Manatee Area Rentals
From $290 per night (USD)VRBO
Tennis Tranquility at Cedars East Unit #519–Steps to Courts and Pool by RVA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Escape to Paradise at Cedars East Tennis Resort by RVA Resort Vacations. Discover the ultimate Longboat Key getaway at ...
From $290 per night (USD)VRBO
From $163 per night (USD)Expedia
Bradenton Retreat w/ Backyard Oasis: Near Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- 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 $163 per night (USD)Expedia
From $320 per night (USD)VRBO
Perfectly Located Near the Beach, Dining, and Shopping!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Saltwater Palms by AMI Locals Holmes Beach Beach Townhome with Pool & Outdoor Entertaining VRC21-000078 Welcome to Sa ...
From $320 per night (USD)VRBO
From $562 per night (USD)Expedia
La Buena Vida – Canal Home w/ Pool, Spa, Dock, Pets OK & Walk To Beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to La Buena Vida! On Anna Maria Island (Anna Maria, FL) Nestled Along The Canal, La Buena Vida Is A Pet-Friendl ...
From $562 per night (USD)Expedia
From $260 per night (USD)VRBO
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 $260 per night (USD)VRBO
From $522 per night (USD)Expedia
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 $522 per night (USD)Expedia
From $410 per night (USD)VRBO
Family Vacation Home! Saltwater Pool, Spa, Outdoor Kitchen - Stuck on’cation
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Stuck on’cation 1810 80th St NW, Bradenton Florida Stuck on 'cation is the ultimate getaway destination! This fabulou ...
From $410 per night (USD)VRBO
From $1441 per night (USD)Expedia
Luxury home with pool and waterslide! Walk to the beach! -Atlantis Beach House
- Bedrooms:
- 6
- Bathrooms:
- 9
- Sleeps:
- 23
Atlantis Beach House by Anna Maria Island Accommodations Home in Bradenton Beach, Florida Escape to paradise at the A ...
From $1441 per night (USD)Expedia
From $773 per night (USD)VRBO
Charming Beachfront Bungalow with Sunset Views and Coastal Comfort
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 4
High Tide by AMI Locals Charming Beachfront Bungalow with Sunset Views and Coastal Comfort 108 Elm Ave, Unit B Anna ...
From $773 per night (USD)VRBO
From $338 per night (USD)Expedia
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 $338 per night (USD)Expedia
From $465 per night (USD)VRBO
'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 $465 per night (USD)VRBO
From $481 per night (USD)Expedia
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)Expedia
From $237 per night (USD)VRBO
Remodeled Coastal Retreat in Anna Maria, FL – Steps from the Beach!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Sunrise Garden #10 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $237 per night (USD)VRBO
From $790 per night (USD)Expedia
Spectacular BEACH to BAY VIEWS ELEVATOR PRIVATE HEATED POOL
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
NO CAR NEEDED! TWO MASTER SUITES! Modern home within walking distance to Beach, Bay, Historic Bridge Street, pier, resta ...
From $790 per night (USD)Expedia
From $334 per night (USD)VRBO
Lakefront Dock! Pool Home near Anna Maria Island
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to Coco Vista, by Stayawhilewithus! Ideal for large families, multiple generations, snowbirds, sports tournamen ...
From $334 per night (USD)VRBO
From $208 per night (USD)Expedia
End-Unit Beach Villa w Stunning Views–Spacious 2BR Whitney Beach #336 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)Expedia
From $370 per night (USD)VRBO
September Golf Cart Special
- 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 $370 per night (USD)VRBO
From $754 per night (USD)Expedia
Bella Vista: Bay front with gorgeous views and outdoor living space.
- Bedrooms:
- 3
- 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 $754 per night (USD)Expedia
From $630 per night (USD)VRBO
September Golf Cart Special
- 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 $630 per night (USD)VRBO
From $519 per night (USD)Expedia
Luxurious 4BR Oasis Near Beaches! Private Pool and Gourmet Kitchen!
- Bedrooms:
- 2
- 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 $519 per night (USD)Expedia
From $464 per night (USD)VRBO
Peaceful Poolside Escape Near Holmes Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Blue Oasis East by AMI Locals Peaceful Poolside Escape Near Holmes Beach 401 72nd St A | Holmes Beach, Florida VRC21 ...
From $464 per night (USD)VRBO
From $419 per night (USD)Expedia
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 $419 per night (USD)Expedia
From $654 per night (USD)VRBO
Waterfront Paradise- Heated pool, AMAZING Sunsets!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 7
****Calendar Alert - NOW taking two week bookings! **** Welcome to Paradise! Heated Salt Pool, RIGHT-On-The-Bay! Smart ...
From $654 per night (USD)VRBO
From $159 per night (USD)Expedia
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)Expedia
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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 ...
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From $210 per night (USD)Expedia
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 $210 per night (USD)Expedia
From $332 per night (USD)VRBO
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 $332 per night (USD)VRBO
From $311 per night (USD)Expedia
One Particular Harbour 376-301~ Beaches 5 minutes
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Stunningly decorated two bedroom, two bath condo in Anna Maria Island/Bradenton's most desired vacation resort. You will ...
From $311 per night (USD)Expedia
From $239 per night (USD)VRBO
Stunning 3 Bed Home with South Facing Solar Heated Pool at Tara Golf
- Bedrooms:
- 3
- Bathrooms:
- 3
- 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)VRBO
From $343 per night (USD)Expedia
Castnetter Beach Resort 6
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Our Holmes Beach property is located at Gulf Drive & 41st Street. Conveniently located at the (7) Acre Lifeguard protec ...
From $343 per night (USD)Expedia
From $240 per night (USD)VRBO
Welcome to paradise!! Please note: Amenities temporarily unavailable due to hurricane repairs.
- 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 $240 per night (USD)VRBO
From $342 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 $342 per night (USD)VRBO
From $404 per night (USD)VRBO
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 $404 per night (USD)VRBO
From $355 per night (USD)Expedia
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)Expedia
From $237 per night (USD)VRBO
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 $237 per night (USD)VRBO
From $249 per night (USD)Expedia
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 $249 per night (USD)Expedia
From $108 per night (USD)VRBO
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)VRBO
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Second Floor Ocean View Condo w/ WiFi, Central AC, & Washer/Dryer - Snowbirds OK
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Seagrass Sunsets Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
Click For PricingExpedia
From $306 per night (USD)VRBO
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)VRBO
From $194 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 $194 per night (USD)VRBO
From $1620 per night (USD)VRBO
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 $1620 per night (USD)VRBO
From $545 per night (USD)Expedia
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 $545 per night (USD)Expedia
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2 Bedroom Condo at Lakewood National Resort
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Thanks for visiting our listing. This professionally furnished two year old condo is your comfortable place to relax b ...
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From $304 per night (USD)Expedia
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)Expedia
Click For PricingVRBO
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 ...
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Click For PricingExpedia
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 PricingExpedia
From $192 per night (USD)VRBO
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 $192 per night (USD)VRBO
From $414 per night (USD)Expedia
Sun and Surf Direct Gulf Front Condo on Anna Maria Island!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Need a getaway? We have the perfect spot for you. Welcome to "Sun & Surf", a direct gulf front condominium on beautiful ...
From $414 per night (USD)Expedia
From $178 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 $178 per night (USD)VRBO
From $510 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 $510 per night (USD)Expedia
From $792 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 $792 per night (USD)VRBO
Click For PricingExpedia
Luxury Home with Private Covered Pool and Putting Green - AMI Oasis
- Bedrooms:
- 4
- 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 ...
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From $344 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 $344 per night (USD)VRBO
From $920 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 $920 per night (USD)Expedia
Click For PricingVRBO
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 ...
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From $353 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 $353 per night (USD)Expedia
From $566 per night (USD)VRBO
September Golf Cart Special
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
***Photos Updated May 2025*** Come slip away to this luxurious island retreat where all of your cares will drift away! T ...
From $566 per night (USD)VRBO
From $203 per night (USD)Expedia
Very walkable to the beach and the pool is 50 feet away.
- Bedrooms:
- 1
- Bathrooms:
- 2
- 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 $203 per night (USD)Expedia
From $205 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 $205 per night (USD)VRBO
From $308 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 $308 per night (USD)Expedia
From $198 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 $198 per night (USD)VRBO
From $464 per night (USD)Expedia
Luxury villa at Islands West Resort, near beach, with pool!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Villa #7 AMI Lime Fish by AMI Locals Luxury Villa Just Steps from the Gulf Welcome to Villa #7 AMI Lime Fish, a beau ...
From $464 per night (USD)Expedia
From $386 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 $386 per night (USD)VRBO
From $460 per night (USD)Expedia
Private Pool! Ping-Pong, Pool Table, Putt-Putt!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Stormalong Bay by Stormalong Bay by Anna Maria Island Accommodations Home in Holmes Beach, FL 34217 Welcome to Stormal ...
From $460 per night (USD)Expedia
From $400 per night (USD)VRBO
Anna Maria Island Townhouse - Simply Beautiful! Your Perfect Vacation Location!!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This townhouse is beautifully decorated and completely modernized with everything you need for the perfect vacation in p ...
From $400 per night (USD)VRBO
From $678 per night (USD)Expedia
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)Expedia
From $1079 per night (USD)VRBO
Ultimate Family Retreat with Pool, Waterslide and Rooftop Deck
- Bedrooms:
- 7
- Bathrooms:
- 8
- Sleeps:
- 16
Beach Haven by AMI Locals Ultimate Family Retreat with Pool, Waterslide and Rooftop Deck 5501 Holmes Blvd Holmes Beach ...
From $1079 per night (USD)VRBO
From $448 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 $448 per night (USD)Expedia
From $409 per night (USD)VRBO
4Bd 4Ba private, 4 kings bf, heated pool, sleeps 16+!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 16
This spacious home boasts 2422 square-feet of luxurious one level floor. Completely remodeled home, high end finishes su ...
From $409 per night (USD)VRBO
From $257 per night (USD)VRBO
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 $257 per night (USD)VRBO
From $402 per night (USD)VRBO
Cozy Cabana East – AMI w/ Heated Pool, Pets & Walk To The Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Cozy Cabana East! On Anna Maria Island (Holmes Beach, Florida) Managed by Once Upon A Beach Vacation Rentals, ...
From $402 per night (USD)VRBO
From $460 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 $460 per night (USD)Expedia
From $570 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 $570 per night (USD)VRBO
From $894 per night (USD)Expedia
Tropical Backyard Escape with Pool, Hot Tub, and Waterslide
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
Conch House by AMI Locals 307 66th St, Unit B | Holmes Beach, Florida VRC18-000085 Tropical Backyard Escape with Po ...
From $894 per night (USD)Expedia
From $195 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 $195 per night (USD)VRBO
From $1345 per night (USD)Expedia
Beachfront Bliss! Pool, Spa & Sunsets!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Beachfront Bungalow by AMI Locals Holmes Beach Gulf-Front Cottage with Private Pool and Spa VRC19-000270 Welcome to ...
From $1345 per night (USD)Expedia
From $389 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 $389 per night (USD)VRBO
From $419 per night (USD)Expedia
Saltwater Pool, Spa & Lanai: Bradenton Home
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
- Lake Views - Community Amenities Treat your family to the perfect FL getaway at this vacation rental in Bradenton! Th ...
From $419 per night (USD)Expedia
From $590 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 $590 per night (USD)VRBO
From $321 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 $321 per night (USD)Expedia
From $336 per night (USD)VRBO
Beach Condo with Pool Near Holmes Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Coconuts Poolside #104 by AMI Locals 100 73rd St, Unit #104, Holmes Beach, FL 34217 VRC16-000664 Welcome to Coconuts ...
From $336 per night (USD)VRBO
From $2366 per night (USD)Expedia
Beachfront - New Listing!
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 8
The Diamond Star Beach House ***Brand New 2025 Remodel*** Welcome to The Diamond Star! Experience beachfront living ...
From $2366 per night (USD)Expedia
From $2506 per night (USD)VRBO
Luxury Beachfront Home with Pool, Golf Cart and Bikes Included!
- Bedrooms:
- 6
- Bathrooms:
- 8
- Sleeps:
- 16
Beachfront Paradise by AMI Locals Beachfront Home in Bradenton Beach, Florida Highlights • Beachfront property • Direc ...
From $2506 per night (USD)VRBO
From $407 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 $407 per night (USD)Expedia
From $269 per night (USD)VRBO
Sleeps 12!! Spacious Retreat in Sarasota, Close to Beaches and Downtown
- Bedrooms:
- 1
- 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 $269 per night (USD)VRBO
From $611 per night (USD)Expedia
Sea Grape Inn #1- Beachfront Property
- Bedrooms:
- 2
- Bathrooms:
- 2
- 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 $611 per night (USD)Expedia
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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 ...
Click For PricingVRBO
From $322 per night (USD)VRBO
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 $322 per night (USD)VRBO
From $533 per night (USD)VRBO
Sul Mare at Vista Grande on Anna Maria Island - By Island Real Estate Vacations
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
By far the BEST direct view of the Gulf you will find on Anna Maria Island. Exclusive SUL MARE with floor to ceiling win ...
From $533 per night (USD)VRBO
From $847 per night (USD)Expedia
Luxury home with AMAZING backyard Pool and Spa! So close to beach and shopping!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Daiquiri Deck by AMI Locals Home in Anna Maria, Florida VR18-000093 Welcome to Daiquiri Deck, a stunning four-bedroom a ...
From $847 per night (USD)Expedia
From $1328 per night (USD)VRBO
Pool with Waterslide and Spa, Gulf and Bay Views, Rooftop Deck - Ocean Breeze
- Bedrooms:
- 7
- Bathrooms:
- 7
- Sleeps:
- 15
Ocean Breeze by AMI Locals Home in Bradenton Beach, FL Welcome to Ocean Breeze! This stunning seven-bedroom, eight-bath ...
From $1328 per night (USD)VRBO
From $178 per night (USD)Expedia
CK-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 first floor 2 Bedroom/2 Bath condo 5 min away from IMG Academy, 15 min to the Beaches on ...
From $178 per night (USD)Expedia
From $351 per night (USD)VRBO
Panoramic bay views! 3-minute walk to beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
What a gem of a spot to spend your Anna Maria Island vacation! This lovely two bedroom, two bath condo is directly bayfr ...
From $351 per night (USD)VRBO
From $218 per night (USD)Expedia
Anna Maria Island condo with heated pool, short walk from the beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Sea Pirate 1 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $218 per night (USD)Expedia
From $396 per night (USD)VRBO
Marias Way - 3BR/2BA Pool Home - Anna Maria City -By Island Real Estate Vacation
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
BRAND NEW POOL! Located on the coveted northern end of Anna Maria Island, “Maria's Way” is a charming beach cottage off ...
From $396 per night (USD)VRBO
From $280 per night (USD)Expedia
Stunning 2/2 Condo LBK with Bay Views & Boat Slip Rental!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Longboat Key is perfect for a dream vacation on an island! This condo offers a stunning 180-degree view of Sarasota Bay. ...
From $280 per night (USD)Expedia
From $1057 per night (USD)VRBO
One block off Pine Ave w/ Amazing Rooftop Views! - AMI Memories
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 8
AMI Memories by AMI Locals Home in Anna Maria VR20-000052 Welcome to AMI Memories! This three-level home boasts fiv ...
From $1057 per night (USD)VRBO
From $138 per night (USD)Expedia
Sweet duplex with WiFi, central AC, & gas grill - close to beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Coastal Tides Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $138 per night (USD)Expedia
From $280 per night (USD)VRBO
Unwind in Style: 3-Bedroom Penthouse at The Blue Lagoon, Margaritaville
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Welcome to Your Island Lifestyle Retreat at The Blue Lagoon Escape into paradise each day in this exclusive 3-bedroom pe ...
From $280 per night (USD)VRBO
From $207 per night (USD)Expedia
Lazy Lizard! A Newly Renovated Island Cottage, Close to the Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Photos Updated January 2025! LONG-TERM DISCOUNT: Stays of 4-weeks (28 nights) or more enjoy a 25% discount on the night ...
From $207 per night (USD)Expedia