Manatee Area Rentals
From $381 per night (USD)VRBO
Ground Floor home for 5, short walk to beach and private heated pool! Lovely open living area
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to Citrus Cottage located steps from the Gulf beaches of Anna Maria Island. Citrus Cottage is a ground level hal ...
From $381 per night (USD)VRBO
From $303 per night (USD)Expedia
Palm Cay 5, Newly Remodeled Townhome Steps from the Beach. Heated Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
VRC16-000555 Palm Cay 5 | Newly Remodeled Townhome Steps from the Beach Freshly Updated & Designed for Comfort Welcome ...
From $303 per night (USD)Expedia
From $414 per night (USD)VRBO
Seaside Condo – Pool & Epic Sunset Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
VRC16-000502 Seaside Beach House #101 located at 102 68th Street in Holmes Beach is a direct Gulf front complex with a ...
From $414 per night (USD)VRBO
From $501 per night (USD)Expedia
Gulf Place Unit 3 in Holmes Beach
- 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 renovated re ...
From $501 per night (USD)Expedia
From $624 per night (USD)VRBO
Valhalla Upstairs • Panoramic Gulf View Retreat
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Guests have long praised the views and location of Valhalla Upstairs. With a full remodel debuting September 27, 2025, t ...
From $624 per night (USD)VRBO
From $390 per night (USD)Expedia
Valhalla Downstairs Duplex On Beach Covered Deck Unforgettable Sunsets
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
For years, guests have loved the charm and unbeatable location of Valhalla Downstairs. Now, after a complete remodel deb ...
From $390 per night (USD)Expedia
From $329 per night (USD)VRBO
Seaside Condo – Pool & Epic Sunset Views
- Bedrooms:
- 1
- 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 $329 per night (USD)VRBO
From $633 per night (USD)Expedia
Beautiful Island Home with Great Amenities, Pool, Grill, located close to the Gulf Beaches
- Bedrooms:
- 4
- 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 $633 per night (USD)Expedia
From $427 per night (USD)VRBO
3 bedroom home on Anna Maria Island, private heated pool, super location!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This stunning tropical oasis called Sunbreeze features hardwood and tile floors throughout the home, front and back deck ...
From $427 per night (USD)VRBO
From $596 per night (USD)Expedia
Luxury Four Bedroom Home with Easy Access to Beach. Pool and private Patio.
- Bedrooms:
- 4
- 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 $596 per night (USD)Expedia
From $428 per night (USD)VRBO
Bradenton Beach Club unit D | 3/2 Beach Front Condo
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to your dream getaway – a stunning 3-bedroom, 2-bathroom gulf-front condo that embodies beauty, tranquility, and ...
From $428 per night (USD)VRBO
From $325 per night (USD)Expedia
Ground Floor Two Bedroom Island Styled Home on Beautiful Anna Maria. Close to Beaches!!
- Bedrooms:
- 1
- 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 $325 per night (USD)Expedia
From $378 per night (USD)VRBO
Coastal cute on Anna Maria Island, 2 bedroom with private pool! Pet friendly
- Bedrooms:
- 2
- Bathrooms:
- 2
- 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 $378 per night (USD)VRBO
From $236 per night (USD)VRBO
Beach Palms 2A-Beach 1 Minute WalkHeated Pool-Free Wi-Fi-Dock
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
We understand that plans can change, and we want you to book your stay with peace of mind. That’s why we offer the most ...
From $236 per night (USD)VRBO
From $225 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
We understand that plans can change, and we want you to book your stay with peace of mind. That’s why we offer the most ...
From $225 per night (USD)VRBO
From $314 per night (USD)Expedia
Shell Cove 9 Gulf Front 2/1 Condo Spectacular Sunsets
- Bedrooms:
- 1
- Bathrooms:
- 2
- 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 $314 per night (USD)Expedia
From $367 per night (USD)VRBO
Gulf Views & Pool Access: Bradenton Beach Condo!
- 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 $367 per night (USD)VRBO
From $238 per night (USD)Expedia
Bliss & Tonic Up | Coastal Retreat with Water Views & Steps to the Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Tucked away in a peaceful Bradenton Beach neighborhood, Bliss & Tonic Up is a bright and airy 2-bedroom, 2-bath retreat ...
From $238 per night (USD)Expedia
From $291 per night (USD)VRBO
Runaway Bay 250, Beautiful 2/2 condo in Bradenton Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
PLEASE NOTE THAT DUE TO OUR RECENT STORMS THE TENNIS COURTS AND POOL ARE NOT YET OPEN AT THIS PROPERTY. PLEASE CALL OUR ...
From $291 per night (USD)VRBO
From $337 per night (USD)Expedia
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 $337 per night (USD)Expedia
From $452 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 $452 per night (USD)VRBO
From $401 per night (USD)Expedia
Island Daze | Newly Renovated Beach Retreat Steps from Bridge Street
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Island Daze | Spacious Beach Retreat Steps from Bridge Street Newly Renovated & Ready for Your Dream Vacation Freshly re ...
From $401 per night (USD)Expedia
From $304 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
We understand that plans can change, and we want you to book your stay with peace of mind. That’s why we offer the most ...
From $304 per night (USD)VRBO
From $388 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 $388 per night (USD)Expedia
From $218 per night (USD)VRBO
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 $218 per night (USD)VRBO
From $501 per night (USD)Expedia
Good Times Both Units Quiet Duplex Spacious Open Deck Close to Pristine Beach
- Bedrooms:
- 4
- Bathrooms:
- 4
- 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 $501 per night (USD)Expedia
From $276 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 $276 per night (USD)VRBO
From $640 per night (USD)Expedia
New Luxury-Professionally Decorated Home Pool/Spa 5 Minutes walk to beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- 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 $640 per night (USD)Expedia
From $482 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 $482 per night (USD)VRBO
From $694 per night (USD)Expedia
Magnolia walk to beach/shops, AMI perfect Location, private lagoon pool/spa
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Discover island paradise at Magnolia located on Magnolia Ave. , a *premier residential street* just south of Pine Ave. i ...
From $694 per night (USD)Expedia
From $930 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 $930 per night (USD)VRBO
From $406 per night (USD)Expedia
Royal Palm: Pool, 2 Blocks to Beach, Close to Dining & Shopping by Anna Maria Life Vacation Rentals
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Royal Palm by Anna Maria Life Vacation Rentals 5701 Holmes Blvd, Unit A, Holmes Beach, FL 34217 What You'll Love About ...
From $406 per night (USD)Expedia
From $407 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:
- 3
- Sleeps:
- 6
Tiki Cottage by Anna Maria Life Vacation Rentals 303 64th St, Unit B, Holmes Beach, FL 34217 What You'll Love About Thi ...
From $407 per night (USD)VRBO
From $465 per night (USD)Expedia
Happy Place: 1.5 Blocks to Beach, Pool Home, Florida Room by Anna Maria Life Vacation Rentals
- Bedrooms:
- 3
- 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 $465 per night (USD)Expedia
From $674 per night (USD)VRBO
Glory Days: AMI North End, Backyard Oasis, Pool, 1.5 Bocks to Beach by Anna Maria Life
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Glory Days by Anna Maria Life Vacation Rentals 206 Archer Way, Anna Maria, FL 34216 What You'll Love About This Home: L ...
From $674 per night (USD)VRBO
From $329 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
Chiki Tiki West by Anna Maria Life Vacation Rentals 303 64th St, Unit A, Holmes Beach, FL 34217 What You'll Love About ...
From $329 per night (USD)Expedia
From $433 per night (USD)VRBO
Escape to Anna Maria Island!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Ave Maria! We are a 5 minute walk to Anna Maria Beach. Head on down to Bean Point, located on the norther ...
From $433 per night (USD)VRBO
From $270 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
We understand that plans can change, and we want you to book your stay with peace of mind. That’s why we offer the most ...
From $270 per night (USD)VRBO
From $292 per night (USD)VRBO
Anna Maria Island Beach Sands 203-Private Beach Access-Free Wi-Fi-Heated Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
We understand that plans can change, and we want you to book your stay with peace of mind. That’s why we offer the most ...
From $292 per night (USD)VRBO
From $552 per night (USD)Expedia
Ultimate Tiki Retreat☀️ 10 Min To Beach~Heated Pool
- Bedrooms:
- 2
- Bathrooms:
- 4
- 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 $552 per night (USD)Expedia
From $361 per night (USD)VRBO
Absolute Anna Maria-Private Beach Access-Beach 1 Minute Walk-Heated Pool-Free Wi
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
We understand that plans can change, and we want you to book your stay with peace of mind. That’s why we offer the most ...
From $361 per night (USD)VRBO
From $465 per night (USD)Expedia
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 $465 per night (USD)Expedia
From $282 per night (USD)VRBO
Castnetter Beach Resort 5
- 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 $282 per night (USD)VRBO
From $488 per night (USD)Expedia
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 $488 per night (USD)Expedia
From $788 per night (USD)VRBO
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 $788 per night (USD)VRBO
From $1325 per night (USD)Expedia
Dolphin Tales: Pool, Bay Views & Private Beach by Anna Maria Life Vacation Rentals
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Dolphin Tales by Anna Maria Life Vacation Rentals 836 S Bay Blvd, Anna Maria, FL 34216 What You'll Love About This Home ...
From $1325 per night (USD)Expedia
From $302 per night (USD)VRBO
Casa Sierra 203B - 2BR Condo with Pool - By Island Real Estate Vacations
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Casa Sierra Resort is a private Mediterranean style four unit complex in Holmes Beach on beautiful Anna Maria Island. Th ...
From $302 per night (USD)VRBO
From $372 per night (USD)Expedia
Beach Getaway in Bradenton Beach with Games, 2 Mins to Beach! - A Twist of Lime
- Bedrooms:
- 2
- 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 $372 per night (USD)Expedia
From $423 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 $423 per night (USD)VRBO
From $472 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 $472 per night (USD)Expedia
From $386 per night (USD)VRBO
Chapter 2: Renovated pool home, tiki hut and close to beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Chapter 2 Create some magic memories in a slice of “Old Florida”. Relax outside in the heated saltwater p ...
From $386 per night (USD)VRBO
From $303 per night (USD)Expedia
Cottage with Private Pool! 4 Homes from the Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Coconut Cottage #2 by AMI Locals 108 39th Street, Unit 2, Holmes Beach, FL 34217 VRC18-000070 Welcome to Coconut Cottag ...
From $303 per night (USD)Expedia
From $423 per night (USD)VRBO
TWO SHELL COVE - BEACHFRONT -Amazing Remodel - On The Sand - I
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
TWO SHELL COVE on Anna Maria Island has been totally remodeled after Hurricanes Helene and Milton. Open plan with amazi ...
From $423 per night (USD)VRBO
From $669 per night (USD)Expedia
Florida Dream: Rent pure luxury in Bradenton / Anna Maria Iceland
- Bedrooms:
- 2
- 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 $669 per night (USD)Expedia
From $455 per night (USD)VRBO
🌴”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 $455 per night (USD)VRBO
From $256 per night (USD)Expedia
This beautiful unit has front row seats to the sunrise! Direct bayfront!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Harbour Villa #305 was just recently updated with a brand new fully stocked kitchen from appliances to counter tops and ...
From $256 per night (USD)Expedia
From $794 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! All Drivers must be over the age of 21. Drivers must provide valid ...
From $794 per night (USD)VRBO
From $382 per night (USD)Expedia
3 bedroom luxury condo near Anna Maria Island, pool, pet friendly, elevator!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
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 $382 per night (USD)Expedia
From $230 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 $230 per night (USD)VRBO
From $284 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 $284 per night (USD)Expedia
From $156 per night (USD)VRBO
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 $156 per night (USD)VRBO
From $414 per night (USD)Expedia
Beachfront 2/1 - Newly Remodeled. Step out the door onto the sand. Amazing! - D
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
TWO SHELL COVE: Your Dream Beachfront Escape on Anna Maria Island Experience the ultimate beachfront vacation at TWO SHE ...
From $414 per night (USD)Expedia
From $2029 per night (USD)VRBO
Cloud 9 - BeachFront Splendor
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 8
Beach Front/Heated Pool/Hot Tub/ 4 bedroom plus den North End of Anna Maria Island. Professionally decorated and fin ...
From $2029 per night (USD)VRBO
From $1318 per night (USD)Expedia
Big Family Beach House: Large family home, heated pool, putting green
- Bedrooms:
- 5
- 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 $1318 per night (USD)Expedia
From $878 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 $878 per night (USD)VRBO
From $1988 per night (USD)Expedia
Serendipity Deux Beachfront Retreat
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Luxury Beachfront Retreat | 4BR/4.5BA | Pool, Spa, Bikes, Kayak Escape to paradise in this 4-bedroom, 4.5-bath beachf ...
From $1988 per night (USD)Expedia
Click For PricingVRBO
New 2 Bedroom/2 Bath Condo at Lakewood National Golf Club
- Bedrooms:
- 1
- 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 ...
Click For PricingVRBO
From $494 per night (USD)Expedia
Sea Grape Inn #6- Beachfront Property
- Bedrooms:
- 2
- Bathrooms:
- 2
- 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 $494 per night (USD)Expedia
From $888 per night (USD)VRBO
Oceans Blue Walk to the beach, stunning pool/spa private deck great location
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Indulge in the ultimate beach escape to Oceans Blue located on the *premier corner* of Coconut & Los Cedros in Anna Mari ...
From $888 per night (USD)VRBO
From $459 per night (USD)Expedia
Charming Canal front Luxury home with brand-new Pool!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Dockside Paradise! Dockside Paradise is a perfect canal front retreat centrally located in Anna Maria! Comp ...
From $459 per night (USD)Expedia
From $1071 per night (USD)VRBO
Amie House Mod BEACH Getaway
- Bedrooms:
- 4
- 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 $1071 per night (USD)VRBO
From $545 per night (USD)Expedia
Bradenton Beach Club 251 - Anna Maria Island - Condo 3 Bedroom/ 2 1/2 Bath,...
- Bedrooms:
- 2
- 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 $545 per night (USD)Expedia
From $153 per night (USD)VRBO
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 $153 per night (USD)VRBO
From $208 per night (USD)Expedia
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 $208 per night (USD)Expedia
From $273 per night (USD)VRBO
Beach Palms 8B-Beach 1 Minute Walk, Heated Pool, Free Wi-Fi-Dock-Private Balcony
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
We understand that plans can change, and we want you to book your stay with peace of mind. That’s why we offer the most ...
From $273 per night (USD)VRBO
From $589 per night (USD)Expedia
Sol Mate – Pet Home w/ Heated Pool, Spa, Walk to Bean Point Beach & Pine Ave
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Sol Mate! On Anna Maria Island (Anna Maria, FL) Your Island Oasis Awaits at Sol Mate, Where Modern Comfort, ...
From $589 per night (USD)Expedia
From $792 per night (USD)VRBO
Canal Front with Boat Dock! Perfect Location! Game Room! -A Pirate's Dream
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
A Pirate’s Dream by AMI Locals Home in Holmes Beach, Florida Highlights • Private dock • Private pool (Heated betwee ...
From $792 per night (USD)VRBO
From $256 per night (USD)Expedia
Amazing beach getaway pool condo by the beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- 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 $256 per night (USD)Expedia
From $676 per night (USD)VRBO
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 $676 per night (USD)VRBO
From $299 per night (USD)Expedia
Gulf Watch 111 - Anna Maria Island - Condo 2 Bedro
- 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 $299 per night (USD)Expedia
From $770 per night (USD)VRBO
Dream Catcher- Key West style beach house on North end.
- 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 $770 per night (USD)VRBO
From $441 per night (USD)Expedia
Pelican Cove 1 - Anna Maria Island - Condo 2 Bedroom /2 Bath beach side,...
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Pelican Cove 1- Anna Maria Island - Condo 2 Bedroom /2 Bath, maximum occupancy of 6 people. Gulf View ...
From $441 per night (USD)Expedia
From $310 per night (USD)VRBO
Pelican Cove 14 - Anna Maria Island - Condo 2 Bedroom /2 Bath bay view, ...
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Pelican Cove 14 - Anna Maria Island - Condo 2 Bedroom /2 Bath, maximum occupancy of 4 people. Bay View ...
From $310 per night (USD)VRBO
From $334 per night (USD)Expedia
Pelican Cove 13 - Anna Maria Island - Condo 2 Bedroom /2 Bath bay view, ...
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Pelican Cove 13 - Anna Maria Island - Condo 2 Bedroom /2 Bath, maximum occupancy of 6 people. Bay View ...
From $334 per night (USD)Expedia
From $374 per night (USD)VRBO
Pelican Cove 2 - Anna Maria Island - Condo 2 Bedroom /2 Bath beach side,...
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Pelican Cove 2 - Anna Maria Island - Condo 2 Bedroom /2 Bath, maximum occupancy of 5 people. Gulf View/Beach View ...
From $374 per night (USD)VRBO
From $355 per night (USD)Expedia
Pelican Cove 4 - Anna Maria Island - Condo 2 Bedroom /2 Bath beach side,...
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Pelican Cove 4 - Anna Maria Island - Condo 2 Bedroom /2 Bath, maximum occupancy of 5 people. Gulf View ...
From $355 per night (USD)Expedia
From $337 per night (USD)VRBO
Gulf Watch 205 - Anna Maria Island - Condo 2 Bedro
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Gulf Watch 205 - Anna Maria Island - 2 Bedroom / 2 Bath, maximum occupancy of 4 people. Distance to the Beach: acr ...
From $337 per night (USD)VRBO
From $871 per night (USD)Expedia
Beach Side Paradise-Beautiful luxury 6 bedrooms with amazing views, private pool
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 14
Beach Side Paradise is a beautiful well maintained luxury property with amazing views of the crystal blue waters of the ...
From $871 per night (USD)Expedia
From $359 per night (USD)VRBO
Anna Maria Island Club 12 - Condo 2 Bedroom/ 2 Bath beach view, maximum...
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Anna Maria Island Club 12 - Anna Maria Island - Condo - 2 Bedroom/ 2 Bath, maximum occupancy of 4 people. Gulf Fro ...
From $359 per night (USD)VRBO
From $490 per night (USD)Expedia
Coquina Beach Club 103 - Anna Maria Island - Condo 2 Bedroom/ 2 Bath ocean...
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Coquina Beach Club, Unit 103 - Anna Maria Island - 2 Bedroom/ 2 Bath, maximum occupancy of 6 people. Gulf View Con ...
From $490 per night (USD)Expedia
From $669 per night (USD)VRBO
Kingfish: *Canalfront *Paddleboards *Putt Putt *Heated Pool *Hot Tub
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 8
You want WARMTH –You want SUN – You NEED BEACH – KINGFISH is just the thing! Escape to one of Anna Maria Island’s most ...
From $669 per night (USD)VRBO
From $364 per night (USD)Expedia
Gulf Watch 115 - Anna Maria Island - Condo 2 Bedro
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Gulf Watch 115 - Anna Maria Island - 2 Bedroom / 2 Bath, maximum occupancy of 4 people. Bay Front - Heated Communi ...
From $364 per night (USD)Expedia
From $341 per night (USD)VRBO
Pelican Cove 11 - Anna Maria Island - Condo 2 Bedroom /2 Bath bay view,...
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Pelican Cove 11 - Anna Maria Island - Condo 2 Bedroom /2 Bath, maximum occupancy of 4 people. Bay View ...
From $341 per night (USD)VRBO
From $333 per night (USD)Expedia
Pelican Cove 12 - Anna Maria Island - Across the street from the beach-...
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Pelican Cove 12 - Anna Maria Island - Condo 2 Bedroom /2 Bath, maximum occupancy of 5 people. Bay View ...
From $333 per night (USD)Expedia
From $755 per night (USD)VRBO
Anna Maria Island Club 45, Condo 2 Bedroom/ 2 Bath ocean view, maximum...
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Anna Maria Island Club 45 - Anna Maria Island - Condo - 2 Bedroom/ 2 Bath, maximum occupancy of 4 people. G ...
From $755 per night (USD)VRBO
From $800 per night (USD)Expedia
637 Norton - Longboat Key - Private canal home 4 Bedroom/ 3.5 Bath with...
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
637 Norton - Longboat Key - 4 Bedroom/ 3.5 Bath, maximum occupancy of 8 people. Canal Home - Private Pool - Boat D ...
From $800 per night (USD)Expedia
From $533 per night (USD)VRBO
A Ray Of Sunshine- Amazing property private basketball court pool/spa on a canal
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
A Ray of Sunshine 232 Chilson Avenue, Anna Maria, FL 34216 What you will love about this property: • Canal front home w ...
From $533 per night (USD)VRBO
From $361 per night (USD)Expedia
Pelican Cove 5 - Anna Maria Island - Condo 2 Bedroom /2 Bath beach side,...
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Pelican Cove 5 - Anna Maria Island - Condo 2 Bedroom /2 Bath, maximum occupancy of 5 people. Gulf View ...
From $361 per night (USD)Expedia
From $357 per night (USD)VRBO
Bayview Condo C - Anna Maria Island - Condo 2 Bedroom/ 2 Bath bay view,...
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Bayview Condo, Unit C - Anna Maria Island - 2 Bedroom/ 2 Bath, maximum occupancy of 4 people. Community Pool - Bay ...
From $357 per night (USD)VRBO
From $353 per night (USD)Expedia
Pelican Cove 8 - Anna Maria Island - Condo 2 Bedroom /2 Bath beach side,...
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Pelican Cove 8 - Anna Maria Island - Condo 2 Bedroom /2 Bath maximum occupancy of 5 people. Gulf Views ...
From $353 per night (USD)Expedia