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From $1076 per night (USD)
VRBO
Stunning luxury home just 1 block to beach! Pool, spa, and elevator!
Bedrooms:
6
Bathrooms:
7
Sleeps:
8
Palmetto Pointe by AMI Locals Home in Anna Maria, FL Highlights: - Private wrap around balconies - Rooftop deck - Foos ...
From $1076 per night (USD)
VRBO
From $588 per night (USD)
Expedia
Relax in Style at Villa #4 Sand Dollar with Shared Pool Steps to the Beach!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Villa #4 Sand Dollar by AMI Locals Villa in Holmes Beach, Florida Welcome to Villa #4 Sand Dollar, a cozy one-bedroom, ...
From $588 per night (USD)
Expedia
From $1859 per night (USD)
VRBO
Multi family beach house! 9 bedrooms, pool with waterslide + rooftop deck
Bedrooms:
7
Bathrooms:
9
Sleeps:
22
Island Sol by Anna Maria Island Locals Home in Bradenton Beach, FL Highlights: • Rooftop Deck • Private Pool with Wate ...
From $1859 per night (USD)
VRBO
From $648 per night (USD)
Expedia
Luxury Villa at Islands West Resort! Stunning & close to beach!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Villa #3 Seahorse by AMI Locals Villa in Holmes Beach, Florida Welcome to Villa #3, a stunning beach bungalow with one- ...
From $648 per night (USD)
Expedia
From $453 per night (USD)
VRBO
Beautifully updated home with private pool, close to beach, 2 bedrooms!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Sea Grape Escape by AMI Locals Home in Holmes Beach, FL Features: • Pool • Backyard Patio with TV • Beach chairs for g ...
From $453 per night (USD)
VRBO
From $1296 per night (USD)
Expedia
Amazing waterfront home with pool and spa, close to beach!
Bedrooms:
5
Bathrooms:
6
Sleeps:
8
Bayfront Paradise by AMI Locals Home in Holmes Beach, Florida VRC18-000090 Welcome to Bayfront Paradise, a truly s ...
From $1296 per night (USD)
Expedia
From $302 per night (USD)
VRBO
A lovely 2 bed and 2 bath property just moments from the beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Seabreeze Cottage is situated on a quiet road with access to the beach, via a leafy lane, just 200 feet away. The prope ...
From $302 per night (USD)
VRBO
From $352 per night (USD)
Expedia
Cedars East #519 Townhome by RVA
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
RVA features Cedars Tennis Resort, a luxury vacation rental on Longboat Key where world-class facilities, magnificent be ...
From $352 per night (USD)
Expedia
$Bradenton Retreat w\/ Backyard Oasis: Near Beach!$
From $161 per night (USD)
VRBO
Bradenton Retreat w\/ Backyard Oasis: Near Beach!
Bedrooms:
2
Bathrooms:
5
Sleeps:
6
A peaceful getaway in Bradenton awaits with this bright vacation rental as your home-away-from-home. The 3-bedroom, 2-ba ...
From $161 per night (USD)
VRBO
From $444 per night (USD)
Expedia
Perfectly Located Near the Beach and Shopping!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Saltwater Palms by AMI Locals Townhome in Holmes Beach, FL Located just across the street from the Gulf Beaches! Highl ...
From $444 per night (USD)
Expedia
$La Buena Vida – Luxury 3BR Canal Home w\/ Pool, Spa & Dock$
From $729 per night (USD)
VRBO
La Buena Vida – Luxury 3BR Canal Home w\/ Pool, Spa & Dock
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Welcome to La Buena Vida! On Anna Maria Island (Anna Maria, FL) La Buena Vida is a luxurious 3-bedroom waterfront home ...
From $729 per night (USD)
VRBO
From $366 per night (USD)
Expedia
One Particular Harbor 395-103
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
ONE PARTICULAR HARBOUR LOCATED ON THE ANNA MARIA ISLAND SOUND OFFERS AN AWARD WINNING WATERFRONT RESORT LIVING ON FLORID ...
From $366 per night (USD)
Expedia
From $294 per night (USD)
VRBO
Sugary Sands 1 Bed Condo and One Block to Beach!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to Sugary Sands! This awesome condo is located one block to white sandy beach access, as well as a 5 minute walk ...
From $294 per night (USD)
VRBO
From $471 per night (USD)
Expedia
Family Vacation Home! Saltwater Pool, Spa, Outdoor Kitchen - Stuck on’cation
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Stuck on’cation 1810 80th St NW, Bradenton Florida Stuck on 'cation is the ultimate getaway destination! This fabulou ...
From $471 per night (USD)
Expedia
From $1940 per night (USD)
VRBO
Luxury home with pool and waterslide! Walk to the beach! -Atlantis Beach House
Bedrooms:
7
Bathrooms:
9
Sleeps:
23
Atlantis Beach House by Anna Maria Island Accommodations Home in Bradenton Beach, Florida Escape to paradise at the A ...
From $1940 per night (USD)
VRBO
From $1394 per night (USD)
Expedia
Beachfront Home with Amazing Deck Views! Near Shops and Restaurants! -High Tide
Bedrooms:
3
Bathrooms:
3
Sleeps:
4
High Tide by AMI Locals Home in Anna Maria, Florida VR21-000077 Welcome to High Tide! This stunning three-bedroom a ...
From $1394 per night (USD)
Expedia
From $371 per night (USD)
VRBO
Endless summer in beautiful house with heated pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Beautiful house with private heated pool. Close to Anna Maria island and beaches. Located near many shops and restauran ...
From $371 per night (USD)
VRBO
$'Caribbean Retreat' w\/ Pool & Dock in Bradenton$
From $471 per night (USD)
Expedia
'Caribbean Retreat' w\/ Pool & Dock in Bradenton
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Enjoy an island escape right here in the States at ‘Caribbean Retreat,’ a breezy Bradenton vacation rental on Palma Sola ...
From $471 per night (USD)
Expedia
From $481 per night (USD)
VRBO
Holmes Sweet Holmes by SeaBreeze Vacation
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Nestled in a tranquil coastal community in beautiful Holmes Beach, the aptly named Holmes Sweet Holmes is the ideal spot ...
From $481 per night (USD)
VRBO
$Budget-Friendly Condo in Great Location w\/Shared Pool, Washer\/Dryer, & Free WiFi$
From $314 per night (USD)
Expedia
Budget-Friendly Condo in Great Location w\/Shared Pool, Washer\/Dryer, & Free WiFi
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Sunrise Garden #10 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $314 per night (USD)
Expedia
From $940 per night (USD)
VRBO
Spectacular BEACH to BAY VIEWS ELEVATOR PRIVATE HEATED POOL
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
NO CAR NEEDED! TWO MASTER SUITES! Modern home within walking distance to Beach, Bay, Historic Bridge Street, pier, resta ...
From $940 per night (USD)
VRBO
From $461 per night (USD)
Expedia
Lakefront! Private Dock & Pool! Turtle Watching!
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Welcome to Coco Vista, by Stayawhilewithus! Ideal for large families, multiple generations, snowbirds, sports tournamen ...
From $461 per night (USD)
Expedia
From $208 per night (USD)
VRBO
Whitney Beach #336 Condo by RVA
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Experience the intimacy and warmth of northern Longboat Key at Whitney Beach. Located on a superb pristine beach with ne ...
From $208 per night (USD)
VRBO
From $623 per night (USD)
Expedia
A Perfect Place: Newly Remodeled Ground Level with Pool!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Welcome to the "Perfect Place" on Anna Maria Island! This newly renovated, ground level, 3 bedroom 3 bath home offers th ...
From $623 per night (USD)
Expedia
From $928 per night (USD)
VRBO
Bella Vista: Bay front with gorgeous views and outdoor living space.
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Looking for the perfect waterfront home for your next vacation? Bella Vista is a beautiful Bayfront home with gorgeous v ...
From $928 per night (USD)
VRBO
From $723 per night (USD)
Expedia
Bellablu: A Waterfront Haven, The Ideal Retreat for Your Next Getaway!
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Escape to waterfront paradise at Bellablu! This newly renovated haven offers the ideal retreat for your next vacation. W ...
From $723 per night (USD)
Expedia
From $616 per night (USD)
VRBO
Luxurious 4BR Oasis Near Beaches! Private Pool and Gourmet Kitchen!
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Welcome to Paradise by the Bay - The Ultimate Vacation Retreat for Your Family! Uncover your own private paradise at ou ...
From $616 per night (USD)
VRBO
From $582 per night (USD)
Expedia
Duplex Near the Beach with Saltwater Pool with In-ground Spa - Blue Oasis East
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Blue Oasis East by Anna Maria Island Locals Duplex in Anna Maria, FL Landscaped backyard with a new saltwater pool and ...
From $582 per night (USD)
Expedia
From $537 per night (USD)
VRBO
Home with Saltwater Pool with In-ground Spa - Blue Oasis West
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Blue Oasis West by AMI Locals Home in Holmes Beach VRC21-000103 Welcome to Blue Oasis West, a ground-level home just ...
From $537 per night (USD)
VRBO
From $612 per night (USD)
Expedia
Waterfront Paradise- Heated pool, AMAZING Sunsets!
Bedrooms:
5
Bathrooms:
4
Sleeps:
7
****Calendar Alert - NOW taking two week bookings! **** Welcome to Paradise! Heated Salt Pool, RIGHT-On-The-Bay! Smart ...
From $612 per night (USD)
Expedia
From $159 per night (USD)
VRBO
Paradise in Perico Bay
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Perico Bay Club is a world class Resort Style Community with award winning, lush landscaping conveniently located 2 mile ...
From $159 per night (USD)
VRBO
Click For Pricing
Expedia
Beach Front Condo direct on water
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Steps to beach, secure building, beautiful view from sunset. 1200 sq ft 2/2 with all amenities. Best beach and sunset vi ...
Click For Pricing
Expedia
From $251 per night (USD)
VRBO
Amazing bayfront views! Book your tropical escape today and enjoy an amazing getaway! Call today to book your Holiday vacation!
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Wake up to the view of paradise in this vividly colored, 2 bedroom/ 2 bathroom, first floor condo located directly water ...
From $251 per night (USD)
VRBO
$Bradenton - Minutes to IMG Academy \/ Beaches \/ Heated pool home \/ CASAMIA$
From $408 per night (USD)
Expedia
Bradenton - Minutes to IMG Academy \/ Beaches \/ Heated pool home \/ CASAMIA
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Summary: Welcome to CASAMIA 1. Located minutes away from the gorgeous gulf coast beaches, you will enjoy all the amenit ...
From $408 per night (USD)
Expedia
From $346 per night (USD)
VRBO
One Particular Harbour 376-301~ Beaches 5 minutes
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Stunningly decorated two bedroom, two bath condo in Anna Maria Island/Bradenton's most desired vacation resort. You will ...
From $346 per night (USD)
VRBO
From $239 per night (USD)
Expedia
Stunning 3 Bed Home with South Facing Solar Heated Pool at Tara Golf
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Gorgeous 3 bedroom, 3 bathroom solar heated pool home backing on to 1st fairway of Tara Golf Course. If you choose, you ...
From $239 per night (USD)
Expedia
From $333 per night (USD)
VRBO
Castnetter Beach Resort 6
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Our Holmes Beach property is located at Gulf Drive & 41st Street. Conveniently located at the (7) Acre Lifeguard protec ...
From $333 per night (USD)
VRBO
From $304 per night (USD)
Expedia
BAYFRONT VIEWS AND A STROLL TO THE BEACH! NO CAR NEEDED! Fall Dates Open!
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Come experience the hidden gem of Florida’s Gulf Coast in this comfortable 2 bedroom/ 2 bathroom condo. The king-sized b ...
From $304 per night (USD)
Expedia
From $349 per night (USD)
VRBO
CHARMING VACATION HOME#FREE HEATED POOL#IMG#AMI
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
<p>Close to snorkeling, kayaking, and more, this family-friendly villa brings it all within reach. With convenient cover ...
From $349 per night (USD)
VRBO
$This AMAZING 2\/2 has stunning views of the bay!$
From $267 per night (USD)
Expedia
This AMAZING 2\/2 has stunning views of the bay!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Due to Hurricane Helene, our properties are still recovering and updating until further notice. Harbor Villa Club is no ...
From $267 per night (USD)
Expedia
From $355 per night (USD)
VRBO
Love the beach? Tennis? Swimming? This great family friendly retreat has it all!
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
Spacious 2400 square foot elevated home (there are 16 steps to enter and exit) featuring wide open floor plan with vault ...
From $355 per night (USD)
VRBO
From $249 per night (USD)
Expedia
Luxury Beach Front Condo on the most private and select beach in Longboat Key!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Are you looking for a quiet and select, non-touristy location right on what happens to be one of the most spectacular an ...
From $249 per night (USD)
Expedia
$DIRECT GULFRONT CONDO - 2BR\/2BA Condo with pool and tennis - By Island Real Esta$
From $436 per night (USD)
VRBO
DIRECT GULFRONT CONDO - 2BR\/2BA Condo with pool and tennis - By Island Real Esta
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
“Water’s Edge 204S” is part of the beach side Water’s Edge Condominiums. These condos are perfectly placed, as you’ll se ...
From $436 per night (USD)
VRBO
From $108 per night (USD)
Expedia
3 Bed, 2 Bath Home Away From Home in Resort Style Setting
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Resort style, third floor condo with 3 bedrooms, 2 bathrooms at the Serenata Condominium gated community. Includes: fu ...
From $108 per night (USD)
Expedia
$Second Floor Ocean View Condo w\/ WiFi, Central AC, & Washer\/Dryer - Snowbirds OK$
From $669 per night (USD)
VRBO
Second Floor Ocean View Condo w\/ WiFi, Central AC, & Washer\/Dryer - Snowbirds OK
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Seagrass Sunsets Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $669 per night (USD)
VRBO
From $306 per night (USD)
Expedia
Spacious Condo on the Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Newly remodeled condo with a view of the gulf from your relaxing balcony. Large heated pool and hot tub amid lush landsc ...
From $306 per night (USD)
Expedia
$8920 Amazing lake view pool\/spa house with a golf membership$
From $224 per night (USD)
VRBO
8920 Amazing lake view pool\/spa house with a golf membership
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Gulf Coast Florida Properties would like to introduce the latest addition to our portfolio of vacation homes. Address: ...
From $224 per night (USD)
VRBO
From $1468 per night (USD)
Expedia
Canal Front Home with Dock! Putting Green, Pool with Waterslide
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
Tortuga Bay by Anna Maria Island Locals Home in Anna Maria, FL Welcome to the newly remodeled Tortuga Bay! This five-be ...
From $1468 per night (USD)
Expedia
From $938 per night (USD)
VRBO
Adorable Beach cottage just steps Bean Point beach!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Bean Point Bungalow by Anna Maria Island Locals Home in Anna Maria, FL Highlights • 5-minute walk from the Beach • Pri ...
From $938 per night (USD)
VRBO
Click For Pricing
Expedia
2 Bedroom Condo at Lakewood National Resort
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Thanks for visiting our listing. This professionally furnished two year old condo is your comfortable place to relax b ...
Click For Pricing
Expedia
$Bradenton Beach FL, Waterfront Condo, Newly Renovated, 2 bed\/2 bath, 2nd Story$
From $304 per night (USD)
VRBO
Bradenton Beach FL, Waterfront Condo, Newly Renovated, 2 bed\/2 bath, 2nd Story
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This 1,100-square-foot rebuilt and redesigned condominium on gorgeous and quaint Anna Maria Island, offers spectacular v ...
From $304 per night (USD)
VRBO
Click For Pricing
Expedia
Resort Sixty-Six - Anna Maria Island Quiet Studio
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This is a full-service resort. Your check-in procedures will model that of a hotel and your room number will be assigned ...
Click For Pricing
Expedia
Click For Pricing
VRBO
Via Roma Beach Resort - 1 Bedroom Garden View
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This is a full-service resort. Your check-in procedures will model that of a hotel and your room number will be assigned ...
Click For Pricing
VRBO
From $232 per night (USD)
Expedia
Spanish Style Home With Private Heated Pool
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Spanish style Single family home in West Bradenton. Bild in 1925 and totally remodeled and updated in 2015. Only 8.9 mil ...
From $232 per night (USD)
Expedia
Click For Pricing
VRBO
Spacious beach house! Pool and Spa, Rooftop Deck! - Nautical Tides
Bedrooms:
5
Bathrooms:
6
Sleeps:
14
Nautical Tides by AMI Locals Home in Bradenton Beach, Florida TPL21-000101 Welcome to Nautical Tides, a beach-tasti ...
Click For Pricing
VRBO
From $588 per night (USD)
Expedia
Sun and Surf - Direct Gulf Front Condo on Anna Maria Island!
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
Need a getaway? We have the perfect spot for you. Welcome to "Sun & Surf", a direct gulf front condominium on beautiful ...
From $588 per night (USD)
Expedia
$Shorewalk The Palm Condo 2Bed\/2Bath Close to IMG \/ Beach$
From $142 per night (USD)
VRBO
Shorewalk The Palm Condo 2Bed\/2Bath Close to IMG \/ Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This updated 2 bed/2 bath furnished condo is in the much sought after community of Shorewalk. This spacious first floor ...
From $142 per night (USD)
VRBO
$Elevated 3BR\/3BA Home - Private Pool Home - By Island Real Estate Vacations$
From $625 per night (USD)
Expedia
Elevated 3BR\/3BA Home - Private Pool Home - By Island Real Estate Vacations
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Newly Updated - New bathrooms and updates completed in February of 2023!! “Forget Me Knot” is a gem among island homes. ...
From $625 per night (USD)
Expedia
From $1096 per night (USD)
VRBO
Experience Bay Happy: Retreat with Pool Steps from the Beach Anna Maria
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Bay Happy by AMI Locals Anna Maria, Florida VR21-000047 Bay Happy is a fun-filled haven! It features a spacious backy ...
From $1096 per night (USD)
VRBO
From $665 per night (USD)
Expedia
Dog Friendly Cottage - Near the Beach and Shopping!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Aquaville A by AMI Locals Duplex in Anna Maria VR18-000018 Welcome to Aquaville A, a two bedroom and one bath beach- ...
From $665 per night (USD)
Expedia
From $935 per night (USD)
VRBO
Luxury Home with Private Covered Pool and Putting Green - AMI Oasis
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
AMI Oasis by AMI Locals Home in Anna Maria, FL Welcome to AMI Oasis! This luxurious four-bedroom and four-bathroom retr ...
From $935 per night (USD)
VRBO
From $766 per night (USD)
Expedia
Dog Friendly Cottage - Near the Beach and Shopping!
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Aquaville B by AMI Locals Home in Anna Maria VR18-000018 Welcome to Aquaville B, a three-bedroom and one bath beach-s ...
From $766 per night (USD)
Expedia
From $421 per night (USD)
VRBO
Sunshine Villa Minutes from AMI and Robinson Preserve. Pool, Spa, Boat Dock
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Ready to unwind and relax? Welcome to Sunshine Villa a hidden gem just 2 miles from the beaches on Anna Maria Island. T ...
From $421 per night (USD)
VRBO
From $1059 per night (USD)
Expedia
On the beach block! Beautiful Home with Rooftop Deck, Pool and Spa!
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
Montego Bay by AMI Locals Home in Anna Maria, Florida VR16-000472 Welcome to Montego Bay, a spectacular home with a pri ...
From $1059 per night (USD)
Expedia
From $396 per night (USD)
VRBO
Batley's Beach House: Perfect location, ground-level rental
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Photos Updated April 2025 Located in the "heart" of Anna Maria City, sits this ground level, 3 bedroom, 2 bath home jus ...
From $396 per night (USD)
VRBO
From $366 per night (USD)
Expedia
3 bedroom near AMI with private heated pool, pet friendly.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Kim's Palm Cottage is a one story 3 bedrooms, 2 baths home with a heated pool in the sought-after Village Green neighbor ...
From $366 per night (USD)
Expedia
From $673 per night (USD)
VRBO
At Last: Ground-level, pool, hot tub, canalfront, dock
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Come slip away to this luxurious island retreat where all of your cares will drift away! This beautiful, professionally ...
From $673 per night (USD)
VRBO
From $253 per night (USD)
Expedia
Very walkable to the beach and the pool is 50 feet away.
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
This Ground level condo is a 2 minute walk to the inviting soft sands of the Gulf of Mexico on Anna Maria Island and one ...
From $253 per night (USD)
Expedia
From $192 per night (USD)
VRBO
7204-101 Great view Coach home on River Strand with golf membership
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Gulf Coast Florida Properties would like to introduce the latest addition to our portfolio of vacation homes. 7204 RIVER ...
From $192 per night (USD)
VRBO
From $452 per night (USD)
Expedia
Appletini- Dog Friendly Private Pool Home IN Heart of Anna Maria By Island Real
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Tiki waterfall heated pool with comfortable pool side furniture will melt your worries away. This ground level property ...
From $452 per night (USD)
Expedia
$CF-near Beaches and IMG, Pool, Tennis, Pickleball, Shorewalk condo 2 Bedroom\/2 Bath lake view$
From $180 per night (USD)
VRBO
CF-near Beaches and IMG, Pool, Tennis, Pickleball, Shorewalk condo 2 Bedroom\/2 Bath lake view
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Enjoy this beautiful lake view second floor 2 Bedroom/2 Bath condo 5 min away from IMG Academy, 15 min to the Beaches on ...
From $180 per night (USD)
VRBO
From $746 per night (USD)
Expedia
Luxury villa at Islands West Resort, near beach, with pool!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Villa #7 AMI Lime Fish by AMI Locals Villa in Holmes Beach, Florida Welcome to Villa #7 AMI Lime Fish, a luxury two-bed ...
From $746 per night (USD)
Expedia
From $428 per night (USD)
VRBO
Unit #212 Sand Cay Beach Resort Pool and Garden View
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Tastefully renovated, non-smoking, second floor unit. New updates every year. Light and bright with all the comforts of ...
From $428 per night (USD)
VRBO
From $845 per night (USD)
Expedia
Private Pool! Ping-Pong, Pool Table, Putt-Putt!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Stormalong Bay by Stormalong Bay by Anna Maria Island Accommodations Home in Holmes Beach, FL 34217 Welcome to Stormal ...
From $845 per night (USD)
Expedia
From $477 per night (USD)
VRBO
Anna Maria Island Townhouse - Simply Beautiful! The Perfect Vacation Location!
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
This townhouse is beautifully decorated and completely modernized with everything you need for the perfect vacation in p ...
From $477 per night (USD)
VRBO
Click For Pricing
Expedia
*GULFPATH* Cozy Chic Condo - Steps from the Beach**Discounted Fall Rates!!!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Fully renovated interior with all new appliances, paint and furnishings. Fully outfitted kitchen with plenty of natural ...
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Expedia
$FANTASTIC COTTAGE- SLEEPS 8! - LONGBOAT KEY FL - ENTIRE WEEK OF 3\/29 - 4\/5 2025$
From $678 per night (USD)
VRBO
FANTASTIC COTTAGE- SLEEPS 8! - LONGBOAT KEY FL - ENTIRE WEEK OF 3\/29 - 4\/5 2025
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
WE ARE RENTING A FANTASTIC KEY WEST STYLE COTTAGE ON THE BEACH OF LONGBOAT KEY FLORIDA. JUST STEPS TO THE LOVELY BEACH ...
From $678 per night (USD)
VRBO
From $253 per night (USD)
Expedia
Snowbird-friendly escape in great location with lanai & private pool with spa
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
Pelican House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $253 per night (USD)
Expedia
From $2264 per night (USD)
VRBO
Luxury Home, Amazing Pool with Waterslide and Spa - Beach Haven
Bedrooms:
8
Bathrooms:
8
Sleeps:
16
Beach Haven by AMI Locals Home in Holmes Beach, Florida VRC18-000066 Welcome to Beach Haven, a stunning eight-bedroom ...
From $2264 per night (USD)
VRBO
From $568 per night (USD)
Expedia
SeaStarVilla by Duncan Real Estate
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
Welcome to Sea Star Villa! This well constructed 2-bedroom, 3-bathroom Island home with a bonus room is ready to host gu ...
From $568 per night (USD)
Expedia
From $486 per night (USD)
VRBO
4Bd 4Ba private, 4 kings bf, heated pool, sleeps 16+!
Bedrooms:
4
Bathrooms:
5
Sleeps:
16
This spacious home boasts 2422 square-feet of luxurious one level floor. Completely remodeled home, high end finishes su ...
From $486 per night (USD)
VRBO
From $296 per night (USD)
Expedia
Shell Game: Playa Encantada - Beachfront Community Steps to the Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Shell Game has recently been transformed into a fun and stunning tropical retreat that offers 1,154 sq. ft. of spacious ...
From $296 per night (USD)
Expedia
$Cozy Cabana East - Renovated 2BR w\/ Private Heated Pool & Walk to Beach$
From $515 per night (USD)
VRBO
Cozy Cabana East - Renovated 2BR w\/ Private Heated Pool & Walk to Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Cozy Cabana East! On Anna Maria Island (Holmes Beach, Florida) After sustaining hurricane damage, this charm ...
From $515 per night (USD)
VRBO
From $578 per night (USD)
Expedia
Beachfront Condo with Stunning Gulf Views!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Island Paradise #4 by AMI Locals Condo in Holmes Beach, Florida VRC21-000114 Welcome to Island Paradise #4, a two-bed ...
From $578 per night (USD)
Expedia
From $664 per night (USD)
VRBO
Luxurious Beachfront Condo with Stunning Gulf Views! - Island Paradise #6
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Island Paradise #6 by AMI Locals Condo in Holmes Beach, Florida Discover the ultimate beachfront escape at Island Pa ...
From $664 per night (USD)
VRBO
From $876 per night (USD)
Expedia
Pool home with WATERSLIDE! Close to beach! Perfect for family vacation
Bedrooms:
5
Bathrooms:
6
Sleeps:
12
Conch House by AMI Locals Home in Holmes Beach, Florida VRC18-000085 Welcome to Conch House, a stunning vacation home ...
From $876 per night (USD)
Expedia
From $238 per night (USD)
VRBO
Hidden Gem: Located in the Resort Style Community - Close to IMG Academy
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
This is truly a Hidden Gem and is in great proximity to IMG Academy, the Bradenton Sarasota area, Longboat Key, Siesta K ...
From $238 per night (USD)
VRBO
From $2213 per night (USD)
Expedia
Luxury Beachfront Cottage with a Private Pool and Spa!
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Beachfront Bungalow by Anna Maria Island Locals Home in Holmes Beach, FL Features: • Beachfront property with private ...
From $2213 per night (USD)
Expedia
From $427 per night (USD)
VRBO
Unit #207 Sand Cay Beach Resort Pool and Garden View
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Second floor,.. It's very cozy with all the comforts of home. This renovated unit has an updated kitchen and baths wit ...
From $427 per night (USD)
VRBO
From $406 per night (USD)
Expedia
Saltwater Pool, Spa & Lanai: Bradenton Home
Bedrooms:
2
Bathrooms:
6
Sleeps:
8
- Lake Views - Community Amenities Treat your family to the perfect FL getaway at this vacation rental in Bradenton! Th ...
From $406 per night (USD)
Expedia
From $1141 per night (USD)
VRBO
Dog friendly home near the Gulf!
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Coast is Clear by AMI Locals Home in Anna Maria, Florida VR22-000035 Welcome to Coast is Clear, a refreshing beach home ...
From $1141 per night (USD)
VRBO
From $353 per night (USD)
Expedia
Newly Renovated - 1 Block from the Beach, Walk to Bars, Restaurants & Shopping!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
**NON-SMOKING PROPERTY** The Haven at Bay Watch is newly renovated … everything from the walls in is brand new. The Hav ...
From $353 per night (USD)
Expedia
From $515 per night (USD)
VRBO
Poolside unit at The Coconuts beachside complex
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Kitchen and Dining area, Living Room, Lanai with direct shared pool access Highlight: -Direct access to the Pool Area - ...
From $515 per night (USD)
VRBO
From $3397 per night (USD)
Expedia
Beachfront!
Bedrooms:
6
Bathrooms:
5
Sleeps:
8
The Diamond Star – ***Brand New 2025 Remodel*** BEACHFRONT / MOST PREMIER LOCATION ON ISLAND/ POOL / WHITE SANDY BEAC ...
From $3397 per night (USD)
Expedia
From $4193 per night (USD)
VRBO
Beachfront luxury home with pool, golf cart and bikes included!
Bedrooms:
7
Bathrooms:
8
Sleeps:
16
Beachfront Paradise by AMI Locals Beachfront Home in Bradenton Beach, Florida Highlights • Beachfront property • Direc ...
From $4193 per night (USD)
VRBO
From $446 per night (USD)
Expedia
Completely remodeled beach front condo with full ocean views, steps to the water
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Completely remodeled gulf front condo located on beautiful Anna Maria Island. 180 degree views of ocean from Living roo ...
From $446 per night (USD)
Expedia
From $354 per night (USD)
VRBO
Sleeps 12!! Spacious Retreat in Sarasota, Close to Beaches and Downtown
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Get into VACATION MODE at Paradise Palms! Bring the whole family to this beach inspired, well appointed home with lots ...
From $354 per night (USD)
VRBO
From $673 per night (USD)
Expedia
Sea Grape Inn #1- Beachfront Property
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
BEACH FRONT Condo- 1st Floor of Beach Front Property, 2 BDRM/2 BATH, Sleeps 6: 1-King Bed, 2-Twin Beds & 1-Sofa Sleeper. ...
From $673 per night (USD)
Expedia
From $402 per night (USD)
VRBO
Peaceful Palmetto Paradise
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
This home is furnished with everything you should need to feel comfortable and content in your home away from home! The ...
From $402 per night (USD)
VRBO
$Private Pool\/Spa - A Wave From It All by SeaBreeze Vacation$
From $394 per night (USD)
Expedia
Private Pool\/Spa - A Wave From It All by SeaBreeze Vacation
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
New Name - A Wave From It All, formerly known as Island Dream, is a recently updated custom home nestled in the quiet re ...
From $394 per night (USD)
Expedia

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