Manatee Area Rentals
- From $253 per night (USD)
VRBO
Cozy couples hideaway! 5-min walk to beautiful white sand beach at Bean Point.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
❗ Flexible Check-in and checkout days —with some exceptions for holidays and certain times of the year—and never on Sun ...
From $253 per night (USD)VRBO
- From $289 per night (USD)
Expedia
Cute & cozy getaway at north end of Anna Maria Island. 5-min walk to the beach!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
❗ Flexible Check-in and checkout days --with some exceptions for holidays and certain times of the year—and never on Su ...
From $289 per night (USD)Expedia
- Click For Pricing
Expedia
RJ~ Pool, Tennis, Pickle ball... near Anna Maria Island Beaches and IMG Academy
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Shorewalk RJ ~ near Anna Maria Island Beaches and IMG Academy. This 2 bedroom and 2 full bath oasis is located in the po ...
Click For PricingExpedia
- 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 PricingExpedia
- 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 PricingVRBO
- From $903 per night (USD)
Expedia
Golf Cart, Salty Shamrock by SeaBreeze Vacation
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
6 PERSON GOLF CART INCLUDED ON ALL NEW RESERVATIONS WITH A CHECK-IN DATE AFTER SEPTEMBER 5, 2023! All Drivers must be ov ...
From $903 per night (USD)Expedia
- Click For Pricing
VRBO
Two Bedroom Condo, Gulf Front, Bradenton Beach (2106005)
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Via Roma Beach Resort club resort 2408 Gulf Drive North Bradenton Beach, FL 34217 With its white stucco buildings, Io ...
Click For PricingVRBO
- Click For Pricing
Expedia
Two Bedroom Condo, Gulf Front, Bradenton Beach (2105996)
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Via Roma Beach Resort club resort 2408 Gulf Drive North Bradenton Beach, FL 34217 With its white stucco buildings, Io ...
Click For PricingExpedia
- From $352 per night (USD)
VRBO
Luxury Sarasota HEATED Pool Oasis Close to Beaches!!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Completely updated 3 bedroom 3 bathroom home that has been beautifully renovated and furnished in a modern coastal desig ...
From $352 per night (USD)VRBO
- From $208 per night (USD)
Expedia
WBC 212 Spacious 2\/2 Pool Tennis Condo Close To White Sand Beach Shopping
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
VRC20-000174 Westbay Cove 212 located at 600 Manatee Ave West in Holmes Beach is a picturesque and luxurious two bedroo ...
From $208 per night (USD)Expedia
- From $194 per night (USD)
VRBO
Beautiful Dog-Friendly Home w\/ Fast WiFi, Central AC, & W\/D - Snowbirds Welcome
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Warner's Bayou Too! Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $194 per night (USD)VRBO
- From $204 per night (USD)
Expedia
Lakeside Retreat! Lakefront Living in Northwest Bradenton w\/ Saltwater Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Lakeside Retreat truly is a treat! This home is brand new to the rental market with so many extras to make your vacation ...
From $204 per night (USD)Expedia
- From $393 per night (USD)
VRBO
FANTASTIC, RENOVATED 2 BEDROOM HOME STEPS TO BEACH!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
3706 Gulf Drive, Holmes Beach, FL Anna Maria Island Fantastic, recently renovated home located just steps to the beach. ...
From $393 per night (USD)VRBO
- From $135 per night (USD)
Expedia
Stunning & Serene, Minutes to Anna Maria Island, IMG & More
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
When you stay here you'll enjoy these serene and pastoral park-like grounds with non-stop views of catch and release fis ...
From $135 per night (USD)Expedia
- From $268 per night (USD)
VRBO
Island Beach Club 24
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Island Beach Club 24 - Condo 2 Bedroom / 1 Bath gulf front , maximum occupancy of 4 people. VRC16-000069 Max 1 veh ...
From $268 per night (USD)VRBO
- From $650 per night (USD)
Expedia
2nd House from the Beach with No Roads to Cross
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
The Seaside Sanctuary is the upper level unit of a beachfront duplex. It is the 2nd house from the beach with no roads ...
From $650 per night (USD)Expedia
- Click For Pricing
Expedia
Coconut Breeze by Duncan Real Estate
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Coconut Breeze is a beautifully renovated duplex only a short five-minute walk to the beach. Coconut Breeze is finished ...
Click For PricingExpedia
- From $268 per night (USD)
Expedia
Island Beach Club 1 in Holmes Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Island Beach Club 1 - Condo 2 Bedroom / 2 Bath, maximum occupancy of 4 people. VRC16-000745Beach/Gulf Front - Community ...
From $268 per night (USD)Expedia
- From $425 per night (USD)
VRBO
BAY PALMS - SPACIOUS POOL HOME WITH WONDERFUL AMENITIES. WALK TO A GREAT BEACH! A MUST SEE!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Bay Palms..... Exceptional, newer 3 bedroom, 2.5 bath villa located just a short walk to the beach. This wonderful renta ...
From $425 per night (USD)VRBO
- From $339 per night (USD)
Expedia
AM I Dreaming: 3 BR, 2 BA House in Holmes Beach, Sleeps 6
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The vacation you have imagined finally becomes a reality. AM I dreaming is a bright and charming 3 bedroom, 2 bathroom c ...
From $339 per night (USD)Expedia
- From $375 per night (USD)
VRBO
Sun Plaza West 105 - Two Bedroom condo, Sleeps 6- on the beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
AT A GLANCE Recently remodeled gulf front condo 2 Bedrooms and 2 Bathrooms with two balconies Complex equipped with a l ...
From $375 per night (USD)VRBO
- From $517 per night (USD)
Expedia
Elegant Beachfront Condo w\/pool! Walking distance to many restaurants and shops
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Elegant, Beachfront Top Floor Condo - walk directly onto the Beautiful beaches of Anna Maria Island. Honey maple kitchen ...
From $517 per night (USD)Expedia
- From $221 per night (USD)
VRBO
217 84th Street in Holmes Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
217 84th Street - Anna Maria Island - 3 Bedroom/ 2 Bath, maximum occupancy of 6 people. VRC#20-000113Private Pool - Dis ...
From $221 per night (USD)VRBO
- From $268 per night (USD)
Expedia
Island Beach Club 22
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Island Beach Club 22 - Anna Maria Island - Condo 2 Bedroom / 1 Bath, maximum occupancy of 4 people. VRC20-000254 ...
From $268 per night (USD)Expedia
- Click For Pricing
VRBO
LIME IN DE COCONUT- DOWNSTAIRS
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
LIME IN DE COCONUT- DOWNSTAIRS..... Adorable, ground level two bedroom, two bath in a 2 unit cottage. Cheery beach de ...
Click For PricingVRBO
- Click For Pricing
Expedia
WONDERFUL TOWNHOME WITH VIEWS OF THE GULF! 2 BEDROOM, 2.5 BATH WITH HEATED POOL AND EASY WALK TO TH
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
THE SANDY OWL AT HOLMES BEACH Part of the Beach Townhouses complex, #107 The Sandy Owl sits directly across from Manatee ...
Click For PricingExpedia
- From $450 per night (USD)
VRBO
Sand Of Times-Beautiful 6 bedrooms with private pool\/spa with a water slide
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 12
Sands of Time 6908 Holmes Blvd Holmes Beach, FL 34217 Sands of Time is a newly built 6 bedroom, 4.5 bathroom vacation ...
From $450 per night (USD)VRBO
- From $253 per night (USD)
Expedia
Island Beach Club 21
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Island Beach Club 21 - Anna Maria Island - Condo 2 Bedroom / 2 Bath, maximum occupancy of 4 people. VRC16-000067 ...
From $253 per night (USD)Expedia
- From $278 per night (USD)
VRBO
Restored 1920's Anna Maria Island Cottage . 1 block to the beach with no roads to cross! Quaint, ch
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
110 31st St., Holmes Beach, FL 34217 "Almost to the Beach" ... Charming, updated 1920's cottage with 2 bedrooms and 1 b ...
From $278 per night (USD)VRBO
- From $449 per night (USD)
Expedia
Bay Breeze Cottages #3
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Summary: Bay Breeze Cottages is an Old Florida Charm Boutique Resort located on historic Anna Maria Island. Bask in the ...
From $449 per night (USD)Expedia
- From $126 per night (USD)
VRBO
White Palm-2 bedroom monthly condo getaway awaits you with beautiful bay views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
At a Glance Newly redecorated condo located on the northeastern Bayfront of Anna Maria Island 2 bedrooms and 2 bathro ...
From $126 per night (USD)VRBO
- From $321 per night (USD)
Expedia
Anna Maria Island Club 31
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Anna Maria Island Club 31 - Anna Maria Island - Condo - 2 Bedroom/ 2 Bath, maximum occupancy of 4 people. Gulf View - Co ...
From $321 per night (USD)Expedia
- From $567 per night (USD)
VRBO
Sunnyside of the Beach: Updated, 5-bedroom home, pool, close to beach!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
This home was lovingly updated Fall/Winter 2022-2023. New pics of the gorgeous improvements coming soon! If you are loo ...
From $567 per night (USD)VRBO
- From $557 per night (USD)
Expedia
Bradenton Beach Club A
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Bradenton Beach Club, Unit A - Anna Maria Island - 3 Bedroom/ 2 Bath, maximum occupancy of 6 people. Gulf Front ...
From $557 per night (USD)Expedia
- From $168 per night (USD)
VRBO
Sandy Point 111 in Holmes Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Sandy Point 111 - Anna Maria Island - 2 Bedroom/ 2 Bath, maximum occupancy of 4 people. VRC16-000289 Distance to t ...
From $168 per night (USD)VRBO
- Click For Pricing
Expedia
Lime In De Coconut - Upstairs 1 bedroom, 1 bath shared pool. Walk to beaches!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
LIME IN DE COCONUT- UPSTAIRS..... Adorable, one bedroom, one bath in a 2 unit cottage. Cheery beach decor and a shared ...
Click For PricingExpedia
- From $157 per night (USD)
VRBO
Sandy Point Cove 112
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Sandy Point Cove 112 - Anna Maria Island - 2 Bedroom/ 2 Bath, maximum occupancy of 6 people. VRC19-000139Distance to the ...
From $157 per night (USD)VRBO
- From $477 per night (USD)
Expedia
Cuddlefish Cove: Heated Pool, rooftop deck, gorgeous views!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Cuddlefish Cove Your flip flops have found a new retreat by the beach! Stay for a week or a month at this dazzling Key W ...
From $477 per night (USD)Expedia
- Click For Pricing
Expedia
3011 Ave E-3 in Holmes Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
3011 Avenue E, Unit 3 - Triplex Condo 1 Bedroom/ 1 Bath, maximum occupancy of 4 people. VRC16-000051This tri-plex has a ...
Click For PricingExpedia
- From $290 per night (USD)
Expedia
313 Island Walk in Holmes Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Island Walk 313 - Anna Maria Island - Townhouse - 3 Bedroom/ 2 .5 Bath, maximum occupancy of 6 people. VRC16-000052Priva ...
From $290 per night (USD)Expedia
- Click For Pricing
VRBO
Waterfront on Anna Maria Sound ~ Beaches just minutes away!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
LUXURIOUS, 2-BEDROOM 2 BATH CONDO WITH SUNSET WATERVIEWS AT ONE PARTICULAR HARBOUR LOCATED ON THE INTRACOASTAL WATERWA ...
Click For PricingVRBO
- From $155 per night (USD)
Expedia
2 bd\/2 bath Condo on Sarasota Bay Across from Gulf of Mexico
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Available from May 1st - December 15, 2023. Long-term renter desired. Beautiful corner unit condo with an abundance of w ...
From $155 per night (USD)Expedia
- Click For Pricing
VRBO
Beautiful Longboat Key, Florida - Little Gull Resort
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Large 2 bedroom, 2 bathroom suite (plus pull-out sofa bed) Fully equipped kitchen with dishwasher 3 TVs and WIFI Firepla ...
Click For PricingVRBO
- From $270 per night (USD)
Expedia
South Beach Village 111-By Island Real Estate Vacations
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy a home-away-from-home vacation here. This 3 bedroom town home is very spacious with an open floor plan. Open the s ...
From $270 per night (USD)Expedia
- From $394 per night (USD)
VRBO
Casa Morado-Pet Friendly Pool Home West of Gulf Dr-By Island Real Estate Vacatio
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Just a few short blocks with no busy roads to cross to get to the beach. The home is very spacious with 4 bedrooms. Th ...
From $394 per night (USD)VRBO
- From $213 per night (USD)
Expedia
Viva La Flamingo! Newly Furnished Home, 10 Min to Anna Maria, Heated Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Important: This home can sleep a maximum of 6 adults. Welcome to our beautiful Viva La Flamingo home. Newly decorated i ...
From $213 per night (USD)Expedia
- From $279 per night (USD)
VRBO
Family (and snowbird) friendly home w\/ ocean view, central AC, & private hot tub
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Sunset Oasis Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $279 per night (USD)VRBO
- From $191 per night (USD)
Expedia
Dog-friendly, newly renovated condo w\/ WiFi & central A\/C - Snowbirds welcome
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Beach Sunrise Villa Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $191 per night (USD)Expedia
- From $137 per night (USD)
VRBO
Anna Maria Island Sunshine Kiss Villa
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The Sunshine Kissed Villa has everything you need for a complete holiday! Our villa has all you need for staying in, an ...
From $137 per night (USD)VRBO
- From $131 per night (USD)
Expedia
GORGEOUS BAY VIEWS! Quiet Escape! Call for rates!!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The alluring island of Anna Maria invites you to this refreshing, colorfully decorated, 2 bedroom/ 2 bathroom condo. Loc ...
From $131 per night (USD)Expedia
- Click For Pricing
VRBO
1\/1 Bungalow NW Bradenton
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Intimate and tranquil serene cottage with parking for boat trailer, and public ramp just a few blocks away. Minutes awa ...
Click For PricingVRBO
- From $308 per night (USD)
Expedia
DIRECT BEACHFRONT! PANARAMIC SUNSET VIEWS!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Marbella Villa 10 is a beautiful beach front Condo that gives you that home away from home type of feeling. Bask in the ...
From $308 per night (USD)Expedia
- Click For Pricing
VRBO
Come aboard our nautical adventure
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
2 bedroom 1 bath live aboard yacht. Enjoy the Florida sunshine and Fabulous sunsets! Escape the hustle and bustle of dow ...
Click For PricingVRBO
- Click For Pricing
Expedia
Relaxing Via Roma Beach Resort, 1 Bedroom Suite
- 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
- Click For Pricing
VRBO
2-Bed\/2Bath\/1Den First Floor Townhouse in a lovely gated golf course community.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
1st Floor Townhouse overlooking the golf course, in a secure gated community with multiple pools for both adults and chi ...
Click For PricingVRBO
- From $269 per night (USD)
Expedia
Bungalow 108: Dolphin Courtyard-Bungalow
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
A charming 1 bedroom bungalow complete with a full kitchen, queen size bed, queen sleeper sofa, and jacuzzi jet bathtub ...
From $269 per night (USD)Expedia
- From $203 per night (USD)
VRBO
Anna Maria Island \"Star Fish\"Condo w\/ Boat Slip- -2BR\/2BA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Starfish Condo on Anna Maria Island -2 BR 2 BA With a 25' Boat Slip Wonderful quiet residential area overlooks pool; bey ...
From $203 per night (USD)VRBO
- From $154 per night (USD)
Expedia
2\/2 blocks from the water, bike ride to the beach THE FLORIDIAN
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Beautiful beach getaway all to yourself in a very quiet neighborhood with 2 bed 2 bath newly remodeled home that can sle ...
From $154 per night (USD)Expedia
- From $199 per night (USD)
VRBO
Sandy Point Cove 114
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Sandy Pointe 114 - Anna Maria Island - Townhouse 3 Bedroom/ 3 Bath, maximum occupancy of 6 people. VRC16-000070Distance ...
From $199 per night (USD)VRBO
- From $299 per night (USD)
Expedia
Villa Treasure Island - Beautifully Renovated Private Pool Home w\/ Hottub
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
LOCATED IN A QUIET NEIGHBORHOOD, our elegant Villa Treasure Island is exactly what you've been looking for. Imagine spe ...
From $299 per night (USD)Expedia
- From $579 per night (USD)
VRBO
Silver Surf- A stunning family home 2 blocks from the beach.
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
The minute you walk in the front door at Silver Surf you'll be convinced that you're about to experience the very best o ...
From $579 per night (USD)VRBO
- From $520 per night (USD)
Expedia
For Shore: 5 BR, 4.5 BA House in Holmes Beach, Sleeps 10
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
If you are hoping to stay on the perfect Old Florida island in the perfect beach home, you have found your destination a ...
From $520 per night (USD)Expedia
- From $500 per night (USD)
VRBO
GORGEOUS 3 BEDROOM POOL HOME JUST STEPS TO BEACH
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Two For Sea ... Light and bright, beautifully decorated 3 bedroom, 3 bath newer home located in the city of Holmes Beac ...
From $500 per night (USD)VRBO
- From $863 per night (USD)
Expedia
510 Bayview in Holmes Beach
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 6
510 Bayview - Anna Maria Island - 5 Bedroom / 5 Bath, maximum occupancy of 6 people. Canal Home - Private Pool - ...
From $863 per night (USD)Expedia
- From $667 per night (USD)
VRBO
Sea Grape Inn#8- Beach Front Condo
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
BEACH FRONT Condo- 2nd Floor of Beach Front Property, 3 Bdrms/2.5 Baths or UPGRADE to 4 Bdrms/ 3.5 Baths Condo! 3 BDRMS ...
From $667 per night (USD)VRBO
- From $220 per night (USD)
Expedia
Waterslide & Pool ** Wimpy’s Whereabouts!**
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
This cute cozy 2 bedroom and 2 full bathroom duplex is completely remodeled. The bedrooms both have king size beds. The ...
From $220 per night (USD)Expedia
- From $125 per night (USD)
VRBO
WATER SLIDE & POOL ** Sugarcane Hideaway**
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 16
This unit has 3 bedroom 2 full baths. The master has a king size bed and on-suite full bathroom. The 2nd bedroom has a q ...
From $125 per night (USD)VRBO
- From $259 per night (USD)
Expedia
WATER SLIDE & POOL ** SUGAR SHACK**
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
It’s welcoming and a completely remodeled cottage. It has everything you need for a relaxing vacation. There are three b ...
From $259 per night (USD)Expedia
- From $226 per night (USD)
VRBO
Sandy Point 205 in Holmes Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Sandy Point 205 - Anna Maria Island - 2 Bedroom/ 2 Bath, maximum occupancy of 4 people. VRC16-000291 Distance to t ...
From $226 per night (USD)VRBO
- From $194 per night (USD)
Expedia
LaPlayita Condo 5 in Holmes Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
LaPlayita 5 - Anna Maria Island - Condo 2 Bedroom / 2 Bath, maximum occupancy of 4 people. VRC19-000138 Community ...
From $194 per night (USD)Expedia
- From $172 per night (USD)
VRBO
POOL HOME OPEN FOR THE SUMMER! BRING YOUR BOAT! MONTH MINIMUM - GREAT PRICE AND A GREAT LOCATION!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
239 85th Street, Holmes Beach, Anna Maria Island Bailey's Home ... Lovely and spacious 3 bedroom, 2 bath home. Recently ...
From $172 per night (USD)VRBO
- Click For Pricing
Expedia
3011 Ave E-1 in Holmes Beach
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
3011 Avenue E, Unit 1 - Anna Maria Island -Triplex Condo - 4 Bedroom/ 2 Bath, maximum occupancy of 8 people. VRC16-00005 ...
Click For PricingExpedia
- From $370 per night (USD)
VRBO
Chillifish: Peaceful Floridian pool home in great location
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
You can’t imagine anyone not falling in love with the exquisite "Chillifish" - a peaceful gem, decorated with the utmost ...
From $370 per night (USD)VRBO
- From $694 per night (USD)
Expedia
Hogfish: Stunning Southern-style large family home, minutes from Tampa Bay
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Location, location, location! Hogfish is a spacious 4 bedroom, 3 ½ bath home within walking distance to Pine Avenue, Ci ...
From $694 per night (USD)Expedia
- From $272 per night (USD)
VRBO
Shell Cottage- Florida style pool home close to beach.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
If you enjoy salt air and sea breezes, morning coffee on your patio, walking miles and miles of white sandy beach and sw ...
From $272 per night (USD)VRBO
- From $249 per night (USD)
Expedia
Bay Breeze Cottages #2
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: Bay Breeze Cottages is an Old Florida Charm Boutique Resort located on historic Anna Maria Island. Bask in the ...
From $249 per night (USD)Expedia
- From $148 per night (USD)
VRBO
BEAUTIFUL Remodeled 2 Bedroom 2.5 Bath Right on the Water w\/Solar Heated...
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
**ASK ABOUT LAST MINUTE DEALS! Set sail from this completely remodeled two-bedroom, two-and-a-half-bath tow ...
From $148 per night (USD)VRBO
- From $425 per night (USD)
Expedia
AMI Peppertree Paradise - Cozy Updated Home w\/Heated Pool on North End of Island, 2 Houses to Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to AMI Peppertree Paradise! On Anna Maria Island (Anna Maria, FL) 1970 sq. ft HIGHLIGHTS: - Kitchen, Dining Ar ...
From $425 per night (USD)Expedia
- From $399 per night (USD)
VRBO
Endless Summer: Gulf Front, On the Beach, Panoramic Views, Pool by Anna Maria Life Vacation Rentals
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
2600 Gulf Dr. #23, Bradenton Beach, FL 34217 What you'll love about this condo: Location! Gulf Front Condo at Anna Mar ...
From $399 per night (USD)VRBO
- From $185 per night (USD)
Expedia
Longbeach Lucky #13 Condo by RVA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
No luck needed here to know you've stumbled upon one of the best spots Longboat Key has to offer. Longbeach Lucky 13 by ...
From $185 per night (USD)Expedia
- From $129 per night (USD)
VRBO
6715-204 Beautiful Veranda with golf next to the pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Gulf Coast Florida Properties would like to introduce the latest addition to our portfolio of vacation homes. 6715 GRAND ...
From $129 per night (USD)VRBO
- From $295 per night (USD)
Expedia
Secluded, Two-Story Home with a Lanai, Bar, & Private Pool - Steps from the Bay
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Palma Sola Paradise Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $295 per night (USD)Expedia
- From $314 per night (USD)
VRBO
Seaside Beach House 203 Gulf Front Condo Pool Unforgettable Sunset Views
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 3
VRC20-000296 This property is thoroughly cleaned and sanitized prior to your arrival. We pay special attention to high ...
From $314 per night (USD)VRBO
- From $312 per night (USD)
Expedia
Sea La Vie: 1.5 Blocks to Beach, Pool, Tropical Backyard & Pool by Anna Maria Life Vacation Rentals
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Sea La Vie! 205 55th St, Holmes Beach, FL 34217 What You'll Love About This Home: Location! One Block to th ...
From $312 per night (USD)Expedia
- From $366 per night (USD)
VRBO
Manatee Lookout by SeaBreeze Vacation
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Manatee Lookout is a charming 3 bedroom/3 bath home with private heated pool located on the sought after north end of An ...
From $366 per night (USD)VRBO
- From $159 per night (USD)
Expedia
191 Pineneedle Drive
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
191 Pineneedle Drive - Bradenton - Ground level - 2 Bedroom / 2 Bath, maximum occupancy of 4 people. Community Pool - Di ...
From $159 per night (USD)Expedia
- From $410 per night (USD)
VRBO
Florida Breeze: 3 BR, 2.5 BA House in Holmes Beach, Sleeps 6
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Florida Breeze is the perfect vacation rental for your next trip to Anna Maria Island! The location with the short walk ...
From $410 per night (USD)VRBO
- From $177 per night (USD)
Expedia
Lazy Days at Runaway Bay 162 by SeaBreeze Vacation
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Lazy Days at Runaway Bay is the perfect place to take time out and relax at your home away from home. This ground floor ...
From $177 per night (USD)Expedia
- From $88 per night (USD)
VRBO
Lakewood National - Golf course living!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Lakewood National is a fully gated community that has 2, world class 36-hole golf courses, a full-service spa, state of ...
From $88 per night (USD)VRBO
- From $220 per night (USD)
Expedia
Sea Spray 3: *Steps to the beach *Close to shops, restaurants *Quiet street
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
The Sea Spray Cottages are an adorable group of 4 Units located in the North End of Anna Maria, West of Gulf Drive and o ...
From $220 per night (USD)Expedia
- From $321 per night (USD)
VRBO
Sea Spray 4: *Heated Pool *Pet-Friendly *Steps to beach *Shops, dining close
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The Sea Spray Cottages are an adorable group of Units located in the North End of Anna Maria, West of Gulf Drive and onl ...
From $321 per night (USD)VRBO
- From $75 per night (USD)
Expedia
Near to the Beach, UTC mall, SCF, IMG, Airport, Ringling Museum and much more
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Private entrance, Keurig coffee maker, mini fridge, microwave, internet access, roku TV, Netflix, hair dryer, desk, outs ...
From $75 per night (USD)Expedia
- From $744 per night (USD)
VRBO
Waterfront Duplex with WiFi, AC, Washer\/Dryer, Water Views - Dogs - Snowbirds OK
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 14
Bayshore Panorama Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $744 per night (USD)VRBO
- From $437 per night (USD)
Expedia
Bayfront getaway with gorgeous view, private dock, AC & kayaks - dog-friendly
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Bayshore Panorama Two Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $437 per night (USD)Expedia
- From $393 per night (USD)
VRBO
Waterfront Retreat - WiFi, AC, Washer\/Dryer, Water Views - Dogs OK, Snowbirds OK
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Bayshore Panorama One Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $393 per night (USD)VRBO
- From $275 per night (USD)
Expedia
(2) Bedroom (2) Bath with Private 10' x 30' Sun Deck
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Anna Maria Island's "Castnetter 5" is a delightful Island local located directly across the street from the seven acre " ...
From $275 per night (USD)Expedia
- From $995 per night (USD)
VRBO
ISLAND LIFE VILLA is Luxury at it's Finest! Incredible Water Views!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Relax. Recharge. Reconnect. Come live the Island Life at one of Anna Maria’s finest rentals designed for making magical ...
From $995 per night (USD)VRBO
- From $250 per night (USD)
VRBO
Turtle Nest! New Holiday House w\/ Pool, Wifi, and Access to the Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This comfortable and tastefully furnished vacation home was built in 2012 and offers everything you need for a relaxed v ...
From $250 per night (USD)VRBO
- From $550 per night (USD)
VRBO
Brand-new bay-front home with a private pool and dock
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Bridgeview Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $550 per night (USD)VRBO
- From $245 per night (USD)
Expedia
Refreshed townhome in the best location! Heated pool!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Sea La Vie by AMI Locals Townhome in Holmes Beach, FL Vacay mode begins when you arrive to this newly, refreshed 3/2 be ...
From $245 per night (USD)Expedia