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$GULF BEACH WALK OUT 3 BED\/2 BATH, Heated Pool, FREE WiFi & Trolley, A Rare...$
From $584 per night (USD)
VRBO
GULF BEACH WALK OUT 3 BED\/2 BATH, Heated Pool, FREE WiFi & Trolley, A Rare...
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
**ASK ABOUT LAST MINUTE DEALS! This direct Gulf-front property is sure to be a hit! It has been completely ...
From $584 per night (USD)
VRBO
From $958 per night (USD)
Expedia
Valhalla Upstairs Duplex On Beach Covered Deck Unforgettable Sunsets
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
VRC 16-000569 The Valhalla upstairs unit, located at 3216 Gulf Drive in Holmes is a wonderful three bedroom, two bath G ...
From $958 per night (USD)
Expedia
From $681 per night (USD)
VRBO
Valhalla Downstairs Duplex On Beach Covered Deck Unforgettable Sunsets
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
VRC16-000570 The Valhalla downstairs unit, located at 3216 Gulf Drive in Holmes is a wonderful two bedroom, one bath Gu ...
From $681 per night (USD)
VRBO
From $540 per night (USD)
Expedia
Seaside Beach House 105 Gulf Front Condo Pool Unforgettable Sunset Views
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
VRC16-000506 You will enjoy this gulf front condominium on Florida's Anna Maria Island. This is a smoke free two-bedroo ...
From $540 per night (USD)
Expedia
From $737 per night (USD)
VRBO
Beautiful Island Home with Great Amenities, Pool, Grill, located close to the Gulf Beaches
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Welcome to Coconut Hideaway located just steps away from the Gulf beaches of Anna Maria Island. This beach house has a p ...
From $737 per night (USD)
VRBO
From $396 per night (USD)
Expedia
3 bedroom home on Anna Maria Island, private heated pool, super location!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
This stunning tropical oasis called Sunbreeze features hardwood and tile floors throughout the home, front and back deck ...
From $396 per night (USD)
Expedia
From $786 per night (USD)
VRBO
Luxury Four Bedroom Home with Easy Access to Beach. Pool and private Patio.
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Welcome to Aqua Oasis located just steps from the Gulf beaches of Anna Maria Island. This beach house has a private pati ...
From $786 per night (USD)
VRBO
$Bradenton Beach Club 3\/2 Beach Front Condo$
From $503 per night (USD)
Expedia
Bradenton Beach Club 3\/2 Beach Front Condo
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Welcome to your dream getaway – a stunning 3-bedroom, 2-bathroom gulf-front condo that embodies beauty, tranquility, and ...
From $503 per night (USD)
Expedia
From $399 per night (USD)
VRBO
Ground Floor Two Bedroom Island Styled Home on Beautiful Anna Maria. Close to Beaches!!
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Welcome to Groovy Gecko Cottage just a few houses down from the Gulf beaches of Anna Maria Island. This cottage is a gro ...
From $399 per night (USD)
VRBO
From $500 per night (USD)
Expedia
Coastal cute on Anna Maria Island, 2 bedroom with private pool! Pet friendly
Bedrooms:
2
Bathrooms:
4
Sleeps:
4
Coral Breeze (Units A and B) is your new paradise. Each 2 bedroom 2 bath side of this adorable duplex features everythin ...
From $500 per night (USD)
Expedia
$Shell Cove 9 Gulf Front 2\/1 Condo Spectacular Sunsets$
From $324 per night (USD)
VRBO
Shell Cove 9 Gulf Front 2\/1 Condo Spectacular Sunsets
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Shell Cove Condominium 9, located at 2310 Gulf Drive in Bradenton Beach, is a two bedroom, one bath Gulf front unit that ...
From $324 per night (USD)
VRBO
From $483 per night (USD)
Expedia
Beach House 1 Beach Front Panoramic Sunset Views Screened Lanai
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
The Beach House Resort #1, located at 1000 Gulf Drive in Bradenton Beach is in a gulf front complex with panoramic beach ...
From $483 per night (USD)
Expedia
$‘Pelican Cove’ Condo at Bradenton Beach w\/ Pool!$
From $364 per night (USD)
VRBO
‘Pelican Cove’ Condo at Bradenton Beach w\/ Pool!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Escape to the beloved Anna Maria Island, the ultimate Sunshine State destination, at this 2-bedroom, 2-bath vacation ren ...
From $364 per night (USD)
VRBO
From $224 per night (USD)
Expedia
Bliss and Tonic Up Gorgeous And Updated 2 Bedroom
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This property is thoroughly cleaned and sanitized prior to your arrival. We pay special attention to high touch areas li ...
From $224 per night (USD)
Expedia
$Runaway Bay 250, Beautiful 2\/2 condo in Bradenton Beach$
From $265 per night (USD)
VRBO
Runaway Bay 250, Beautiful 2\/2 condo in Bradenton Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Runaway Bay condominium #250, located at 1801 Gulf Drive in northern Bradenton Beach, is an updated, comfortable two bed ...
From $265 per night (USD)
VRBO
From $468 per night (USD)
Expedia
Sail Away Cottage Large Deck Overlooking Pool Steps To Sugar Sand Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The Sail Away Cottage is located at 2113 Avenue C in Bradenton Beach. This historic cottage was built in 1920 and moved ...
From $468 per night (USD)
Expedia
From $349 per night (USD)
VRBO
Condo on Anna Maria Island, 2 heated pools and elevator!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Sunflower at the beautiful Bradenton Beach Club! Just across the street from the beach with two heated pools ...
From $349 per night (USD)
VRBO
From $728 per night (USD)
Expedia
Anna Maria Escape Beach Front and Close to Bean Point
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The Anna Maria Escape located at 725 North Shore Drive in Anna Maria city is just that - a peaceful, relaxed place to ge ...
From $728 per night (USD)
Expedia
From $555 per night (USD)
VRBO
Beachfront Condo At Breakers 4 at Sandcastle
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Breakers 4 is thoroughly cleaned and sanitized prior to your arrival. We pay special attention to high touch areas like ...
From $555 per night (USD)
VRBO
From $317 per night (USD)
Expedia
Island Daze Great Location Close To Bridge Street
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Island Daze located at 108 3rd St North in Bradenton Beach is an adorable private home in Bradenton Beach. This single f ...
From $317 per night (USD)
Expedia
From $270 per night (USD)
VRBO
Beach Palms 7A-Beach 1 Minute Walk-Heated Pool-Free Wi-Fi-Dock-Surrounded By Wat
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
ACCOMMODATIONS: The Beach Palms 7A is a gorgeous 2 bedroom, 2 bathroom first floor condo that sleeps 6, a boat and fishi ...
From $270 per night (USD)
VRBO
$Sunset Terrace 108 Gulf Front 2\/2 Pool Condo$
From $488 per night (USD)
Expedia
Sunset Terrace 108 Gulf Front 2\/2 Pool Condo
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Sunset Terrace Condo #108 is a beautiful two bedroom, two bath Gulf front condo with a heated pool located at 2312 Gulf ...
From $488 per night (USD)
Expedia
From $272 per night (USD)
VRBO
Lakefront Gated Community Home with Private Pool and Spacious Patio
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Water's Edge Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $272 per night (USD)
VRBO
$Pelican Cove 2\/2 Bay Front Condo Boat Dock Pool & Tennis Spectacular Sunrises$
From $223 per night (USD)
Expedia
Pelican Cove 2\/2 Bay Front Condo Boat Dock Pool & Tennis Spectacular Sunrises
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Pelican Cove Condominium, located at 901 Gulf Drive South in Bradenton Beach offers it all! This smaller complex feature ...
From $223 per night (USD)
Expedia
From $368 per night (USD)
VRBO
Beach Front and Close to Bean Point Azure Seas
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Azure Seas is thoroughly cleaned and sanitized prior to your arrival. We pay special attention to high touch areas like ...
From $368 per night (USD)
VRBO
From $568 per night (USD)
Expedia
Good Times Both Units Quiet Duplex Spacious Open Deck Close to Pristine Beach
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
The Good Times A and B, located at 303 Highland Avenue in Bradenton Beach is a quiet, duplex with four bedrooms and four ...
From $568 per night (USD)
Expedia
$Sandy Point 109 - Anna Maria Island - Condo 2 Bedroom\/ 2 Bath, maximum...$
From $287 per night (USD)
VRBO
Sandy Point 109 - Anna Maria Island - Condo 2 Bedroom\/ 2 Bath, maximum...
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Sandy Point 109 - Anna Maria Island - 2 Bedroom/ 2 Bath, maximum occupancy of 6 people. VRC19-000084 Distan ...
From $287 per night (USD)
VRBO
From $353 per night (USD)
Expedia
Relaxing 1-bedroom cottage with shared pool
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Keep it simple at this peaceful and centrally located beach cottage. Only 5 houses from the beach and 1 house away from ...
From $353 per night (USD)
Expedia
From $471 per night (USD)
VRBO
Breath taking home for the perfect Florida vacation!!!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Relax, rejuvenate and reconnect: pool and hot tub home with 3 bedrooms and 2.5 bathrooms. one of a kind! sunny pool, ho ...
From $471 per night (USD)
VRBO
$New Luxury-Professionally Decorated Home Pool\/Spa 5 Minutes walk to beach$
From $881 per night (USD)
Expedia
New Luxury-Professionally Decorated Home Pool\/Spa 5 Minutes walk to beach
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
This brand new rebuild on Anna Maria Island located within Anna Maria city has 3 Bedrooms, 3 Bathrooms home plus loft th ...
From $881 per night (USD)
Expedia
From $430 per night (USD)
VRBO
3 bedroom luxury home near Anna Maria Island, private heated over-sized pool!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Tropical Oasis is fulfilling all your dreams and aspirations you may have for a vacation rental. This brand new 2000 squ ...
From $430 per night (USD)
VRBO
From $971 per night (USD)
Expedia
Magnolia in Anna Maria, FL
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Rates have been reduced 20% from 1/6/24 to 2/9/24, book now!! *3 Night Minimum stays are allowed during low ...
From $971 per night (USD)
Expedia
From $1075 per night (USD)
VRBO
Perfect location for a variety of guests!
Bedrooms:
6
Bathrooms:
6
Sleeps:
20
We completely remodeled this awesome Palma Sola Getaway (PSG) house with all the important amenities for your vacation. ...
From $1075 per night (USD)
VRBO
From $451 per night (USD)
Expedia
Royal Palm: No Storm Damage! Pool Open! by Anna Maria Life Vacation Rentals
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Royal Palm is ready for your vacation! We had to take a brief pause to regroup but…Royal Palm is ready for you! We ca ...
From $451 per night (USD)
Expedia
From $356 per night (USD)
VRBO
Tiki Cottage: 2.5 Blocks to Beach, Pool with Swim up Tiki Bar by Anna Maria Live Vacation Rentals
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Tiki Cottage by Anna Maria Life Vacation Rentals 303 64th St, Unit B, Holmes Beach, FL 34217 2.5 Blocks to the Beach! ...
From $356 per night (USD)
VRBO
From $1032 per night (USD)
Expedia
Happy Place: 1.5 Blocks to Beach, Pool Home, Florida Room by Anna Maria Life Vacation Rentals
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Happy Place by Anna Maria Life Vacation Rentals 210 55th St, Holmes Beach, FL 34217 What You'll Love About This Home: L ...
From $1032 per night (USD)
Expedia
From $831 per night (USD)
VRBO
Glory Days: AMI North End, Backyard Oasis, Pool, 1.5 Bocks to Beach by Anna Maria Life
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
206 Archer Way, Anna Maria, FL 34216 What You'll Love About This Home: Location! 1.25 Blocks to the Beach! 3 Bedrooms / ...
From $831 per night (USD)
VRBO
From $732 per night (USD)
Expedia
Chiki Tiki West: Eclectic Beach House, Tiki Bar & Pool, 2.5 Blocks to Beach by Anna Maria Life
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
303 64th St, Unit A, Holmes Beach, FL 34217 What You'll Love About This Home: Location! 2.5 Blocks to the Beach! 3 Bed ...
From $732 per night (USD)
Expedia
From $447 per night (USD)
VRBO
Escape to an island adventure!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to Ave Maria! This north end gem boasts a central Anna Maria location with an easy walk to the beach, shopping, ...
From $447 per night (USD)
VRBO
From $327 per night (USD)
VRBO
Beach Palms 2B-Beach 1 Minute Walk-Heated Pool-Free Wi-Fi-Dock-Surrounded By Wat
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
ACCOMMODATIONS: The Anna Maria Island Beach Palms 2B is a beautiful 2 bedroom, 2 bathroom condo that sleeps six with a v ...
From $327 per night (USD)
VRBO
From $322 per night (USD)
VRBO
Anna Maria Island Beach Sands 203-Private Beach Access-Free Wi-Fi-Heated Pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
This second floor condo located just thirty yards from the beach provides you with private beach access, a large heated ...
From $322 per night (USD)
VRBO
From $626 per night (USD)
Expedia
Ultimate Tiki Retreat☀️ 10 Min To Beach~Heated Pool
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Welcome to the "Ultimate Tiki Retreat"! A fully remodeled 4 bed 2.5 bath home w/bunk room ready for you and your family ...
From $626 per night (USD)
Expedia
From $331 per night (USD)
VRBO
Absolute Anna Maria-Private Beach Access-Beach 1 Minute Walk-Heated Pool-Free Wi
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Luxurious finishes plus a beach-view location will make your vacation a superior one. This amazing 2 bedroom / 2 bathro ...
From $331 per night (USD)
VRBO
$Sweet N Salty - 25% off 8\/10 - 9\/14 - Pool & Spa - Walking distance to Pine Ave$
From $524 per night (USD)
Expedia
Sweet N Salty - 25% off 8\/10 - 9\/14 - Pool & Spa - Walking distance to Pine Ave
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
210 Crescent Drive is a colorful, bright and airy 2 bedroom and 2 bathroom elevated home located on the north end of Ann ...
From $524 per night (USD)
Expedia
From $294 per night (USD)
VRBO
Beach Palms 2A-Beach 1 Minute WalkHeated Pool-Free Wi-Fi-Dock
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Bed Configuration: -Primary bedroom – one king bed -Second bedroom – one queen bed – one twin bed -Living room – one que ...
From $294 per night (USD)
VRBO
From $320 per night (USD)
VRBO
Anna Maria Island Retreat-Beach One Minute Walk-Heated Pool-Free Wi-Fi-Dock-Surr
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Escape to this bright, airy, freshly remodeled second-floor 2BR/2BA waterview condo in the quiet Bay Watch community of ...
From $320 per night (USD)
VRBO
From $446 per night (USD)
VRBO
Blue Water Escape by Duncan Real Estate
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
The beautiful Blue Water Escape! Experience its panoramic rooftop deck views with a location in the heart of Bradenton B ...
From $446 per night (USD)
VRBO
From $353 per night (USD)
Expedia
Castnetter Beach Resort 5
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 $353 per night (USD)
Expedia
From $537 per night (USD)
VRBO
Do you love the beach?
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The Seaside Sanctuary is the ground level unit of a beachfront duplex. It is the 2nd home from the beach with no roads ...
From $537 per night (USD)
VRBO
$Aloha Beaches! Newly Renovated 4 Bedroom 3 Bath Home w\/ Private Pool!$
From $883 per night (USD)
Expedia
Aloha Beaches! Newly Renovated 4 Bedroom 3 Bath Home w\/ Private Pool!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to Aloha Beaches a newly renovated custom beach destination. Kick off your shoes, turn off your phone, don’t win ...
From $883 per night (USD)
Expedia
From $1096 per night (USD)
VRBO
Dolphin Tales: Pool, Bay Views & Private Beach by Anna Maria Life Vacation Rentals
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
836 S Bay Blvd, Anna Maria, FL 34216 What You'll Love About This Home: Location! Stunning Views with Private Access to ...
From $1096 per night (USD)
VRBO
From $479 per night (USD)
Expedia
Beach Getaway in Bradenton Beach with Games, 2 Mins to Beach! - A Twist of Lime
Bedrooms:
3
Bathrooms:
3
Sleeps:
9
A Twist of Lime by AMI Locals Condo in Bradenton Beach, Florida TPL22-000045 Enjoy the ultimate beach getaway at this ...
From $479 per night (USD)
Expedia
$Coconuts108 - GULFFRONT - 1BR\/1BA with pool - By Island Real Estate Vacations$
From $487 per night (USD)
VRBO
Coconuts108 - GULFFRONT - 1BR\/1BA with pool - By Island Real Estate Vacations
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
“The Coconuts Beach Resort 108” is a 1 bed 1 bath beach front condo, nestled in the heart of Holmes Beach. Apart of the ...
From $487 per night (USD)
VRBO
From $465 per night (USD)
Expedia
The Lady Fish by Duncan Real Estate
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Nestled on the far North end of Anna Maria Island, with the beach cottage is just around the corner, The Lady Fish is a ...
From $465 per night (USD)
Expedia
From $672 per night (USD)
VRBO
Chapter 2: Renovated pool home, tiki hut and close to beach!
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Welcome to Chapter II Create some magic memories in a slice of “Old Florida”. Relax outside in the heated saltwater ...
From $672 per night (USD)
VRBO
From $589 per night (USD)
Expedia
Adorable cottage just across the street from the beach!
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Coconut Cottage #2 By AMI Locals Condo in Holmes Beach, FL Located across the street from the Manatee Public Beach! Hi ...
From $589 per night (USD)
Expedia
$TWO SHELL COVE - BEACHFRONT - 2 Bed\/1 Bath on the Beach$
From $591 per night (USD)
VRBO
TWO SHELL COVE - BEACHFRONT - 2 Bed\/1 Bath on the Beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
IMPORTANT NOTE ABOUT NUMBER OF GUESTS : This is an integrated property managment accouint. The Rental site will only c ...
From $591 per night (USD)
VRBO
From $384 per night (USD)
Expedia
Casa Sierra 203B - 2BR Condo with Pool - By Island Real Estate Vacations
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Casa Sierra Resort is a private Mediterranean style four unit complex in Holmes Beach on beautiful Anna Maria Island. Th ...
From $384 per night (USD)
Expedia
From $377 per night (USD)
VRBO
Sugaree - 2bedroom Private Pool Property in Holmes Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This Anna Maria Island vacation rental offers one king bed, two twin beds and a queen sleeper sofa all covered in premiu ...
From $377 per night (USD)
VRBO
$Florida Dream: Rent pure luxury in Bradenton \/ Anna Maria Iceland$
From $371 per night (USD)
Expedia
Florida Dream: Rent pure luxury in Bradenton \/ Anna Maria Iceland
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
TIP: Beautiful pool villa for max. 8 persons, 245 m² living space: 4 bedrooms, 2.5 bathrooms, large living area, ultra m ...
From $371 per night (USD)
Expedia
$Sunbow Bay 213 - gorgeous 2 bed\/2 bath condo in excellent location$
From $207 per night (USD)
VRBO
Sunbow Bay 213 - gorgeous 2 bed\/2 bath condo in excellent location
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
You will enjoy this 2 bedroom/2 bath condo that is part of the well maintained Sunbow Bay Condominiums with a heated com ...
From $207 per night (USD)
VRBO
From $408 per night (USD)
Expedia
🌴”Kiwi Cottage at Holmes Beach” - Private Heated Pool +Spa+Walk to the Beach! 🌞
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Kiwi Coastal Cottage is under new ownership and every space has been thoughtfully redecorated with a cozy coastal island ...
From $408 per night (USD)
Expedia
From $306 per night (USD)
VRBO
This beautiful unit has front row seats to the sunrise! Direct bayfront! Call today for your holiday stay!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Due to Hurricane Helene, our properties are still recovering and updating until further notice. Harbor Villa Club is no ...
From $306 per night (USD)
VRBO
From $270 per night (USD)
Expedia
Runaway Bay 283 by Duncan Real Estate
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Runaway Bay 283 is a second-floor unit in this well sought after condo community. Enjoy the sights and sounds of this tr ...
From $270 per night (USD)
Expedia
From $1575 per night (USD)
VRBO
Golf Cart, Coconut Cove by SeaBreeze Vacation
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
6 PERSON GOLF CART INCLUDED ON ALL NEW RESERVATIONS WITH A CHECK-IN DATE AFTER SEPTEMBER 23, 2023! All Drivers must be o ...
From $1575 per night (USD)
VRBO
From $366 per night (USD)
Expedia
3 bedroom luxury condo near Anna Maria Island, pool, pet friendly, elevator!
Bedrooms:
3
Bathrooms:
4
Sleeps:
7
Dream of watching the sunrise but don’t want to get out of bed? At Tequila Sunrise, you don’t have too! You can enjoy it ...
From $366 per night (USD)
Expedia
From $228 per night (USD)
VRBO
Longboat Key with Gulf to Bay access. Beautiful view of Bishop's Bayou.
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Outdoor living at its best in this updated WATERFRONT first floor condo in Whitney Beach Bay Side. Mesmerizing views of ...
From $228 per night (USD)
VRBO
From $383 per night (USD)
Expedia
Breathtaking Beach Front Property Ground Floor Condo
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Granite and stainless steel appliances in the kitchen. The living room’s sliding patio door provides first floor access ...
From $383 per night (USD)
Expedia
From $153 per night (USD)
VRBO
Waterfront Condo at Shorewalk Near IMG Academy in Bradenton, FL sleeps 6
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This is a beautiful condo located at Shorwalk. Its perfectly located in walking distance to shopping, groceries, and wit ...
From $153 per night (USD)
VRBO
From $286 per night (USD)
Expedia
Spectacular Sarasota Bay Views from all rooms
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Seasonal Rental. Spectacular views of Sarasota Bay and the Gulf of Mexico from this island penthouse condo. Enjoy the ma ...
From $286 per night (USD)
Expedia
From $564 per night (USD)
VRBO
Directly on the Beach! Beautiful Ground Floor Condo. Sunsets every night!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
This is a beautifully updated clean condominium inside and out. Shell Cove Condominium sits directly on the beach. No ...
From $564 per night (USD)
VRBO
$Cloud 9- beachfront\/heated pool\/ 4 plus bedroom$
From $2478 per night (USD)
Expedia
Cloud 9- beachfront\/heated pool\/ 4 plus bedroom
Bedrooms:
6
Bathrooms:
5
Sleeps:
8
Beach Front/Heated Pool/Hot Tub/ 4 bedroom plus den Located on the North End of Anna Maria Island. Professionally decora ...
From $2478 per night (USD)
Expedia
From $462 per night (USD)
VRBO
Canal Front Home with Boat Dock and Pool -Bay Cruiser
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Bay Cruiser by AMI Locals Home in Bradenton, Florida Bay Cruiser is a stunning canal-front home near Anna Maria Island ...
From $462 per night (USD)
VRBO
From $2446 per night (USD)
Expedia
Big Family Beach House: Large family home, heated pool, putting green
Bedrooms:
6
Bathrooms:
6
Sleeps:
12
Big Family Beach House, the name says it all! Coastal elegance describes this spectacular large family home. It's loca ...
From $2446 per night (USD)
Expedia
From $543 per night (USD)
VRBO
Island Retreat- Stunning 4 bedroom with private heated pool and walk to beach
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
At A Glance Luxury Island style home Two minute stroll to the beach Tropical heated pool/Tiki Bar West-facing, view of ...
From $543 per night (USD)
VRBO
$New 2 Bedroom\/2 Bath Condo at Lakewood National Golf Club$
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Expedia
New 2 Bedroom\/2 Bath Condo at Lakewood National Golf Club
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Wake up and have your coffee overlooking the 12th hole of the Commander course, one of two Arnold Palmer designed course ...
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Expedia
From $1006 per night (USD)
VRBO
Blue Water View- 6 bedrooms with amazing rooftop deck and private heated pool
Bedrooms:
5
Bathrooms:
6
Sleeps:
12
At A Glance On our Professional Linen Service Program Beautiful Gulf water views, only 1 minute walk to the beach-locat ...
From $1006 per night (USD)
VRBO
$luxury beachfront\/ heated pool$
From $2190 per night (USD)
Expedia
luxury beachfront\/ heated pool
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
4 bedroom 4.5 bath Beach Front Home with a Beach Front Heated Pool and Spa,Gourmet Kitchen, high end finishes and one o ...
From $2190 per night (USD)
Expedia
From $585 per night (USD)
VRBO
Sea Grape Inn #6- Beachfront Property
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
BEACH VIEW Condo- 2nd Floor of Beach Front Property, 2 BDRMS/2 BATH, Sleeps 6: 1-King Bed, 2-Twin Beds & 1-Sofa Sleeper. ...
From $585 per night (USD)
VRBO
From $482 per night (USD)
Expedia
Sea Grape Inn #2- Beachfront Property
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
BEACH VIEW Condo- 1st Floor of Beach Front Property, 2 BDRMS/2 BATH, Sleeps 6: 1-King Bed, 2-Twin Beds & 1-Sofa Sleeper, ...
From $482 per night (USD)
Expedia
From $1048 per night (USD)
VRBO
Oceans Blue in Anna Maria
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
*3 Night Minimum stays are allowed during low season, please refer to the rate table for the specific date ranges* ...
From $1048 per night (USD)
VRBO
From $977 per night (USD)
Expedia
Pool and Beach Access: Ultimate Friends Getaway! - Coconuts Gulf View #117
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Coconuts Gulf View #117 by AMI Locals Condo in Holmes Beach, FL Coconuts Gulf View #117 is the ultimate spot for a fri ...
From $977 per night (USD)
Expedia
From $659 per night (USD)
VRBO
Charming Canal front Luxury home with brand-new Pool!
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Dockside Paradise by AMI Locals Home in Anna Maria, FL Features: • Canal front home • private pool • close to Pine Aven ...
From $659 per night (USD)
VRBO
$Amie House Chef’s kitchen, 2 King suites walk to beach\/Stunning Pool$
From $1348 per night (USD)
Expedia
Amie House Chef’s kitchen, 2 King suites walk to beach\/Stunning Pool
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Welcome to the Amie House on Anna Maria Island. Modern Amie House is perfectly situated a short 4 minute walk to the pri ...
From $1348 per night (USD)
Expedia
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VRBO
SunKissed Cottage - beachfront north end AMI
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
Beachfront, North End, large 2 bedroom with expansive views of the dolphins frolicking in the azure waters of the North ...
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VRBO
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Expedia
Rose Quartz: Discover Bliss! A Family Retreat with Heated Pool & Hot Tub
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Welcome to Rose Quartz, your haven of warmth and comfort nestled in the heart of Anna Maria Island. Step inside, and you ...
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Expedia
$Bradenton Beach Club 251 - Anna Maria Island - Condo 3 Bedroom\/ 2 1\/2 Bath,...$
From $569 per night (USD)
VRBO
Bradenton Beach Club 251 - Anna Maria Island - Condo 3 Bedroom\/ 2 1\/2 Bath,...
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Bradenton Beach Club 251 - Anna Maria Island - 3 Bedroom/ 2 1/2 Bath, maximum occupancy of 6 people. Distance to t ...
From $569 per night (USD)
VRBO
From $181 per night (USD)
Expedia
Ty's Canal Cottage
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
A one bedroom efficiency with a quiet cottage setting on a canal. Come watch the boats come up and down the canal and e ...
From $181 per night (USD)
Expedia
From $258 per night (USD)
VRBO
Private historical completely renovated cottage with 60 ft dock on Sarasota Bay
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
The Gray House is a completely renovated historical cottage dating back to the early 1900s, in the historical fishing vi ...
From $258 per night (USD)
VRBO
From $354 per night (USD)
VRBO
Beach Palms 8B-Beach 1 Minute Walk, Heated Pool, Free Wi-Fi-Dock-Private Balcony
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Look in almost any direction, and there are views of the bay, the gulf, and even downtown Sarasota. Steps away from the ...
From $354 per night (USD)
VRBO
$Cozy Bradenton Cottage w\/ Grill - 6 Miles to Beach$
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VRBO
Cozy Bradenton Cottage w\/ Grill - 6 Miles to Beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Tucked away in a peaceful neighborhood and boasting a private furnished patio with a grill, this cozy 1-bedroom, 1-bath ...
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VRBO
From $677 per night (USD)
Expedia
Found Your Sol Mate - Ready for Guests, November 2024!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to Sol Mate! On Anna Maria Island (Anna Maria, FL) Beautifully updated, fresh, and clean elevated 3 Bed, 2.5 Ba ...
From $677 per night (USD)
Expedia
From $1164 per night (USD)
VRBO
Canal Front with Boat Dock! Perfect Location! Game Room! -A Pirate's Dream
Bedrooms:
5
Bathrooms:
5
Sleeps:
8
A Pirate’s Dream by AMI Locals Home in Holmes Beach, Florida This grand, waterfront, four-bedroom, and three-and-a-ha ...
From $1164 per night (USD)
VRBO
From $314 per night (USD)
Expedia
Spacious home away from home. Near beaches. IMG Academy. Fenced. Garage
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Nestled in a tranquil setting, this updated and spacious home offers the perfect balance for both indoor and outdoor rel ...
From $314 per night (USD)
Expedia
From $192 per night (USD)
VRBO
Villa by the Sea #3; Heated Pool, Walk to Beach & Shops- Perfect Location!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
You're just steps from the beach when you stay at Villa by the Sea #3! This gem of a condo is all about convenience as i ...
From $192 per night (USD)
VRBO
From $251 per night (USD)
Expedia
Amazing beach getaway pool condo by the beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Located steps from the ocean, in the heart of Anna Maria Island, this condo has everything you want from a Florida getaw ...
From $251 per night (USD)
Expedia
$313 Palm Ave - Anna Maria Island - Duplex 2 Bedroom \/1 Bathroom , maximum...$
From $343 per night (USD)
VRBO
313 Palm Ave - Anna Maria Island - Duplex 2 Bedroom \/1 Bathroom , maximum...
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
313 Palm Avenue - Anna Maria Island - Duplex - 2 Bedroom /1 Bathroom, maximum occupancy of 4 people. No Pool - Dis ...
From $343 per night (USD)
VRBO
$Coquina Moorings 201 - Anna Maria Island - Condo 2 Bedroom\/ 2 Bath with...$
From $627 per night (USD)
Expedia
Coquina Moorings 201 - Anna Maria Island - Condo 2 Bedroom\/ 2 Bath with...
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Coquina Moorings, Unit 201 - Anna Maria Island - 2 Bedroom/ 2 Bath with Den, maximum occupancy of 6 people. Bay an ...
From $627 per night (USD)
Expedia
$Gulf Watch 111 - Anna Maria Island - Condo 2 Bedroom \/ 2 Bath Gulf to Bay...$
From $357 per night (USD)
VRBO
Gulf Watch 111 - Anna Maria Island - Condo 2 Bedroom \/ 2 Bath Gulf to Bay...
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Gulf Watch 111 - Anna Maria Island - 2 Bedroom / 2 Bath, maximum occupancy of 5 people. Distance to the Beach: acr ...
From $357 per night (USD)
VRBO
$Thanksgiving dinner included: 15lb Turkey\/Sweet Potato Mash\/Pumpkin Pie$
From $676 per night (USD)
Expedia
Thanksgiving dinner included: 15lb Turkey\/Sweet Potato Mash\/Pumpkin Pie
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Live out your dream of a tropical paradise at our Key West style beach house on the North end of Anna Maria. Start your ...
From $676 per night (USD)
Expedia

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