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 Beach 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
- 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
- Palm Island Vacation Rentals
- Palmetto 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
Featured
Quick walk to the beach from the condo with the view
Vanderbilt Beach Vacation Rentals
2/BR
2/BA
SLEEPS 6
Featured
PRIVATE LUXURY VILLA WITH AMAZING WATER VIEWS AND HEATED POOL CLOSE TO BEACHES AND SHOPPING
Port Charlotte Vacation Rentals
2/BR
2/BA
SLEEPS 6
Featured
Perfect Location -On canal, walk to Beach, Restaurants, Shops, Movie Theatre, Mini Golf, Icecream & More
Marco Island Vacation Rentals
3/BR
2/BA
SLEEPS 8
Featured
Lovely and comfortable place in Englewood (A)
Grove City Vacation Rentals
2/BR
2/BA
SLEEPS 4
Englewood Cottage ~ Quaint Beach Cottage on the Gulf
Manasota Key Vacation Rentals
3/BR
2/BA
SLEEPS 8
Bay to Gulf Townhouse on Manasota Key - Affordable Waterfront Vacation Rental
Manasota Key Vacation Rentals
3/BR
2/BA
SLEEPS 6
CREEKSIDE PALMS: 4 mi. to ANNA MARIA ISLAND, Sleeps 14, Heated Pool, Fishing, Kayak and Beach Gear!
Bradenton Vacation Rentals
4/BR
3/BA
SLEEPS 14
Cape coral, Florida villa, heated pool and hot tub
Cape Coral Vacation Rentals
3/BR
2/BA
SLEEPS 8
Walk to Beach, JW Marriott, Upscale Montego Paradise
Marco Island Vacation Rentals
3/BR
3/BA
SLEEPS 6
PRIME LOCATION ON AMI ** DIRECTLY ON WHITE SUGAR SAND BEACH ** HEATED POOL
Bradenton Beach Vacation Rentals
2/BR
2/BA
SLEEPS 4
Alecassandra Vacation Villas - From $300 Family Reunion Location, Villa 4 & 5, 4BR, 4BA, Sleeps 12
Bradenton Beach Vacation Rentals
4/BR
4/BA
SLEEPS 12
South Seas #1809: Tower 3 - Condo on Beach
Marco Island Vacation Rentals
2/BR
2/BA
SLEEPS 4
Gypsy Wind Island Retreat
North Captiva Island Vacation Rentals
5/BR
4.5/BA
SLEEPS 14
Upscale Living in Stunning 2 Bedroom + Den Bayfront Condo with Sweeping Water Views
Palmetto Vacation Rentals
2/BR
2/BA
SLEEPS 5
Villa Niccola - Cape Coral Waterfront Dock Boat Lift Heated Pool - Paradise!
Cape Coral Vacation Rentals
3/BR
2/BA
SLEEPS 6
Paradise Awaits at this Beautiful 1st Floor Lely Resort Condo/South Naples!
Naples Vacation Rentals
2/BR
2/BA
SLEEPS 4
Luxury Private Vacation Estate on Sanibel
Sanibel Island Vacation Rentals
4/BR
2.5/BA
SLEEPS 10
The beautiful Villa with new Funishings- Villa Belle Rio
Cape Coral Vacation Rentals
2/BR
4/BA
SLEEPS 8
NEW!! Ask about Summer and fall discounts Casa Royal Palms! 3 bedroom pool home/basketball court!
Cape Coral Vacation Rentals
3/BR
2/BA
SLEEPS 8
The GRAND ISLAND OASIS - LUXURY 8 BDRM PRIVATE HOME- ANNA MARIA ISLAND
Bradenton Beach Vacation Rentals
8/BR
5/BA
SLEEPS 18
Family vacation on AMI w/pool 4BR, 2.5BA, 8 guests
Holmes Beach Vacation Rentals
4/BR
2.5/BA
SLEEPS 8
Anna Maria Island -walk to the beach!
Holmes Beach Vacation Rentals
2/BR
2/BA
SLEEPS 6
New! Waterfront Views w/Private Heated Pool/Spa & Luxury Resort Amenities Sleeps 16
Anna Maria Vacation Rentals
6/BR
4/BA
SLEEPS 16
6 Bedrm Waterfront Home with Amazing Sunset Views
Cape Coral Vacation Rentals
6/BR
3/BA
SLEEPS 14
Highlighted
Sirenia Cove - Htd Pool Hot Tub Waterfront Dock Ping Pong Outdoor Bar Backyard Beach Walk to Beaches
Anna Maria Vacation Rentals
4/BR
3/BA
SLEEPS 12
Luxe Canal Villa - Waterfront Cape Coral Luxury Rental
Cape Coral Vacation Rentals
4/BR
5/BA
SLEEPS 15
The Peachy Beach House, Steps to an Anna Maria Beach
Holmes Beach Vacation Rentals
2/BR
2/BA
SLEEPS 5
The Closest Condo to the Gulf of Mexico on Siesta Key
Siesta Key Vacation Rentals
2/BR
2/BA
SLEEPS 6
Americana AMI Lighthouse 3BR w/pool + rooftop deck
Holmes Beach Vacation Rentals
3/BR
2.5/BA
SLEEPS 6
Siesta Vacation Home - 4 min to Venice Island
South Venice Vacation Rentals
2/BR
2/BA
SLEEPS 5
Hyde Park Buttercup - Sarasota Affordable Condo Rental
Sarasota Vacation Rentals
1/BR
1/BA
SLEEPS 1
Beautiful Classy Gulf Coast Anna Maria Island, Private Pool, Close to Beach
Holmes Beach Vacation Rentals
3/BR
2/BA
SLEEPS 6
AMI North End Private Heated Pool. Great location to the Beach
Anna Maria Vacation Rentals
2/BR
2/BA
SLEEPS 6
Ocean View right on Beach 2br/2ba Steps to #1 beach Directly on Siesta Key
Siesta Key Vacation Rentals
2/BR
2/BA
SLEEPS 6
River Strand is a Gated Resort Community located in Bradenton, FL - Monthly Rental
Bradenton Vacation Rentals
2/BR
2/BA
SLEEPS 2
April cancellation in desirable Lely Island Resort Beautiful 3 bed
Naples Vacation Rentals
3/BR
2/BA
SLEEPS 6
Elevator! Spacious Luxury Home Heated Pool & Spa. 3 min walk to Beach!! 3-7 nt stays
Bradenton Beach Vacation Rentals
5/BR
5/BA
SLEEPS 12
North Naples Emeralds Lake Rental fully updated 3 bed, 2 bath condo - 90 nt min stays
Naples Vacation Rentals
3/BR
2/BA
SLEEPS 6
FRIENDS & FAMILY RETREAT - Monthly Sarasota Rental
Sarasota Vacation Rentals
1/BR
1/BA
SLEEPS 2
Anna Maria Island- less than 2 min walk to beach!
Bradenton Beach Vacation Rentals
2/BR
2/BA
SLEEPS 6
Highlighted
Sirenia Beach House - Popular! - Backyard Beach Waterfront Dock Pool Spa Putting Green Tiki Hut Walk to Beaches
Anna Maria Vacation Rentals
4/BR
3/BA
SLEEPS 10
TRADEWINDS Premium Beach Location & Gulf View - 11th Floor Renovated Condo
Marco Island Vacation Rentals
2/BR
2/BA
SLEEPS 4
Sunkissed & Salty: Guest Favorite! Prime Island Location with Dreamy Amenities
Anna Maria Vacation Rentals
4/BR
4/BA
SLEEPS 8
Elegant and spacious waterfront condominium
Marco Island Vacation Rentals
2/BR
2/BA
SLEEPS 6
Marco Island, White Sand Beaches, 11th Flr, 2 Bedroom 2 Bath, Gulf of Mexico
Marco Island Vacation Rentals
2/BR
2/BA
SLEEPS 6
South Seas Tower 4 - Unit #908 - Gulf Front 2-Bedroom 2-Bath Condo
Marco Island Vacation Rentals
2/BR
2/BA
SLEEPS 6
PRICES ARE ALL INCLUSIVE-WE PAY ALL RESORT TAXES (11.5%) 6 WEEK MINIMUM - PRIVATE HEATED POOL - TIKI BAR - 4 BED - 5 BATH - 3500 SQ FT.-
Cape Coral Vacation Rentals
4/BR
5/BA
SLEEPS 8
Amazing views and beautiful home- Villa Caroline
Cape Coral Vacation Rentals
3/BR
2/BA
SLEEPS 6
Beachfront condo on Siesta Key can't get much closer to the gulf!
Siesta Key Vacation Rentals
2/BR
2/BA
SLEEPS 6
EPIC VIEWS! HUGE DOCK! Amazing Direct Salt Water Access - Water Front & Peaceful
Cape Coral Vacation Rentals
3/BR
2/BA
SLEEPS 6
Highlighted
Steps To The Beach, Private & Heated Pool, Renovated - Now Booking Summer/Fall!
Holmes Beach Vacation Rentals
3/BR
1/BA
SLEEPS 6
Game Room, Sun-Kissed Pool, 2 Kings, Private Yard
Cape Coral Vacation Rentals
4/BR
3/BA
SLEEPS 10
Endless Summer on Anna Maria Island at Runaway Bay
Bradenton Beach Vacation Rentals
2/BR
2/BA
SLEEPS 6
Renovated 4 bedroom directly on #1 Siesta Beach. Unobstructed views of gulf.
Siesta Key Vacation Rentals
4/BR
2.5/BA
SLEEPS 8
Highlighted
Sirenia By The Sea - Renovated - 5/5 Waterfront Dock Pool Hot Tub Putting Green - Steps to the Beach
Anna Maria Vacation Rentals
5/BR
5/BA
SLEEPS 12
Large Heated Pool, 2 Master-Bedroom suites, Very Close to Gulf Beach
Anna Maria Vacation Rentals
4/BR
3.5/BA
SLEEPS 8
Bridge Escape in North Fort Myers, FL
North Fort Myers Vacation Rentals
4/BR
3.5/BA
SLEEPS 12
PUTTING GREEN. DISC GOLF. SHUFFLEBOARD. HTD POOL. KIDS THEMED BUNK ROOM. CHAIR LIFT
Bradenton Vacation Rentals
5/BR
2.5/BA
SLEEPS 14
Private Villa Paradise! Just steps to #1 Beach 2br/2ba private lanai and Patio!
Siesta Key Vacation Rentals
2/BR
2/BA
SLEEPS 6
STUNNING 3/2 Pool/Spa/Lake Home, Brand New Furniture, Fully Stocked, Lanai, Peaceful & Private
Naples Vacation Rentals
3/BR
2/BA
SLEEPS 7
Gulfview Unit#912 - Gulf Front : Property #22003
Marco Island Vacation Rentals
2/BR
2/BA
SLEEPS 4
Anna Maria Island Steps to Beach | Two Pools & Hot Tub | 3BR, 2BA & Balcony
Bradenton Beach Vacation Rentals
3/BR
2/BA
SLEEPS 7
SS Tower 4 - Unit #1801 Beachfront 2-Bedroom/2-Bath Condo on The Gulf of Mexico
Marco Island Vacation Rentals
2/BR
2/BA
SLEEPS 6
Comfortable Chic Condo with Gulf Access Sleeps 6!
Cape Coral Vacation Rentals
3/BR
2/BA
SLEEPS 6
Absolute Anna Maria-Private Beach Access-Heated Pool-Water Views From Every Room
Bradenton Beach Vacation Rentals
2/BR
2/BA
SLEEPS 5
EDGE OF PARADISE MARGARITAVILLE LUXURY CONDO LOCATED AT THE GATEWAY TO ANNA MARIA ISLAND- TWO MASTER BEDROOMS
One Particular Harbour - Margaritaville Vacation Rentals
3/BR
3/BA
SLEEPS 7
Absolute Paradise AMI-Private Beach Access-Water Views From Every Window-Heated Pool- Walk To 14 Restaurants
Bradenton Beach Vacation Rentals
2/BR
2/BA
SLEEPS 5
Beautiful Gulf Coast Views, Beachfront Condo Marco Island the Sea Winds
Marco Island Vacation Rentals
2/BR
2/BA
SLEEPS 6
Modern Coastal Home w/Heated Pool & Waterfront Views!
Cape Coral Vacation Rentals
3/BR
2/BA
SLEEPS 8
Marco Island on the Water Newly renovated 3 bedroom 2 bath with beautiful waterviews
Marco Island Vacation Rentals
3/BR
2/BA
SLEEPS 6
SANDY PANTS - Designer Beach Chic Home, Steps to Beach, Backyard Oasis w/ Heated Pool
Holmes Beach Vacation Rentals
3/BR
2.5/BA
SLEEPS 6
Naples Paradise Monthly Rental - Steps to Beach!
Naples Vacation Rentals
1/BR
1/BA
SLEEPS 2
Salty Anchor by Coastal Chic Vacations
Bradenton Vacation Rentals
2/BR
2/BA
SLEEPS 5
Anna Maria Island - just steps to the beach (and pool and tennis court!!!)
Holmes Beach Vacation Rentals
2/BR
2/BA
SLEEPS 4
Seas the Day by Coastal Chic Vacations
Bradenton Vacation Rentals
2/BR
2/BA
SLEEPS 5
Paradise Awaits by Coastal Chic Vacations
Bradenton Vacation Rentals
2/BR
2/BA
SLEEPS 5
Private Beach Access w/Pool and Tennis!
Holmes Beach Vacation Rentals
2/BR
2/BA
SLEEPS 6
Sunset Seacret by Coastal Chic Vacations
Bradenton Vacation Rentals
3/BR
3/BA
SLEEPS 7
Canal Front! Bring or rent a boat, close to IMG/AMI
Bradenton Vacation Rentals
3/BR
2/BA
SLEEPS 8
Charming and Cozy Fort Myers House Rental - close to everything!
Fort Myers Vacation Rentals
3/BR
2/BA
SLEEPS 8
Highlighted
Entire Duplex W/2 Golf Carts and Pool on Anna Maria Island
Bradenton Beach Vacation Rentals
5/BR
3.5/BA
SLEEPS 12
Comforts of Home in Secure Gated Community Over Bridge from AMI Now Available Feb 17 2025!
Anna Maria Vacation Rentals
2/BR
2/BA
SLEEPS 6
SIESTA KEY DIRECT OCEAN FRONT, 8TH FLOOR, LUXURY, SPACIOUS, BEST VIEW
Siesta Key Vacation Rentals
2/BR
2/BA
SLEEPS 4
Swaying Palms by Coastal Chic Vacations
Bradenton Vacation Rentals
3/BR
3/BA
SLEEPS 6
Oceanfront Naples Condo - Sleeps 6 - Naples Key Gated Community
Naples Vacation Rentals
2/BR
2/BA
SLEEPS 6
Paradise on the Bay by Coastal Chic Vacations
Bradenton Vacation Rentals
3/BR
3/BA
SLEEPS 7
Bean Point Charmer! 3 Bedrooms Tropical Pool with Outdoor Loungers - Anna Maria Vacation Rental
Anna Maria Vacation Rentals
3/BR
2/BA
SLEEPS 8
Sol y Mar - Anna Maria Vacation Rental
Holmes Beach Vacation Rentals
3/BR
3.5/BA
SLEEPS 6
Bradenton Beach Club Bliss-2 Bedroom-2 Bathroom Condo-2 Pools-HotTub-Private Beach Access
Bradenton Beach Vacation Rentals
3/BR
2/BA
SLEEPS 6
cabAnna Maria Beach Block 4 bedroom4.5 Bathroom Private PoolSpa
Anna Maria Vacation Rentals
4/BR
4.5/BA
SLEEPS 8
Salty Dogs Beach House on Anna Maria Island. Three bedrooms, three baths. Private Pool.
Holmes Beach Vacation Rentals
3/BR
2.5/BA
SLEEPS 6
Latitude Adjustment Penthouse by Coastal Chic Vacations
Bradenton Vacation Rentals
3/BR
3/BA
SLEEPS 7
Beach Escape: Your Ideal Island Retreat!
Holmes Beach Vacation Rentals
2/BR
2/BA
SLEEPS 6
Coastal Bliss Penthouse by Coastal Chic Vacations
Bradenton Vacation Rentals
3/BR
3/BA
SLEEPS 7
Seasonal Veronawalk Gem with Water & Nature View
Naples Vacation Rentals
3/BR
2.5/BA
SLEEPS 5
Sea Life Retreat Vacation Rental on Anna Maria Island at Runaway Bay
Bradenton Beach Vacation Rentals
2/BR
2/BA
SLEEPS 6
MANNA-TEE BEACH HOUSE - Anna Maria Island Vacation Rental with Pool
Holmes Beach Vacation Rentals
3/BR
2.5/BA
SLEEPS 6
FLIP FLOPS FOREVER - Beach House with Heated Pool and Putting Green - Anna Maria Island Rentals
Holmes Beach Vacation Rentals
5/BR
3/BA
SLEEPS 10
CASA DEL MAR 4 Bedroom Vacation Rental with Dock - Boat Friendly on Anna Maria Island!
Holmes Beach Vacation Rentals
4/BR
2.5/BA
SLEEPS 8
SUN PLAZA WEST - 214 - 2 Bedroom Condo - Minimum 2 Week Stays - Anna Maria Island Vacation Rental
Holmes Beach Vacation Rentals
2/BR
2/BA
SLEEPS 5
Dans Florida Condos - 1 bedroom 1 bath (Private Beach Access across the street; free WIFI)
Bradenton Beach Vacation Rentals
1/BR
1/BA
SLEEPS 4
SUNSET AZUL - 2 Bedroom Anna Maria Island Vacation Rentals
Holmes Beach Vacation Rentals
2/BR
1/BA
SLEEPS 6
COCONUT COVE - Luxury Heated Pool Hot Tub Cabana Games - Anna Maria Island Vacation Rental
Anna Maria Vacation Rentals
3/BR
3/BA
SLEEPS 8
Dans Florida Condos - 2 bedroom 2 bath (Private Beach Access across the street; free WIFI)
Bradenton Beach Vacation Rentals
2/BR
2/BA
SLEEPS 6
BERMUDA BAY CLUB 1467 - Fisherman's Delight Across street from Gulf Beach on Anna Maria Sound
Bradenton Beach Vacation Rentals
3/BR
2.5/BA
SLEEPS 6
SEAGLASS COTTAGE - Bungalow Ground Floor - Anna Maria Island Vacation Rentals
Anna Maria Vacation Rentals
3/BR
2/BA
SLEEPS 6
BEACHPLACE PENTHOUSE - DOUBLE BALCONY FULL GULF & BAY VIEWS!
Longboat Key Vacation Rentals
2/BR
2/BA
SLEEPS 4
GOING COASTAL - 2 Bed 2 Bath Private Beach House with Heated Pool - Anna Maria Island Vacation Rentals
Anna Maria Vacation Rentals
2/BR
2/BA
SLEEPS 6
Beautiful 2bedroom 2bathrooms First Floor Condo Super Close To Beach
Bradenton Beach Vacation Rentals
2/BR
2/BA
SLEEPS 6
SHOREWALK UNIT 202 - Coastal Condo with Great Amenities Pool, Tennis and More!
Bradenton Vacation Rentals
2/BR
2/BA
SLEEPS 4
Sunny Getaway! Newly Renovated 1-Level Villa w South Facing Lanai & Pool
Naples Vacation Rentals
3/BR
2/BA
SLEEPS 6
TROPICAL SUNSET 2 - Anna Maria Island Vacation Rentals
Holmes Beach Vacation Rentals
2/BR
2/BA
SLEEPS 6
BLUE LAGOON SOUTH - North Shore Duplex Heated Pool Close to Beach - Anna Maria Island Rentals
Anna Maria Vacation Rentals
2/BR
2/BA
SLEEPS 6
THE MEADOWS 1 BED - 1 BATH CONDO WITH GOLF COURSE VIEW
Sarasota Vacation Rentals
1/BR
1/BA
SLEEPS 2
Enjoy Stunning Sunsets at this Luxurious Gulf Front Condo on Siesta Key
Siesta Key Vacation Rentals
2/BR
2/BA
SLEEPS 6
Perfect Anna Maria Island Location, GROUND FLOOR UNIT, Runaway Bay Condo135
Bradenton Beach Vacation Rentals
2/BR
2/BA
SLEEPS 6
BLUE LAGOON - 4 Bed 4 bath Duplex Anna Maria Island Vacation Rental with Heated Pool
Anna Maria Vacation Rentals
4/BR
4/BA
SLEEPS 12
3BR Townhouse @ Lee Cnty Regional Hospital Campus Central Loc
Fort Myers Vacation Rentals
3/BR
2.5/BA
SLEEPS 6
BAY BLISS AT RUNAWAY BAY 285 - 2 Bedroom 2 Bath - Tennis Shuffleboard and Steps to Beach
Bradenton Beach Vacation Rentals
2/BR
2/BA
SLEEPS 6
RUM DOG - Ground Floor Bungalow - Affordable Anna Maria Island Vacation Rental
Holmes Beach Vacation Rentals
2/BR
2/BA
SLEEPS 6
35 Steps to the Beach at Runaway Bay 104
Bradenton Beach Vacation Rentals
1/BR
1/BA
SLEEPS 4
Bella Luna at Anna Maria Island Club 46
Bradenton Beach Vacation Rentals
2/BR
2/BA
SLEEPS 4
Manatee Watch: Beautiful Waterfront Home, Hot Tub, 3 Min Walk to Beach!
Holmes Beach Vacation Rentals
3/BR
2/BA
SLEEPS 6
ISLAND HAVEN - Private Beach House with Htd Pool - Anna Maria Island Vacation Rentals
Holmes Beach Vacation Rentals
4/BR
3/BA
SLEEPS 8
A Lazy River Day & Night 4 Bedroom Island Pool Home, Bikes, Beach & Baby Equipment!
Holmes Beach Vacation Rentals
4/BR
3.5/BA
SLEEPS 8
BRADENTON BEACH CLUB 225 - Gulf to Bay Condo Rental 1/2 block to Beaches - Anna Maria Island Vacation Rental
Bradenton Beach Vacation Rentals
3/BR
2.5/BA
SLEEPS 8
SUNSET LANDINGS UNIT 4 - Anna Maria Island Vacation Rentals
Bradenton Beach Vacation Rentals
2/BR
2/BA
SLEEPS 5
BRADENTON BEACH CLUB 242 - 3 Bedroom Condo Rental on Anna Maria Island - Dock for Fishing!
Bradenton Beach Vacation Rentals
3/BR
2/BA
SLEEPS 6
Remodeled Coach Home and Golf in Vasari Country Club - 50% promo for monthly rental - May - Oct
Bonita Springs Vacation Rentals
3/BR
2/BA
SLEEPS 6
MISTY BEACH - Pet Friendly Bungalow Steps to Beaches - Anna Maria Island Vacation Rentals
Holmes Beach Vacation Rentals
2/BR
2/BA
SLEEPS 6
LAZY DAYS AT RUNAWAY BAY 162 - Ground Level Unit - Pool Tennis Dock Steps to Anna Maria Island Beaches
Bradenton Beach Vacation Rentals
2/BR
2/BA
SLEEPS 6
ISLAND RETREAT - Affordable 1 Bedroom Condo - Anna Maria Island Vacation Rentals
Holmes Beach Vacation Rentals
1/BR
1/BA
SLEEPS 4
ANNA MARIA ISLAND CLUB UNIT 22 - Beachfront 2 Bedroom Condo for Rent with Heated Pool
Bradenton Beach Vacation Rentals
2/BR
2/BA
SLEEPS 4
C VIEW - 5 Bedroom Vacation Rental on Anna Maria Island with Heated Pool close to Beach
Anna Maria Vacation Rentals
5/BR
3/BA
SLEEPS 10
Areca Cove On Beautiful Anna Maria Island! 3 Min Walk To Beach!
Holmes Beach Vacation Rentals
4/BR
3.5/BA
SLEEPS 8
PELICAN COVE 16 - Tennis Hot Tub Pool Dock - Steps to Beaches - Anna Maria Island Condo Rentals
Bradenton Beach Vacation Rentals
2/BR
2/BA
SLEEPS 4
The View at Bradenton Beach Club
Bradenton Beach Vacation Rentals
3/BR
2/BA
SLEEPS 6
BAHAMA MAMA - 3 Bedroom Key West Beach House with Heated Pool and Hot Tub - Anna Maria Island
Holmes Beach Vacation Rentals
3/BR
2/BA
SLEEPS 6
Run to the Sun at Runaway Bay 287
Bradenton Beach Vacation Rentals
2/BR
2/BA
SLEEPS 6
SWEET FREEDOM AT RUNAWAY BAY 237 - Pool Tennis Shuffleboard - Anna Maria Island Rentals
Bradenton Beach Vacation Rentals
2/BR
2/BA
SLEEPS 6
35 Steps to the Sea at Runaway Bay 112
Bradenton Beach Vacation Rentals
1/BR
1/BA
SLEEPS 4
SEA LIFE AT RUNAWAY BAY 211 - Tennis Shuffleboard Pool 1/2 Block to Beach - Anna Maria Island Rentals
Bradenton Beach Vacation Rentals
2/BR
2/BA
SLEEPS 6
Spacious condo, steps to beach; no streets to cross. Heated pool.
Holmes Beach Vacation Rentals
2/BR
2/BA
SLEEPS 6
BLUE LAGOON NORTH - North Shore Duplex with Heated Pool Close to Beaches - Anna Maria Island Rentals
Anna Maria Vacation Rentals
2/BR
2/BA
SLEEPS 6
Tropical South Siesta Key waterfront home with private pool, single level
Siesta Key Vacation Rentals
3/BR
2/BA
SLEEPS 6
Beachfront -Direct ocean view - Apollo 306
Marco Island Vacation Rentals
1/BR
1/BA
SLEEPS 3
ANCHOR SPLASH - 4 Bedroom Hot Tub Heated Pool Historic Cottage - Anna Maria Island Rental
Anna Maria Vacation Rentals
4/BR
2.5/BA
SLEEPS 10
AQUA BLU AT ANNA MARIA ISLAND CLUB 27 - Beachfront 2 Bedroom Condo Vacation Rental Hot Tub and Pool!
Bradenton Beach Vacation Rentals
2/BR
2/BA
SLEEPS 4
Nokomis Monthly Vacation Rental - Home Away from Home
Nokomis Vacation Rentals
2/BR
2/BA
SLEEPS 4
MANATEE LOOKOUT - 3 Bed Beach House with Private Heated Pool - Anna Maria Island Vacation Rentals
Anna Maria Vacation Rentals
3/BR
3/BA
SLEEPS 8
BEACHSIDE OASIS AT RUNAWAY BAY 229 - Pool Shuffleboard Tennis Steps to Beach - Anna Maria Island Rental
Bradenton Beach Vacation Rentals
2/BR
2/BA
SLEEPS 6
MIRACLE'S RUNAWAY BAY 117 - 1 Bed 1 Bath - Steps to Beach Large Heated Pool - Anna Maria Island Rental
Bradenton Beach Vacation Rentals
1/BR
1/BA
SLEEPS 4
SUNSET LANDINGS UNIT 2 - 2 Bedroom Anna Maria Island Vacation Rentals
Bradenton Beach Vacation Rentals
2/BR
2/BA
SLEEPS 5
TROPICAL SUNSET 1 - Anna Maria Island Condo Vacation Rentals
Holmes Beach Vacation Rentals
2/BR
2/BA
SLEEPS 6
Tamarind. Ground level direct Gulf front - Manasota Key
Manasota Key Vacation Rentals
2/BR
2/BA
SLEEPS 4
Sandy Turtle - Pool and Steps to the Beach - Anna Maria Island 3 Bedroom Beachfront Condo Rental
Holmes Beach Vacation Rentals
3/BR
2/BA
SLEEPS 6
Holmes Sweet Holmes. Minutes to the beach, shared heated pool, lush tropical
Holmes Beach Vacation Rentals
3/BR
2.5/BA
SLEEPS 6
SUMMER BREEZE Beach House with Private Pool - Anna Maria Island Vacation Rentals
Holmes Beach Vacation Rentals
4/BR
3.5/BA
SLEEPS 8
PELICAN COVE 3 - Hot Tub Pool Tennis Dock - Steps to Beach - Anna Maria Island Condo Rental
Bradenton Beach Vacation Rentals
2/BR
2/BA
SLEEPS 5
NO REGRETS! Bright luxury home. Minimum rental 28 days Quick walk to beach and bay.
Longboat Key Vacation Rentals
4/BR
2.5/BA
SLEEPS 8
ISLAND DREAM - Beach House with Private Pool and Hot Tub - Anna Maria Island Vacation Rentals
Holmes Beach Vacation Rentals
3/BR
2/BA
SLEEPS 6
BRADENTON BEACH CLUB 226 - 3 Bed 3 bath plus Den - Anna Maria Island Vacation Rental
Bradenton Beach Vacation Rentals
3/BR
2/BA
SLEEPS 6
SUNSET LANDINGS UNIT 5 - 2 Bedroom Anna Maria Island Vacation Rental
Bradenton Beach Vacation Rentals
2/BR
2.5/BA
SLEEPS 5
SUNSET TERRACE 204 - 2 bedroom condo - Anna Maria Island Vacation Rentals
Bradenton Beach Vacation Rentals
2/BR
2/BA
SLEEPS 6
SEAGRASS FLATS UNIT 2 - 2 Bedroom 2 Bathroom Condo 75 steps to Beach - Anna Maria Island Vacation Rental
Bradenton Beach Vacation Rentals
2/BR
2/BA
SLEEPS 6
SUMMER RETREAT - Quiet Beach House with Private Pool and Hot Tub - Anna Maria Island Vacation Rental
Bradenton Beach Vacation Rentals
4/BR
4.5/BA
SLEEPS 12
Luxury 2400 sq ft 3Bed/3Bath 6th floor condo with private access to Crescent Beach
Siesta Key Vacation Rentals
3/BR
2.5/BA
SLEEPS 6
Stoneybrook 2 Bed - 2 Bath Condo with Golf Course View - Seasonal Rental Min 3 Months
Bradenton Vacation Rentals
2/BR
2/BA
SLEEPS 5
STARFISH HAVEN AT RUNAWAY BAY 201 - 2 Bed 2 Bath Anna Maria Island Condo Rental
Bradenton Beach Vacation Rentals
2/BR
2/BA
SLEEPS 6
PORTSIDE PARADISE - 4 Bedroom Beach House with Pool and Hot Tub - Anna Maria Island Rentals
Holmes Beach Vacation Rentals
4/BR
6.5/BA
SLEEPS 8
THE COZZI COTTAGE - Historic 1 Bed 1 Bath Cottage - Anna Maria Island Vacation Rentals
Holmes Beach Vacation Rentals
1/BR
1/BA
SLEEPS 4
CASA BONITA - Beach House with Heated Pool Fooseball Outdoor Bar and More - Anna Maria Island Vacation Rental
Bradenton Beach Vacation Rentals
3/BR
2/BA
SLEEPS 8
SALTY SHAMROCK - Anna Maria Island 4 Bedroom Beach House Vacation Rental with Pool & Hot Tub
Holmes Beach Vacation Rentals
4/BR
2/BA
SLEEPS 8
SEAGRASS FLATS UNIT 1 - 2 Bedroom 2 Bathroom Condo 75 Steps to Beach - Anna Maria Island Vacation Rental
Bradenton Beach Vacation Rentals
2/BR
2/BA
SLEEPS 6
Beautiful Home on Canal - Walking distance to Tigertail
Marco Island Vacation Rentals
3/BR
3/BA
SLEEPS 7
No Tan Lines by Beach Boutique Rentals
Anna Maria Vacation Rentals
4/BR
4/BA
SLEEPS 8
COZY CABANA EAST - GORGEOUS Renovated w/ Pvt. Pool, Backyard Oasis, Walk to Beach w Beach Gear!
Holmes Beach Vacation Rentals
2/BR
2/BA
SLEEPS 6
Sugary Sands 1 Bed Condo and One Block to Beach Short Stroll to Bridge Street!
Bradenton Beach Vacation Rentals
1/BR
1/BA
SLEEPS 4
Pool House - Bradenton Snowbird Vacation Rental
Bradenton Vacation Rentals
3/BR
2/BA
SLEEPS 9
Heron Pointe - Triple Lot Fenced Yard - Pet Friendly - Minutes To Beaches
Venice Vacation Rentals
2/BR
2/BA
SLEEPS 4
Villa Ocala Premiere Luxury Vacation Destination with Amenities Beyond Compare
South Venice Vacation Rentals
3/BR
2/BA
SLEEPS 6
NEW LISTING! Longboat Key Monthly Rental - Beachplace 4 -204
Longboat Key Vacation Rentals
2/BR
2/BA
SLEEPS 6
C To Sea - Palm Island Waterfront Beach House Rental
Palm Island Vacation Rentals
4/BR
2/BA
SLEEPS 8
Great Location, 2bd, heated pool & close to beach
Holmes Beach Vacation Rentals
2/BR
2/BA
SLEEPS 6
BLUE HAVEN BEACH HOUSE - Coastal Updated Home, Steps to Beach!, Peek at Gulf, Heated Pool, Elevator
Holmes Beach Vacation Rentals
3/BR
3/BA
SLEEPS 8
Manatee Sanctuary - heated pool & spa; on the canal
Anna Maria Island Vacation Rentals
3/BR
2/BA
SLEEPS 6
EMERALD BAY 3 KING BEDROOMS & bunk room - COMES WITH BEACH GEAR AND BIKES
Holmes Beach Vacation Rentals
4/BR
3.5/BA
SLEEPS 8
Luxury 3 Bed Sth Facing Villa- regal oaks only full lakeview villa advertised
Bradenton Vacation Rentals
3/BR
2/BA
SLEEPS 6
Tarpon House-Luxury 4/4 Home on Anna Maria Island
Holmes Beach Vacation Rentals
4/BR
4.5/BA
SLEEPS 8
100% Remodeled Luxury beach condo located on the bay in a Tropical Oasis!!!
Fort Myers Beach Vacation Rentals
1/BR
2/BA
SLEEPS 4
Chasing Waves - Steps from the beach, no roads to cross . AMI Perfect Beach House
Holmes Beach Vacation Rentals
2/BR
2/BA
SLEEPS 6
AMI PEPPERTREE PARADISE - Cozy Updated Home w/Heated Pool on North End of Island, 2 Houses to Beach!
Anna Maria Vacation Rentals
3/BR
2/BA
SLEEPS 8
Casa Gucci - Anna Maria Island Vacation Rental
Holmes Beach Vacation Rentals
2/BR
2/BA
SLEEPS 6
AcquaLuxe - Exquisite 2022 Lux Canal Home w/ Outdoor Oasis Pool, Spa, Dock, SUP, Kayaks, Fire Pit
Anna Maria Vacation Rentals
4/BR
4/BA
SLEEPS 8
Executive Home in Fort Myers Best Private Gated Golf & Country - Golf Cart - Monthly Rental
Fort Myers Vacation Rentals
3/BR
2/BA
SLEEPS 6
Vitamin Sea has everything! Heated pool & spa, elevator, rooftop deck, water views +++
Anna Maria Vacation Rentals
5/BR
5/BA
SLEEPS 12
White Palms by Beach Boutique Rentals
Holmes Beach Vacation Rentals
3/BR
2/BA
SLEEPS 6
Naples Florida Paradise - 2 week min stays
Naples Vacation Rentals
2/BR
2/BA
SLEEPS 6
Slice Of Paradise! 4 bed 5.5 Bath Heated pool, spa rooftop deck, free highspeed WIFI
Holmes Beach Vacation Rentals
4/BR
4/BA
SLEEPS 8
Resort Life at Esplanade Lakewood Ranch
Lakewood Ranch Vacation Rentals
2/BR
2/BA
SLEEPS 6
Jungalow Bay by Beach Boutique Rentals
Anna Maria Vacation Rentals
3/BR
3/BA
SLEEPS 8
Ocean Minded by Beach Boutique Rentals
Anna Maria Vacation Rentals
3/BR
3/BA
SLEEPS 8
Location! Location! Location!... A 5 minute walk to the beach, restaurants, boutiques and theater - Marco Island Rental
Marco Island Vacation Rentals
3/BR
2/BA
SLEEPS 6
Beach front Luxury condo gulf views and gated parking
Anna Maria Vacation Rentals
3/BR
3/BA
SLEEPS 6
Luxury Fort Myers Golf Resort Seasonal Vacation Rental - Min 3 months
Fort Myers Vacation Rentals
2/BR
2/BA
SLEEPS 4
#174 Runaway Bay or better known as Paradise! Our home away from home.
Bradenton Beach Vacation Rentals
2/BR
2/BA
SLEEPS 5
Tradewinds Resort Cottage Rental - 1 bedroom-sleeps 4 -pet friendly-Welcome to Paradise!
Bradenton Beach Vacation Rentals
1/BR
1/BA
SLEEPS 4
Manatee Manor by Beach Boutique Rentals
Holmes Beach Vacation Rentals
3/BR
2/BA
SLEEPS 8
Ychous Key Royale by Beach Boutique Rentals
Holmes Beach Vacation Rentals
4/BR
4/BA
SLEEPS 8
Fabulous Bonita Springs Townhouse
Bonita Springs Vacation Rentals
3/BR
3/BA
SLEEPS 6
Anna Margaritas by Beach Boutique Rentals
Anna Maria Vacation Rentals
3/BR
2/BA
SLEEPS 6
Mariner's Crossing - Stunning Luxury Home w/ Gulf Views From Every Room, Rooftop Deck, & Pool/Spa
Holmes Beach Vacation Rentals
8/BR
7.5/BA
SLEEPS 18
NEW- Pickle Ball Courts! Bayfront/Old Naples - Walk to 5th Ave Dining & Shops
Naples Vacation Rentals
2/BR
2/BA
SLEEPS 4
Serenity Now - Newly Listed Holmes Beach Beauty. Heated Pool with Sun Shelf
Holmes Beach Vacation Rentals
4/BR
3.5/BA
SLEEPS 8
Anna Maria Island SANDY POINT 109 - Walk to beach, shops & restaurants, heated pool, private lanai
Holmes Beach Vacation Rentals
2/BR
2/BA
SLEEPS 6
Saltair East Gorgeous 2 Bed 2 Bath with Pool! Sleeps up to 6
Holmes Beach Vacation Rentals
2/BR
2/BA
SLEEPS 6
Tailwind South - Palm Island Waterfront Beach House Rental with Dock
Palm Island Vacation Rentals
3/BR
2/BA
SLEEPS 8
Snowbird Special Villagio at Sarasota 1-Bed
Sarasota Vacation Rentals
1/BR
1/BA
SLEEPS 4
A Shore Thing by Beach Boutique Rentals
Holmes Beach Vacation Rentals
3/BR
2/BA
SLEEPS 6
Villa Cutrone - Perico Bay Vacation Rental Near the Beach! - 3 Month Minimum Stays
Bradenton Vacation Rentals
3/BR
2/BA
SLEEPS 8
Marco Island 17th Floor Beachfront Condo with AMAZING Views
Marco Island Vacation Rentals
3/BR
2/BA
SLEEPS 6
Englewood Villa - 3 BR, 2 BA, Pet Friendly
Englewood Vacation Rentals
3/BR
2.5/BA
SLEEPS 10
Beachy Blue by Beach Boutique Rentals
Holmes Beach Vacation Rentals
4/BR
4/BA
SLEEPS 8
SUNSET MARGARITA - Luxury Condo, Pool, Bikes, Just 5 Mins to Anna Maria Gulf Beaches!
One Particular Harbour - Margaritaville Vacation Rentals
2/BR
2/BA
SLEEPS 5
An Artist's Retreat - Englewood Monthly Rental
Englewood Vacation Rentals
3/BR
2/BA
SLEEPS 6
Esplanade at Lakewood Ranch Monthly Stays - Jan 2025 open!
Lakewood Ranch Vacation Rentals
2/BR
2/BA
SLEEPS 4
Marina Walk Condo - Down the block to the beach
Bradenton Beach Vacation Rentals
2/BR
2/BA
SLEEPS 4
Location! Location! Olde Naples Vacation Rental
Naples Vacation Rentals
2/BR
2.5/BA
SLEEPS 4
33 S Gulf Blvd - Palm Island Monthly Rental
Palm Island Vacation Rentals
3/BR
3/BA
SLEEPS 8
Location, ON THE BEACH Condo -1 bd/1 ba
Bradenton Beach Vacation Rentals
1/BR
1/BA
SLEEPS 2
Chasing Sunsets - three houses from the beach
Lido Key Vacation Rentals
4/BR
3/BA
SLEEPS 8
Fins Up! - 2 Bedroom 2 1/2 Bath House, Sleeps 6
Holmes Beach Vacation Rentals
2/BR
2.5/BA
SLEEPS 6
Outstanding Meadows Villa For Rent - Please inquire for spring/summer/fall specials
Sarasota Vacation Rentals
2/BR
2/BA
SLEEPS 6
VILLA BONITA-5 Bedroom-Direct Boating Access
Marco Island Vacation Rentals
5/BR
4/BA
SLEEPS 10
SEA LA VIE - Waterfront Stunning Luxury Home wPool, Spa, Dock, Elevator, Close to Pine
Anna Maria Vacation Rentals
4/BR
4.5/BA
SLEEPS 8
From $75nt - Beautiful, Private Southwest Florida Townhouse
Fort Myers Vacation Rentals
3/BR
2.5/BA
SLEEPS 6
H2O Bungalow by Beach Boutique Rentals
Anna Maria Vacation Rentals
3/BR
3/BA
SLEEPS 8
Tipsy Turtle - Palm Island Waterfront Beach House Rental with Dock
Palm Island Vacation Rentals
4/BR
4/BA
SLEEPS 8
Wish Upon a Starfish by Beach Boutique Rentals
Holmes Beach Vacation Rentals
3/BR
3/BA
SLEEPS 6
Warm and Spacious Condo With great Amenities At Burnt Store Marina (BSM)
Punta Gorda Vacation Rentals
2/BR
2/BA
SLEEPS 4
Sand Dollar Beachside Villa Delightful 2 bedroom, 2 bath villa just steps from the beach.
Holmes Beach Vacation Rentals
2/BR
2/BA
SLEEPS 6
Lido Luxury Lookout Home - Monthly Rental
Lido Key / St Armand's Vacation Rentals
5/BR
4.5/BA
SLEEPS 10
“Calypso” an Anna Maria Island Private Oasis!
Holmes Beach Vacation Rentals
2/BR
2/BA
SLEEPS 6
New331 N Washington Dr by FGC
Lido Key / St Armand's Vacation Rentals
3/BR
3/BA
SLEEPS 8
Casa Paradiso - Waterfront Beach House Rental with Dock
Palm Island Vacation Rentals
3/BR
3.5/BA
SLEEPS 6
LAST MINUTE JUL-SEPT´24!!Villa Palm Tree-Beautiful Poolvilla
Cape Coral Vacation Rentals
4/BR
2/BA
SLEEPS 6
Key Lime Cottage by Beach Boutique Rentals
Holmes Beach Vacation Rentals
2/BR
2/BA
SLEEPS 6
Luxury Condo at Heritage Pointe - Affordable Monthly Fort Myers Vacation Rental
Fort Myers Vacation Rentals
2/BR
2/BA
SLEEPS 6
Lemon Tree Apt 1 Tudor Getaway Resort- Heated Pool
Cape Coral Vacation Rentals
1/BR
1/BA
SLEEPS 4
Idyll Tides by Beach Boutique Rentals
Anna Maria Vacation Rentals
3/BR
2/BA
SLEEPS 8
Salty Dog - private, close to Rod and Reel Pier!
Anna Maria Vacation Rentals
4/BR
3/BA
SLEEPS 8
ROOMY*SOUTHERN EXPOSURE POOL*LOCATION*DOG FRIENDLY*
Cape Coral Vacation Rentals
3/BR
2/BA
SLEEPS 8
Wide canal pool home. Enjoy the sunset, utilties included, Available for winter 2025
Punta Gorda Vacation Rentals
3/BR
2/BA
SLEEPS 6
Gone Coastal by Beach Boutique Rentals
Holmes Beach Vacation Rentals
2/BR
2/BA
SLEEPS 6
Location!, 2 min walk to beach, heated pool
Bradenton Beach Vacation Rentals
2/BR
1.5/BA
SLEEPS 6
Gardens at Beachwalk Gem - Monthly Stays!
Fort Myers Vacation Rentals
3/BR
2/BA
SLEEPS 6
Beautiful 2 BR condo in The Meadows, Sarasota
Sarasota Vacation Rentals
2/BR
2/BA
SLEEPS 4
Sandcastle Dreams - 3 BR Beachfront Condo with pool
Bradenton Beach Vacation Rentals
3/BR
2/BA
SLEEPS 8
Coquina Beach Club #110, Beachfront Studio
Bradenton Beach Vacation Rentals
0/BR
1/BA
SLEEPS 2
Lido Key & St Armands Family & Pet Friendly Pool Home - 232 S Boulevard of the Presidents
Lido Key / St Armand's Vacation Rentals
3/BR
2.5/BA
SLEEPS 8
Mermaid's Landing - Stunning 6 bed 4 bath home heated pool and spa rooftop deck + more!
Bradenton Beach Vacation Rentals
6/BR
4/BA
SLEEPS 12
SALTY PIRATE - Luxury Canal Front Home w Water Views, Pool Spa, Bikes, Kayak, SUP!
Anna Maria Vacation Rentals
4/BR
3/BA
SLEEPS 11
Lakewood National Golf Club 2 Bedroom 2 Bath 1st Floor Condo
Lakewood Ranch Vacation Rentals
2/BR
2/BA
SLEEPS 4
Paradise Blu by Beach Boutique Rentals
Anna Maria Vacation Rentals
4/BR
4.5/BA
SLEEPS 8
Beachplace 7 – 203 by FGC - Longboat Key Monthly Resort Condo Rental
Longboat Key Vacation Rentals
2/BR
2/BA
SLEEPS 4
GORGEOUS AMI VILLA- STEPS TO THE BEACH, PRIVATE WATERFALL POOL, 3 PATIOS INCLUDING A ROOFTOP PATIO WITH A SWING
Holmes Beach Vacation Rentals
3/BR
3/BA
SLEEPS 8
MANGO BAY - Gorgeously Renovated Home w/Pool & Spa, Game Room, Bikes, Walk to Beach!
Holmes Beach Vacation Rentals
4/BR
2.5/BA
SLEEPS 8
Relax and Unwind at Southwind at the Vines - Estero Country Club - Monthly Stays
Estero Vacation Rentals
3/BR
2/BA
SLEEPS 4
Pirates Bay by Beach Boutique Rentals
Anna Maria Vacation Rentals
2/BR
2/BA
SLEEPS 4
3 Bd/2Bth Bungalow with heated pool in Prime Location in Ft. Myers
Fort Myers Vacation Rentals
3/BR
2/BA
SLEEPS 4
PARADISE BEACH HOUSE 6BDs 6.5 bath Block to Beach Private HEATED Pool & Spa, Free WiFi
Holmes Beach Vacation Rentals
6/BR
6.5/BA
SLEEPS 12
Colony Don Pedro 422 - Palm Island Beachfront Condo Rental
Palm Island Vacation Rentals
2/BR
2.5/BA
SLEEPS 6
TIME 4 U Estate: Pool, Hot Tub, Pickle Ball, Tennis, Bocce Ball, Fire Pit + More
Naples Vacation Rentals
3/BR
2/BA
SLEEPS 10
Ohana House - Palm Island Waterfront Beach House Rental with Boat Dock
Palm Island Vacation Rentals
4/BR
2.5/BA
SLEEPS 8
Sunset over Gulf of Mexico AND Sunrise over Sarasota Bay ALL from your FOUR condo decks
Bradenton Beach Vacation Rentals
2/BR
2/BA
SLEEPS 6
Gray's Gulf Coast Cottages - Sarasota - Seasonal or Long Term, Monthly*
Sarasota Vacation Rentals
2/BR
1/BA
SLEEPS 4
South-West Florida/Rotonda Vacation Home Rental - 60 days minimum
Rotonda Lakes Vacation Rentals
3/BR
2/BA
SLEEPS 4
TERN KEY - Pristine Spacious Luxury Canal Home with Pool, Spa, Dock, Bikes, Close to Beach!
Anna Maria Vacation Rentals
4/BR
4.5/BA
SLEEPS 8
Cool Breeze by Beach Boutique Rentals
Holmes Beach Vacation Rentals
2/BR
2/BA
SLEEPS 6
307 65th St Brand new 5 bed, 4 bath island beauty Heated pool & spa, free WiFi, sleeps 12
Holmes Beach Vacation Rentals
5/BR
4/BA
SLEEPS 10
Aurica - Cape Coral Waterfront Beach House Rental with Dock
Cape Coral Vacation Rentals
3/BR
3/BA
SLEEPS 6
THE COTTAGE ON PINE - Adorable Renovated Cottage w/Private Heated Pool, On Main Street of Anna Maria
Anna Maria Vacation Rentals
2/BR
1/BA
SLEEPS 4
Manatee Harbour - heated pool, on the canal
Anna Maria Island Vacation Rentals
2/BR
2/BA
SLEEPS 4
SUNSETS ON CARISSA - GORGEOUS ISLAND HOME! 3 Bedroom Block to Beach w Pool
Holmes Beach Vacation Rentals
3/BR
2/BA
SLEEPS 6
POINT'S HIDEAWAY - Beautiful Island Home w/ Rooftop Water Views on Bean Point! Pool, Bar, Foosball!
Anna Maria Vacation Rentals
3/BR
3/BA
SLEEPS 8
BEAUTIFUL RENOVATED VILLA, LAKE VIEW, HEATED POOL, CLOSE TO BEACH
Nokomis Vacation Rentals
3/BR
2/BA
SLEEPS 5
Beachplace 7 – 202 by FGC - Longboat Key Monthly Beachfront Rental
Longboat Key Vacation Rentals
2/BR
2/BA
SLEEPS 4
Kiwi Cabana by Beach Boutique Rentals
Holmes Beach Vacation Rentals
2/BR
2/BA
SLEEPS 6
Bay View Dream - waterfront with pool and spa!
Anna Maria Vacation Rentals
4/BR
3.5/BA
SLEEPS 10
Bliss by the Beach by Beach Boutique Rentals
Anna Maria Vacation Rentals
2/BR
2/BA
SLEEPS 4
Nokomis Beach Bungalow 229 - Pet Friendly Florida Rental
Nokomis Vacation Rentals
1/BR
1/BA
SLEEPS 2
A Villa Paradise by Beach Boutique Rentals
Holmes Beach Vacation Rentals
3/BR
2/BA
SLEEPS 6
Seaside Sunset- Waterfront 2/2 plus bunk room and private dock, 3 blocks to award winning beaches
Holmes Beach Vacation Rentals
2/BR
2/BA
SLEEPS 6
Naples Gulf Shore Blvd Condo - min 90 nt stays
Naples Vacation Rentals
2/BR
2/BA
SLEEPS 4
DECKED OUT - Stunning Luxury Home! Huge Sunny Private Pool, Block to Pine 8 Min Walk to Beach
Anna Maria Vacation Rentals
2/BR
2/BA
SLEEPS 4
The Pink Chicken by Beach Boutique Rentals
Holmes Beach Vacation Rentals
3/BR
2/BA
SLEEPS 6
Sarasota Golf Course Condo Vacation Rental
Sarasota Vacation Rentals
2/BR
2/BA
SLEEPS 4
A WAVE FROM IT ALL - Luxury Renovated Home! Heated Pool, Cabana, Hammock, Walk to Beach
Anna Maria Vacation Rentals
3/BR
3/BA
SLEEPS 8
A SHORE THING - Second To None Spacious Waterfront Luxury! Dock, Pool, Spa, Rooftop Water Views!
Anna Maria Vacation Rentals
4/BR
5/BA
SLEEPS 10
Treviso Bay Naples Fl 4 bedroom luxury bungalow - min 30 day stays
Naples Vacation Rentals
4/BR
3/BA
SLEEPS 6
Gone Coastal 3 by Beach Boutique Rentals
Anna Maria Vacation Rentals
3/BR
2.5/BA
SLEEPS 6
LAKEWOOD NATIONAL GOLF CLUB 1ST FLOOR 2 BEDROOM 2 BATH PLUS DEN/OFFICE w/ SLEEPER SOFA
Lakewood Ranch Vacation Rentals
2/BR
2/BA
SLEEPS 6
Gone Coastal Too by Beach Boutique Rentals
Holmes Beach Vacation Rentals
2/BR
2/BA
SLEEPS 6
Casa Mariposa - Luxury Butterfly Garden, Steps to Pine Ave, Pool/Spa, Bikes, 4 Houses to Beach
Anna Maria Vacation Rentals
4/BR
4/BA
SLEEPS 8
Naples Sandpiper Bay Club - Monthly Rentals
Naples Vacation Rentals
2/BR
2/BA
SLEEPS 4
Peace River House - "Enjoy the adventure, Embrace the detours."
Punta Gorda Vacation Rentals
1/BR
1/BA
SLEEPS 3
Naples Happy Place! 3 BR2 BA; 2 Pets Any Size; Gated Community & Loads of Amenities!
Naples Vacation Rentals
3/BR
2/BA
SLEEPS 6
La Playita #2 Beautiful Coastal Townhome Close to Beach
Holmes Beach Vacation Rentals
2/BR
2/BA
SLEEPS 6
Starfish Isle 4 Bedroom3 Bath ~ Private HEATED Pool & Spa, Close to BEACH! Free WiFi
Holmes Beach Vacation Rentals
4/BR
3/BA
SLEEPS 4
Canalfront Caribbean Retreat with Pool and Boat Dock
Bradenton Vacation Rentals
3/BR
2/BA
SLEEPS 6
LOCATION LOCATION LOCATION large home only 2 houses away from the gulf
Holmes Beach Vacation Rentals
4/BR
3/BA
SLEEPS 8
Affordable Rates on Anna Maria Island - Monthly!
Holmes Beach Vacation Rentals
2/BR
2/BA
SLEEPS 4
Out of Office by Beach Boutique Rentals
Holmes Beach Vacation Rentals
3/BR
2.5/BA
SLEEPS 6
Our Happy Place on Anna Maria Island
Holmes Beach Vacation Rentals
2/BR
2/BA
SLEEPS 6
Marina View Villa - A Brand New Home in Historic Cortez Village!
Cortez Vacation Rentals
3/BR
2.5/BA
SLEEPS 6
2 min walk to beach, 2 bd home w/pool. Perfect location
Bradenton Beach Vacation Rentals
2/BR
1.5/BA
SLEEPS 6
Whispering Winds by Beach Boutique Rentals
Anna Maria Vacation Rentals
2/BR
2/BA
SLEEPS 6
CASA POSADA - So Close to Beach You Hear the Waves! Updated Clean Beach Cottage, Start $180n
Anna Maria Vacation Rentals
2/BR
1/BA
SLEEPS 6
Jacaranda Gem by Beach Boutique Rentals
Anna Maria Vacation Rentals
3/BR
2.5/BA
SLEEPS 8
Family Tides - Newly Renovated, 2 Homes in 1, Just Steps to Beach with Rooftop Gulf Views, Heated Pool, Close to Bridge St
Bradenton Beach Vacation Rentals
6/BR
4/BA
SLEEPS 16
BEAUTIFUL, SPACIOUS LAKEFRONT VILLA WITH HEATED POOL, CLOSE TO THE BEACH
Nokomis Vacation Rentals
3/BR
2/BA
SLEEPS 6
Starfish Paradise by Beach Boutique Rentals
Bradenton Beach Vacation Rentals
2/BR
2/BA
SLEEPS 6
The Ringling House by Beach Boutique Rentals
Sarasota Vacation Rentals
4/BR
3/BA
SLEEPS 8
Conch Out Beach House! 4 bed 3 bath HUGE yard, heated pool & spa, gazebo
Holmes Beach Vacation Rentals
4/BR
3/BA
SLEEPS 10
4 Bed 3 Bath with beautiful private backyard, 2 car garage, bikes, beach gear, heated pool
Holmes Beach Vacation Rentals
4/BR
3/BA
SLEEPS 8
Sandy Daze on the Gulf - Monthly Longboat Key Rental
Longboat Key Vacation Rentals
3/BR
2/BA
SLEEPS 8
New ListingBeach Residences -Lido #603 by FGC
Sarasota Vacation Rentals
4/BR
3.5/BA
SLEEPS 8
Crosswind Cottages - Sprawling 3 bed 2.5 bath heated pool elevator FREE WIFI Sleeps 9
Holmes Beach Vacation Rentals
3/BR
2.5/BA
SLEEPS 9
Shore's Nice - Renovated Pristine Modern Beach Cottage w/ Peek-A-Boo Bay Views
Anna Maria Vacation Rentals
2/BR
2/BA
SLEEPS 4
The Happy Hibiscus Island Oasis with Ocean Views
Anna Maria Vacation Rentals
4/BR
2/BA
SLEEPS 8
LA Buena Vida - Bright Beachy & Canal front! Steps to Beach, Pool/Spa, Dock, Dogs OK
Anna Maria Vacation Rentals
3/BR
3/BA
SLEEPS 8
35 Palm - Palm Island vacation rental
Palm Island Vacation Rentals
3/BR
2/BA
SLEEPS 7
SEASWEPT MERMAID - Luxury Canalfront Home w Pvt. Boat Dock, PoolSpa, Bikes, Kayaks, SUP!
Anna Maria Vacation Rentals
4/BR
3/BA
SLEEPS 8
Sunshine Cottage Anna Maria Island - Waterfront Pool Home with Boat Dock!
Anna Maria Vacation Rentals
3/BR
2/BA
SLEEPS 8
BATEMAN'S - Luxury Canal Front Home with Pool, Spa, Dock, Close to Bean Point & Pine Ave
Anna Maria Vacation Rentals
4/BR
4/BA
SLEEPS 8
COCONUT LAGOON - Lovely Historic Renovated Cottage w/Huge Heated Pool, Backyard Oasis/Cabana/Bar
Anna Maria Vacation Rentals
3/BR
2/BA
SLEEPS 6
Resort-Style Ground Floor 1-Bdr. Suite On Vista Lake, Heated Pool & Spa
Holmes Beach Vacation Rentals
1/BR
2/BA
SLEEPS 2
Margaritaville Resort on Anna Maria Sound
One Particular Harbour - Margaritaville Vacation Rentals
3/BR
3/BA
SLEEPS 6
Backyard wonderland, Heated Pool, Firepit, & Gazebo; Multi-Gen Family Fun!
Bradenton Vacation Rentals
4/BR
2.5/BA
SLEEPS 12
Grains of Sand by Beach Boutique Rentals
Holmes Beach Vacation Rentals
4/BR
4.5/BA
SLEEPS 8
Sunrise & Sunset Views - Holmes Beach Monthly Vacation Rental
Holmes Beach Vacation Rentals
2/BR
2/BA
SLEEPS 6
Luxury Condo with Palma Sola Bay View, Gated Community, Pool & Clubhouse
Bradenton Vacation Rentals
2/BR
2/BA
SLEEPS 4
Bubbles Up by Beach Boutique Rentals
Holmes Beach Vacation Rentals
4/BR
3.5/BA
SLEEPS 8
Cozy Studio - Tudor Getaway Resort - Heated Pool
Cape Coral Vacation Rentals
1/BR
1/BA
SLEEPS 2
Aquamarine Oasis by Beach Boutique Rentals
Holmes Beach Vacation Rentals
3/BR
2.5/BA
SLEEPS 6
2 Bedroom 1 floor @ Imperial Golf, pool, near beach and shopping
Naples Vacation Rentals
2/BR
2.5/BA
SLEEPS 4
CASA AMIGA 4 b, 4 b, heated pool and spa, rooftop deck, water views , elevator
Anna Maria Vacation Rentals
4/BR
4.5/BA
SLEEPS 10
She's Always Right - Holmes Beach Home w Pool & Spa, 1 Block to Beach & Shops
Holmes Beach Vacation Rentals
4/BR
4/BA
SLEEPS 8
The Veranda on Jacaranda by Beach Boutique Rentals
Anna Maria Vacation Rentals
4/BR
3.5/BA
SLEEPS 8
Perfect location, 2bd, pool & short walk to beach
Holmes Beach Vacation Rentals
2/BR
2/BA
SLEEPS 6
Only 10 min to the Beach! Gorgeous Pool Area - 5 Star rated ★★★★★
South Venice Vacation Rentals
3/BR
2/BA
SLEEPS 6
The Winery Roost Guest House at Bunker Hill Vineyard & Winery
Parrish Vacation Rentals
2/BR
2/BA
SLEEPS 6
Kiwi Cottage Holmes Beach Luxury Rental
Holmes Beach Vacation Rentals
3/BR
2/BA
SLEEPS 6
Bradenton seasonal condo rental - 2 miles from Anna Maria Island!
Bradenton Vacation Rentals
2/BR
2/BA
SLEEPS 4
Esplanade Resort Community - Ground Level
Lakewood Ranch Vacation Rentals
2/BR
2/BA
SLEEPS 4
Caribbean Surf PRIVATE POOL ONLY 3 MINUTE WALK TO BEACH -SLEEPS 6
Holmes Beach Vacation Rentals
3/BR
2/BA
SLEEPS 6
Gorgeous Luxury Rental, Steps to Beach, Pool and More at
Holmes Beach Vacation Rentals
4/BR
3.5/BA
SLEEPS 8
Heritage Condo Rental - Fort Myers - Monthly Florida Rental
Fort Myers Vacation Rentals
2/BR
2/BA
SLEEPS 6
Groovy Guava by Beach Boutique Rentals
Holmes Beach Vacation Rentals
2/BR
2/BA
SLEEPS 5
Found Your Sol Mate! Gorgeous Home w/ Pool, Spa, Steps to Bean Point, Dogs OK!
Anna Maria Vacation Rentals
3/BR
2/BA
SLEEPS 8
Calico - Family Oasis - Steps from the Sand
Holmes Beach Vacation Rentals
3/BR
4/BA
SLEEPS 8
Tiki Time by Beach Boutique Rentals
Bradenton Vacation Rentals
4/BR
2.5/BA
SLEEPS 12
Pirates Lookout by Beach Boutique Rentals
Anna Maria Vacation Rentals
3/BR
2/BA
SLEEPS 6
SARASOTA - ONE OF THE BEST LOCATIONS IN CHARMING TIMBERWOODS/ VILLAGE DES PINS COMMUNITY
Sarasota Vacation Rentals
2/BR
2/BA
SLEEPS 4
Anna Maria Aloha - Renovated, Designer Inspired, Ground Level Home on Beach Block Just Steps to Pristine Beaches of Anna Maria Island!
Anna Maria Vacation Rentals
3/BR
2/BA
SLEEPS 6
Peaceful Holmes by Beach Boutique Rentals
Holmes Beach Vacation Rentals
3/BR
3/BA
SLEEPS 6
Naples, Gulfshore Boulevard, on the BAY across from the BEACH! With POOL and BOAT Dock !
Naples Vacation Rentals
2/BR
2/BA
SLEEPS 4
Hibiscus Hideaway A - Luxury condo near Bridge St! Bayside Luxury Condo with Heated Pool
Bradenton Beach Vacation Rentals
2/BR
2/BA
SLEEPS 5
Barefoot by the Bay at Bayside Bungalow
Anna Maria Vacation Rentals
1/BR
2/BA
SLEEPS 6
Coral Palms - POOL & CANAL w/ quick Gulf access. 1.5 miles to Yacht Club & Beach
Cape Coral Vacation Rentals
3/BR
2/BA
SLEEPS 8
Villa Costa - Cape Coral Vacation Rental with Dock
Cape Coral Vacation Rentals
3/BR
2/BA
SLEEPS 6
Sunset Beach 101 Beachfront Villa with Full Views Gulf-front 2 bedroom, 2 bath condo with a heated pool!!
Holmes Beach Vacation Rentals
2/BR
2/BA
SLEEPS 4
ISLAND TIME - Island Home w/Enclosed Lagoon Style Pool & Spa, Walk to Beach, Boat Dock, Bikes!
Holmes Beach Vacation Rentals
3/BR
2/BA
SLEEPS 6
On Turtle Time - Beautifully Updated w/Heated Pool, Covered Porches, Walk to Beach!
Anna Maria Vacation Rentals
2/BR
2/BA
SLEEPS 6
Palm Gardens - Hot Tub - Pets - Minutes to Beach
Venice Vacation Rentals
2/BR
2/BA
SLEEPS 6
Gulf Dr location - 700 ft to Beach, Lg heated pool, Gas grill, New decor & renovations
Holmes Beach Vacation Rentals
3/BR
2/BA
SLEEPS 7
Reel Royale a Canal Home on Anna Maria Island
Holmes Beach Vacation Rentals
4/BR
4/BA
SLEEPS 8
Beauty On The Island - Palm Island Beach House Rental
Palm Island Vacation Rentals
4/BR
3.5/BA
SLEEPS 12
Mermaid's Crossing 4 bed, 3 bath heated pool and spa
Holmes Beach Vacation Rentals
4/BR
3/BA
SLEEPS 10
Paradise Beckons!! Beautiful Beachfront 2BR/2BA Sea Winds condo
Marco Island Vacation Rentals
2/BR
2/BA
SLEEPS 6
Brand new home in gated community north of Naples. Verdana Village!!
Estero Vacation Rentals
3/BR
3/BA
SLEEPS 6
Barefoot Bliss by Beach Boutique Rentals
Holmes Beach Vacation Rentals
3/BR
3/BA
SLEEPS 6
Unique beach house near Bean Point, heated pool and just 3 min to beach.
Anna Maria Vacation Rentals
3/BR
2/BA
SLEEPS 6
Twin Palms: Big House Steps to the Beach, Kid/Infant/Pet Friendly, Lush Private Pool
Holmes Beach Vacation Rentals
5/BR
2/BA
SLEEPS 10
Lido 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
2/BR
2/BA
SLEEPS 6
Venice Florida Golf Community Condo for Monthly Rental Stays
Venice Vacation Rentals
2/BR
2/BA
SLEEPS 6
Catching Waves - Beautifully Updated w/Heated Pool, Covered Porches, Walk to Beach!
Holmes Beach Vacation Rentals
2/BR
2/BA
SLEEPS 6
Stunning Bonita Beach Beachfront Monthly Condo Vacation Rental
Bonita Beach Vacation Rentals
2/BR
2/BA
SLEEPS 6
Crystal Lake Paradise - 2 bedroom rental - budget friendly
Naples Vacation Rentals
2/BR
2/BA
SLEEPS 4