury Home! Huge Sunny Private Pool, Block to Pine 8 Min Walk to Beach
Anna Maria Vacation Rentals2 Bedroom 1 floor @ Imperial Golf, pool, near beach and shopping
Naples Vacation RentalsSALTY PIRATE - Luxury Canalfront Home w Water Views, Pool Spa, Bikes, Kayak, SUP!
Anna Maria Vacation RentalsSlice Of Paradise! 4 bed 5.5 Bath Heated pool, spa rooftop deck, free highspeed WIFI
Holmes Beach Vacation RentalsSeaside Sunset- Waterfront 2/2 plus bunk room and private dock, 3 blocks to award winning beaches
Holmes Beach Vacation RentalsBLACK FRIDAY SALE! Amazing Pool, Fun Games, Massage Chair, minutes to Anna Maria and IMG; Pet friendly
Bradenton Vacation RentalsWelcome to Jungalow Bay! Luxury 3 bedroom Tropical Paradise with Private Pool
Anna Maria Vacation RentalsIdyll Tides, Peaceful retreat in the Desirable North End for up to 8!
Anna Maria Vacation RentalsBay View Dream - waterfront with pool and spa!
Anna Maria Vacation RentalsHeron Pointe - Triple Lot Fenced Yard - Pet Friendly - Minutes To Beaches
Venice Vacation RentalsAvailable for FEB/MAR/APRIL 2024! Brand new home in gated community north of Naples. Verdana Village!!
Estero Vacation RentalsNaples Retreat-ABUTTING VALENCIA GOLF & COUNTRY CLUB
Naples Vacation RentalsKiwi Cottage Holmes Beach Luxury Rental
Holmes Beach Vacation RentalsEntire 2/1 Sleeps 6 Quiet Dead End St 1/2 Acre Wow
Parrish Vacation Rentals“Calypso” an Anna Maria Island Private Oasis!
Holmes Beach Vacation RentalsParadise Blu ~ Luxury 4 bedroom home w/ Pool, Spa and Roof Deck with water views!
Anna Maria Vacation RentalsCOZY CABANA EAST - GORGEOUS Renovated w/ Pvt. Pool, Backyard Oasis, Walk to Beach w Beach Gear!
Holmes Beach Vacation RentalsBayport Beach & Tennis Club ~ A Beach to Bay Tropical Oasis - Min 30 Night - Monthly Vacation Rental
Longboat Key Vacation RentalsPOINT'S HIDEAWAY - Beautiful Island Home w/ Rooftop Water Views on Bean Point! Pool, Bar, Foosball!
Anna Maria Vacation RentalsSun, Beach - 2025 Minimum 3 Month Rental - BWB, North Naples
Naples Vacation RentalsBreezy Villa -Minute to Beaches - Fenced Yard - Pets Welcome - WiFi
Venice Vacation RentalsLOCATION LOCATION LOCATION large home only 2 houses away from the gulf
Holmes Beach Vacation RentalsSEA LA VIE - Waterfront Stunning Luxury Home wPool, Spa, Dock, Elevator, Close to Pine
Anna Maria Vacation RentalsGone Coastal: Beautiful Pet-Friendly Home w Heated Saltwater Pool
Holmes Beach Vacation RentalsComforts of Home in Secure Community Over Manatee Bridge from AMI
Bradenton Vacation RentalsSand Trap! Waterfront luxury home with pool, spa and MINI GOLF course
Anna Maria Vacation RentalsVilla Palm Tree-Beautiful Poolvilla-SPECIAL RATES!! Please Ask!!!
Cape Coral Vacation RentalsCanalfront Caribbean Retreat with Pool and Boat Dock
Bradenton Vacation RentalsBeachplace 7 – 203 by FGC - Longboat Key Monthly Resort Condo Rental
Longboat Key Vacation RentalsOcean Minded ~ 3 bedroom 3 bath Luxury Home! Huge pool and short walk to beach
Anna Maria Vacation RentalsAcquaLuxe - Exquisite 2022 Lux Canal Home w/ Outdoor Oasis Pool, Spa, Dock, SUP, Kayaks, Fire Pit
Anna Maria Vacation RentalsBLACK FRIDAY SALE! Backyard wonderland, Heated Pool, Firepit, & Gazebo; Multi-Gen Family Fun!
Bradenton Vacation RentalsSTUNNING 5 BEDROOM 4 BATHROOM DREAM HOUSE WITH BACKYARD OASIS, STEPS TO THE BEACH
Holmes Beach Vacation RentalsSUNSET MARGARITA - Luxury Condo, Pool, Beach Gear, Bikes, Just 5 Mins to Anna Maria Gulf Beaches!
Bradenton Vacation RentalsSerenity Now - Newly Listed Holmes Beach Beauty. Heated Pool with Sun Shelf
Holmes Beach Vacation RentalsBeach front Luxury condo gulf views and gated parking
Anna Maria Vacation RentalsLuxury 4 bedroom monthly rental in Key Royale. Amazing WATERFRONT home with Private Pool!
Holmes Beach Vacation RentalsSandcastle Cottage - Minutes to Beaches - Screened Patio - Fenced Yard - Pets OK
Venice Vacation RentalsResort Living at Esplanade, Private Pool - April 2024 forward open
Bradenton Vacation RentalsGray's Gulf Coast Cottages - Sarasota - Seasonal or Long Term, Monthly*
Sarasota Vacation RentalsSalty Siesta AMI! Updated Beach Block Bungalow with Pool
Holmes Beach Vacation RentalsRelax and Unwind at Southwind at the Vines - Estero Country Club - Monthly Stays
Estero Vacation RentalsNew Listing! Tides of Pelican Landing Retreat
Estero Vacation RentalsOur Happy Place on Anna Maria Island
Holmes Beach Vacation RentalsPerfect central Anna Maria Island Location!
Holmes Beach Vacation RentalsWater, water everywhere. H2O 360 ~ Amazing canal front home with dock, pool and hot tub!
Anna Maria Vacation Rentals25% Summer Grace River Island -- A Fun Family Experience
Fort Myers Vacation RentalsSEASWEPT MERMAID - Luxury Canalfront Home w Pvt. Boat Dock, PoolSpa, Bikes, Kayaks, SUP!
Anna Maria Vacation RentalsThe Happy Hibiscus Island Oasis with Ocean Views
Anna Maria Vacation RentalsTERN KEY - Pristine Spacious Luxury Canal Home with Pool, Spa, Dock, Bikes, Close to Beach!
Anna Maria Vacation RentalsMarco Island 17th Floor Beachfront Condo with AMAZING Views
Marco Island Vacation RentalsBeautiful 2 Bedroom BAY VIEW Beach House with Heated Pool ~ Dog friendly
Anna Maria Vacation RentalsSeas the Day - 4/3 with heated pool *Golf Cart * Hot Tub*Elevator*Putt Putt Course
Anna Maria Vacation Rentals3 Bd/2Bth Bungalow with heated pool in Prime Location in Ft. Myers
Fort Myers Vacation RentalsSunny Smiles - Weekly and Monthly Stays
North Port Vacation RentalsBeachy Blue - 4 bedroom 4 bath Family Retreat in Holmes Beach!
Holmes Beach Vacation RentalsGone Coastal Too: Beautiful Family & Pet-Friendly Private Home
Holmes Beach Vacation RentalsAnna Margaritas adorable North End escape! Private Pool and Hot Tub
Anna Maria Vacation RentalsTurtle Cove - Pet Friendly Venice FL Rental - Fenced Yard - Minutes To Beaches
Venice Vacation RentalsBeachplace 7 – 202 by FGC - Longboat Key Monthly Beachfront Rental
Longboat Key Vacation RentalsBeautiful lake front home with heated Pool in close distance to Siesta Key Beach
Sarasota Vacation Rentals“Tiki Time!” Luxury 4 bedroom with backyard oasis + pool near Anna Maria Island!!
Bradenton Vacation RentalsSouthwest Florida Vacation Rentals
Florida's south west offers old fashioned Florida villages of Anna Maria Island to the beachcombers and boaters delights of Fort Myers, Marco Island, Sanibel and Captiva Islands. From sun soaked beaches to nature preserves and the everglades. This diverse region has something for everyone. Great for beach combers and shelling!
Is Southwest Florida a good place to rent a Vacation Rental?
Southwest Florida is a fantastic place to rent a vacation rental! With its beautiful beaches, warm weather, and abundance of activities, it is a popular destination for tourists from all over the world. Here are a few reasons why Southwest Florida is a great place to rent a vacation rental:
1. Beautiful Beaches - Southwest Florida is known for its stunning beaches, including Naples Beach, Sanibel Island Beach, and Lovers Key State Park. Visitors can relax on the soft white sand, swim in the clear blue water, and soak up the sun.
2. Warm Weather - With an average temperature of 75 degrees Fahrenheit, Southwest Florida offers a warm and inviting climate year-round. Visitors can enjoy outdoor activities such as fishing, kayaking, and golfing without worrying about the weather.
3. Abundance of Activities - From shopping and dining to fishing and boating, there is always something to do in Southwest Florida. Visitors can explore the area's natural beauty by hiking or biking, or take in a cultural event at one of the many theaters or art galleries.
4. Family-Friendly - Southwest Florida is a great place for families to vacation. With attractions such as the Naples Zoo and Sun Splash Family Waterpark, there are plenty of activities for children of all ages to enjoy.
If you are looking for a relaxing and fun-filled vacation, Southwest Florida is the perfect destination. Book your vacation rental today and start exploring all that this beautiful area has to offer!
What do I need to know to rent a vacation home in Southwest Florida?
If you're planning to rent a vacation home in Southwest Florida, there are a few things you should know to ensure a smooth and enjoyable experience. Here are some key factors to consider:
1. Location - Southwest Florida is a large area that includes popular destinations such as Naples, Fort Myers, and Sanibel Island. Consider the location carefully and choose a vacation home that is close to the attractions and activities you want to experience. If you're interested in beach activities, choose a home that is within walking distance or a short drive to the beach.
2. Rental Costs - Rental costs can vary significantly depending on the location, size, and amenities of the vacation home. Make sure you understand the total cost of renting the home, including any additional fees, taxes, and security deposits. Some vacation rental websites also charge a service fee, so be sure to factor that into your budget.
3. Amenities - Amenities can make a big difference in the quality of your vacation rental experience. Consider what amenities are important to you and make sure the vacation home you choose meets your needs. Some common amenities include a pool, outdoor grill, and access to beach equipment.
4. Rental Agreement - Be sure to carefully read the rental agreement and understand the terms and conditions of the rental. This includes the check-in and check-out procedures, cancellation policy, and any restrictions or rules that apply to the vacation home.
5. Property Management - Look for a vacation rental with a reputable property management company or host/owner who is responsive and available to address any issues or concerns that may arise during your stay. FLARBO verifies each host prior to listing publication so you can feel comfortable booking a rental.
Renting a vacation home in Southwest Florida can be a wonderful way to experience the area's beauty and charm. By considering these factors and doing your research, you can find the perfect vacation home for your needs and enjoy a memorable vacation.
What are the typical stay periods for rentals in Southwest Florida?
Vacation rentals in this region of the sunshine state can be rented as follows depending on the municipal zone restrictions and the host's preference.
- nightly
- weekly
- monthly
What are the typical rental rates for short term rentals in Southwest Florida?
Rental Price Information
- Low range from $42 per night - $294 per week - $1,176 per month
- High range from $2,000 per night - $14,000 per week - $60,000 per month
Booking Window
The Southwest Florida region is a very popular location for visitors. The best vacation rentals book 1 year or more in advance. On average the booking window for this region is 5 - 6 months in advance. Plan ahead to secure your favorite property!
Guest Retention
Many travelers fall in love with this location in the USA and return to it every year with families, as snowbirds or digital nomads which also increases the demand to book early.
High Season - Southwest Florida - December through April
High season for travelers booking vacation rentals in Southwest Florida typically runs from December through April. This is the time of year when the weather is warm and sunny, and many people are looking to escape the colder climates up north. During this time, vacation rentals in Southwest Florida can be in high demand, and rental prices may be higher than during other times of the year.
If you're planning to visit Southwest Florida during high season, it's recommended that you book your vacation rental well in advance to ensure availability and secure the best rates. Additionally, be prepared for larger crowds and potentially longer wait times for popular attractions and restaurants. Despite the crowds, however, high season is a fantastic time to visit Southwest Florida and enjoy all the area has to offer, including its beautiful beaches, outdoor activities, and cultural events.
Low Season - Southwest Florida - May through November
Low season for travelers booking vacation rentals in Southwest Florida is typically from May through November. During this time, the weather can be hotter and more humid, with the occasional afternoon thunderstorm. While this may not be the ideal weather for some visitors, there are still plenty of advantages to visiting Southwest Florida during the low season.
Summer months are more popular with nearby visitors to the coastal regions of Florida. Keep in mind that Floridians travel within their state on holiday during the months of June through to mid-August while school's out.
One of the biggest advantages is that vacation rental prices are typically lower during this time, making it a great option for budget-conscious travelers. Additionally, there are fewer crowds, which means you can enjoy popular attractions and beaches with more space and fewer lines. Some businesses may also offer special deals and discounts during the low season to attract visitors.
If you're planning to visit Southwest Florida during the low season, it's important to be prepared for the weather and plan activities accordingly. For example, plan to spend time outdoors in the morning or evening when the temperatures are cooler, and take advantage of indoor activities during the hottest part of the day. Overall, visiting Southwest Florida during the low season can be a great way to save money and enjoy a more relaxed and uncrowded vacation experience.
Southwest Florida Monthly Stays - Snowbird Rentals
Many winter travelers are looking for monthly or seasonal rental options. Choosing the long term suitability filter renders 134 rental options ion Southwest Florida for snowbirds.
Southwest Florida Pet Friendly Rentals
There are many dog parks found in the region as well as pet-friendly fenced in rentals to let your pooch roam free. In some cases dogs are not permitted on the beaches so check with the local restrictions. If you bring your pet you may want to look at rentals with shady areas as well as nearby walking routes. There are currently 149 pet friendly vacation rentals for Southwest Florida.
Large Group rentals in Southwest Florida
Renting a vacation rental is a great option for large groups. It provides more space and comfort than multiple hotel rooms, with amenities such as multiple bedrooms, bathrooms, and full kitchens. Vacation rentals also offer unique decor and local touches, making for a personalized experience. Additionally, staying in a vacation rental can help save money on dining expenses, as guests can prepare meals themselves. Overall, renting a vacation rental is a convenient and comfortable way for large groups to enjoy their time together in Southwest Florida. The search renders 69 vacation rentals suitable for large groups in Southwest Florida.
Southwest Florida Rentals with Pools and Hot Tubs
A vacation rental with a pool can offer several benefits for visitors to Southwest Florida. Firstly, it provides a refreshing way to cool off from the hot and humid climate. Having a pool right on the property allows guests to take a dip at any time of day, without having to travel to a beach or public pool. Additionally, having a pool can provide a fun activity for families and friends to enjoy together, with options for swimming, pool games, and relaxation. Vacation rentals with pools may also have outdoor areas for lounging, grilling, and dining, making for a complete outdoor living experience. Overall, a vacation rental with a pool can provide a luxurious and convenient way to fully enjoy all that Southwest Florida has to offer, while also providing a refreshing and fun way to stay cool during the warmer months.
Southwest Florida Rentals by Property Type
There is an abundance of Southwest Florida vacation rental dwelling types, the majority ranging from condos to private homes:
- 605 properties in Southwest Florida listed for rent
- 320 Southwest rentals are listed as "house" rentals, accounting for 53% of the accommodation types
- 194 Southwest rentals are listed as "condo" rentals, are another popular rental type accounting for 32% of the accommodation types
- 55 Southwest rentals are listed as "bungalows and villas"
- 11 Southwest rentals are listed as "townhouses"