Cities in South West FL
Featured
Quick walk to the beach from the condo with the view
Vanderbilt Beach
2/BR
2/BA
SLEEPS 6
Sand & Surf at Sandy Pointe - Anna Maria Island - Taking 2024 Reservations
Holmes Beach
2/BR
2/BA
SLEEPS 6
Highlighted
Newly Renovated! - Waterfront Pool Hot Tub Dock Sauna - Steps to the Beach
Anna Maria
5/BR
5/BA
SLEEPS 12
NEW!! Casa Royal Palms APRIL AND MAY DISCOUNTS! 3 bedroom pool home w/basketball court!
Cape Coral
3/BR
2/BA
SLEEPS 8
Adorable Condo -- On Beach and Bay, 2 Bdr/2bath Ground Floor
Siesta Key
2/BR
2/BA
SLEEPS 4
Bring your Boat - Punta Gorda Waterfront Pool Vacation Rental
Punta Gorda
3/BR
2/BA
SLEEPS 6
Highlighted
Sirenia Cove - Htd Pool Waterfront Dock Ping Pong Outdoor Bar Backyard Beach
Anna Maria
4/BR
3/BA
SLEEPS 10
Superb 3BR+ pool home, pet friendly, near beach, world class shopping and dining
Naples
4/BR
3/BA
SLEEPS 7
EXTENDED STAY VACATION HOME- 4 bedrooms + office - 60-Day Minimum
Cape Coral
4/BR
5/BA
SLEEPS 8
BEAUTIFUL WATERFRONT LUXURY Condo - Pool, Boat Dock - Walk to Siesta Key Beach!!
Sarasota
2/BR
2/BA
SLEEPS 4
EXCEPTIONAL 3 BR POOL HOME . Expansive golf course view. 5 Star Player's Club !
Naples
3/BR
2/BA
SLEEPS 6
Alecassandra Vacation Villas - From $300 Family Reunion Location, Villa 4 & 5, 4BR, 4BA, Sleeps 12
Anna Maria Island
4/BR
4/BA
SLEEPS 12
Sunkissed & Salty: Dreamy Amenities. Prime Location. Rave Reviews!
Anna Maria
4/BR
4/BA
SLEEPS 8
Beautiful 4-BR, Very Close to Gulf Beach, Anna Maria Island Beach House with Large Heated Pool
Anna Maria
4/BR
2.5/BA
SLEEPS 6
Meehan - sleeps 6 with heated pool, downtown Port Charlotte from $112 nt
Port Charlotte
3/BR
2/BA
SLEEPS 6
Endless Summer at Runaway Bay - Anna Maria Condo - Affordable!
Bradenton Beach
2/BR
2/BA
SLEEPS 6
The Lazy Lizard! – A Newly Renovated Island Cottage, Close to the Beach!
Holmes Beach
2/BR
1/BA
SLEEPS 6
Beautiful 1st Floor Coral Falls Naples Condo Rental - Just Steps From the Heated Pool
Naples
2/BR
2/BA
SLEEPS 4
Oceanfront Naples Condo • Sleeps 6 - RECENTLY ADDED JANUARY 2023 AVAILABILITY FULL MONTH
Naples
2/BR
2/BA
SLEEPS 6
3 bedroom. 2 bth. pool home, sleep 8 + 1 child, Gulf access waterfront - Pet Friendly - Cape Coral Vacation Rental
Cape Coral
3/BR
2/BA
SLEEPS 8
Sea Life Retreat Vacation Rental on Anna Maria Island at Runaway Bay
Bradenton Beach
2/BR
2/BA
SLEEPS 6
Edge of Paradise at One Particular Harbor - Anna Maria Island
Bradenton
3/BR
3/BA
SLEEPS 7
Perfect Location - Beach access~Marco Walk~ New Salt water Pool, Spa & Dock
Marco Island
3/BR
2/BA
SLEEPS 8
Beach Sunsets & Ocean Front Pool on Quiet End of the Island!
Fort Myers Beach
2/BR
2/BA
SLEEPS 6
PRIME LOCATION ON AMI ** DIRECTLY ON WHITE SUGAR SAND BEACH ** HEATED POOL
Bradenton Beach
2/BR
2/BA
SLEEPS 4
Welcome to Coastline Journey ~ Your Marco Island Paradise! a 2400sq ft pentouse with 2 master suites and a bunkroom!
Marco Island
3/BR
3/BA
SLEEPS 8
Highlighted
BLUE TURTLE COTTAGE / PRIVATE HEATED POOL / STEPS TO THE BEACH / FREE WIFI / FREE TROLLEY STOP AROUND THE CORNER
Holmes Beach
3/BR
1/BA
SLEEPS 6
Beautiful Classy Gulf Coast Anna Maria Island, Private Pool, Close to Beach
Holmes Beach
3/BR
2/BA
SLEEPS 6
SeaDuction - 400 Steps to Beach! Anna Maria Island - Taking Feb and March 2024 Reservations
Holmes Beach
2/BR
2/BA
SLEEPS 6
The GRAND ISLAND OASIS - LUXURY 8 BDRM PRIVATE HOME- ANNA MARIA ISLAND
Bradenton Beach
8/BR
5/BA
SLEEPS 18
Beachfront Condo | Updated | 3 Bedroom 2 Bathroom | Pool
Fort Myers Beach
3/BR
2/BA
SLEEPS 8
Cute Bungalow near Historic Downtown PUNTA GORDA Florida
Punta Gorda
2/BR
1/BA
SLEEPS 4
Highlighted
Sirenia Beach House - Backyard Beach Waterfront Dock Pool Spa Putting Green Tiki Hut
Anna Maria
4/BR
3/BA
SLEEPS 10
Renovated 4 bedroom directly on #1 Siesta Beach. Unobstructed views of gulf.
Siesta Key
4/BR
2.5/BA
SLEEPS 8
New! 7 Min Walk to Beach w/views-3BR/3BA spacious end unit townhome - Pool
Anna Maria Island
3/BR
3/BA
SLEEPS 6
WELCOME TO SW FL GULF COAST & THE SANCTUARY - CLOSE TO ENGLEWOOD & BOCA BEACHES
Englewood
4/BR
2.5/BA
SLEEPS 8
Outstanding end unit, lakeview Fiddler's Creek 3BR Coach Home. World Class CLUB
Naples
3/BR
3/BA
SLEEPS 6
The Peachy Beach House, Steps to an Anna Maria Beach
Holmes Beach
2/BR
2/BA
SLEEPS 5
Elevator! Large Luxury Home w Elevator! Heated Pool & Spa. 3 min walk to Beach!!
Bradenton Beach
5/BR
5/BA
SLEEPS 12
Sea Mar Condo - Marco Island 19th floor Penthouse Condo
Marco Island
2/BR
2/BA
SLEEPS 6
JUST RENOVATED. Favored Savoy Beach Front Resort. Superb 2 BR,15th floor Condo
Naples
2/BR
2/BA
SLEEPS 4
The Veranda on Jacaranda - 4 bedroom Gulf-view Luxury Anna Maria Pool Home ~ Beach, Bikes, Bean Point!
Anna Maria
4/BR
3.5/BA
SLEEPS 8
Superb 3br Resort condo. Walk to pristine beach/world class shopping.
Naples
3/BR
2/BA
SLEEPS 6
Beachfront condo on Siesta Key can't get much closer to the gulf!
Siesta Key
2/BR
2/BA
SLEEPS 6
Ocean View right on Beach 2br/2ba Steps to #1 beach Directly on Siesta Key
Siesta Key
2/BR
2/BA
SLEEPS 6
Beautiful Gulf Coast Views, Beachfront Condo Marco Island the Sea Winds
Marco Island
2/BR
2/BA
SLEEPS 6
Anna Maria Island Absolute Anna Maria-Private Beach Access-Heated Pool-Wi-Fi
Bradenton Beach
2/BR
2/BA
SLEEPS 5
Marco Island on the Water Newly renovated 3 bedroom 2 bath with beautiful waterviews
Marco Island
3/BR
2/BA
SLEEPS 6
VILLA WHITE IBIS luxury, western exposure, 3 Bed, 3 Bath, Hot Tub and Boat (fee)
Cape Coral
3/BR
3/BA
SLEEPS 6
Private Villa Paradise! Just steps to #1 Beach 2br/2ba private lanai and Patio!
Siesta Key
2/BR
2/BA
SLEEPS 6
Absolute Paradise AMI-Private Beach Access-Water Views From Every Window-Heated Pool- Walk To 14 Restaurants
Bradenton Beach
2/BR
2/BA
SLEEPS 5
No fees - Instant booking - big pool + Spa sunny + heated - quiet - clean - at beach - pool table - PS4 - 2 car garage - solar energy
Anna Maria Island
3/BR
2/BA
SLEEPS 6
cabAnna Maria Beach Block 4 bedroom4.5 Bathroom Private PoolSpa
Anna Maria
4/BR
4.5/BA
SLEEPS 8
Waterfront Palace - Sunsets, Gulf Access, Dock Heated Pool/Spa Premier Location
Cape Coral
3/BR
2/BA
SLEEPS 6
SIESTA KEY DIRECT OCEAN FRONT, 8TH FLOOR, LUXURY, SPACIOUS, BEST VIEW
Siesta Key
2/BR
2/BA
SLEEPS 4
Direct Gulf View, Beach Condo 2 Bedroom on Manasota Key, FL - Snowbird Monthly Stays Only
Manasota Key
2/BR
2/BA
SLEEPS 4
Resort Style Community of Shorewalk-Close to IMG Academy
Bradenton
2/BR
2/BA
SLEEPS 4
Beach Cottage - No Streets to Cross to Beautiful Beaches
Anna Maria
3/BR
2/BA
SLEEPS 6
Gorgeous AMI Villa with private pool & just steps to the beach!
Holmes Beach
3/BR
3/BA
SLEEPS 6
Entire Duplex W/2 Golf Carts and Pool on Anna Maria Island
Bradenton Beach
5/BR
3.5/BA
SLEEPS 12
SANDY PANTS - Designer Beach Chic Home, Steps to Beach, Backyard Oasis w/ Heated Pool
Holmes Beach
3/BR
2.5/BA
SLEEPS 6
Three bedroom pool home super close to the beach and dog friendly!
Holmes Beach
3/BR
2/BA
SLEEPS 6
Playa Encantada Beachfront Community just Steps to the Beach
Holmes Beach
2/BR
2/BA
SLEEPS 4
Anna Maria Island-just steps to the beach! New dates available!!
Holmes Beach
2/BR
2/BA
SLEEPS 4
The Bella Siesta: Walking distance to Siesta Village; 5 minutes to Siesta Key Beach
Siesta Key
3/BR
2/BA
SLEEPS 8
Bean Point Charmer! 3 Bedrooms Tropical Pool with Outdoor Loungers - Anna Maria Vacation Rental
Anna Maria
3/BR
2/BA
SLEEPS 8
PARADISE PALMS EAST - 2 Bed 2 Bath Duplex with Private Pool - Anna Maria Island Rentals
Holmes Beach
2/BR
2/BA
SLEEPS 6
Luxury 2400 sq ft 3Bed/3Bath 6th floor condo with private access to Crescent Beach
Siesta Key
3/BR
2.5/BA
SLEEPS 6
MANATEE LOOKOUT - 3 Bed Beach House with Private Heated Pool - Anna Maria Island Vacation Rentals
Anna Maria
3/BR
3/BA
SLEEPS 8
ISLAND RETREAT - Affordable 1 Bedroom Condo - Anna Maria Island Vacation Rentals
Holmes Beach
1/BR
1/BA
SLEEPS 4
Tamarind. Ground level direct Gulf front - Manasota Key
Manasota Key
2/BR
2/BA
SLEEPS 4
FEELIN TIP'SEA - 2 Bed 2 Bath One Particular Harbour Condo Rental on Anna Maria Sound
Bradenton
2/BR
2/BA
SLEEPS 5
ANCHOR SPLASH - 4 Bedroom Hot Tub Heated Pool Historic Cottage - Anna Maria Island Rental
Anna Maria
4/BR
2.5/BA
SLEEPS 10
BLUE LAGOON NORTH - North Shore Duplex with Heated Pool Close to Beaches - Anna Maria Island Rentals
Anna Maria
2/BR
2/BA
SLEEPS 6
THE BLUE HERON - Affordable Bungalow Vacation Rental with Private Heated Pool - Anna Maria Island
Holmes Beach
2/BR
1.5/BA
SLEEPS 6
SEA LIFE AT RUNAWAY BAY 211 - Tennis Shuffleboard Pool 1/2 Block to Beach - Anna Maria Island Rentals
Bradenton Beach
2/BR
2/BA
SLEEPS 6
SALTY SHAMROCK - Anna Maria Island 4 Bedroom Beach House Vacation Rental with Pool & Hot Tub
Holmes Beach
4/BR
2/BA
SLEEPS 8
SUNSET LANDINGS UNIT 5 - 2 Bedroom Anna Maria Island Vacation Rental
Bradenton Beach
2/BR
2.5/BA
SLEEPS 5
SUNSET LANDINGS UNIT 2 - 2 Bedroom Anna Maria Island Vacation Rentals
Bradenton Beach
2/BR
2/BA
SLEEPS 5
Island Beach Club, From $1,800 per week - Sanibel Island, Florida
Sanibel Island
2/BR
2/BA
SLEEPS 5
PELICAN COVE 16 - Tennis Hot Tub Pool Dock - Steps to Beaches - Anna Maria Island Condo Rentals
Bradenton Beach
2/BR
2/BA
SLEEPS 4
CASA BONITA - Beach House with Heated Pool Fooseball Outdoor Bar and More - Anna Maria Island Vacation Rental
Bradenton Beach
3/BR
2/BA
SLEEPS 8
SUN PLAZA WEST - 214 - 2 Bedroom Condo - Minimum 2 Week Stays - Anna Maria Island Vacation Rental
Holmes Beach
2/BR
2/BA
SLEEPS 5
BAHAMA MAMA - 3 Bedroom Key West Beach House with Heated Pool and Hot Tub - Anna Maria Island
Holmes Beach
3/BR
2/BA
SLEEPS 6
MISTY BEACH - Pet Friendly Bungalow Steps to Beaches - Anna Maria Island Vacation Rentals
Holmes Beach
2/BR
2/BA
SLEEPS 6
BERMUDA BAY CLUB 1427 - Fish and Beach! - Heated Pool and Hot Tub - Anna Maria Island Rental
Bradenton Beach
3/BR
2.5/BA
SLEEPS 6
BLUE LAGOON - 4 Bed 4 bath Duplex Anna Maria Island Vacation Rental with Heated Pool
Anna Maria
4/BR
4/BA
SLEEPS 12
Dans Florida Condos - 2 bedroom 2 bath (Private Beach Access across the street; free WIFI)
Bradenton Beach
2/BR
2/BA
SLEEPS 6
AQUA BLU AT ANNA MARIA ISLAND CLUB 27 - Beachfront 2 Bedroom Condo Vacation Rental Hot Tub and Pool!
Bradenton Beach
2/BR
2/BA
SLEEPS 4
SEAS THE DAY - One Particular Harbor by Margaritaville - on Anna Maria Sound
Bradenton
2/BR
2/BA
SLEEPS 5
SUNSET TERRACE 204 - 2 bedroom condo - Anna Maria Island Vacation Rentals
Bradenton Beach
2/BR
2/BA
SLEEPS 6
PELICAN POINT - Waterfront Boat Friendly Anna Maria Island Bungalow with Dock & Heated Pool
Anna Maria
2/BR
2/BA
SLEEPS 6
SUNSET LANDINGS UNIT 4 - Anna Maria Island Vacation Rentals
Bradenton Beach
2/BR
2/BA
SLEEPS 5
Dans Florida Condos - 1 bedroom 1 bath (Private Beach Access across the street; free WIFI)
Bradenton Beach
1/BR
1/BA
SLEEPS 4
COCA CABANA - One Particular Harbor Resort - Brand New Condo Rental on Anna Maria Sound
Bradenton
3/BR
3/BA
SLEEPS 7
The Lighthouse Vacation Rental on Anna Maria Island
Holmes Beach
3/BR
2.5/BA
SLEEPS 6
SHOREWALK UNIT 202 - Coastal Condo with Great Amenities Pool, Tennis and More!
Bradenton
2/BR
2/BA
SLEEPS 4
Plantation Somerset Beautiful 1st floor Condo on Golf Course - Fort Myers Monthly Vacation Rental
Fort Myers
3/BR
2/BA
SLEEPS 5
Panoramic Rooftop View, 1 Minute Walk to Beach, Heated Pool
Holmes Beach
2/BR
2/BA
SLEEPS 4
BRADENTON BEACH CLUB 242 - 3 Bedroom Condo Rental on Anna Maria Island - Dock for Fishing!
Bradenton Beach
3/BR
2/BA
SLEEPS 6
ISLAND NAUTILUS - Beach House with Private Pool - Anna Maria Island Vacation Rentals
Bradenton Beach
3/BR
2/BA
SLEEPS 8
PARADISE AWAITS - One Particular Harbour by Margaritaville - Heated Pool Splash Pad on Anna Maria Sound
Bradenton
2/BR
2/BA
SLEEPS 5
STARFISH HAVEN AT RUNAWAY BAY 201 - 2 Bed 2 Bath Anna Maria Island Condo Rental
Bradenton Beach
2/BR
2/BA
SLEEPS 6
CALICO AMI ★ JAN 29 to Feb 4 - 1999* ★ Walk to Beach ★ Private Tropical Heated Pool ★ Tiki Hut ★Elevator
Holmes Beach
4/BR
4/BA
SLEEPS 8
Beautiful condo on the Bradenton Riverwalk - Min 4 Month Stays - Snowbirds and Digital Nomads Welcome!
Bradenton
1/BR
1/BA
SLEEPS 2
COCONUT BREEZE ESTATE - Luxury Outdoor Grill Kitchen Heated Pool Billiards Table - Anna Maria Island Rental
Anna Maria
4/BR
4/BA
SLEEPS 12
SEAGRASS FLATS UNIT 2 - 2 Bedroom 2 Bathroom Condo 75 steps to Beach - Anna Maria Island Vacation Rental
Bradenton Beach
2/BR
2/BA
SLEEPS 6
Gorgeous 3 bedroom house in Naples Park! 5 mins from beaches with heated salt water pool!
Naples
3/BR
2/BA
SLEEPS 6
SEA HORSE - Ground Floor Bungalow - Waterfront Anna Maria Vacation Rental with Dock
Anna Maria
4/BR
4/BA
SLEEPS 8
SWEET FREEDOM AT RUNAWAY BAY 237 - Pool Tennis Shuffleboard - Anna Maria Island Rentals
Bradenton Beach
2/BR
2/BA
SLEEPS 6
MI Oasis Getaway! Just 200 Steps to the Beach on a very quiet street
Anna Maria
2/BR
1/BA
SLEEPS 4
BEACH DAZE - One Particular Harbour by Margaritaville - Condo Rental on Anna Maria Sound
Bradenton
2/BR
2/BA
SLEEPS 5
SUNSET SEACRET - Margaritaville-inspired One Particular Harbor Resort - on Anna Maria Sound
Bradenton
3/BR
3/BA
SLEEPS 7
Holmes Sweet Holmes. Minutes to the beach, shared heated pool, lush tropical
Holmes Beach
3/BR
2.5/BA
SLEEPS 6
RUM DOG - Ground Floor Bungalow - Affordable Anna Maria Island Vacation Rental
Holmes Beach
2/BR
2/BA
SLEEPS 6
Sunny Getaway |Newly Remodeled1-Level Villa w South facing Lanai & Pool
Naples
3/BR
2/BA
SLEEPS 4
MIRACLE'S RUNAWAY BAY 117 - 1 Bed 1 Bath - Steps to Beach Large Heated Pool - Anna Maria Island Rental
Bradenton Beach
1/BR
1/BA
SLEEPS 4
PELICAN COVE 3 - Hot Tub Pool Tennis Dock - Steps to Beach - Anna Maria Island Condo Rental
Bradenton Beach
2/BR
2/BA
SLEEPS 5
CASA DEL MAR 4 Bedroom Vacation Rental with Dock - Boat Friendly on Anna Maria Island!
Holmes Beach
4/BR
2.5/BA
SLEEPS 8
LAST MANGO - One Particular Harbor Resort - Large Condo Rental on Anna Maria Sound
Bradenton
3/BR
3/BA
SLEEPS 7
Private heated saltwater pool at OHasis Getaway II and only 210 steps from the Beach!
Holmes Beach
2/BR
2/BA
SLEEPS 6
Enjoy Stunning Sunsets at this Luxurious Gulf Front Condo on Siesta Key
Siesta Key
2/BR
2/BA
SLEEPS 6
FLIP FLOPS FOREVER - Beach House with Heated Pool and Putting Green - Anna Maria Island Rentals
Holmes Beach
5/BR
3/BA
SLEEPS 10
BUFFET SOUND - 3 bedroom 3 bath condo - Palma Sola Bay Close to Anna Maria Island
Bradenton
3/BR
3/BA
SLEEPS 7
COCONUT COVE - Luxury Heated Pool Hot Tub Cabana Games - Anna Maria Island Vacation Rental
Anna Maria
3/BR
3/BA
SLEEPS 8
BERMUDA BAY CLUB 1467 - Fisherman's Delight Across street from Gulf Beach on Anna Maria Sound
Bradenton Beach
3/BR
2.5/BA
SLEEPS 6
LAZY DAYS AT RUNAWAY BAY 162 - Ground Level Unit - Pool Tennis Dock Steps to Anna Maria Island Beaches
Bradenton Beach
2/BR
2/BA
SLEEPS 6
SUMMER RETREAT - Quiet Beach House with Private Pool and Hot Tub - Anna Maria Island Vacation Rental
Bradenton Beach
4/BR
4.5/BA
SLEEPS 12
Spacious Townhome-steps to the beach with Gulf Views!
Bradenton Beach
3/BR
2.5/BA
SLEEPS 6
ANNA MARIA ISLAND CLUB UNIT 22 - Beachfront 2 Bedroom Condo for Rent with Heated Pool
Bradenton Beach
2/BR
2/BA
SLEEPS 4
SUNNY & SHARE - 4 Bedroom Anna Maria Island Vacation Rental with Private Pool & Hot Tub
Bradenton Beach
4/BR
2/BA
SLEEPS 10
BRADENTON BEACH CLUB 226 - 3 Bed 3 bath plus Den - Anna Maria Island Vacation Rental
Bradenton Beach
3/BR
2/BA
SLEEPS 6
PARADISE PALMS WEST - 2 Bed 2 Bath Duplex with Private Heated Pool - Anna Maria Island Rentals
Holmes Beach
2/BR
2/BA
SLEEPS 6
The Gables offers southern charm and short walk to the beach
Holmes Beach
4/BR
2.5/BA
SLEEPS 9
Newly Remodeled Coach Home and Golf Membership in Vasari Country Club
Bonita Springs
3/BR
2/BA
SLEEPS 6
SUNSET PARADISE AT RUNAWAY BAY 105 - 2 Bed 2 Bath Condo Rental - Anna Maria Island
Bradenton Beach
2/BR
2/BA
SLEEPS 6
ANGLERS BAY - Margaritaville-inspired One Particular Harbor Resort Bring your Boat on Anna Maria Sound
Bradenton
3/BR
3/BA
SLEEPS 6
Sandy Turtle - Pool and Steps to the Beach - Anna Maria Island 3 Bedroom Beachfront Condo Rental
Holmes Beach
3/BR
2/BA
SLEEPS 6
PORTSIDE PARADISE - 4 Bedroom Beach House with Pool and Hot Tub - Anna Maria Island Rentals
Holmes Beach
4/BR
6.5/BA
SLEEPS 8
Beautiful 2bedroom 2bathrooms First Floor Condo Super Close To Beach
Bradenton Beach
2/BR
2/BA
SLEEPS 6
SWEET FREEDOM AT RUNAWAY BAY 237 - Anna Maria Island Vacation Rental
Bradenton Beach
2/BR
2/BA
SLEEPS 6
BEACHSIDE OASIS AT RUNAWAY BAY 229 - Pool Shuffleboard Tennis Steps to Beach - Anna Maria Island Rental
Bradenton Beach
2/BR
2/BA
SLEEPS 6
SEAGLASS COTTAGE - Bungalow Ground Floor - Anna Maria Island Vacation Rentals
Anna Maria
3/BR
2/BA
SLEEPS 6
TROPICAL SUNSET 1 - Anna Maria Island Condo Vacation Rentals
Holmes Beach
2/BR
2/BA
SLEEPS 6
BLUE LAGOON SOUTH - North Shore Duplex Heated Pool Close to Beach - Anna Maria Island Rentals
Anna Maria
2/BR
2/BA
SLEEPS 6
TROPICAL SUNSET 2 - Anna Maria Island Vacation Rentals
Holmes Beach
2/BR
2/BA
SLEEPS 6
C VIEW - 5 Bedroom Vacation Rental on Anna Maria Island with Heated Pool close to Beach
Anna Maria
5/BR
3/BA
SLEEPS 10
Areca Cove On Beautiful Anna Maria Island! 3 Min Walk To Beach!
Holmes Beach
4/BR
3.5/BA
SLEEPS 8
Tropical South Siesta Key waterfront home with private pool, single level
Siesta Key
3/BR
2/BA
SLEEPS 6
NEW LISTING 2023 CALENDAR IS OPEN - Renovated Palma Sola Bay Canal 90 Day Minimum
Bradenton
2/BR
2/BA
SLEEPS 4
BEACH ESCAPE - Affordable Anna Maria Island Vacation Rental - Ground Floor Bunglaow
Holmes Beach
2/BR
2/BA
SLEEPS 6
Perfect Anna Maria Island Location, GROUND FLOOR UNIT, Runaway Bay Condo135
Bradenton Beach
2/BR
2/BA
SLEEPS 6
BAY BLISS AT RUNAWAY BAY 285 - 2 Bedroom 2 Bath - Tennis Shuffleboard and Steps to Beach
Bradenton Beach
2/BR
2/BA
SLEEPS 6
SEAGRASS FLATS UNIT 1 - 2 Bedroom 2 Bathroom Condo 75 Steps to Beach - Anna Maria Island Vacation Rental
Bradenton Beach
2/BR
2/BA
SLEEPS 6
Private heated saltwater pool at OHasis Getaway and only 200 steps from the Beach!
Anna Maria
2/BR
1/BA
SLEEPS 6
CASA BLISS - One Particular Harbor Condo Rental with Large Balcony on Anna Maria Sound
Bradenton
2/BR
2/BA
SLEEPS 5
BREEZY PALMS - 2 Bed 2 Bath Affordable Anna Maria Island Vacation Rental with Heated Pool and Hot Tub
Holmes Beach
2/BR
2/BA
SLEEPS 6
LATITUDE ADJUSTMENT - One Particular Harbour - 3 Bed 3 Bath Penthouse - Anna Maria Sound Vacation Rental
Bradenton
3/BR
3/BA
SLEEPS 7
SALTY ANCHOR - 2 bedroom 2 bath condo - Bradenton Vacation Rental
Bradenton
2/BR
2/BA
SLEEPS 5
MANNA-TEE BEACH HOUSE - Anna Maria Island Vacation Rental with Pool
Holmes Beach
3/BR
2.5/BA
SLEEPS 6
SUMMER BREEZE Beach House with Private Pool - Anna Maria Island Vacation Rentals
Holmes Beach
4/BR
3.5/BA
SLEEPS 8
PENTHOUSE IN PARADISE - ”One Particular Harbor by Margaritaville" heated pool, splash pad
Bradenton
2/BR
2/BA
SLEEPS 5
ISLAND DREAM - Beach House with Private Pool and Hot Tub - Anna Maria Island Vacation Rentals
Holmes Beach
3/BR
2/BA
SLEEPS 6
Lovely Villa with Pond and Golf Course View - Quail Creek Village, N. Naples
Naples
3/BR
2/BA
SLEEPS 5
SUNSET AZUL - 2 Bedroom Anna Maria Island Vacation Rentals
Holmes Beach
2/BR
1/BA
SLEEPS 6
LOVELY SPACIOUS TOP FLOOR VACATION CONDO IN SANDPIPER BAY CLUB IN DOWNTOWN NAPLES New Listing
Naples
2/BR
2/BA
SLEEPS 4
ISLAND HAVEN - Private Beach House with Htd Pool - Anna Maria Island Vacation Rentals
Holmes Beach
4/BR
3/BA
SLEEPS 8
GOING COASTAL - 2 Bed 2 Bath Private Beach House with Heated Pool - Anna Maria Island Vacation Rentals
Anna Maria
2/BR
2/BA
SLEEPS 6
BRADENTON BEACH CLUB 225 - Gulf to Bay Condo Rental 1/2 block to Beaches - Anna Maria Island Vacation Rental
Bradenton Beach
3/BR
2.5/BA
SLEEPS 8
THE COZZI COTTAGE - Historic 1 Bed 1 Bath Cottage - Anna Maria Island Vacation Rentals
Holmes Beach
1/BR
1/BA
SLEEPS 4
Luxury Condo at Heritage Pointe - Affordable Monthly Fort Myers Vacation Rental
Fort Myers
2/BR
2/BA
SLEEPS 6
Bliss by the Beach ~ Luxury 2 bedroom home with Private Pool ~ Walk to Bean Point!
Anna Maria
2/BR
2/BA
SLEEPS 4
Comforts of Home in Secure Community Over Manatee Bridge from AMI
Bradenton
2/BR
2/BA
SLEEPS 5
Turtle Cove - Pet Friendly - Fenced Yard - Minutes To Beaches
Venice
2/BR
2/BA
SLEEPS 4
Coastal Gem near Anna Maria, Tennis & Golf: Heated pool, Ping Pong, 2 King Masters
Bradenton
4/BR
3.5/BA
SLEEPS 12
Welcome to Jungalow Bay! Luxury 3 bedroom Tropical Paradise with Private Pool
Anna Maria
3/BR
3/BA
SLEEPS 8
Vitamin Sea has everything! Heated pool & spa, elevator, rooftop deck, water views +++
Anna Maria
5/BR
5/BA
SLEEPS 12
A Lazy River Day and Night 4 Bedroom Custom Pool home on Anna Maria Island
Holmes Beach
4/BR
3.5/BA
SLEEPS 8
Tropical Palm Villa- Screened Patio - Fenced Yard - Minutes to Beach
Venice
2/BR
2/BA
SLEEPS 6
Jacaranda Gem * 3 Houses to the Beach * Gulf Views * Huge Saltwater Pool
Anna Maria
3/BR
2.5/BA
SLEEPS 8
BLUE HAVEN BEACH HOUSE - Coastal Updated Home, Steps to Beach!, Peek at Gulf, Heated Pool, Elevator
Holmes Beach
3/BR
3/BA
SLEEPS 8
COZY CABANA EAST - GORGEOUS Newly Renovated w/ Pvt. Pool, Backyard Oasis, Walk to Beach w Beach Gear!
Holmes Beach
2/BR
2/BA
SLEEPS 6
Gorgeous 2 Bed/2 Bath half duplex w/ Elevator, Pool and Spa. Steps to Beach and Bay!
Bradenton Beach
2/BR
2/BA
SLEEPS 6
Gulf Dr location - 700 ft to Beach, Lg heated pool, Gas grill, New decor & renovations
Holmes Beach
3/BR
2/BA
SLEEPS 7
"Bay Life" Bring Your Boat, Walk To The Beach, Relax
Manasota Key
1/BR
1/BA
SLEEPS 4
BEAUTIFUL, SPACIOUS LAKEFRONT VILLA WITH HEATED POOL, CLOSE TO THE BEACH
Nokomis
3/BR
2/BA
SLEEPS 6
Amazing pool with Tiki Bar and GOLF cart for your entire stay!
Holmes Beach
2/BR
2/BA
SLEEPS 6
SALTY PIRATE - NEW Renovated Luxury Canalfront Home w Water Views, Pool Spa, Bikes, Kayak, SUP!
Anna Maria
4/BR
3/BA
SLEEPS 11
Chasing Waves - Steps from the beach, no roads to cross . AMI Perfect Beach House
Holmes Beach
2/BR
2/BA
SLEEPS 6
Executive Home in Fort Myers Best Private Gated Golf & Country - Golf Cart - Monthly Rental
Fort Myers
3/BR
2/BA
SLEEPS 6
Sand Trap- 4bed beach view *heated pool *Golf Cart * Hot Tub*Elevator*Putt Putt Course
Anna Maria
4/BR
4/BA
SLEEPS 8
Weekly 2 BR / 2 BA Beachfront Condo on Longboat Key - Inn 1-307
Longboat Key
2/BR
2/BA
SLEEPS 4
Beach Haven: Beautiful Beachfront Condo, 2+ BR, 2 bath
Holmes Beach
2/BR
2/BA
SLEEPS 4
Beautiful Townhouse Vacation Rental - Near Fort Myers Beach, Sanibel Bridge
Fort Myers
2/BR
2/BA
SLEEPS 4
New Listing - Snowbird Seasonal Rotonda West/Lakes Vacation Rental - 30 night min
Rotonda Lakes
3/BR
2/BA
SLEEPS 4
Monthly Stays from $3,480* Royal Harbor Condo on Canal, Pool, Lanai, Near Beach
Naples
2/BR
2/BA
SLEEPS 6
Waterfront Luxury! Anna Maria North End Beauty w/ 3 bedrooms Boat Dock, Pool +Spa
Anna Maria
3/BR
2/BA
SLEEPS 8
Coral Palms - Water Lovers! Quick canal access to the Gulf. Extra amenities - Cape Coral Vacation Rental
Cape Coral
3/BR
2/BA
SLEEPS 8
Caribbean Surf PRIVATE POOL ONLY 3 MINUTE WALK TO BEACH -SLEEPS 6
Holmes Beach
3/BR
2/BA
SLEEPS 6
SEASWEPT MERMAID - Luxury Canalfront Home w Pvt. Boat Dock, PoolSpa, Bikes, Kayaks, SUP!
Anna Maria
4/BR
3/BA
SLEEPS 8
3 bedroom 3 bath Anna Maria Island Paradise with Private Pool + stroll to Beach!
Holmes Beach
3/BR
3/BA
SLEEPS 6
Groovy Guava ~ 2 Bedrooms w private pool and Golf Cart!
Holmes Beach
2/BR
2/BA
SLEEPS 5
NEW LISTING! Longboat Key Monthly Rental - Beachplace 4 -204
Longboat Key
2/BR
2/BA
SLEEPS 6
Gone Coastal 3 ~ Beautiful Family and Pet Friendly Home
Anna Maria
3/BR
2.5/BA
SLEEPS 6
Conch Out Beach House! 4 bed 3 bath HUGE yard, heated pool & spa, gazebo
Holmes Beach
4/BR
3/BA
SLEEPS 10
Villa Cutrone - Perico Bay Vacation Rental Near the Beach! - 3 Month Minimum Stays
Bradenton
3/BR
2/BA
SLEEPS 8
Luxury 2 bedroom duplex with Elevator Pool and Spa! Steps to Beach and Bay!
Bradenton Beach
2/BR
2/BA
SLEEPS 6
ISLAND TIME - Island Home w/Enclosed Lagoon Style Pool & Spa, Walk to Beach, Boat Dock, Bikes!
Holmes Beach
3/BR
2/BA
SLEEPS 6
4 Bed 3 Bath with beautiful private backyard, 2 car garage, bikes, beach gear, heated pool
Holmes Beach
4/BR
3/BA
SLEEPS 8
PARADISE BEACH HOUSE 6BDs 6.5 bath Block to Beach Private HEATED Pool & Spa, Free WiFi
Holmes Beach
6/BR
6.5/BA
SLEEPS 12
Spacious waterfront Villa with gorgeous views, 1 mile to Siesta Beach
Sarasota
4/BR
3/BA
SLEEPS 6
Paradise Beckons!! Beautiful Beachfront 2BR2BA Sea Winds condo
Marco Island
2/BR
2/BA
SLEEPS 6
Treviso Bay Naples Fl 4 bedroom luxury bungalow - min 30 day stays
Naples
4/BR
3/BA
SLEEPS 8
Water, water everywhere. H2O 360 ~ Amazing canal front home with dock, pool and hot tub!
Anna Maria
3/BR
2/BA
SLEEPS 8
Beach Daze ~ 2 Bedrooms with private pool and Golf Cart!
Holmes Beach
2/BR
2/BA
SLEEPS 4
Sea Mist - Gorgeous Coastal Home! Walk to Beach, Pine Ave Shops, Pool
Anna Maria
3/BR
2/BA
SLEEPS 6
DECKED OUT - Stunning Luxury Home! Huge Sunny Private Pool, Block to Pine 8 Min Walk to Beach
Anna Maria
2/BR
2/BA
SLEEPS 4
Starfish Isle 4 Bedroom3 Bath ~ Private HEATED Pool & Spa, Close to BEACH! Free WiFi
Holmes Beach
4/BR
3/BA
SLEEPS 4
Pirates Bay- Beachfront with pool, kayaks and and more for your perfect escape!
Anna Maria
2/BR
2/BA
SLEEPS 4
Sea Life Happy - Heated Pool Spa Dock Waterfront Steps to Beaches - Pine Ave
Anna Maria
4/BR
3/BA
SLEEPS 8
La Playita #2 Beautiful Coastal Townhome Close to Beach
Holmes Beach
2/BR
2/BA
SLEEPS 6
AcquaLuxe - Exquisite 2022 Lux Canal Home w/ Outdoor Oasis Pool, Spa, Dock, SUP, Kayaks, Fire Pit
Anna Maria Island
4/BR
4/BA
SLEEPS 8
STUNNING 5 BEDROOM 4 BATHROOM DREAM HOUSE WITH BACKYARD OASIS, STEPS TO THE BEACH
Holmes Beach
5/BR
4/BA
SLEEPS 10
Lido Key & St Armands Family & Pet Friendly Pool Home - 232 S Boulevard of the Presidents
Lido Key/St Armand's
3/BR
2.5/BA
SLEEPS 8
Sandpiper Rest - Heated Pool - 3 King Beds - Pets - Fenced Yard - Near Beach!
Venice
3/BR
2/BA
SLEEPS 8
307 65th St Brand new 5 bed, 4 bath island beauty Heated pool & spa, free WiFi, sleeps 12
Holmes Beach
5/BR
4/BA
SLEEPS 10
Paradise Found 6 bed 6.5 bath Heated Pool & Hot TUB Bikes Free Wifi
Holmes Beach
6/BR
6.5/BA
SLEEPS 14
BEAUTIFUL 3 BED/2 BATH WITH POOL!!! DISCOUNT FOR JUST 2 PEOPLE FOR 2+ WEEKS!!!
Rotonda West
3/BR
2/BA
SLEEPS 6
Spacious 3 bedroom, 2 bath pool home in North West Bradenton, Pet Friendly
Bradenton
3/BR
2/BA
SLEEPS 6
No Tan Lines! Amazing waterfront 4 bedroom luxury home with private beach
Anna Maria
4/BR
4/BA
SLEEPS 8
THREE LITTLE BIRDS - NEW Premier Luxury Home with Stunning Gulf Beach Views, Pool/Spa, High End Home!
Anna Maria
4/BR
3.5/BA
SLEEPS 8
Gone Coastal: Beautiful Pet-Friendly Home w Heated Saltwater Pool
Holmes Beach
2/BR
2/BA
SLEEPS 6
Luxury 4 bedroom monthly rental in Key Royale. Amazing WATERFRONT home with Private Pool!
Holmes Beach
4/BR
4/BA
SLEEPS 8
Slice Of Paradise! 4 bed 5.5 Bath Heated pool, spa rooftop deck, free highspeed WIFI
Holmes Beach
4/BR
4/BA
SLEEPS 8
Exclusive! #1 US Beach Siesta Key, Glass House surrounds pool/ beach supply-bikes-etc
Siesta Key
2/BR
2/BA
SLEEPS 4
Beach Paradise - Beer Can Island home - Monthly Stays Only
Longboat Key
3/BR
3/BA
SLEEPS 8
Anna Maria Island Paradise❤️Close to beach, shops&restaurants, heated pool, private lanai!
Holmes Beach
2/BR
2/BA
SLEEPS 6
Tradewinds Resort Cottage Rental - 1 bedroom-sleeps 4 -pet friendly
Bradenton Beach
1/BR
1/BA
SLEEPS 4
A WAVE FROM IT ALL - New Luxury Renovated Home! Heated Pool, Cabana, Hammock, Walk to Beach
Anna Maria
3/BR
3/BA
SLEEPS 8
Key Lime Cottage ~ Private Tropical Heated Pool Pet Friendly Bungalow ~ Anna Maria Island!
Holmes Beach
2/BR
2/BA
SLEEPS 6
Sugary Sands 1 Bed Condo and One Block to Beach Short Stroll to Bridge Street!
Anna Maria Island
1/BR
1/BA
SLEEPS 4
BATEMAN'S - New Luxury Canal Front Home with Pool, Spa, Dock, Close to Bean Point & Pine Ave
Anna Maria
4/BR
4/BA
SLEEPS 8
Marco Island 17th Floor Beachfront Condo with AMAZING Views
Marco Island
3/BR
2/BA
SLEEPS 6
Found Your Sol Mate! Gorgeous Home w/ Pool, Spa, Steps to Bean Point, Dogs OK!
Anna Maria Island
3/BR
2/BA
SLEEPS 8
SUNSET MARGARITA - Luxury Condo, Pool, Beach Gear, Bikes, Just 5 Mins to Anna Maria Gulf Beaches!
Bradenton
2/BR
2/BA
SLEEPS 5
Paradise Blu ~ Luxury 4 bedroom home w/ Pool, Spa and Roof Deck with water views!
Anna Maria
4/BR
4.5/BA
SLEEPS 8
Spectacular Jungalow Beach! Huge Pool and just STEPS to Beach and Pine Ave!
Anna Maria
3/BR
3.5/BA
SLEEPS 8
Canal front pool home, Utilities included, watch the Sunset. Avail Spring 2023 for 6 months
Punta Gorda
3/BR
2/BA
SLEEPS 4
CASA AMIGA 4 b, 4 b, heated pool and spa, rooftop deck, water views , elevator
Anna Maria
4/BR
4.5/BA
SLEEPS 10
Anna Maria Beach Place Unit 1 - Downstairs Corner Unit. Steps to The Beach!
Holmes Beach
2/BR
1/BA
SLEEPS 6
Backyard wonderland near Anna Maria: Heated Pool, Firepit, & Gazebo| EV Charger
Bradenton
4/BR
2.5/BA
SLEEPS 12
Beachfront Longboat Key Condo with Fantastic Amenities - 2 Month Minimum - Longboat Harbour Towers #703
Longboat Key
1/BR
1/BA
SLEEPS 2
Has all of the modern comforts-hidden in the palm and mango groves.
Bokeelia
1/BR
1/BA
SLEEPS 2
Gray's Gulf Coast Cottages - Port Charlotte - Seasonal or Long Term, Monthly*
Port Charlotte
3/BR
2/BA
SLEEPS 6
Salty Turtle! Updated Beach Block Bungalow with Pool
Holmes Beach
3/BR
2/BA
SLEEPS 6
Luxury Overload! Private Beach Access - 5 bed + office HEATED Pool+Spa Free WiFI ELEVATOR
Longboat Key
5/BR
5.5/BA
SLEEPS 10
Luxury 3 Bed Sth Facing Villa- regal oaks only full lakeview villa advertised
Bradenton
3/BR
2/BA
SLEEPS 6
BEAUTIFUL RENOVATED VILLA, LAKE VIEW, HEATED POOL, CLOSE TO BEACH
Nokomis
3/BR
2/BA
SLEEPS 5
The Laughing Pelican - Monthly Stays ONLY - Anna Maria Island From $5,000month. We are currrently not accepting listings for the balance of 2023 and 2024 due to renovations.
Holmes Beach
3/BR
3/BA
SLEEPS 6
TERN KEY - Pristine Spacious Luxury Canal Home with Pool, Spa, Dock, Bikes, Close to Beach!
Anna Maria
4/BR
4.5/BA
SLEEPS 8
Gulf Shore Retreat - North End Stunner Heated Pool Gulf Views!
Anna Maria
4/BR
4/BA
SLEEPS 10
Gorgeous Luxury Rental, Steps to Beach, Pool and More at
Anna Maria Island
4/BR
3.5/BA
SLEEPS 8
On Turtle Time - Beautifully Updated w/Heated Pool, Covered Porches, Beach Gear, Walk to Beach!
Anna Maria
2/BR
2/BA
SLEEPS 6
Satsang Blue - A Sacred Gathering Place Adorable Bungalow on AMI, Walk to Beach!
Holmes Beach
3/BR
1.5/BA
SLEEPS 6
UPDATED | PRIVATE POOL | DOG FRIENDLY: Rosepoint Villa
Cape Coral
3/BR
2/BA
SLEEPS 8
Sun, Beach - 2024 Minimum 3 Month Rental - BWB, North Naples
Naples
3/BR
2/BA
SLEEPS 4
Unique beach house near Bean Point, heated pool and just 2 min to beach.
Anna Maria
3/BR
2/BA
SLEEPS 6
Sandcastle Cottage - Minutes to Beaches - Screened Patio - Fenced Yard - Pets OK
Venice
2/BR
2/BA
SLEEPS 4
Lido Key/St Armand's 2 Month Minimum Condo With All the RITZ Amenities Included! Beach Residences -Lido #308
Lido Key/St Armand's
2/BR
2/BA
SLEEPS 6
Island Garden Villas ~ a Tropical Oasis of 1 and 2 bedroom private cottages close to beach
Holmes Beach
2/BR
2/BA
SLEEPS 6
Lido Luxury Lookout Home - Monthly Rental
Lido Key/St Armand's
5/BR
4.5/BA
SLEEPS 10
Sandcastle Dreams - 3 BR Beachfront Condo with pool
Anna Maria Island
3/BR
2/BA
SLEEPS 8
Perfect Family Beach House! Dog-friendly 3 bedroom w/ Elevator & Saltwater Pool
Holmes Beach
3/BR
2/BA
SLEEPS 8
Cape Coral Condo - Saltwater Pool /1st Floor /WiFi /King/Bikes /Beach Gear /TV - Weekly and Monthly Discounts!
Cape Coral
2/BR
2/BA
SLEEPS 6
Kiwi Cabana ~2 Bedroom Tropical Getaway with Awesome Pool~ Easy walk to the beach!
Holmes Beach
2/BR
2/BA
SLEEPS 6
Location, location, location! Short walk to beach, shopping and dining!
Holmes Beach
2/BR
2/BA
SLEEPS 4
BEACHY VILLA VISTA - JUST 3 HOUSES to BEACH w Pool, Spa, Gulf Views!
Holmes Beach
5/BR
4.5/BA
SLEEPS 10
"Bay Watch" Bring Your Boat, Walk To The Beach, Relax
Manasota Key
1/BR
1/BA
SLEEPS 4
Gone Coastal Too: Beautiful Family & Pet-Friendly Private Home
Holmes Beach
2/BR
2/BA
SLEEPS 4
Relax, Unwind and Enjoy Beachfront Living At Its Best! ☀️
Marco Island
3/BR
2/BA
SLEEPS 6
From $75nt - Beautiful, Private Southwest Florida Townhouse
Fort Myers
3/BR
2.5/BA
SLEEPS 6
Hook Wine and Sinker! Beautiful 4 bedroom North End Canal Home with Pool and Boat Dock!
Anna Maria
4/BR
2/BA
SLEEPS 8
Cozy 1 Bedroom Beach Cottage just 1 block to the beach! Heated pool, Dogs OK!
Holmes Beach
1/BR
1/BA
SLEEPS 2
My Mistress ~ Amazing canal front home with Private Pool and Hot Tub!
Anna Maria
3/BR
3/BA
SLEEPS 8
EMERALD BAY 3 KING BEDROOMS & bunk room - COMES WITH BEACH GEAR AND BIKES
Holmes Beach
4/BR
3.5/BA
SLEEPS 8
Steps to the Beach, Amazing Covered Outdoor Area with 2 Pools!
Bradenton Beach
4/BR
4/BA
SLEEPS 12
#174 Runaway Bay or better known as Paradise! Our home away from home.
Bradenton Beach
2/BR
2/BA
SLEEPS 5
CASA POSADA - So Close to Beach You Hear the Waves! Updated Clean Beach Cottage, Start $180n
Anna Maria
2/BR
1/BA
SLEEPS 6
Casa Mariposa - Luxury Butterfly Garden, Steps to Pine Ave, Pool/Spa, Bikes, 4 Houses to Beach
Anna Maria Island
4/BR
4/BA
SLEEPS 8
Large Luxury Condo in Exclusive Bonita Bay with Double Lanai, Pool, Hot Tub
Bonita Springs
2/BR
2/BA
SLEEPS 8
Sarasota Condo Golf Course View - Monthly & Seasonal Rentals - Close to Beach /Restaurants/Shopping
Sarasota
2/BR
2/BA
SLEEPS 4
APRIL 2023 FORWARD OPEN!! Esplanade at Lakewood Ranch Monthly Stays
Bradenton
2/BR
2/BA
SLEEPS 4
LA Buena Vida - Bright Beachy & Canalfront! Steps to Beach, Pool/Spa, Dock, Beach Gear, Dogs OK
Anna Maria
3/BR
3/BA
SLEEPS 8
Private Pool Home, SPECTACULAR Sunsets And Only Steps from the Beaches
North Captiva Island
3/BR
2.5/BA
SLEEPS 7
Sunset Villa -Close to Beach and Shamrock Park - Fenced Yard
Venice
2/BR
2/BA
SLEEPS 6
Mermaid's Landing - Stunning 6 bed 4 bath home heated pool and spa rooftop deck + more!
Bradenton Beach
6/BR
4/BA
SLEEPS 12
Spa Oasis Villa Bahia - Voted Best Private SPA in Florida - Cape Coral Vacation Rental
Cape Coral
4/BR
3/BA
SLEEPS 10
Mermaid's Crossing 4 bed, 3 bath heated pool and spa
Holmes Beach
4/BR
3/BA
SLEEPS 10
Intervillas Florida - Villa Brightwater - Waterfront Pool Home Rental
Cape Coral
6/BR
4/BA
SLEEPS 12
A DREAM - luxurious 3bd OCEAN VIEW Home with heated pool and hot tub
Bradenton Beach
3/BR
2.5/BA
SLEEPS 6
Adorable Beachy 3 Bedroom in the heart of Holmes Beach!
Holmes Beach
3/BR
2/BA
SLEEPS 6
AMI - Amazing Sunrise View with Semi Private Pool (Nightly Rental & Pet friendly)
Bradenton Beach
2/BR
2/BA
SLEEPS 6
Amazing Luxury Home with Private Pool and Gulf Views!
Holmes Beach
4/BR
4.5/BA
SLEEPS 8
Hibiscus Hideaway A - Luxury condo near Bridge St!
Bradenton Beach
2/BR
2/BA
SLEEPS 5
BODACIOUS OASIS - Gorgeous 4 Bedroom Island Home! Heated Pool, Walk to Beach and Pine Avenue Shops!
Holmes Beach
4/BR
2.5/BA
SLEEPS 8
Villa Palm Tree-Beautiful Poolvilla-SPECIAL PRICES!! Please Ask!!!
Cape Coral
4/BR
2/BA
SLEEPS 6
A Boater's Paradise! Walk to Olde Marco shops & restaurants.
Marco Island
3/BR
2/BA
SLEEPS 6
South side Heated Waterfall Pool w/Beach, HotTub + Huge Covered Lanai + King Bed Suite
Cape Coral
3/BR
2/BA
SLEEPS 6
Gorgeous bay front home! Short walk to beach! Private heated pool!
Holmes Beach
3/BR
2/BA
SLEEPS 6
Heron Pointe - Triple Lot Fenced Yard - Pet Friendly - Minutes To Beaches
Venice
2/BR
2/BA
SLEEPS 4
3 Bedroom updated home with AMAZING Tropical backyard paradise
Holmes Beach
3/BR
2.5/BA
SLEEPS 8
Villa Ocala Premiere Luxury Vacation Destination with Amenities Beyond Compare
South Venice
3/BR
2/BA
SLEEPS 6
TIME 4 U Estate: Pool, Hot Tub, Pickle Ball, Tennis, Bocce Ball, Fire Pit + More
Naples
3/BR
2/BA
SLEEPS 10
AMI PEPPERTREE PARADISE - Cozy Updated Home w/Heated Pool on North End of Island, 2 Houses to Beach!
Anna Maria
3/BR
2/BA
SLEEPS 8
Comfortable, cozy home with spacious pool area in walking distance to the beach
Siesta Key
3/BR
3/BA
SLEEPS 5
Family friendly 2 bedroom condo in the Heart of Holmes Beach!
Holmes Beach
2/BR
2/BA
SLEEPS 6
A SHORE THING - Second To None Spacious Waterfront Luxury! Dock, Pool, Spa, Rooftop Water Views!
Anna Maria
4/BR
5/BA
SLEEPS 10
Longboat Key Direct Beachfront Penthouse - Beachplace 2-604
Longboat Key
2/BR
2/BA
SLEEPS 6
Warm and Spacious Condo With great Amenities At Burnt Store Marina (BSM)
Punta Gorda
2/BR
2/BA
SLEEPS 4
Private Pool Home, Steps from the Beach and SPECTACULAR Sunsets from the Porch
North Captiva Island
3/BR
2/BA
SLEEPS 7
Beautiful 2 Bedroom BAY VIEW Beach House with Heated Pool ~ Dog friendly
Anna Maria
2/BR
2/BA
SLEEPS 6
SEA LA VIE - Waterfront Stunning New Luxury Home wPool, Spa, Dock, Elevator, Close to Pine
Anna Maria
4/BR
4.5/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
6/BR
4/BA
SLEEPS 16
Naples Happy Place! 3 BR2 BA; 2 Pets Any Size; Gated Community & Loads of Amenities!
Naples
3/BR
2/BA
SLEEPS 6
Longboat Key Beachfront Monthly Rental -Beachplace 3 – 205 (3BR)
Longboat Key
3/BR
2/BA
SLEEPS 4
She's Always Right - BRAND NEW ISLAND HOME w Pool & Spa, 1 Block to Beach & Shops
Holmes Beach
4/BR
4/BA
SLEEPS 8
LOCATION LOCATION LOCATION large home only 2 houses away from the gulf
Holmes Beach
4/BR
3/BA
SLEEPS 8
Sea Glass on Park - Premier Luxury on Beautiful Park Ave! Steps to Beach, Pool, Spa
Anna Maria
4/BR
3/BA
SLEEPS 8
2 Bedroom 1 floor @ Imperial Golf, pool, near beach and shopping
Naples
2/BR
2.5/BA
SLEEPS 4
"Bay Breeze" Bring Your Boat, Walk To The Beach, Relax
Manasota Key
1/BR
1/BA
SLEEPS 4
SUNSETS ON CARISSA - BRAND NEW GORGEOUS ISLAND HOME! 3 Bedroom Block to Beach w Pool
Holmes Beach
3/BR
2/BA
SLEEPS 6
COCONUT LAGOON - Lovely Historic Renovated Cottage w/Huge Heated Pool, Backyard Oasis/Cabana/Bar
Anna Maria Island
3/BR
2/BA
SLEEPS 6
May 2023 Forward Open - Resort Living at Esplanade, Private Pool
Bradenton
2/BR
2/BA
SLEEPS 4
Peace River House - "Enjoy the adventure, Embrace the detours."
Punta Gorda
1/BR
1/BA
SLEEPS 3
Outstanding Meadows Villa For Rent - Spring / Summer / Fall 2023 Available
Sarasota
2/BR
2/BA
SLEEPS 6
POINT'S HIDEAWAY - Beautiful Island Home w/ Rooftop Water Views on Bean Point! Pool, Bar, Foosball!
Anna Maria
3/BR
3/BA
SLEEPS 8
Enjoy island life--surfer chic bungalow, private beach path, kayak
Anna Maria
3/BR
2/BA
SLEEPS 6
Villa Grande - Huge Fenced Yard - Minutes to Beaches - Bikes - WiFi
Venice
2/BR
2/BA
SLEEPS 6
Bayport Beach & Tennis Club ~ A Beach to Bay Tropical Oasis - Min 30 Night - Monthly Vacation Rental
Longboat Key
2/BR
2/BA
SLEEPS 4
Saltair East Gorgeous 2 Bed 2 Bath with Pool! Sleeps up to 6
Holmes Beach
2/BR
2/BA
SLEEPS 6
Beautiful Historic home with Pool and Spa ~ Pet friendly w/ 4 bedrooms in the heart of Downtown Sarasota!
Sarasota
4/BR
3/BA
SLEEPS 8
Renovated | Perfectly Located Siesta Key, Updated | Comfortable | Modern | Condo
Sarasota
2/BR
2/BA
SLEEPS 7
MANGO BAY - Gorgeously Renovated Home w/Pool & Spa, Game Room, Bikes, Walk to Beach!
Holmes Beach
4/BR
2.5/BA
SLEEPS 8
Marriott 2 Bedroom Apartment - Amazing memories - Luxury beach front Resort
Marco Island
2/BR
2/BA
SLEEPS 8
4 Bedroom LUXURY New Build Home. Steps to Rod and Reel Pier!
Anna Maria
4/BR
4.5/BA
SLEEPS 10
Peaceful Homes ~ Beautiful 3 bedroom home ~ 6 houses to the beach
Holmes Beach
3/BR
3/BA
SLEEPS 6
Idyllic 2 Bedroom Beach Cottage just 1 block to the beach! Heated pool, Dogs OK!
Holmes Beach
2/BR
1/BA
SLEEPS 6
Breezy Villa -Minute to Beaches - Fenced Yard - Pets Welcome - WiFi
Venice
2/BR
2/BA
SLEEPS 6
Amazing waterfront rental, walking distance to beach! Private heated pool! Dock for Boat - Anna Maria Island
Bradenton Beach
2/BR
1/BA
SLEEPS 6
THE COTTAGE ON PINE - Adorable Renovated Cottage w/Private Heated Pool, On Main Street of Anna Maria
Anna Maria Island
2/BR
1/BA
SLEEPS 4
Beautiful lake front home with Pool in close distance to Siesta Key Beach
Sarasota
2/BR
2/BA
SLEEPS 4
“Tiki Time!” Luxury 4 bedroom with backyard oasis + pool near Anna Maria Island!!
Bradenton
4/BR
2.5/BA
SLEEPS 12
Relax and Unwind at Southwind at the Vines - Estero Country Club - Monthly Stays
Estero
3/BR
2/BA
SLEEPS 4
Crosswind Cottages - Sprawling 3 bed 2.5 bath heated pool elevator FREE WIFI Sleeps 9
Holmes Beach
3/BR
2.5/BA
SLEEPS 9
Gorgeously, Beach Front condo in a Tennis Club Community.
Longboat Key
3/BR
2/BA
SLEEPS 4
Sunset over Gulf of Mexico AND Sunrise over Sarasota Bay ALL from your FOUR condo decks
Bradenton Beach
2/BR
2/BA
SLEEPS 6
Gated Golf Community- Brand NEW Condo overlooking course!
Bradenton
2/BR
2/BA
SLEEPS 6
Southwest 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!