Anna Maria Rentals
From $815 per night (USD)VRBO
Blue Palm: Luxury home, heated pool, hot tub, close to beach!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Blue Palm, your next vibrant home-away-from-home here in Anna Maria. Constructed in 2016 by luxury builders M ...
From $815 per night (USD)VRBO
From $549 per night (USD)Expedia
Coquina Cottage B by Duncan Real Estate
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Coquina Cottage B! Coquina Cottage B is exceptionally located at the northern end of Anna Maria Island, just ...
From $549 per night (USD)Expedia
From $1058 per night (USD)VRBO
4 Bed / 4 Bath with Stunning Views of Bimini Bay !
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
You will love Bimini Bay Vue, its breathtaking, unobstructed 180-degree angle views of Bimini Bay are stunning. Complete ...
From $1058 per night (USD)VRBO
From $1434 per night (USD)Expedia
Luxury home with Pool and Spa, Rooftop deck, Water views, Golf cart, and Bikes!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Sweet Caroline by Exclusive Vacations VR23-000009 Welcome to Sweet Caroline, part of our Exclusive Collection. This l ...
From $1434 per night (USD)Expedia
From $787 per night (USD)VRBO
Pier to Pier Paradise by Beach Boutique Rentals
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
This stunning 4-bedroom home, aptly named Pier to Pier Paradise, offers breathtaking views of the Bay, luxury amenities, ...
From $787 per night (USD)VRBO
From $653 per night (USD)Expedia
Deja Blu:1 Block to Beach! Tropical Oasis, Poolside Lounge, Pool & Spa by Anna Maria Life
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Deja Blu by Anna Maria Life Vacation Rentals 208 Palm Ave, Anna Maria, FL 34217 What You'll Love About This Home: Locat ...
From $653 per night (USD)Expedia
From $759 per night (USD)VRBO
Meant to Be:1 Block to Beach! North End! Pool & Spa,Loaded Game Room by Anna Maria Life
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Meant to Be by Anna Maria Life Vacation Rentals 804 Jacaranda Rd, Anna Maria, FL 34216 What You'll Love About This Home ...
From $759 per night (USD)VRBO
From $639 per night (USD)Expedia
Mon Ami: Pine Ave Location! Pool! 3 Blocks to Gulf or Bay by Anna Maria Life Vacation Rentals
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
311 Pine Ave, Anna Maria, FL 34216 What You'll Love About This Home: Location! On Pine Ave! 2 Blocks to Beach! 3 Blocks ...
From $639 per night (USD)Expedia
From $614 per night (USD)VRBO
Bay 2 Bay: Bay Across Street! Amazing Views of Bay & Canal, Pool & Lounge by Anna Maria Life
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Bay 2 Bay by Anna Maria Life Vacation Rentals 803 S. Bay Drive, Anna Maria, FL 34216 What You'll Love About This home: ...
From $614 per night (USD)VRBO
From $895 per night (USD)Expedia
Bean Point Beachfront- Beachfront 4 bedroom private home with pool/spa
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Bean Point Beachfront 795 North Shore Drive, Anna Maria, FL 34216 What you will love about this property: • Direct gul ...
From $895 per night (USD)Expedia
From $980 per night (USD)VRBO
Sunset Point- Beachfront 4 bedroom with private pool and pool with views
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Sunset Point 765 North Shore Drive, Anna Maria, FL 34216 What you will love about this property: • Completely renovated- ...
From $980 per night (USD)VRBO
From $1320 per night (USD)Expedia
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 $1320 per night (USD)Expedia
From $684 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 $684 per night (USD)VRBO
From $582 per night (USD)Expedia
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 $582 per night (USD)Expedia
From $755 per night (USD)VRBO
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 $755 per night (USD)VRBO
From $856 per night (USD)Expedia
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 $856 per night (USD)Expedia
From $1640 per night (USD)VRBO
SummerStrand Resort pool, close to beach, kayak, *GOLF CART*
- 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 $1640 per night (USD)VRBO
From $766 per night (USD)Expedia
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 $766 per night (USD)Expedia
From $341 per night (USD)VRBO
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 $341 per night (USD)VRBO
From $1098 per night (USD)Expedia
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 $1098 per night (USD)Expedia
From $2444 per night (USD)VRBO
Beach à la Mode | Waterfront with Heated Pool, Canal Views, Steps to Anna Maria Beaches
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 8
🌴 Beach à la Mode | Waterfront Beach Escape with Heated Pool, Canal Views, Steps to Bayfront Park & Anna Maria Beaches ...
From $2444 per night (USD)VRBO
From $573 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 Home in Anna Maria, FL VR16-000457 Welcome to Cabana Breeze, a four bedroom, t ...
From $573 per night (USD)Expedia
From $610 per night (USD)VRBO
Private Home with Pool, Outdoor Dining and Grill! Close to Beach and Pine Ave!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Whispering Whale Retreat by Anna Maria Vacations Home in Anna Maria, FL VR16-000195 Welcome to Whispering Whale Retr ...
From $610 per night (USD)VRBO
From $1388 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 Duplex in Anna Maria, FL VRC18-000058 Welcome to Sugar Plum Beach, your per ...
From $1388 per night (USD)Expedia
From $510 per night (USD)VRBO
Private Home with Heated Pool, Hot Tub, and Balconies! Near Beach and Dining
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Casa Muratti by Anna Maria Vacations Home in Anna Maria, FL VPR16-000473 Experience a perfect escape at Casa Muratti, ...
From $510 per night (USD)VRBO
From $746 per night (USD)Expedia
Absolute Paradise - Private Pool, Spa, and Game Room! Short walk to Beach
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 14
Absolute Paradise by Anna Maria Vacations VR16-000465 Welcome to Absolute Paradise, a beautifully updated five-bedroo ...
From $746 per night (USD)Expedia
From $932 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 Home in Anna Maria, FL VR17-000025 Experience the ultimate Florida getaway ...
From $932 per night (USD)VRBO
From $799 per night (USD)Expedia
Antigua Bay! Rooftop Views and Private Pool!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Antigua Bay by Anna Maria Vacations Home in Anna Maria, FL VR16-000450 Welcome to Antigua Bay, a stunning five-bedro ...
From $799 per night (USD)Expedia
From $676 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 Home in Anna Maria, FL VRC16-000161 Welcome to White Shell, a charming canal-fr ...
From $676 per night (USD)VRBO
From $312 per night (USD)Expedia
Cozy Family Duplex with Pool! Close to the Gulf Beaches
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Southern Breeze 1 by Anna Maria Vacations VR16-000199 Welcome to Southern Breeze 1, a chic ground-level vacation retrea ...
From $312 per night (USD)Expedia
From $513 per night (USD)VRBO
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 Home in Anna Maria, FL VRC16-000003 Welcome to Angelfish, a ground-level sanctuary ...
From $513 per night (USD)VRBO
From $514 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 $514 per night (USD)Expedia
From $892 per night (USD)VRBO
Bayfront Home with Amazing Water Views! Private pool! – Breakaway
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Breakaway by Anna Maria Vacations Home in Anna Maria, FL VPR16-000458 Escape to Breakaway, a beautiful ground-level ...
From $892 per night (USD)VRBO
From $1316 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 Welcome to The Big Yellow House on Pine b ...
From $1316 per night (USD)Expedia
From $767 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 Home in Anna Maria, FL VR16-000470 Welcome to Las Palmas, a vibrant three bedroom ...
From $767 per night (USD)VRBO
From $549 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 VR16-000430 Welcome to Tarpon Pointe, a beautiful canal ...
From $549 per night (USD)Expedia
From $714 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 VR16-000467 Welcome to Pelican Villa, a luxurious three ...
From $714 per night (USD)VRBO
From $706 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 Home in Anna Maria, FL VR16-000425 Experience the perfect family getaway at Sun ...
From $706 per night (USD)Expedia
From $354 per night (USD)VRBO
Adorable Duplex on AMI! With Pool, Near Bean Point Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Southern Breeze 5 by Anna Maria Vacations VR16-000199 Experience the relaxed coastal charm of Southern Breeze Number 5, ...
From $354 per night (USD)VRBO
From $910 per night (USD)Expedia
Coastal Retreat with Beach Views, Pool and Serene Outdoor
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 8
Ocean Sunset by Anna Maria Vacations Home in Anna Maria, FL VR17-000051 Experience laid-back luxury just steps from ...
From $910 per night (USD)Expedia
From $364 per night (USD)VRBO
North End Duplex with Pool on Anna Maria Island! Near Bean Point
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Southern Breeze 3 by Anna Maria Vacations VR16-000199 Experience the relaxed elegance of Southern Breeze 3, a newly rem ...
From $364 per night (USD)VRBO
From $951 per night (USD)Expedia
Large Private Beach Home! Private Pool, Spa and Outdoor Lighting
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Southern Exposure by Anna Maria Vacations Home in Anna Maria, FL VRC16-000065 Welcome to Southern Exposure by Anna M ...
From $951 per night (USD)Expedia
From $354 per night (USD)VRBO
Duplex on North End of Anna Maria Island! With Pool and Grill
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Southern Breeze 4 by Anna Maria Vacations VR16-000199 Experience the charming coastal vibe of Southern Breeze 4, a new ...
From $354 per night (USD)VRBO
From $311 per night (USD)Expedia
Stays on North End of Anna Maria Island! Duplex with Pool and BBQ Grill!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Southern Breeze 2 by Anna Maria Vacations VR16-000199 Experience the quintessential Anna Maria Island escape at Souther ...
From $311 per night (USD)Expedia
From $537 per night (USD)VRBO
North End Home, 5 Houses to Beach! Near Pine Ave!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Sea Esta by Anna Maria Vacations Home in Anna Maria, FL VPR22-000085 Welcome to Sea Esta, a beautifully refreshed bea ...
From $537 per night (USD)VRBO
From $942 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 Duplex in Anna Maria, FL VRC18-000058 Relaxation and unforgettable beac ...
From $942 per night (USD)Expedia
From $664 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 Home in Anna Maria, FL VRC18-000058 Welcome to Sugar Plum Beach West, a ...
From $664 per night (USD)VRBO
From $366 per night (USD)Expedia
Private Duplex in Anna Maria! Shared Pool, Near Bean Point Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Southern Breeze 6 by Anna Maria Vacations VR16-000199 Experience laid-back Florida charm at Southern Breeze 6, a newly ...
From $366 per night (USD)Expedia
From $561 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 $561 per night (USD)VRBO
From $582 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 $582 per night (USD)Expedia
From $765 per night (USD)VRBO
Canal-Front Oasis with Private Dock, Pool, Near Beach and Shops - Aqua Cove
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Aqua Cove by Anna Maria Vacations Home in Anna Maria, FL VR16-000429 Welcome to Aqua Cove by Anna Maria Vacations, a ...
From $765 per night (USD)VRBO
From $549 per night (USD)Expedia
Beach Front Home with Direct Access to Beach and Beautiful Sunset Views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Shells and Sunshine by Anna Maria Vacations Home in Anna Maria, FL VR16-000437 Discover Shells and Sunshine, a family- ...
From $549 per night (USD)Expedia
From $652 per night (USD)VRBO
Golf Cart, Simpatico by SeaBreeze Vacation
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
6 PERSON GOLF CART INCLUDED ON ALL NEW RESERVATIONS! All Drivers must be over the age of 21. Drivers must provide valid ...
From $652 per night (USD)VRBO
From $2017 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 $2017 per night (USD)Expedia
From $546 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 $546 per night (USD)VRBO
From $1156 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 $1156 per night (USD)VRBO
From $277 per night (USD)VRBO
Bo’s Beach Bungalow! Steps to Beach, Shops and Dining
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Bo’s Beach Bungalow by Anna Maria Island Accommodations Welcome to Bo’s Beach Bungalow, a two-bedroom, one-bath coasta ...
From $277 per night (USD)VRBO
From $850 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 Welcome to A Charming Beach Cottage on Elm, a four bedroom, three bath c ...
From $850 per night (USD)Expedia
From $655 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 $655 per night (USD)VRBO
From $654 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 $654 per night (USD)Expedia
From $605 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 $605 per night (USD)VRBO
From $806 per night (USD)Expedia
Anna Maria Guest House 401- 3 bedrooms in the middle of everything- 2 night mini
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Anna Maria Guest House 401 401 Pine Avenue, Anna Maria, Fl 34216 What you will love about this property: • 2 night minim ...
From $806 per night (USD)Expedia
From $756 per night (USD)VRBO
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 $756 per night (USD)VRBO
From $1446 per night (USD)Expedia
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 $1446 per night (USD)Expedia
From $753 per night (USD)VRBO
Villa Rozafa 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 $753 per night (USD)VRBO
From $2349 per night (USD)Expedia
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 $2349 per night (USD)Expedia
From $462 per night (USD)VRBO
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 $462 per night (USD)VRBO
From $833 per night (USD)Expedia
West O’ Gulf, amazing location, steps to beach
- 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 $833 per night (USD)Expedia
From $501 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 $501 per night (USD)VRBO
From $571 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 $571 per night (USD)Expedia
From $778 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 $778 per night (USD)VRBO
From $826 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 $826 per night (USD)Expedia
From $841 per night (USD)VRBO
Flamingo Bay by Duncan Real Estate
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Flamingo Bay! This beautiful waterfront home with private bay beach and steps to the City Pier! New up-date ...
From $841 per night (USD)VRBO
From $502 per night (USD)Expedia
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 $502 per night (USD)Expedia
From $736 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 $736 per night (USD)VRBO
From $743 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 $743 per night (USD)VRBO
From $497 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) Experience Anna Maria Aloha — a tranquil island ...
From $497 per night (USD)VRBO
From $857 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 $857 per night (USD)Expedia
From $633 per night (USD)VRBO
Beach Cottage! Pool, Porch and 2-Min Walk to Gulf!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Gulf Shore Cottage by Anna Maria Island Accommodations VR16-000101 Your dream beach vacation begins at Gulf Shore Cott ...
From $633 per night (USD)VRBO
From $465 per night (USD)Expedia
Canal-Front Escape: Pool, Dock and Walk to Beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Acquaviva by Anna Maria Island Accommodations Home in Anna Maria, Florida Welcome to Acquaviva, a stunning canal-front ...
From $465 per night (USD)Expedia
From $896 per night (USD)VRBO
Waves | Heated Pool | Steps to Beach | Golf Cart | Putting Green
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: Escape to Waves, a stunning house on Anna Maria Island, offering luxurious comfort and direct beach access. Pe ...
From $896 per night (USD)VRBO
From $600 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 $600 per night (USD)Expedia
From $880 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 $880 per night (USD)VRBO
From $577 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 $577 per night (USD)Expedia
From $857 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 $857 per night (USD)VRBO
From $1357 per night (USD)Expedia
Salty Sunsets, rooftop deck gulf views, 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 eas ...
From $1357 per night (USD)Expedia
From $233 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 $233 per night (USD)VRBO
From $544 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 $544 per night (USD)Expedia
From $522 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 $522 per night (USD)VRBO
From $446 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 $446 per night (USD)VRBO
From $605 per night (USD)VRBO
A Sea Star by Beach Boutique Rentals
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Ideally located just steps from the beach, A Sea Star offers a unique 3 bedroom vacation home with carriage house for a ...
From $605 per night (USD)VRBO
From $742 per night (USD)Expedia
EV Charger, Coastal Serenity by SeaBreeze Vacation
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Coastal Serenity has a rooftop deck, private pool and spa, and an EV Charger! This single family home boasts 4 bedrooms ...
From $742 per night (USD)Expedia
From $1216 per night (USD)VRBO
Brand New home with Incredible Rooftop Deck and Pool! - Just Breathe
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Just Breathe by Exclusive Vacations VR23-000046 Welcome to Just Breathe, part of our Exclusive Collection. This luxur ...
From $1216 per night (USD)VRBO
From $967 per night (USD)Expedia
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 $967 per night (USD)Expedia
From $781 per night (USD)VRBO
Blue Hideaway- 5 bedroom with Separate Guest House, Private Pool/Spa!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 8
Blue Hideaway 316 Magnolia Avenue, Anna Maria, FL 34217 What you will love about this property: • Two blocks from beach ...
From $781 per night (USD)VRBO
From $476 per night (USD)Expedia
Barefoot Mermaid 1, steps to the beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to “Barefoot Mermaid 1” a relaxed ground floor vacation rental located on the north end of gorgeous Anna Maria I ...
From $476 per night (USD)Expedia
From $424 per night (USD)VRBO
Barefoot Mermaid 4, steps to the beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Welcome to “Barefoot Mermaid 4” a relaxed ground floor vacation rental located on the north end of gorgeous Anna Maria I ...
From $424 per night (USD)VRBO
From $482 per night (USD)Expedia
Barefoot Mermaid 2, steps to the beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to "Barefoot Mermaid 2" a relaxed ground floor vacation rental located on the north end of gorgeous Anna Maria I ...
From $482 per night (USD)Expedia
From $983 per night (USD)VRBO
༄ Sunset Shore on Anna Maria Island ༄
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Welcome to the perfect Anna Maria Island home on prestigious North Shore Drive. Overlooking a canal lake, Sunset Shore o ...
From $983 per night (USD)VRBO
From $781 per night (USD)Expedia
Bermuda Bay: 1.5 Blocks to Beach! Pool Spa, Rooftop Deck
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Bermuda Bay by Anna Maria Life Vacation Rentals 213 Magnolia, Anna Maria, FL 34216 What You'll Love About This Home: Lo ...
From $781 per night (USD)Expedia