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From $159 per night (USD)
VRBO
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 $159 per night (USD)
VRBO
From $749 per night (USD)
Expedia
Beautiful Beach House with Pool Steps to Beach - Harbor Haven
Bedrooms:
5
Bathrooms:
4
Sleeps:
14
Harbor Haven by AMI Locals 210 N Harbor Dr Holmes Beach, Florida VRC19-000118 Welcome to Harbor Haven! Stay, relax, ...
From $749 per night (USD)
Expedia
From $1210 per night (USD)
VRBO
Luxury home close to beach! Pool & putting green
Bedrooms:
4
Bathrooms:
7
Sleeps:
16
Seaside Magnolia by Anna Maria Island Locals Home in Anna Maria, FL Highlights • Private pool and spa • newly installe ...
From $1210 per night (USD)
VRBO
From $268 per night (USD)
Expedia
Lay-Z Liv-N 13 ~ Pool, updated, Beach = 1 block
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
This TOTALLY REMODELED UNIT is located on the 2nd floor end unit is a 2 minute walk to the inviting sands of the Gulf be ...
From $268 per night (USD)
Expedia
From $606 per night (USD)
VRBO
GULF BEACH Directly in Front w/ Heated Pool, FREE WiFi & Trolley, Great Sunsets!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
**ASK ABOUT LAST MINUTE DEALS! Perfectly situated on the Gulf of Mexico in the center of Anna Maria Island, ...
From $606 per night (USD)
VRBO
From $785 per night (USD)
Expedia
Great for family stays, beautiful home with rooftop deck, pool and spa!
Bedrooms:
3
Bathrooms:
5
Sleeps:
15
Gulf View Beach House by AMI Locals Home in Bradenton Beach, FL Less than a 1-minute walk to the beach! Highlights: • ...
From $785 per night (USD)
Expedia
From $339 per night (USD)
VRBO
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 $339 per night (USD)
VRBO
From $619 per night (USD)
Expedia
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 $619 per night (USD)
Expedia
From $282 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 $282 per night (USD)
VRBO
From $536 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 $536 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 $1182 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 $1182 per night (USD)
Expedia
From $846 per night (USD)
VRBO
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 $846 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 $274 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 $274 per night (USD)
VRBO
From $753 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 $753 per night (USD)
Expedia
From $358 per night (USD)
VRBO
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 $358 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 $322 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 $322 per night (USD)
VRBO
From $472 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 $472 per night (USD)
Expedia
From $368 per night (USD)
VRBO
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 $368 per night (USD)
VRBO
From $715 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 $715 per night (USD)
Expedia
From $644 per night (USD)
VRBO
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 $644 per night (USD)
VRBO
From $512 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 $512 per night (USD)
Expedia
From $419 per night (USD)
VRBO
Duplex Near the Beach with Saltwater Pool with In-ground Spa - Blue Oasis East
Bedrooms:
2
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 $419 per night (USD)
VRBO
From $397 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 $397 per night (USD)
Expedia
From $613 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 $613 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 $253 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 $253 per night (USD)
VRBO
From $328 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 $328 per night (USD)
Expedia
From $317 per night (USD)
VRBO
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 $317 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:
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)
Expedia
From $339 per night (USD)
VRBO
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 $339 per night (USD)
VRBO
From $260 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 $260 per night (USD)
Expedia
From $309 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 $309 per night (USD)
VRBO
From $437 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 $437 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 $245 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 $245 per night (USD)
VRBO
From $221 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 $221 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
Click For Pricing
VRBO
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 Pricing
VRBO
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 $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 $1759 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 $1759 per night (USD)
Expedia
From $980 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 $980 per night (USD)
VRBO
Click For Pricing
Expedia
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 ...
Click For Pricing
Expedia
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
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
Click For Pricing
VRBO
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
VRBO
Click For Pricing
Expedia
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
Expedia
From $235 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 $235 per night (USD)
VRBO
From $467 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 $467 per night (USD)
Expedia
From $134 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 $134 per night (USD)
VRBO
From $548 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 $548 per night (USD)
Expedia
From $937 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 $937 per night (USD)
VRBO
From $543 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 $543 per night (USD)
Expedia
From $1521 per night (USD)
VRBO
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 ...
From $1521 per night (USD)
VRBO
From $618 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 $618 per night (USD)
Expedia
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 $869 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 $869 per night (USD)
Expedia
From $302 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 $302 per night (USD)
VRBO
From $335 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 $335 per night (USD)
Expedia
From $539 per night (USD)
VRBO
At Last: Ground-level, pool, hot tub, canalfront, dock
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 $539 per night (USD)
VRBO
From $213 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 $213 per night (USD)
Expedia
From $188 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 $188 per night (USD)
VRBO
From $326 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 $326 per night (USD)
Expedia
From $190 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 $190 per night (USD)
VRBO
From $859 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 Villa in Holmes Beach, Florida Welcome to Villa #7 AMI Lime Fish, a luxury two-bed ...
From $859 per night (USD)
Expedia
From $447 per night (USD)
VRBO
Anna Maria Island Townhouse - Simply Beautiful! The 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 $447 per night (USD)
VRBO
From $261 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 $261 per night (USD)
VRBO
From $449 per night (USD)
VRBO
Cozy Cabana East - Renovated 2BR w/ Private Heated Pool & Walk to Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to Cozy Cabana East! On Anna Maria Island (Holmes Beach, Florida) After sustaining hurricane damage, this charm ...
From $449 per night (USD)
VRBO
From $452 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 $452 per night (USD)
Expedia
From $504 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 $504 per night (USD)
VRBO
From $710 per night (USD)
Expedia
Pool home with WATERSLIDE! Close to beach! Perfect for family vacation
Bedrooms:
4
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 $710 per night (USD)
Expedia
From $215 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 $215 per night (USD)
VRBO
From $1083 per night (USD)
Expedia
Luxury Beachfront Cottage with a Private Pool and Spa!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Beachfront Bungalow by Anna Maria Island Locals Home in Holmes Beach, FL Features: • Beachfront property with private ...
From $1083 per night (USD)
Expedia
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 $895 per night (USD)
Expedia
Luxury Home, Amazing Pool with Waterslide and Spa - Beach Haven
Bedrooms:
7
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 $895 per night (USD)
Expedia
From $409 per night (USD)
VRBO
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 $409 per night (USD)
VRBO
From $402 per night (USD)
Expedia
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 $402 per night (USD)
Expedia
From $413 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 $413 per night (USD)
VRBO
From $407 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 $407 per night (USD)
Expedia
From $398 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 $398 per night (USD)
VRBO
From $401 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 $401 per night (USD)
Expedia
From $656 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 $656 per night (USD)
VRBO
From $330 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 $330 per night (USD)
Expedia
From $778 per night (USD)
VRBO
Poolside unit at The Coconuts beachside complex
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Kitchen and Dining area, Living Room, Lanai with direct shared pool access Highlight: -Direct access to the Pool Area - ...
From $778 per night (USD)
VRBO
From $3078 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 $3078 per night (USD)
Expedia
From $2747 per night (USD)
VRBO
Beachfront luxury 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 $2747 per night (USD)
VRBO
From $423 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 $423 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 $975 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 $975 per night (USD)
Expedia
From $344 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 $344 per night (USD)
VRBO
From $469 per night (USD)
Expedia
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 $469 per night (USD)
Expedia
From $818 per night (USD)
VRBO
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 $818 per night (USD)
VRBO
From $1046 per night (USD)
Expedia
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 $1046 per night (USD)
Expedia
From $184 per night (USD)
VRBO
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 $184 per night (USD)
VRBO
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Expedia
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 Pricing
Expedia
From $295 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 $295 per night (USD)
VRBO
From $231 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 $231 per night (USD)
Expedia

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