Anna Maria Rentals
From $386 per night (USD)VRBO
Everything inside is new and beachy! Two blocks to Bean Point Beach!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 4
Our vacation home is two blocks to either the Gulf of Mexico or Tampa Bay…Bean Point Beach! We have remodeled the entire ...
From $386 per night (USD)VRBO
From $904 per night (USD)Expedia
Island Time: AMI North End, Pool, Close to City Pier & Pine Ave by Anna Maria Life Vacation Rentals
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Island Time by Anna Maria Life Vacation Rentals 426 Spring Ave., Anna Maria, FL 34216 What You'll Love About This Home ...
From $904 per night (USD)Expedia
From $969 per night (USD)VRBO
Large Heated Pool, 2 Master Bedroom Suites, Very Close to Gulf Beach.
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
'South Cay' is an absolutely beautiful house in "Anna Maria", on Anna Maria Island, Florida. How close to the beach? Th ...
From $969 per night (USD)VRBO
From $1005 per night (USD)Expedia
MAY SPECIALS, BEACHFRONT, PRIVATE BEACH ON THE WATERFRONT, Bring your dog
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
This stunning BEACHFRONT home was designed by an award winning Architect and is true paradise. The home has a private be ...
From $1005 per night (USD)Expedia
From $207 per night (USD)VRBO
Bayou Hideaway: 2 BR, 1 BA Condominium in Anna Maria, Sleeps 4
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Great Pine Avenue location, across the street from the Anna Maria City Pier, walkable to Bayfront Park with its playgrou ...
From $207 per night (USD)VRBO
From $1402 per night (USD)Expedia
Luxury Beach Retreat with Rooftop Deck and Pool in Anna Maria - Hip Nautic
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Hip Nautic by AMI Locals Home in Anna Maria, Florida Welcome to Hip Nautic, the ultimate luxury beach retreat on Anna ...
From $1402 per night (USD)Expedia
From $714 per night (USD)VRBO
Coccoloba by Duncan Real Estate
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Coccoloba! This beautiful single-family home is located across from the sugar sand beaches in Holmes Beach. Y ...
From $714 per night (USD)VRBO
From $712 per night (USD)Expedia
Gladiolus on the Water by Duncan Real Estate
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The desirable North end of Anna Maria and a peaceful canal front setting make this beautiful home a perfect vacation get ...
From $712 per night (USD)Expedia
From $261 per night (USD)VRBO
Bayou Breeze | Amazing Waterfront Condo on Pine Ave with Dock and Water Views
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Amazing Waterfront Condo at the North end of Anna Maria! Tucked away off of Pine Ave just before the Historic Anna Mar ...
From $261 per night (USD)VRBO
From $1153 per night (USD)Expedia
Luxury Home with Private Pool, Putting Green, and Dock!
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Yacht Sea by Anna Maria Island Accommodations Home in Anna Maria, FL Highlights • 5-minute walk from Beach • Private Po ...
From $1153 per night (USD)Expedia
From $1648 per night (USD)VRBO
Sirenia By The Sea - Putting Green\/Waterfront\/Dock\/\/Pool\/ Hot Tub\/Steps to Beach
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 12
Sirenia By The Sea is under repair and will be ready to receive new guests in January 2025 and onward. Recently Added i ...
From $1648 per night (USD)VRBO
From $1108 per night (USD)Expedia
Anna Banana: 3 Houses to Beach! North End AMI! Pool by Anna Maria Life Vacation Rentals
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Anna Banana by Anna Maria Life Vacation Rentals 501 North Shore, Anna Maria, FL 34216 What You'll Love About this Home: ...
From $1108 per night (USD)Expedia
From $1224 per night (USD)VRBO
La Grande Maison - 4 Bed \/ 4 Bath Luxury Home
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Make your next vacation one you will never forget by booking La Grande Maison. With plenty of room for the entire family ...
From $1224 per night (USD)VRBO
From $1130 per night (USD)Expedia
H2O Bungalow by Beach Boutique Rentals
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
H2O Bungalow is a 3 bed, 3 bath stunning vacation home that is unique and unlike any others. *Features include* * Pr ...
From $1130 per night (USD)Expedia
From $910 per night (USD)VRBO
My Mistress by Beach Boutique Rentals
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
This 3 bedroom/3 bath ground level canal home in Anna Maria is a hidden gem and walkable to all the best spots in Anna M ...
From $910 per night (USD)VRBO
From $1450 per night (USD)Expedia
Willow Walk: 3 Homes to Beach! West of Gulf Dr, Pool, Poolside Lounge Area by Anna Maria Life
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Willow Walk by Anna Maria Life Vacation Rentals 110 Willow Ave, Anna Maria, FL 34216 What You'll Love About This Home: ...
From $1450 per night (USD)Expedia
Click For PricingVRBO
Sole Acqua: Luxury canal front home with pool, short walk to the Gulf!
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Luxury Anna Maria Island canalfront vacation rental, complete with heated pool, hot tub, and dock. Just a short walk to ...
Click For PricingVRBO
From $1051 per night (USD)Expedia
Close to the beach with private pool and lanai
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Surf Side by AMI Locals Home in Anna Maria, FL Gulf beaches are just a short 3-minute walk away! Highlights: • Privat ...
From $1051 per night (USD)Expedia
From $1235 per night (USD)VRBO
Sand Trap by Beach Boutique Rentals
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Views, views, views! Experience all the best of the North end of Anna Maria from this waterfront home with pool, spa and ...
From $1235 per night (USD)VRBO
From $523 per night (USD)VRBO
75 ft Canal Front Anna Maria House, Great for Boaters, Newly Renovated
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This Anna Maria Island waterfront house newly renovated. The house is located on a large 75 ft wide deep water canal an ...
From $523 per night (USD)VRBO
From $1515 per night (USD)VRBO
Beachology: 1 Block to Bean Point Beach, Pool, Game Room by Anna Maria Life Vacation Rentals
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
749 Jacaranda, Anna Maria, FL 34216 What You'll Love About This Home: Location! Bean Point Across the Street! 2 Min Wal ...
From $1515 per night (USD)VRBO
From $1135 per night (USD)Expedia
On Point: Across Street from Bean Point Beach, Outdoor Games & Pool by Anna Maria Life
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
811 Jacaranda, Anna Maria, FL 34216 What You'll Love About This Home: Location! 1 Block to Beach & Bean Point! 4 Bedroo ...
From $1135 per night (USD)Expedia
From $742 per night (USD)VRBO
Island Breeze: Steps to Beach, Heated Pool & Spa, Huge Verandah by Anna Maria Life Vacation Rentals
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Island Breeze by Anna Maria Life Vacation Rentals 119 Beach Ave, Anna Maria, FL 34216 What You'll Love About This Home: ...
From $742 per night (USD)VRBO
From $1055 per night (USD)Expedia
The Laguna Beach: 2 Blocks to Beach, Pool, 5 Hole Put Put, Foosball, Cornhole by Anna Maria Life
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The Laguna Beach by Anna Maria Life Vacation Rentals 212 Willow Ave, Anna Maria, FL 34216 What You'll Love About This H ...
From $1055 per night (USD)Expedia
From $230 per night (USD)VRBO
Endless Summer- On Pine Ave, steps to beach & pier w\/ water view & dock
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
LOCATION IS EVERYTHING!! Endless Summer is a waterfront condo with amazing views and a private dock, perfectly located o ...
From $230 per night (USD)VRBO
From $1230 per night (USD)Expedia
Banyan Tree Beach House- Luxury home with private pool
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Banyan Tree Beach House!! If you think the photos are stunning, wait until you see this home in person and wa ...
From $1230 per night (USD)Expedia
From $2240 per night (USD)VRBO
Luxury Villa with Rooftop Deck, Putting Green, and Pool\/Spa!
- Bedrooms:
- 7
- Bathrooms:
- 7
- Sleeps:
- 8
Fine and Sandy by AMI Locals Home in Anna Maria, FL Located in the North End area of Anna Maria Island Highlights: • P ...
From $2240 per night (USD)VRBO
From $640 per night (USD)Expedia
Spacious Island Home with Lagoon-Style Pool!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Mangoes on Magnolia by Anna Maria Island Accommodations Home in Anna Maria, Florida Your island getaway awaits at Mang ...
From $640 per night (USD)Expedia
From $1390 per night (USD)VRBO
AcquaLuxe - Luxury Canal-Front Home w\/ Pool, Spa & Dock Near Beaches on Anna Maria Island
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to AcquaLuxe! On Anna Maria Island (Anna Maria, FL) Experience unparalleled luxury at AcquaLuxe, a stunning can ...
From $1390 per night (USD)VRBO
From $618 per night (USD)Expedia
Shady Mango by Duncan Real Estate
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Shady Mango! An inviting ground-level vacation home just three blocks from the beach! With two bedrooms and t ...
From $618 per night (USD)Expedia
From $994 per night (USD)VRBO
Sandy Beach Retreat - 3 bedroom on the beach with amazing views and private pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 5
Welcome to Sandy Beach Retreat! You will fall in love with the beautiful beaches of Anna Maria Island as your backyard i ...
From $994 per night (USD)VRBO
From $2302 per night (USD)Expedia
Bikini Bottom: One Block to Pine,3 Blocks to Beach, Dog Friendly, Pool, by Anna Maria Life
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 8
Bikini Bottom by Anna Maria Life Vacation Rentals 302 Spring Ave, Anna Maria, FL 34216 What You'll Love About This Home ...
From $2302 per night (USD)Expedia
From $1344 per night (USD)VRBO
Bean Point Bliss: Pool Spa Putting Green
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Bean Point Bliss by Anna Maria Life Vacation Rentals 820 N Shore, Anna Maria FL 34216 What You'll Love About This Home: ...
From $1344 per night (USD)VRBO
From $745 per night (USD)Expedia
The Hammock House: Bright and modern pool home with outdoor living space
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
The Hammock House, located on the North end of Anna Maria is a 3 bedroom, 3.5 bathroom spacious, contemporary home. The ...
From $745 per night (USD)Expedia
From $1013 per night (USD)VRBO
H2O 360 by Beach Boutique Rentals
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Water abounds at this awesome 3 bedroom/2 bath Anna Maria Island gem with pool, hot tub and dock! *Features include* ...
From $1013 per night (USD)VRBO
From $704 per night (USD)Expedia
Beachview Retreat: Steps to the beach, Gulf views!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Beachview Retreat on Anna Maria! This conveniently located cottage is just steps away from white sandy, Gulf ...
From $704 per night (USD)Expedia
From $271 per night (USD)VRBO
Dog-Friendly 4 Mins to the Beach & Pine Ave - A Place in Paradise Unit B
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
A Place in Paradise Unit B by Anna Maria Island Accommodations Duplex in Anna Maria, Florida 34216 VR16-000529 Welcome ...
From $271 per night (USD)VRBO
From $306 per night (USD)Expedia
Family-Friendly Duplex Near Beaches & Local Shops - A Place In Paradise Unit A
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
A Place In Paradise Unit A by Anna Maria Island Accommodations Duplex in Anna Maria, FL Welcome to A Place in Paradise ...
From $306 per night (USD)Expedia
Click For PricingVRBO
Pelican's Roost: Serene coastal retreat, in heart of Anna Maria Island life!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to "Pelican's Roost" – your ultimate coastal retreat on Anna Maria Island! Nestled off the lively Pine Avenue, t ...
Click For PricingVRBO
From $642 per night (USD)Expedia
Gorgeous home with secluded backyard oasis!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Hunky Dory by AMI Locals Home in Anna Maria, Florida Relax with friends and family at Hunky Dory, a true piece of par ...
From $642 per night (USD)Expedia
From $481 per night (USD)VRBO
Perfect Island Location! Heated pool and plenty of room for the entire family
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Sea grape trees, hibiscus bushes and palm trees surround this pretty white-roofed daffodil-colored cottage that is just ...
From $481 per night (USD)VRBO
From $2626 per night (USD)Expedia
No Tan Lines by Beach Boutique Rentals
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
The ultimate in beach front Florida island living awaits you at No Tan Lines. *Features include* * Ultimate luxury BE ...
From $2626 per night (USD)Expedia
From $916 per night (USD)VRBO
Sea Jay: Canal front with dock, heated pool, lanai w\/outdoor kitchen
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Sea Jay is a newly refreshed, canal front pool home located in the heart of Anna Maria! Enter the home through the kitch ...
From $916 per night (USD)VRBO
From $953 per night (USD)Expedia
Blue Palm: Luxury home, heated pool, hot tub, close to beach!
- Bedrooms:
- 4
- 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 $953 per night (USD)Expedia
From $422 per night (USD)VRBO
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 $422 per night (USD)VRBO
From $1068 per night (USD)Expedia
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 $1068 per night (USD)Expedia
From $1689 per night (USD)VRBO
Luxury home with Pool and Spa, Rooftop deck, Water views, Golf cart, and Bikes!
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Sweet Caroline by AMI Locals Home in Anna Maria, FL 34216 VR23-000009 Highlights • Private Pool and In-ground Spa • 2-m ...
From $1689 per night (USD)VRBO
From $1394 per night (USD)Expedia
Pier to Pier Paradise by Beach Boutique Rentals
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
This stunning 4-bedroom home, aptly named Pier to Pier Paradise, offers breathtaking views of the Bay, luxury amenities, ...
From $1394 per night (USD)Expedia
From $1386 per night (USD)VRBO
Deja Blu:1 Block to Beach! Tropical Oasis, Poolside Lounge, Pool & Spa by Anna Maria Life
- Bedrooms:
- 3
- 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 $1386 per night (USD)VRBO
From $1146 per night (USD)Expedia
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 $1146 per night (USD)Expedia
From $888 per night (USD)VRBO
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 $888 per night (USD)VRBO
From $1266 per night (USD)Expedia
Coastal home near the shopping district and Gulf beaches
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 8
Highlights: • 5 minute walk from the Gulf Beaches • Next to the Shopping District on Pine Ave. • Rooftop Deck • Ele ...
From $1266 per night (USD)Expedia
From $651 per night (USD)VRBO
Shore's Nice - Modern Beach Cottage with Bay Views, Luxurious Outdoor Space & Steps To The Bay
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Shore's Nice! On Anna Maria Island (Anna Maria, Florida) Renovated Modern Beach Cottage with Peek-A-Boo Bay ...
From $651 per night (USD)VRBO
From $829 per night (USD)Expedia
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 $829 per night (USD)Expedia
From $603 per night (USD)VRBO
Anna Maria Island Direct Beachfront Condo- Awesome View and Amazing Sunsets
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
View dolphins, terns, gulls, sandpipers, and other shorebirds from your 22 foot wide screened lanai. Walk directly out ...
From $603 per night (USD)VRBO
From $1423 per night (USD)Expedia
Bean Point Beachfront- Beachfront 4 bedroom private home with pool\/spa
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
At A Glance Gulf-Front, Beach side Home Spacious Backyard Deck with Covered Dining Area, TV & Gas BBQ Grill NEW Private ...
From $1423 per night (USD)Expedia
From $1151 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 $1151 per night (USD)VRBO
From $1196 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 $1196 per night (USD)VRBO
From $1488 per night (USD)VRBO
The TipSea Turtle managed by Beach Retreats FL Anna Maria Island
- Bedrooms:
- 5
- 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 $1488 per night (USD)VRBO
From $1179 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 $1179 per night (USD)Expedia
From $1526 per night (USD)VRBO
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 $1526 per night (USD)VRBO
From $445 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 $445 per night (USD)Expedia
From $1034 per night (USD)VRBO
Anna Belle by Beach Boutique Rentals
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
PLEASE NOTE: A exciting transformation from wall to wall and floor to ceiling is nearing completion on this waterfront ...
From $1034 per night (USD)VRBO
From $1582 per night (USD)Expedia
NO DAMAGE FROM STORM Summer Strand: CANAL FRONT Resort like pool Close to beach
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
***HURRICANE RECOVERY: BEACH BLISS AWAITS!*** This house is in perfect shape for your getaway—restaurants and shops ar ...
From $1582 per night (USD)Expedia
From $1807 per night (USD)VRBO
Playing Hooky: On Canal, Dock, Pool & Spa, Game Room by Anna Maria Life Vacation Rentals
- Bedrooms:
- 4
- 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 $1807 per night (USD)VRBO
From $1055 per night (USD)Expedia
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 $1055 per night (USD)Expedia
From $1066 per night (USD)VRBO
Once Upon A Tide managed by Beach Retreats FL Anna Maria Island
- Bedrooms:
- 3
- Bathrooms:
- 5
- 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 $1066 per night (USD)VRBO
From $1722 per night (USD)Expedia
Beach a la Mode | Luxury Canal Front Home on AMI w\/ Private Pool & Spa
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 8
Welcome to your dream vacation home on Anna Maria Island - a luxurious 5-bedroom, 4.5-bathroom canal front retreat that ...
From $1722 per night (USD)Expedia
From $1484 per night (USD)VRBO
150 Feet to the Beach! Large Beach Home with Heated Pool! - Sunset Paradise
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 10
Sunset Paradise by Anna Maria Vacations Home in Anna Maria, FL 34216 Sunset Paradise is a magnificent five-bedroom, f ...
From $1484 per night (USD)VRBO
From $831 per night (USD)Expedia
Pet Friendly Private Home with Heated Pool, Close to Shopping
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 8
Cabana Breeze by Anna Maria Vacations Home in Anna Maria, Fl 34217 VR16-000457 Dream vacations come true at Cabana Bre ...
From $831 per night (USD)Expedia
From $536 per night (USD)VRBO
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 $536 per night (USD)VRBO
From $1130 per night (USD)Expedia
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 $1130 per night (USD)Expedia
From $757 per night (USD)VRBO
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 $757 per night (USD)VRBO
From $1014 per night (USD)Expedia
Private Pool, Spa, and Game Room! Short walk to Beach - Absolute Paradise
- Bedrooms:
- 4
- Bathrooms:
- 7
- Sleeps:
- 14
Absolute Paradise by Anna Maria Vacations Home in Anna Maria, FL 34216 VR16-000465 Welcome to Absolute Paradise, a beau ...
From $1014 per night (USD)Expedia
From $1115 per night (USD)VRBO
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 $1115 per night (USD)VRBO
From $1126 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 $1126 per night (USD)Expedia
From $817 per night (USD)VRBO
Family-Friendly Canal-Front Home with Pool, Dock, and Games - White Shell
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
White Shell by Anna Maria Vacations Home in Anna Maria, FL. 34216 VRC16-000038 Discover the perfect family getaway a ...
From $817 per night (USD)VRBO
From $618 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 $618 per night (USD)Expedia
From $380 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 $380 per night (USD)VRBO
From $974 per night (USD)Expedia
Private Pool, Dog Friendly, Cornhole! Short Walk to the Beach - Angelfish
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Angelfish by Anna Maria Vacations VRC16-000003 Welcome to Angelfish, your three-bedroom, two-bathroom ground-level sanc ...
From $974 per night (USD)Expedia
From $956 per night (USD)VRBO
Northend Anna Maria Island. Private Heated Pool
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Lighthouse Lagoon by Anna Maria Vacations Home in Anna Maria, Fl. 34216 VR16-000453 Welcome to Lighthouse Lagoon, a fan ...
From $956 per night (USD)VRBO
From $870 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 $870 per night (USD)Expedia
From $1498 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 $1498 per night (USD)VRBO
From $1813 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 $1813 per night (USD)Expedia
From $1111 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 Anna Maria, Fl. 34216 VR16-000470 Welcome to Las Palmas, an exquisite vacation home ...
From $1111 per night (USD)VRBO
From $763 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 $763 per night (USD)Expedia
From $739 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 $739 per night (USD)VRBO
From $955 per night (USD)Expedia
Single Level Beach Home, 5 Minutes to the Sand! Private Heated Pool
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Sunshine Reef by Anna Maria Vacations Home in Anna Maria, Fl 34216 VR16-000425 Experience the perfect family getaway at ...
From $955 per night (USD)Expedia
From $1010 per night (USD)VRBO
Bayfront Home with Beach Access and Pool! - Beach House 404
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Beach House 404 by Anna Maria Vacations Home in the City of Anna Maria, FL Welcome to Beach House 404, your ultimate co ...
From $1010 per night (USD)VRBO
From $371 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 $371 per night (USD)Expedia
From $866 per night (USD)VRBO
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 $866 per night (USD)VRBO
From $914 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 $914 per night (USD)Expedia
From $363 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 $363 per night (USD)VRBO
From $1831 per night (USD)Expedia
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 $1831 per night (USD)Expedia
From $371 per night (USD)VRBO
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 $371 per night (USD)VRBO
From $988 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 $988 per night (USD)Expedia
From $396 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 $396 per night (USD)VRBO
From $540 per night (USD)Expedia
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 $540 per night (USD)Expedia
From $1035 per night (USD)VRBO
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 Island ...
From $1035 per night (USD)VRBO
From $585 per night (USD)Expedia
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 $585 per night (USD)Expedia