Anna Maria Rentals
From $632 per night (USD)VRBO
Sunset Point- Beachfront 4 bedroom with private pool with views
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Sunset Point 765 North Shore Drive, Anna Maria What you will love about this property: • Direct Gulf Front • Beach is ...
From $632 per night (USD)VRBO
From $1305 per night (USD)VRBO
Beautiful Bean Point Home w/ Gulf Views!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
NEW LISTING! Underwent complete INTERIOR REMODEL in Jan 2023!!! This Bean Point beauty is perfect for the family or grou ...
From $1305 per night (USD)VRBO
From $1243 per night (USD)VRBO
The TipSea Turtle managed by Beach Retreats FL Anna Maria Island
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Bay Views! Contactless entry Private heated pool & spa 3 hole mini-putt Parking for 4 Electric vehichle charger Fully Eq ...
From $1243 per night (USD)VRBO
From $936 per night (USD)Expedia
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 $936 per night (USD)Expedia
From $835 per night (USD)VRBO
Soulshine: Dog Friendly! Pool, On a Canal with Dock by Anna Maria Life Vacation Rentals
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Soulshine by Anna Maria Life Vacation Rentals 322 Tarpon Ave, Anna Maria FL, 34216 What You'll Love About This Home: Lo ...
From $835 per night (USD)VRBO
From $424 per night (USD)Expedia
Sandy Cheeks: Ground-level home with plunge pool. Close to pier, park, & Bay!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Photos Updated March 2025! Welcome to Sandy Cheeks, a luxurious vacation rental house located on the beautiful Anna Mar ...
From $424 per night (USD)Expedia
From $827 per night (USD)VRBO
Anna Belle by Beach Boutique Rentals
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Slip into "island time" immediately and surround yourself with elegance and style in this amazing one-level beauty. The ...
From $827 per night (USD)VRBO
From $1374 per night (USD)Expedia
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 new luxury vacation home is perfectly situated a short 5 minute walk ...
From $1374 per night (USD)Expedia
From $1235 per night (USD)VRBO
Playing Hooky: On Canal, Dock, Pool & Spa, Game Room by Anna Maria Life Vacation Rentals
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 14
Playing Hooky by Anna Maria Life Vacation Rentals 513 Loquat Drive, Anna Maria, FL 34216 What You'll Love About This Ho ...
From $1235 per night (USD)VRBO
From $498 per night (USD)Expedia
Villa Maria: 1 Block to Pine! 3 Blocks to Beach! Pool, Ping Pong by Anna Maria Life
- Bedrooms:
- 2
- 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 $498 per night (USD)Expedia
From $813 per night (USD)VRBO
Once Upon A Tide managed by Beach Retreats FL Anna Maria Island
- 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 $813 per night (USD)VRBO
From $966 per night (USD)Expedia
Beach a la Mode | Luxury Canal Front Home on AMI w/ Private Pool & Spa
- Bedrooms:
- 4
- 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 $966 per night (USD)Expedia
From $1110 per night (USD)VRBO
150 Feet to the Beach! Large Beach Home with Heated Pool! - Sunset Paradise
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Sunset Paradise by Anna Maria Vacations 109 Pine Avenue Anna Maria, FL 34216 Get ready to live your dream beach vacatio ...
From $1110 per night (USD)VRBO
From $563 per night (USD)Expedia
AMI Escape! Dog Friendly with Pool, Ping Pong and Tiki Bar
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Cabana Breeze by Anna Maria Vacations 511 Spring Avenue, Anna Maria, FL 34217 VR16-000457 Welcome to Cabana Breeze, ...
From $563 per night (USD)Expedia
From $453 per night (USD)VRBO
Private Home with Pool, Outdoor Dining Area with BBQ! Close to Beach and Pine Av
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Whispering Whale Retreat by Anna Maria Vacations Anna Maria Island Family Retreat with Pool & Beach Access VR16-000195 ...
From $453 per night (USD)VRBO
From $1092 per night (USD)Expedia
Charming Duplex Getaway with Pool, Steps from the Beach
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 8
Sugar Plum Beach by Anna Maria Vacations 114 Mangrove Ave, Anna Maria, FL 34216 VRC18-000058 Welcome to Sugar Plum ...
From $1092 per night (USD)Expedia
From $530 per night (USD)VRBO
Private Home on Anna Maria! Private Heated Pool, Hot Tub, and Balconies! Near Be
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Casa Muratti by Anna Maria Vacations 210 Palmetto Avenue, Anna Maria, Florida 34216 VPR16-000473 Experience a perfect ...
From $530 per night (USD)VRBO
From $1023 per night (USD)Expedia
Private Pool, Spa, and Game Room! Short walk to Beach - Absolute Paradise
- 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 $1023 per night (USD)Expedia
From $703 per night (USD)VRBO
North End of Anna Maria Island! Private Pool and Spa, One Block to the Beach! -
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Beach Paradise by Anna Maria Vacations 805 Jacaranda Road, Anna Maria, Florida 34216 VR17-000025 Experience the ultima ...
From $703 per night (USD)VRBO
From $769 per night (USD)Expedia
Antigua Bay! Rooftop Views & Private Pool!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Antigua Bay by Anna Maria Vacations Anna Maria Island Luxury North-End Home with Rooftop Deck, Private Pool, and Spa ...
From $769 per night (USD)Expedia
From $604 per night (USD)VRBO
Family-Friendly Canal-Front Home with Pool, Dock, and Games! Close to Beach! - W
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
White Shell by Anna Maria Vacations Anna Maria Island Canal-Front Home with Pool & Dock VRC16-000161 Welcome to White ...
From $604 per night (USD)VRBO
From $453 per night (USD)Expedia
Canalfront Retreat with Saltwater Pool and Private Dock
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Palm Trees and Manatees by Anna Maria Vacations 267 Gladiolus Street, Anna Maria, FL VR16-000462 Welcome to Palm Tr ...
From $453 per night (USD)Expedia
From $274 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 $274 per night (USD)VRBO
From $532 per night (USD)Expedia
Vacation Home with Private Pool and Cornhole! Short Walk to the Beach and Shops
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Angelfish by Anna Maria Vacations 211 Spring Avenue, Anna Maria, Florida 34216 VRC16-000003 Escape to Angelfish, an ex ...
From $532 per night (USD)Expedia
From $703 per night (USD)VRBO
Northend Anna Maria Island. Private Heated Pool
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Lighthouse Lagoon by Anna Maria Vacations 508 Spring Avenue Anna Maria, Fl. 34216 VR16-000453 Welcome to Lighthouse Lag ...
From $703 per night (USD)VRBO
From $428 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 $428 per night (USD)Expedia
From $1031 per night (USD)VRBO
Bayfront home with amazing water views! Private pool!! Close to Rod & Reel Pier!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Breakaway 891 North Shore Dr Anna Maria, Fl. 34216 VR16-000458 Breakaway from reality and enjoy an incredible Florida ...
From $1031 per night (USD)VRBO
From $1462 per night (USD)Expedia
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 $1462 per night (USD)Expedia
From $700 per night (USD)VRBO
Island Escape with Pool, EV Charger and Steps to Pine Avenue
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Las Palmas by Anna Maria Vacations 212 Palm Avenue, Anna Maria, FL 34216 VR16-000470 Welcome to Las Palmas, a vibran ...
From $700 per night (USD)VRBO
From $600 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 $600 per night (USD)Expedia
From $519 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 $519 per night (USD)VRBO
From $723 per night (USD)Expedia
Single Level Beach Home, Private Heated Pool! 6 Minutes to the Beach
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Sunshine Reef by Anna Maria Vacations 308 Palm Avenue, Anna Maria, Florida 34216 VR16-000425 Experience the perfect fa ...
From $723 per night (USD)Expedia
Click For PricingVRBO
Bayfront Home with Beach Access and Pool! - Beach House 404
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Beach House 404 by Anna Maria Vacations Bayfront Anna Maria Island Home with Pool VR16-000192 Welcome to Beach House ...
Click For PricingVRBO
From $271 per night (USD)Expedia
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 $271 per night (USD)Expedia
From $802 per night (USD)VRBO
Coastal Retreat with Beach Views, Pool and Serene Outdoor
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 8
Ocean Sunset by Anna Maria Vacations 109 Oak Avenue, Anna Maria, FL 34216 VR17-000051 Experience laid-back luxury j ...
From $802 per night (USD)VRBO
From $476 per night (USD)Expedia
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 $476 per night (USD)Expedia
From $302 per night (USD)VRBO
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 $302 per night (USD)VRBO
From $1032 per night (USD)Expedia
Large Private Beach Home. Private Pool and Spa, Outdoor Lighting
- Bedrooms:
- 4
- 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 $1032 per night (USD)Expedia
From $262 per night (USD)VRBO
Short stays available! Located on North End of Island.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Highlights • Less than a 10-minute walk from Bean Point Beach • Less than 10-minutes from Bayfront Park • Shared pool • ...
From $262 per night (USD)VRBO
From $452 per night (USD)Expedia
Canal Front Home with Private Dock, Saltwater Pool, Kayaks - Magnolia Breeze
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Magnolia Breeze by Anna Maria Vacations Home in Anna Maria, FL 34216 VR16-000454 Escape to the serenity of Magnolia ...
From $452 per night (USD)Expedia
From $313 per night (USD)VRBO
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 $313 per night (USD)VRBO
From $461 per night (USD)Expedia
North End Home with Pool, 5 Houses to Beach! Near Pine Ave!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Sea Esta by Anna Maria Vacations 505 North Shore Drive, Anna Maria, Florida VPR22-000085 Welcome to Sea Esta, a beauti ...
From $461 per night (USD)Expedia
From $389 per night (USD)VRBO
The Hideaway! Beach Block, Near Pine Avenue!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The Hideaway by AMI Locals 117 Palm Ave, Anna Maria, Fl 34216 VR16-000481 Welcome to The Hideaway, a quintessential Ol ...
From $389 per night (USD)VRBO
From $533 per night (USD)Expedia
Private Duplex with Beautiful Updates and Heated Pool! 1 Minute from the Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Sugar Plum Beach East by Anna Maria Vacations 114 Mangrove Avenue, East Unit, Anna Maria, Florida VRC18-000058 Relaxa ...
From $533 per night (USD)Expedia
From $534 per night (USD)VRBO
Updated Home with Heated Pool and Grill! 1 Minute Walk to Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Sugar Plum Beach West by Anna Maria Vacations 114 Mangrove Avenue, West Unit, Anna Maria, Florida VRC18-000058 Welcome ...
From $534 per night (USD)VRBO
From $289 per night (USD)Expedia
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 $289 per night (USD)Expedia
From $679 per night (USD)VRBO
Anna Margaritas by Beach Boutique Rentals
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to your new favorite Anna Maria Island escape. With its prime location and incredible amenities, Anna Margaritas ...
From $679 per night (USD)VRBO
From $701 per night (USD)Expedia
Idyll Tides by Beach Boutique Rentals
- Bedrooms:
- 1
- 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 $701 per night (USD)Expedia
From $703 per night (USD)VRBO
Canal-Front Oasis with Private Dock, Pool, Near Beach & Shops - Aqua Cove
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Aqua Cove by Anna Maria Vacations Home in Anna Maria, FL 34216 VR16-000429 Welcome to Aqua Cove, a dream retreat for fa ...
From $703 per night (USD)VRBO
From $536 per night (USD)Expedia
Beach Front Home with Direct Access to Beach and Beautiful Sunset Views - Shells
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Shells and Sunshine by Anna Maria Vacations 781 North Shore Drive, Anna Maria 34216 VR16-000437 Discover Shells and Su ...
From $536 per night (USD)Expedia
From $501 per night (USD)VRBO
Golf Cart, Simpatico by SeaBreeze Vacation
- Bedrooms:
- 2
- 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 $501 per night (USD)VRBO
From $1713 per night (USD)Expedia
Salty Sister: Stunning Beachfront Vacation Home with Heated Pool, Steps from Anna Maria Island Beach
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Salty Sister, the pinnacle of coastal luxury on Anna Maria Island, where the crystal-clear waters of the Gulf ...
From $1713 per night (USD)Expedia
From $801 per night (USD)VRBO
AMI Lucky: North End! Pool! by Anna Maria Life Vacation Rentals
- 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 $801 per night (USD)VRBO
From $1243 per night (USD)VRBO
An \"Old Florida\" home, with private, sandy beach and sparkling green/blue water.
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
ENJOY PARADISE AT THIS UNIQUE, "OLD FLORIDA" HOME, NEWLY REMODELED, TO SHOW OFF ITS FLORIDA CHARM, LOCATED DIRECTLY ON ...
From $1243 per night (USD)VRBO
From $248 per night (USD)VRBO
Bo’s Beach Bungalow! Steps to Beach, Shops & Dining
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Bo’s Beach Bungalow by Anna Maria Island Accommodations 306 N Shore Dr, Unit B, Anna Maria, FL 34216 Welcome to Bo’s ...
From $248 per night (USD)VRBO
From $804 per night (USD)Expedia
Beach Cottage on Elm! Home with Pool, Spa, Rooftop Deck and Gulf Views
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
A Charming Beach Cottage on Elm by AMI Locals 207 Elm Ave, Anna Maria, FL 34216 Welcome to A Charming Beach Cottage ...
From $804 per night (USD)Expedia
From $777 per night (USD)VRBO
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 $777 per night (USD)VRBO
From $802 per night (USD)Expedia
Gulf-View Villa, Swim Spa and Walk to Sandbar
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 8
Villa Del Sol by Anna Maria Vacations Anna Maria Vacation Home 110 Spring Ave, Anna Maria, FL 34216 Welcome to Villa ...
From $802 per night (USD)Expedia
From $676 per night (USD)VRBO
Elevated North-End Home Near the Beach!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Sunshine State of Mind by AMI Locals Anna Maria Island Beachfront Home with Gulf Views VR16-000484 Experience panoram ...
From $676 per night (USD)VRBO
From $693 per night (USD)Expedia
Ocean Minded by Beach Boutique Rentals
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to your dream beach retreat - Ocean Minded - where barefoot luxury meets effortless island living. *Features in ...
From $693 per night (USD)Expedia
From $620 per night (USD)VRBO
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 $620 per night (USD)VRBO
From $814 per night (USD)Expedia
North end Private Home with Heated Pool. Steps 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 $814 per night (USD)Expedia
From $546 per night (USD)VRBO
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 $546 per night (USD)VRBO
From $629 per night (USD)Expedia
Coconut Cove: *Canalfront *Pet-friendly *Putt-putt *Pool *Hot Tub
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Photos Updated March 2025! Escape to the secluded paradise of Coconut Cove on Anna Maria Island, a 3-bedroom, 3-bathroo ...
From $629 per night (USD)Expedia
From $1218 per night (USD)VRBO
Manatee Lookout: Canal Front, Pool, Spa, Dock, Putting Green by Anna Maria Life Vacation Rentals
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Manatee Lookout by Anna Maria Life Vacation Rentals 214 Oak Ave, Anna Maria, FL 34216 What You'll Love About This Home: ...
From $1218 per night (USD)VRBO
From $775 per night (USD)Expedia
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 $775 per night (USD)Expedia
From $1358 per night (USD)VRBO
Coconut Hut: Pool & Spa, Pool Table, Putting Green by Anna Maria Life Vacation Rentals
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Coconut Hut by Anna Maria Life Vacation Rentals 213 Coconut Ave, Anna Maria, FL 34217 What You'll Love About This Home: ...
From $1358 per night (USD)VRBO
From $595 per night (USD)Expedia
Dock Holiday: On Canal, Pool & Spa by Anna Maria Life Vacation Rentals
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Dock Holiday by Anna Maria Life Vacation Rentals 235 Chilson Ave, Anna Maria, FL 34216 What You'll Love About This Home ...
From $595 per night (USD)Expedia
From $928 per night (USD)VRBO
West O' Gulf, amazing location, steps to beach and fun on AMI
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to West O' Gulf. This property suffered minimal damage from hurricanes Helene and Milton and is better than eve ...
From $928 per night (USD)VRBO
From $1504 per night (USD)Expedia
Tropical gem near beach with amazing Gulf view, pool, spa, game room & roof deck
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Tropical Gulf View Estate Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ent ...
From $1504 per night (USD)Expedia
From $660 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 $660 per night (USD)VRBO
From $265 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 budget-friendly retreat perfect for your vacation. This affordable, 2-bedroom, 2-bathroom hom ...
From $265 per night (USD)Expedia
From $1111 per night (USD)VRBO
Sentimental Sunset: Pool & Spa, Near Bean Point & Pine! by Anna Maria Life Vacation Rentals
- Bedrooms:
- 4
- 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 $1111 per night (USD)VRBO
From $1058 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! All Drivers must be over the age of 21. Drivers must provide valid ...
From $1058 per night (USD)Expedia
From $568 per night (USD)VRBO
Coral Cove: Walk to the Beach! Heated pool! Prime North End!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
*Features include* * Prime north end location! Bean Point! * Walk to the beach! * Private, saltwater heated pool * Larg ...
From $568 per night (USD)VRBO
From $694 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 $694 per night (USD)VRBO
From $725 per night (USD)VRBO
*NEWLY RENOVATED* Boutique Spanish-Style Villa - perfect for family & friends
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This unique, beautifully appointed Boutique Spanish Style Villa on the North End of Anna Maria Island is a perfect getaw ...
From $725 per night (USD)VRBO
From $419 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 $419 per night (USD)Expedia
From $531 per night (USD)VRBO
Anna Maria Aloha – Beach Block Cottage, Steps to Gulf, Outdoor Living, Pet OK
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Anna Maria Aloha! On Anna Maria Island (Anna Maria, Florida) Relax Island-Style At Anna Maria Aloha, Where T ...
From $531 per night (USD)VRBO
From $602 per night (USD)Expedia
The Poop Deck: *Pet-friendly *Canalfront *Heated Pool *Sleeps 8
- Bedrooms:
- 3
- 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 $602 per night (USD)Expedia
From $584 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 $584 per night (USD)VRBO
From $563 per night (USD)Expedia
Beach Cottage! Pool, Porch and 2-Min Walk to Gulf!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Gulf Shore Cottage by Anna Maria Island Accommodations 9206 Gulf Drive, Anna Maria, Florida VR16-000101 Your dream ...
From $563 per night (USD)Expedia
From $464 per night (USD)VRBO
Canal-Front Escape: Pool, Dock and Walk to Beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Acquaviva by Anna Maria Island Accommodations 310 Tarpon St, Anna Maria, Florida Welcome to Acquaviva, a stunning ca ...
From $464 per night (USD)VRBO
From $1041 per night (USD)Expedia
Modern 4BR Coastal Retreat with Water Views, Steps to the Beach + Golf Cart
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Waves, your perfect Anna Maria Island getaway! This newly remodeled 4-bedroom, 3-bathroom luxury home combine ...
From $1041 per night (USD)Expedia
From $152 per night (USD)VRBO
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 $152 per night (USD)VRBO
From $627 per night (USD)Expedia
Island Therapy: Pool, Canal, Dock, Outdoor Fun & Games!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Island Therapy by Anna Maria Life Vacation Rentals 103 Gull Drive, Anna Maria, FL 34216 What You'll Love About This Hom ...
From $627 per night (USD)Expedia
From $824 per night (USD)VRBO
La Hacienda: Dock on Canal, Full Game Room, Pool
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
La Hacienda by Anna Maria Life Vacation Rentals 103 Los Cedros, Anna Maria, FL 34216 What You'll Love About This Home: ...
From $824 per night (USD)VRBO
From $555 per night (USD)Expedia
Tinas Piece of Paradise - 4BR private pool home - Island Real Estate Vacations
- 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 $555 per night (USD)Expedia
From $624 per night (USD)VRBO
Reel Deal: Water Views, Elevator, Pool by Anna Maria Life Vacation Rentals
- 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 $624 per night (USD)VRBO
From $1133 per night (USD)Expedia
Salty Sunsets, full gulf views from rooftop deck, gorgeous pool/spa
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Salty Sunsets on beautiful Anna Maria Island. This luxurious property is located north of Pine Ave with easy ...
From $1133 per night (USD)Expedia
From $267 per night (USD)VRBO
Bayou Beach Vibes: *Canal view *Central location *Updated condo
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Escape to paradise and experience the ultimate island getaway in our charming 2-bedroom, 1-bathroom condo in The Bayou. ...
From $267 per night (USD)VRBO
From $511 per night (USD)Expedia
Renovated duplex 2bed / 2bath North End Of Anna Maria, 2min walk to the beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Lamantin! Located on the picturesque north end of Anna Maria, this duplex has direct beach access across the ...
From $511 per night (USD)Expedia
From $537 per night (USD)VRBO
Renovated 2bed / 1bath North End of Anna Maria, 2min walk to the beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Lamantin! Located on the picturesque north end of Anna Maria, this duplex has direct beach access across the ...
From $537 per night (USD)VRBO
From $398 per night (USD)VRBO
Beautiful brand new guest house, steps to Pine, 5 minutes to beach, heated pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
We don't want to waste your time so please carefully read the listing details before you request to stay. A few point ...
From $398 per night (USD)VRBO
From $400 per night (USD)VRBO
Sandpiper Villa! 3BR with Heated Pool, Balcony and Walk to Holmes Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Sandpiper Villa by AMI Locals 5621 Gulf Dr, Holmes Beach, FL Welcome to Sandpiper Villa, a three bedroom, two bath va ...
From $400 per night (USD)VRBO
From $582 per night (USD)Expedia
Sea Star by Beach Boutique Rentals
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Ideally located just steps from the beach, Sea Star offers a unique 3 bedroom vacation home with carriage house for a pe ...
From $582 per night (USD)Expedia
From $634 per night (USD)VRBO
EV Charger, Coastal Serenity by SeaBreeze Vacation
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Coastal Serenity has a rooftop deck, private pool and spa, a ping pong table, and an EV Charger! This single family home ...
From $634 per night (USD)VRBO
From $1257 per night (USD)Expedia
Brand New home with Incredible Rooftop Deck and Pool! - Just Breathe
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Just Breathe by AMI Locals Home in Anna Maria, FL 34216 Welcome to Just Breathe, a brand-new construction right across ...
From $1257 per night (USD)Expedia
From $706 per night (USD)VRBO
Canal Walk: Tiki Bar, Mini Golf, Pool & Spa On Canal by Anna Maria Life Vacation Rentals
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Canal Walk by Anna Maria Life Vacation Rentals 223 Oak Ave, Anna Maria FL, 34216 What You'll Love About This Home: Loca ...
From $706 per night (USD)VRBO
From $652 per night (USD)Expedia
5 Bedroom Tropical Oasis with Separate Guest House, Private Pool/Spa!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 8
Welcome to Blue Hideaway! Upon your arrival, you will see the elevated Caribbean Blue cottage. Once entering through the ...
From $652 per night (USD)Expedia