Anna Maria Rentals
- From $851 per night (USD)
VRBO
Nirvana:Pool & Hot Tub, Dock, On Canal with Gorgeous Water Views by Anna Maria Life Vacation Rentals
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
235 Oak Ave, Anna Maria, FL 34216 What You'll Love About This Home: Location! On a Canal! 2 Blocks to the Beach! 4 Bedr ...
From $851 per night (USD)VRBO
- From $768 per night (USD)
Expedia
Soulshine: Dog Friendly! Pool, On a Canal with Dock by Anna Maria Life Vacation Rentals
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
322 Tarpon Ave, Anna Maria FL, 34216 What You'll Love About This Home: Location! On a Canal. 4 Blocks to the Beach! 2 B ...
From $768 per night (USD)Expedia
- From $269 per night (USD)
VRBO
Sandy Cheeks: Ground-level home with plunge pool. Close to pier, park, & Bay!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Sandy Cheeks, a luxurious vacation rental house located on the beautiful Anna Maria Island. This ground-level ...
From $269 per night (USD)VRBO
- From $550 per night (USD)
Expedia
Anna Belle by Beach Boutique Rentals
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Slip into "island time" immediately and surround yourself with elegance and luxury in this waterfront beauty. This stunn ...
From $550 per night (USD)Expedia
- From $1201 per night (USD)
VRBO
Summer Strand: Resort like pool, close to beach, kayak w\/ manatees, Rooftop Deck
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Summer Strand on Anna Maria Island. This brand new luxury vacation home is perfectly situated a short 5 minut ...
From $1201 per night (USD)VRBO
- From $1271 per night (USD)
Expedia
Playing Hooky: On Canal, Dock, Pool & Spa, Game Room by Anna Maria Life Vacation Rentals
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 14
513 Loquat Drive, Anna Maria, FL 34216 What You'll Love About This Home: Location! North End Canal Home! 1 Block to Bay! ...
From $1271 per night (USD)Expedia
- From $563 per night (USD)
VRBO
Villa Maria: 1 Block to Pine! 3 Blocks to Beach! Pool, Ping Pong by Anna Maria Life
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
307 Spring Ave, Anna Maria, FL 34216 What You'll Love About This Home: Location! 3 Blocks to the Beach! 2 Blocks to Bay ...
From $563 per night (USD)VRBO
- Click For Pricing
Expedia
Come experience Anna Maria Island the way it is supposed to be!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 8
Fisherman's Paradise by Anna Maria Island Accommodations Canalfront home in Anna Maria, FL 34216 VR23-000021 Welcome to ...
Click For PricingExpedia
- From $428 per night (USD)
VRBO
Canal Front on Anna Maria Island
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Bring your boat and enjoy! This cozy canal front 4 bedroom 2 bath home is in a nice, quiet and convenient location close ...
From $428 per night (USD)VRBO
- From $427 per night (USD)
Expedia
Once Upon A Tide managed by Beach Retreats
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Once Upon a Tide! Once Upon A Tide is a fabulous custom design home located on the prestigious North end of ...
From $427 per night (USD)Expedia
- From $619 per night (USD)
VRBO
Beach a la Mode | Luxury Canal Front Home on AMI w\/ Private Pool & Spa
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 8
Welcome to your dream vacation home on Anna Maria Island - a luxurious 5-bedroom, 4.5-bathroom canal front retreat that ...
From $619 per night (USD)VRBO
- From $865 per night (USD)
Expedia
150 Feet to the Beach! Large Beach Home with Heated Pool! - Sunset Paradise
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Sunset Paradise by Anna Maria Vacations Home in Anna Maria, FL 34216 Sunset Paradise is a magnificent five-bedroom, f ...
From $865 per night (USD)Expedia
- From $398 per night (USD)
VRBO
Pet Friendly Private Home with Heated Pool, Close to Shopping
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Cabana Breeze by Anna Maria Vacations Home in Anna Maria, Fl 34217 VR16-000457 Dream vacations come true at Cabana Bre ...
From $398 per night (USD)VRBO
- From $334 per night (USD)
Expedia
Private Home with Pool, Outdoor Dining Area with BBQ - Whispering Whale Retreat
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Whispering Whale Retreat by Anna Maria Vacations Home in Anna Maria, Fl 34216 VR16-000195 Welcome to Whispering Whale ...
From $334 per night (USD)Expedia
- From $700 per night (USD)
VRBO
Great location near the beach on north end of Anna Maria Island. Heated Pool.
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 8
Sugar Plum Beach by Anna Maria Vacations Duplex in Anna Maria, FL 34216 VRC18-000058 The perfect friends and family get ...
From $700 per night (USD)VRBO
- From $425 per night (USD)
Expedia
Private Home on North End AMI. Private Heated Pool
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Casa Muratti by Anna Maria Vacations Home in Anna Maria, FL Highlights: -1 King bed, 2 Queens, and 1 Full -Private sal ...
From $425 per night (USD)Expedia
- From $641 per night (USD)
VRBO
North End Home. Private Pool and Spa.. Short walk to Beach
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 14
Absolute Paradise by Anna Maria Vacations Home in Anna Maria, FL 34216 VR16-000465 Welcome to Absolute Paradise, a beau ...
From $641 per night (USD)VRBO
- From $730 per night (USD)
Expedia
North End of Anna Maria Island! Private pool, great location.
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Beach Paradise by Anna Maria Island Accommodations Home in Anna Maria, FL Just 3 houses from the Gulf of Mexico beaches ...
From $730 per night (USD)Expedia
- From $928 per night (USD)
VRBO
North End Luxury with Sunset Views! Private Pool! Dog Friendly
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Direct Beach View by Anna Maria Vacations Home in Anna Maria, Fl 34216 VR16-000442 Welcome to Direct Beach View, a luxu ...
From $928 per night (USD)VRBO
- From $505 per night (USD)
Expedia
Private Home with Private Pool, Outdoor Spa, Game Room, Private Grill, and More!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Antigua Bay by Anna Maria Vacations Home in Anna Maria, FL 34216 VR16-000450 Antigua Bay is a beautiful dog-friendly ho ...
From $505 per night (USD)Expedia
- From $519 per night (USD)
VRBO
Private Canal Front Home in Anna Maria. Private Heated Pool, Spa, and More!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
White Shell is a gorgeous canal-front property located in the popular Anna Maria City. Highlights: -Private Pool and Ou ...
From $519 per night (USD)VRBO
- From $330 per night (USD)
Expedia
North End Anna Maria Island. Canal front, great for fishing off the dock.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Palm Trees and Manatees by Anna Maria Vacations Home in Anna Maria, FL 34216 VR16-000462 Welcome to Palm Trees and Mana ...
From $330 per night (USD)Expedia
- From $202 per night (USD)
VRBO
Short stays available! 5-7 Minute Walk to the Gulf Beaches!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Southern Breeze #1 by Anna Maria Vacations Duplex in Anna Maria, FL 34216 VR16-000199 Welcome to Southern Breeze #1, a ...
From $202 per night (USD)VRBO
- From $398 per night (USD)
Expedia
Florida Charm! Private Pool. Pet Friendly. Short Walk to the Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Angelfish by Anna Maria Vacations Home in Anna Maria, FL This darling beach cottage with pool and spa offers everything ...
From $398 per night (USD)Expedia
- From $474 per night (USD)
VRBO
Northend Anna Maria Island. Private Heated Pool
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 14
Lighthouse Lagoon by Anna Maria Vacations Home in Anna Maria, Fl. 34216 VR16-000453 Welcome to Lighthouse Lagoon, a fan ...
From $474 per night (USD)VRBO
- From $417 per night (USD)
Expedia
Canal Front Home with Dock, Saltwater Pool, Ping Pong - Ama Maria
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Ama Maria by Anna Maria Vacations Home in Anna Maria, FL VR16-000113 Welcome to Ama Maria! This three-bedroom and two ...
From $417 per night (USD)Expedia
- From $938 per night (USD)
VRBO
Bayfront home with amazing water views! Private pool!! Close to Rod & Reel Pier!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Breakaway by Anna Maria Vacations Home in Anna Maria, FL Highlights: -1 King bed, 1 Queen, 2 Twins, and Twin/Twin Bunk ...
From $938 per night (USD)VRBO
- From $1360 per night (USD)
VRBO
Direct Beachfront Home, Steps to the Sand! Private Pool, Amenities for All!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
The Big Yellow House on Pine by Anna Maria Vacations Home in Anna Maria, FL 34216 A perfect beach getaway awaits at T ...
From $1360 per night (USD)VRBO
- From $750 per night (USD)
VRBO
Elevated Beach Home, 3 Minutes to the Sand! Private Heated Pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Las Palmas by Anna Maria Vacations Home in Anna Maria, Florida VR16-000470 Welcome to Las Palmas, an exquisite renova ...
From $750 per night (USD)VRBO
- From $453 per night (USD)
Expedia
Private Canal Front Home! Heated Pool and 24 ft Boat Dock! - Tarpon Pointe
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Tarpon Pointe by Anna Maria Vacations Home in Anna Maria, FL 34216 VR16-000430 Your dream vacation starts at Tarp ...
From $453 per night (USD)Expedia
- From $440 per night (USD)
VRBO
Close to the Beach with Pool n Ping Pong Table! Pelican Villa
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Pelican Villa by Anna Maria Vacations Home in Anna Maria, FL 34216 VR16-000467 Welcome to Pelican Villa, an elevated th ...
From $440 per night (USD)VRBO
- From $604 per night (USD)
Expedia
Single Level Beach Home, 5 Minutes to the Sand! Private Heated Pool
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Sunshine Reef – Private House in the City of Anna Maria Highlights: -Private Heated Pool with Tanning Ledge and In Poo ...
From $604 per night (USD)Expedia
- From $626 per night (USD)
VRBO
Bayfront Home, Easy Walk to AMI City Pier Park. Updates Throughout! Private Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Beach House 404 by Anna Maria Vacations Home in the City of Anna Maria, FL Highlights: -Bayfront Home with Private Poo ...
From $626 per night (USD)VRBO
- From $220 per night (USD)
VRBO
Private Home with Private Pool, 1 Minute Walk to Beach! - Tropical Oasis
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Tropical Oasis by Anna Maria Vacations Home in Anna Maria, FL 34217 VR18-000062 Welcome to Tropical Oasis, a vibrant, i ...
From $220 per night (USD)VRBO
- From $230 per night (USD)
VRBO
Heated Pool. Short stays available!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Southern Breeze #5 by Anna Maria Vacations Duplex in Anna Maria, FL 34216 VR16-000199 Welcome to Southern Breeze #5, a ...
From $230 per night (USD)VRBO
- From $647 per night (USD)
Expedia
Close to the beach and on the Prestigious North end of AMI!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 8
Ocean Sunset by Anna Maria Vacations Home in Anna Maria, FL 34216 VR17-000051 Your beach escape awaits at Ocean Sunset, ...
From $647 per night (USD)Expedia
- From $750 per night (USD)
VRBO
Charming cottage located close to beach - private heated pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Tree Top Bungalow by Anna Maria Vacations Home in Anna Maria, Fl. 34216 VR16-000079 Tree Top Bungalow combines the best ...
From $750 per night (USD)VRBO
- From $197 per night (USD)
Expedia
Near Bean Point!! Short stays available! Heated Pool
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Southern Breeze #3 by Anna Maria Vacations Duplex in Anna Maria, FL 34216 VR16-000199 Welcome to Southern Breeze #3, a ...
From $197 per night (USD)Expedia
- From $724 per night (USD)
VRBO
Large Private Beach Home. Private Pool and Spa, Outdoor Lighting
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
Southern Exposure by Anna Maria Vacations Home in Anna Maria, FL VRC16-000065 Highlights • Less than a 10-minute walk ...
From $724 per night (USD)VRBO
- From $208 per night (USD)
Expedia
Short stays available! Located on North End of Island.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Southern Breeze #4 by Anna Maria Vacations Duplex in Anna Maria, FL 34216 VR16-000199 Welcome to Southern Breeze #4, a ...
From $208 per night (USD)Expedia
- From $405 per night (USD)
VRBO
Canal Front Home with Private Dock, Saltwater Pool, Kayaks - Magnolia Breeze
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Magnolia Breeze by Anna Maria Vacations Home in Anna Maria, FL 34216 VR16-000454 Escape to the serenity of Magnolia ...
From $405 per night (USD)VRBO
- From $205 per night (USD)
Expedia
Bungalow with Community Pool, Laundry, and BBQ - Southern Breeze #2
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Southern Breeze #2 by Anna Maria Vacations Duplex in Anna Maria, FL 34216 VR16-000199 Welcome to Southern Breeze #2, a ...
From $205 per night (USD)Expedia
- From $282 per night (USD)
VRBO
North End Home w\/backyard close to the beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Sea Esta by Anna Maria Vacations Home in Anna Maria, FL 34216 VR22-000085 Welcome to Sea Esta, a refreshed beach getawa ...
From $282 per night (USD)VRBO
- From $155 per night (USD)
Expedia
Dog friendly and located in the heart of Anna Maria! Near the beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The Hideaway by Anna Maria Island Locals Home in Anna Maria, FL Highlights: - Nestled in the heart of Anna Maria Islan ...
From $155 per night (USD)Expedia
- From $350 per night (USD)
VRBO
Private Duplex, 1 Minute from the Beach! Heated Pool, Beautiful Updates
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Sugar Plum Beach East by Anna Maria Vacations Duplex in Anna Maria, 34216 VRC18-000058 Relaxation and memorable beach d ...
From $350 per night (USD)VRBO
- From $350 per night (USD)
Expedia
Heated Pool, Gas Grill, 1 Minute Walk to Beach! Updated Throughout
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Sugar Plum Beach West by Anna Maria Vacations Home in Anna Maria, FL 34216 VRC18-000058 Welcome to Sugar Plum Beach Wes ...
From $350 per night (USD)Expedia
- From $228 per night (USD)
VRBO
Beach Cottage Close to Beach with Community Pool and Grill - Southern Breeze #6
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Southern Breeze 6 by Anna Maria Vacations Duplex in Anna Maria, FL 34216 VR16-000199 Escape to Southern Breeze #6, you ...
From $228 per night (USD)VRBO
- From $435 per night (USD)
Expedia
Anna Margaritas by Beach Boutique Rentals
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to your new favorite Anna Maria Island escape. With its prime location and incredible amenities, Anna Margaritas ...
From $435 per night (USD)Expedia
- From $411 per night (USD)
VRBO
Idyll Tides by Beach Boutique Rentals
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Discover the ultimate island retreat you've been dreaming of ~ Idyll Tides ~ a stunning vacation home nestled on the nor ...
From $411 per night (USD)VRBO
- From $575 per night (USD)
Expedia
North end of AMI with boat dock, pool and short walk to the beach
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Aqua Cove by Anna Maria Vacations Home in Anna Maria, FL Highlights: -2 King beds, 2 Twins, and 2 sets of bunk beds -Pr ...
From $575 per night (USD)Expedia
- From $590 per night (USD)
VRBO
Beach Front Home with Beautiful Sunset Views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Shells and Sunshine by Anna Maria Vacations Private Home in Anna Maria, FL Highlights: -On our Professional Linen Servi ...
From $590 per night (USD)VRBO
- From $800 per night (USD)
Expedia
Large Beach Home with Private Pool, Game Room - A Bean Point Paradise
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
A Bean Point Paradise by Anna Maria Vacations Home in Anna Maria, FL 34216 VR22-000043 Welcome to A Bean Point Paradis ...
From $800 per night (USD)Expedia
- From $338 per night (USD)
VRBO
Golf Cart, Simpatico by SeaBreeze Vacation
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
6 PERSON GOLF CART INCLUDED ON ALL NEW RESERVATIONS MADE AFTER 1/24/24 WITH A CHECK-IN DATE AFTER 4/9/24! All Drivers mu ...
From $338 per night (USD)VRBO
- From $764 per night (USD)
Expedia
Salty Sister | Luxury Beachfront Home w\/ Private Pool & Bocce Ball Located On Anna Maria Island!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Anna Maria Island is a picturesque location on the Gulf Coast of Florida, known for its stunning beaches and laid-back a ...
From $764 per night (USD)Expedia
- From $336 per night (USD)
VRBO
Beach Escape: Pool, 1.5 Blocks to Bay, Walk to Bean Point
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
236 Gladiolus St, Anna Maria, FL 34216 What You'll Love About This House: Location! 1.5 Blocks to Bay & Bayfront Park. ...
From $336 per night (USD)VRBO
- From $700 per night (USD)
Expedia
AMI Lucky: On Canal! Pool & Spa, North End
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
AMI Lucky by Anna Maria Life Vacation Rentals 524 South Drive, Anna Maria, FL 34216 What You'll Love About This House: ...
From $700 per night (USD)Expedia
- From $825 per night (USD)
VRBO
AMI SKYVIEW, AN OLD FLORIDA HOME ON THE GULF\/BAY WATER & YOUR OWN PRIVATE BEACH.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
ENJOY PARADISE AT THIS UNIQUE, OLE FLORIDA HOME, NEWLY RENOVATED TO SHOW OFF ITS FLORIDA CHARM, LOCATED DIRECTLY ON THE ...
From $825 per night (USD)VRBO
- From $176 per night (USD)
Expedia
Adorable home near the beach! - Bo's Beach Bungalow
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Bo's Beach Bungalow by Anna Maria Island Accommodations Home in Anna Maria, FL 34216 Welcome to Bo's Beach Bungalow, a ...
From $176 per night (USD)Expedia
- From $514 per night (USD)
VRBO
A Charming Beach Cottage on Elm - 2 min walk to Gulf Beaches
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
A Charming Beach Cottage on Elm by AMI Locals Home in Anna Maria, FL 34216 Welcome to A Charming Beach on Elm! This coa ...
From $514 per night (USD)VRBO
- From $446 per night (USD)
Expedia
Thrill of the Chase: Canal, Dock, Pool, Spa
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
325 Hardin Ave, Anna Maria, FL 34216 What You'll Love About This Home: Location! 3 Blocks to the Beach! On a Canal! 3 Be ...
From $446 per night (USD)Expedia
- From $421 per night (USD)
VRBO
Beach Views, Short walk to Beach, Swim Spa, Outdoor Kitchen - Villa Del Sol
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 8
Villa Del Sol by Anna Maria Vacations Home in Anna Maria, FL 34216 Villa Del Sol is a spectacular five-bedroom, four- ...
From $421 per night (USD)VRBO
- Click For Pricing
Expedia
Beachfront Cottage near Shopping & Dining
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Runaway Beach House 101 Mangrove Ave Anna Maria, FL 34216 Highlights: • Beachfront/Steps from the Beach • 5 minute wa ...
Click For PricingExpedia
- From $370 per night (USD)
VRBO
Elevated North-End Home Near the Beach!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Sunshine State of Mind by AMI Locals Home in Anna Maria, FL Experience panoramic sunset views, gulf breezes, and the sm ...
From $370 per night (USD)VRBO
- From $611 per night (USD)
Expedia
Ocean Minded by Beach Boutique Rentals
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to your dream beach home. Ocean Minded is a truly unique island retreat where relaxation and luxury meet. *Fea ...
From $611 per night (USD)Expedia
- From $1050 per night (USD)
VRBO
Bay front with sweeping water views *Game Lounge *Heated plunge pool\/spa
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Experience the ultimate classic Anna Maria Island vacation home at Two Palms, a 4-bedroom, 3-bathroom paradise on Bean P ...
From $1050 per night (USD)VRBO
- From $508 per night (USD)
Expedia
Limelight by Beach Boutique Rentals
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Discover Limelight, a stunning 3 bedroom vacation home perfectly situated on the picturesque north end of Anna Maria, ju ...
From $508 per night (USD)Expedia
- From $760 per night (USD)
VRBO
Private Home. Large Heated Pool With Entertainment Area. 1.5 blocks to beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Anna Maria Chateau is a well appointed coastal home located just a quick walk from the beach/Bean Point. Walk to the loc ...
From $760 per night (USD)VRBO
- From $250 per night (USD)
Expedia
Anna Maria Guest House 401- 3 bedrooms in the middle of everything
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Highlights Less than a 10-minute walk to the beach Private Pool Spacious 2,000 sq. ft. condo on Pine Avenue. Convenient ...
From $250 per night (USD)Expedia
- From $502 per night (USD)
VRBO
Coconut Cove: *Canalfront *Pet-friendly *Putt-putt *Pool *Hot Tub
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Escape to the secluded paradise of Coconut Cove on Anna Maria Island, a 3-bedroom, 3-bathroom vacation home that exudes ...
From $502 per night (USD)VRBO
- From $864 per night (USD)
Expedia
Manatee Lookout: Canal Front, Pool, Spa, Dock, Putting Green by Anna Maria Life Vacation Rentals
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
214 Oak Ave, Anna Maria, FL 34216 What You'll Love About This Home: Location! On a Canal, 1.5 Blocks to Beach! 4 Bed / ...
From $864 per night (USD)Expedia
- From $349 per night (USD)
VRBO
Villa Rozafa\n Cozy,spacious,walking distance from downtown white sandy beach.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Villa Rozafa Very comfortable plenty of space walking distance from restaurants bar and also beautiful and gorgeous whit ...
From $349 per night (USD)VRBO
- From $649 per night (USD)
Expedia
Coconut Hut: Pool & Spa, Pool Table, Putting Green by Anna Maria Life Vacation Rentals
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
213 Coconut Ave, Anna Maria, FL 34217 What You'll Love About This Home: Location! Less than 1 Block to Beach! North of ...
From $649 per night (USD)Expedia
- From $156 per night (USD)
VRBO
Charming & Vintage Anna Maria Cottage. Easy Walk to Beaches, Stroll Pine Avenue!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Lovers of Old Florida will thoroughly enjoy a stay at Le Cottage Enchanté, a charming vintage bungalow nestled at the en ...
From $156 per night (USD)VRBO
- From $357 per night (USD)
Expedia
Dock Holiday: On Canal, Pool & Spa by Anna Maria Life Vacation Rentals
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
235 Chilson Ave, Anna Maria, FL 34216 What You'll Love About This Home: Location! 1.5 Blocks to the Beach! On a Canal! ...
From $357 per night (USD)Expedia
- From $532 per night (USD)
VRBO
West O'Gulf in Anna Maria
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to West O’ Gulf, one of our brand-new luxury rentals at Salty Mermaid Vacation Rentals. If you ar ...
From $532 per night (USD)VRBO
- From $1382 per night (USD)
Expedia
Tropical gem near beach with amazing Gulf view, pool, spa, game room & roof deck
- Bedrooms:
- 6
- Bathrooms:
- 4
- Sleeps:
- 8
Tropical Gulf View Estate Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ent ...
From $1382 per night (USD)Expedia
- From $353 per night (USD)
VRBO
Canal Place: Boat Dock, Pool & Spa, On Canal by Anna Maria Life Vacation Rentals
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
238 Chilson Ave, Anna Maria, FL 34216 What You'll Love About This Home: Location! 2 Blocks to Gulf Beach! On a Canal! 3 ...
From $353 per night (USD)VRBO
- From $172 per night (USD)
Expedia
Gone Coastal: *3 mins to beach *Pet-Friendly *Budget-friendly
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Gone Coastal, a sun-soaked retreat perfect for your vacation. This 2-bedroom, 2-bathroom home offers a bright ...
From $172 per night (USD)Expedia
- From $757 per night (USD)
VRBO
Sentimental Sunset: Pool & Spa, Near Bean Point & Pine!
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Sentimental Sunset by Anna Maria Life Vacation Rentals 755 Jacaranda Rd, Anna Maria, FL 34216 What You'll Love About Th ...
From $757 per night (USD)VRBO
- From $404 per night (USD)
Expedia
Golf Cart, Stonehenge by SeaBreeze Vacation
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
6 PERSON GOLF CART INCLUDED ON ALL NEW RESERVATIONS WITH A CHECK-IN DATE BETWEEN 11/18/23 - 08/03/24 and 4/26/25 - 12/31 ...
From $404 per night (USD)Expedia
- From $564 per night (USD)
VRBO
Flamingo Bay by Duncan Real Estate
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to the newly renovated and decorated, Flamingo Bay! Experience the Vintage luxury of Anna Maria Island wi ...
From $564 per night (USD)VRBO
- From $425 per night (USD)
Expedia
Coral Cove: Walk to the Beach! Heated pool! Prime North End!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
*Features include* * Prime north end location! Bean Point! * Walk to the beach! * Private, saltwater heated pool * Larg ...
From $425 per night (USD)Expedia
- From $249 per night (USD)
VRBO
Periwinkle Getaway: 2 Blocks to the Beach, Private Pool by Anna Maria Life Vacation Rentals
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
207 Periwinkle Plaza, Anna Maria, FL 34216 What You'll Love About This Home: Location! 1.5 Blocks to the Beach! 3 Bedroo ...
From $249 per night (USD)VRBO
- From $630 per night (USD)
VRBO
4\/3 Canal front oasis with Private heated pool & dock
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
You won't be disappointed with this newly renovated beach house! This 4-bedroom, 3-bathroom home is located in the hea ...
From $630 per night (USD)VRBO
- From $450 per night (USD)
VRBO
*NEW LISTING* Boutique Spanish-Style Villa - perfect for family\/couple getaway
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This unique, beautifully appointed Boutique Spanish Style Villa on the North End of Anna Maria Island is a perfect getaw ...
From $450 per night (USD)VRBO
- Click For Pricing
Expedia
Anna Maria North End Old Florida Charm with Pier and beach close by
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
This charming old Florida 2BR/1BA cottage is located across the street from the Bay and just doors away from the Rod-n-R ...
Click For PricingExpedia
- From $309 per night (USD)
VRBO
Duplex for multiple groups and pool - Hang 12
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Hang 12 by Anna Maria Island Accommodations Whole Duplex in Holmes Beach, Florida Hang out with your family and frien ...
From $309 per night (USD)VRBO
- From $381 per night (USD)
Expedia
The Wee Cottage | House in Anna Maria
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The Wee Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $381 per night (USD)Expedia
- From $295 per night (USD)
VRBO
Anna Maria Aloha - Designer Inspired, Ground Level Home, Steps to Pristine Beaches of AMI
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Anna Maria Aloha! On Anna Maria Island (Anna Maria, Florida) Renovated, Designer Inspired, Ground Level Home ...
From $295 per night (USD)VRBO
- From $734 per night (USD)
Expedia
The Poop Deck: *Pet-friendly *Canalfront *Heated Pool *Sleeps 8
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Escape to The Poop Deck, an enchanting 4-bedroom, 3.5-bathroom A-frame haven on Anna Maria Island. Its charming design a ...
From $734 per night (USD)Expedia
- From $444 per night (USD)
VRBO
Canal front with Dock and Pool -Honeywood House
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Honeywood House by Anna Maria Island Accommodations Home in Anna Maria, Florida Relaxation and adventure await you at ...
From $444 per night (USD)VRBO
- From $317 per night (USD)
Expedia
Welcome to Gulf Shore Cottage!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Gulf Shore Cottage by Anna Maria Island Accommodations Cottage in Anna Maria, Florida VR16-000101 Your dream beach vac ...
From $317 per night (USD)Expedia
- From $324 per night (USD)
VRBO
Welcome to Acquaviva!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Acquaviva by Anna Maria Island Accommodations Canal front home in Anna Maria, Florida Welcome to Acquaviva, a spectacul ...
From $324 per night (USD)VRBO
- From $1060 per night (USD)
Expedia
Waves- steps from the beach with a water view
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Waves - Your Perfect Anna Maria Island Getaway! Experience the ultimate beach retreat at Waves, a luxurious ...
From $1060 per night (USD)Expedia
- Click For Pricing
Expedia
Waterfront duplex with lagoon views & private patio - walk to beach\/bars\/dining
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
Manatee Retreat - A Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
Click For PricingExpedia
- From $127 per night (USD)
Expedia
2nd-floor condo across the street from the beach with heated pool, balcony, W\/D
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
South Bay Inn 4 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $127 per night (USD)Expedia
- From $701 per night (USD)
VRBO
Island Therapy: Pool, Canal, Dock, Outdoor Fun & Games!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
103 Gull Drive, Anna Maria, FL 34216 What You'll Love About This Home: Location! North End, On Canal! 4 Bedroom / 3 Bath ...
From $701 per night (USD)VRBO
- From $843 per night (USD)
Expedia
La Hacienda: Dock on Canal, Full Game Room, Pool
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
103 Los Cedros, Anna Maria, FL 34216 What You'll Love About This Home: Location! 2 Blocks to the Beach! 1/2 Block to Pin ...
From $843 per night (USD)Expedia
- From $489 per night (USD)
VRBO
Tinas Piece of Paradise - private pool home - By Island Real Estate
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
When looking to accommodate a large group during you paradise Anna Maria Island vacation look no further than “Tina’s Pi ...
From $489 per night (USD)VRBO
- From $785 per night (USD)
Expedia
Reel Deal: Water Views, Elevator, Pool
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
Reel Deal by Anna Maria Life Vacation Rentals 505 S Bay, Anna Maria, FL 34216 What You'll Love About This Home: Locatio ...
From $785 per night (USD)Expedia