Anna Maria Rentals
- From $1428 per night (USD)
VRBO
Bay Breeze: 4 BR, 4.5 BA House in Anna Maria, Sleeps 8
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Beachfront Bay Breeze in Anna Maria Welcome to Bay Breeze! This is one of the most exclusive homes on Anna Maria Island ...
From $1428 per night (USD)VRBO
- From $509 per night (USD)
Expedia
Tides Inn- Family home with tropical pool area.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Treat yourself to the relaxing getaway your family has been daydreaming about! The Tide’s Inn is a premium pet friendly ...
From $509 per night (USD)Expedia
- From $329 per night (USD)
VRBO
Sorgenfrei South: Charming beach getaway across from the Gulf!
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Sorgenfrei South has everything you need for a perfect beach getaway. This stunning 3 bedroom, 3.5 bath home is located ...
From $329 per night (USD)VRBO
- From $1121 per night (USD)
VRBO
Discounts for Super Bowl. Heated Pool, Internet, 4 Bed 3 Bath. On Historic Pine
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
This 4 bedroom/3 bath home is situated in the perfect location on the historical and the most sought after street on Ann ...
From $1121 per night (USD)VRBO
- From $491 per night (USD)
VRBO
Private Salt Water Pool & Spa, WALK TO BEACH, near Bean Point, GROUND LEVEL.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This family friendly beach house features cool tile floors, a 60" flat screen TV, complimentary WiFi and YouTubeTV and ...
From $491 per night (USD)VRBO
- From $525 per night (USD)
VRBO
🏝AMI’s local LANDMARK🏖The BLUE HOUSE on PINE 🐬Casa Calienta🐬
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
🌀CASA CALIENTE 🌀 A spectacular and truly MAGICAL place to experience.🐬 AMI,fl This 2 bed , 2 bath home is a specta ...
From $525 per night (USD)VRBO
- From $780 per night (USD)
VRBO
Anna Maria Heated Pool Ocean View Hot Tub Short Walk To Beach
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Welcome to Palm Beach at AMI. This custom built, 5 Bedroom 4.5 Bath, home with Heated Pool and Spa will make you feel re ...
From $780 per night (USD)VRBO
- From $1698 per night (USD)
Expedia
NEST ON THE BEACH IS MAGICAL Heated pool, hot tub, 5 master suites Sunset views!
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 8
SPOIL YOURSELVES ON THE GULF OF MEXICO BEACH! Let’s talk Beach House? Whether you're building sand castles with the lit ...
From $1698 per night (USD)Expedia
- From $790 per night (USD)
VRBO
Beachfront Mango Beach House on Bean Point in Anna Maria Florida
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Mango Beach House is an exceptional beach front paradise. White sugar sand, warm waters of the Gulf of Mexico are out y ...
From $790 per night (USD)VRBO
- From $390 per night (USD)
VRBO
Sea Garden Cottage with Direct Beach Access,AC & WiFi - North End Anna Maria Fl
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
This charming Sea Garden Cottage is a true island gem and escape. Sea Garden Cottage is located on North Shore Drive at ...
From $390 per night (USD)VRBO
- From $321 per night (USD)
VRBO
BEST LOCATION! NORTH END OF ANNA MARIA, FL STEPS TO BEACH & DINING - LOWER UNIT
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Location!!! North end of Anna Maria Island . Steps to the Bean Point Beach and everything you need for your perfect Anna ...
From $321 per night (USD)VRBO
- From $585 per night (USD)
VRBO
Spoonbill Hideaway-Huge Pool and Spa across from Gulf Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Our house is located on North Shore Drive in Anna Maria Florida across the street from one of the widest and finest beac ...
From $585 per night (USD)VRBO
- From $560 per night (USD)
VRBO
Jacaranda Gem by Beach Boutique Rentals
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Take a break from the hustle and bustle, and relax in the calm and serene atmosphere of this spotless vacation home. Jac ...
From $560 per night (USD)VRBO
- From $999 per night (USD)
VRBO
North End of AMI, Heated\/Chilled Pool, Ocean Views, Tropical Oasis with elevator
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
This home is a showcase stunner! Sea Breeze was has been remodeled and professionally decorated. It is located at the q ...
From $999 per night (USD)VRBO
- From $440 per night (USD)
VRBO
Waterfront house with pool - bring boat and rod - close to Gulf and Bay Beaches
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
This beautifully spacious home sits on a very large waterfront lot on the northern tip of AMI. The house is embedded in ...
From $440 per night (USD)VRBO
- From $276 per night (USD)
VRBO
Sand Dollar Cottage - Vintage - updated - flip flop walk to Gulf Beaches
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
We only rent thru VRBO! Your safety is our priority. We are writing here as the owners of this lovely cottage. If you ...
From $276 per night (USD)VRBO
- From $621 per night (USD)
VRBO
Coconut Breeze Estate by SeaBreeze Vacation
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
Looking for a relaxing retreat just steps to the soft white sand and turquoise waters? Coconut Breeze offers the perfect ...
From $621 per night (USD)VRBO
- From $250 per night (USD)
VRBO
Northshore Beach House near Pine Ave, north end of Anna Maria Island
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Pine Ave and Northshore Drive adorable beach home. Anna Maria Island vacation beach house located at the north end of th ...
From $250 per night (USD)VRBO
- From $1077 per night (USD)
VRBO
Stunning new 4 bedroom 4.5 bath home with heated pool\/spa and views of Tampa Bay
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Marina Magic is a brand new bay view home available for rent for the very first time. Tucked among swaying palm trees o ...
From $1077 per night (USD)VRBO
- From $350 per night (USD)
Expedia
Dolphin's Delight: Old Florida Home w\/Pool, Steps to the Bay!
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Dolphin's Delight located on the North End of Anna Maria Island! This beautiful 2 bedroom 2 bathroom beach co ...
From $350 per night (USD)Expedia
- From $550 per night (USD)
VRBO
The Happy Hibiscus Island Oasis With Ocean Views
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to The Happy Hibiscus! We are located in a perfect location where we can catch the sunrise and sunset, less than ...
From $550 per night (USD)VRBO
- From $330 per night (USD)
VRBO
Turtle Cottage - Anna Maria Island
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Great 1 bedroom, 1 bathroom cottage on the quiet north end of island. The house is conveniently located and within walki ...
From $330 per night (USD)VRBO
- From $736 per night (USD)
VRBO
Reef Romance managed by Beach Retreats
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
It's all about location on vacation, and Reef Romance does not disappoint! Sail away to this beautiful four-bedroom, fou ...
From $736 per night (USD)VRBO
- From $367 per night (USD)
VRBO
Barefoot Gypsy = Steps to beach | Near Bayfront Park | Bean Point | Rod & Reel
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
The Barefoot Gypsy is an enchanted cottage tucked in the north end of Anna Maria Island in the City of Anna Maria, .Flor ...
From $367 per night (USD)VRBO
- From $337 per night (USD)
VRBO
BEST LOCATION! NORTH END OF ANNA MARIA, FL STEPS TO BEACH & DINING - UPPER UNIT
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Location!!! North end of Anna Maria Island . Steps to the Bean Point Beach and everything you need for your perfect Anna ...
From $337 per night (USD)VRBO
- From $418 per night (USD)
VRBO
Sirenia Cove - Canal \/Hot Tub\/Htd Pool\/ Dock\/Backyard Beach - prime location
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
April 27 - May 4, 2024 now $2099/wk plus fees and taxes. Many new items not shown in photos; - New exterior Polywood d ...
From $418 per night (USD)VRBO
- From $725 per night (USD)
VRBO
Hear The Surf\/Feel The Breeze... Steps To The Gulf Beach From This 4 Bd\/4Ba
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Just 5 houses from the white sandy beach of the Gulf. Near the heart of Anna Maria village sits this spacious home wit ...
From $725 per night (USD)VRBO
- From $385 per night (USD)
VRBO
MEMORIAL DAY SALE--20% off!\n 3 blocks to sugar sand beach. Heated pool.
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 5
3 short blocks to the sugar sand beaches of the Gulf of Mexico and 5 blocks to Tampa Bay. This traditional Florida home ...
From $385 per night (USD)VRBO
- From $270 per night (USD)
VRBO
Blue Heron Cottage - Anna Maria Island
- Bedrooms:
- 3
- Bathrooms:
- 1
- Sleeps:
- 4
Great 1 bedroom, 1.5 bathroom cottage on the quiet north end of island. The house is conveniently located and within wal ...
From $270 per night (USD)VRBO
- From $172 per night (USD)
VRBO
Bungalow On The Bayou (Best Location on the Island)
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Located on the "best" street on Anna Maria Island, this two-bedroom, one-bath second floor vacation rental with a specta ...
From $172 per night (USD)VRBO
- From $631 per night (USD)
VRBO
Beautiful, decorated and furnished, spacious Great Room family & kid friendly,
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Beautifully decorated and furnished home located an easy walk from Gulf beaches and Tampa bay. Includes a master suite ...
From $631 per night (USD)VRBO
- From $322 per night (USD)
VRBO
Water Front Sea Waves Cottage With Private Dock, Access To Bimini Bay
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Sea Waves, our newly renovated home with 3 bedrooms / 2 bathrooms, a private dock, and an unobstructed, natur ...
From $322 per night (USD)VRBO
- From $307 per night (USD)
VRBO
Spacious beach house with a beautiful view of the gulf
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
The fully air-conditioned house is in a quiet, exclusive residential area at the tip of the island. Miles of white sandy ...
From $307 per night (USD)VRBO
- From $588 per night (USD)
VRBO
Custom Home Walking Distance from the Gulf ! NOT LISTED ON FACEBOOK <br>
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
This large home was constructed in 2009. It is a decorator furnished, pool home and considered top of the line in vacat ...
From $588 per night (USD)VRBO
- From $200 per night (USD)
VRBO
Note: 30 day minimum rental for January, February, and March, 2025
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
The Ballyhoo is a ground floor cottage located on Bean Point at the very tip of Anna Maria Island. Around the corner, (2 ...
From $200 per night (USD)VRBO
- From $300 per night (USD)
VRBO
Adorable Vintage Anna Maria Cottage. Heated Pool! North End! 2 Blocks to Beach!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
BEFORE YOU BOOK: We only rent through VRBO. No other party is authorized to rent this property. We rent Saturday to S ...
From $300 per night (USD)VRBO
- From $1143 per night (USD)
VRBO
Beach block\/Pvt Heated Pool\/Spa\/Cabana\/SUP\/Kayaks\/Bicycles\/4 bed\/4.5 bath
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
CabAnna Maria is a completely renovated 4 bedroom, 4.5 bathroom beach block vacation property that sleeps 8 comfortably. ...
From $1143 per night (USD)VRBO
- From $700 per night (USD)
VRBO
Sirenia Beach House - Waterfront\/HotTub\/ Pool\/Dock\/PuttGreen\/Beach
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Recently Renovated! - putting green - master bathroom upstairs - master balcony enlarged and with seating - metal roof ...
From $700 per night (USD)VRBO
- From $129 per night (USD)
VRBO
Adorable Cottage ONLY STEPS to Anna Maria Beach, No Roads to Cross! FREE WiFi...
- Bedrooms:
- 0
- Bathrooms:
- 0
- Sleeps:
- 0
**ASK ABOUT LAST MINUTE DEALS! Enjoy a simple, old fashioned seaside vacation in this adorable duplex west ...
From $129 per night (USD)VRBO
- From $129 per night (USD)
Expedia
FREE WiFi & Trolley ONLY STEPS to Pristine Sandy Beach NO Roads to Cross!
- Bedrooms:
- 0
- Bathrooms:
- 0
- Sleeps:
- 0
**ASK ABOUT LAST MINUTE DEALS! Island fun is easy in this 2 unit charming cottage located two houses from t ...
From $129 per night (USD)Expedia
- From $274 per night (USD)
VRBO
4 Bed\/2.5 Bath Duplex, FREE WiFi & Trolley, ONLY STEPS to Pristine Sandy...
- Bedrooms:
- 0
- Bathrooms:
- 0
- Sleeps:
- 0
**ASK ABOUT LAST-MINUTE DEALS! Enjoy a simple, old-fashioned seaside vacation in this adorable duplex west ...
From $274 per night (USD)VRBO
- From $750 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 $750 per night (USD)VRBO
- From $446 per night (USD)
VRBO
Seahorse Cottage: Heated pool, north of Pine Ave, close to Bean Point
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Seahorse Cottage, your cozy 2-bedroom, 2-bathroom vacation rental on Anna Maria Island! Located north of Pine ...
From $446 per night (USD)VRBO
- From $850 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 $850 per night (USD)Expedia
- From $278 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 $278 per night (USD)VRBO
- From $1072 per night (USD)
Expedia
Sea Creatures Cottage: Steps to beach! Putting Green, Rooftop Deck, Pool by Anna Maria Life
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
112 Mangrove Ave, Anna Maria, FL 34216 What You'll Love About This Home: Location! Steps to the Beach! No Streets to Cr ...
From $1072 per night (USD)Expedia
- From $1111 per night (USD)
VRBO
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 $1111 per night (USD)VRBO
- From $669 per night (USD)
Expedia
Mon Ami: Pine Ave Location! Pool! 3 Blocks to Gulf or Bay by Anna Maria Life Vacation Rentals
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
311 Pine Ave, Anna Maria, FL 34216 What You'll Love About This Home: Location! On Pine Ave! 3 Blocks to Bay or Beach! 3 ...
From $669 per night (USD)Expedia
- From $423 per night (USD)
VRBO
Shore's Nice - Renovated Pristine Modern Beach Cottage w\/ Peek-A-Boo Bay Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Shore's Nice! On Anna Maria Island (Anna Maria, Florida) Renovated Pristine Modern Beach Cottage w/ Peek-A-B ...
From $423 per night (USD)VRBO
- From $544 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
803 S. Bay Drive, Anna Maria, FL 34216 What You'll Love About This home: Location! Across the street from the Bay! Cana ...
From $544 per night (USD)Expedia
- From $519 per night (USD)
VRBO
Beachview Retreat: Steps to the beach, Gulf views, hot tub!
- 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 $519 per night (USD)VRBO
- From $126 per night (USD)
Expedia
Perfectly located near the beach and Pine Ave!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
A Place in Paradise Unit B by Anna Maria Island Accommodations Duplex in Anna Maria Welcome to A Place in Paradise Uni ...
From $126 per night (USD)Expedia
- From $164 per night (USD)
VRBO
Adorable duplex near the beach and Pine Ave!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
A Place In Paradise Unit A by AMI Accommodations Duplex in Anna Maria, FL Welcome to A Place in Paradise Unit A, island ...
From $164 per night (USD)VRBO
- From $175 per night (USD)
Expedia
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 ...
From $175 per night (USD)Expedia
- From $495 per night (USD)
VRBO
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 $495 per night (USD)VRBO
- From $305 per night (USD)
Expedia
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 $305 per night (USD)Expedia
- From $448 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 $448 per night (USD)VRBO
- From $709 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 $709 per night (USD)Expedia
- From $954 per night (USD)
VRBO
North end AMI close to beach heated pool golf cart
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
Located at the north end of Anna Maria Island, this home offers a unique and well-appointed lifestyle. Custom handpicked ...
From $954 per night (USD)VRBO
- Click For Pricing
VRBO
Modern home with rooftop deck views!
- Bedrooms:
- 9
- Bathrooms:
- 9
- Sleeps:
- 8
Compass Rose by AMI Locals Home in Anna Maria, Florida Welcome to Compass Rose, an enchanting home with luxury ameniti ...
Click For PricingVRBO
- From $248 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 $248 per night (USD)VRBO
- From $508 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 $508 per night (USD)Expedia
- From $1364 per night (USD)
VRBO
Bikini Bottom: One Block to Pine,3 Blocks to Beach, Dog Friendly, Pool, by Anna Maria Life
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
302 Spring Ave, Anna Maria, FL 34216 What You'll Love About This Home: Location! 5 Min Walk to Gulf! 5 Min Walk to Bay! ...
From $1364 per night (USD)VRBO
- From $471 per night (USD)
Expedia
Emerald Shores: 6 bedroom house, steps to the beach with Gulf Views!
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 8
Come enjoy a cozy 6-bedroom home on one of Anna Maria Island’s tranquil family beaches. Emerald Shores is a two-unit d ...
From $471 per night (USD)Expedia
- From $734 per night (USD)
VRBO
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)VRBO
- From $354 per night (USD)
Expedia
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 $354 per night (USD)Expedia
- Click For Pricing
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 ...
Click For PricingExpedia
- From $1680 per night (USD)
Expedia
Masterpiece with Rooftop Deck views of nearby Beach, Sparkling Pool, - Moondance
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 8
Moondance by AMI Locals Home in Anna Maria, Florida Welcome to Moondance, a custom-built masterpiece located on one o ...
From $1680 per night (USD)Expedia
- From $1235 per night (USD)
VRBO
Brand New Luxury Home, Incredible Rooftop Deck and Pool - Total Package
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 8
Total Package by AMI Locals Home in Anna Maria 34216 Welcome to Total Package! This elegant brand-new vacation home f ...
From $1235 per night (USD)VRBO
- From $489 per night (USD)
Expedia
Becker's Beach Bungalow by A Shore Thing Vacations
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to your dream getaway at Anna Maria Island! Nestled just one block away from the pristine shores of the beach, t ...
From $489 per night (USD)Expedia
- From $400 per night (USD)
VRBO
Welcome to The Beach House
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
The Beach House by Anna Maria Vacations 9308 Gulf Drive Anna Maria, Fl. 34216 VR16-000455 This modern 3 bedroom 2.5 ba ...
From $400 per night (USD)VRBO
- From $1000 per night (USD)
Expedia
Rooftop Deck, Private Pool and Game room! Perfect for Families!
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 8
Boundless Waves by Anna Maria Island Accommodations Anna Maria, Florida Welcome to Boundless Waves, an incredible vac ...
From $1000 per night (USD)Expedia
- From $529 per night (USD)
VRBO
Bimini Bay: 3 Blocks to Beach! Private Pool!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Bimini Bay by Anna Maria Life Vacation Rentals 312 Hardin Ave, Anna Maria, FL 34216 What You'll Love About This Home: L ...
From $529 per night (USD)VRBO
- From $629 per night (USD)
Expedia
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 $629 per night (USD)Expedia
- From $399 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 $399 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:
- 6
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 $449 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 $449 per night (USD)VRBO
- From $376 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 $376 per night (USD)Expedia
- From $269 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 $269 per night (USD)VRBO
- From $485 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 $485 per night (USD)Expedia
- From $454 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 $454 per night (USD)VRBO
- From $608 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 $608 per night (USD)Expedia
- From $600 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 $600 per night (USD)VRBO
- From $1178 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 $1178 per night (USD)Expedia
- From $345 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 $345 per night (USD)VRBO
- From $396 per night (USD)
Expedia
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 $396 per night (USD)Expedia
- From $808 per night (USD)
VRBO
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 $808 per night (USD)VRBO
- From $155 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 $155 per night (USD)Expedia
- From $531 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 $531 per night (USD)VRBO
- From $529 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 $529 per night (USD)Expedia
- From $543 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 $543 per night (USD)VRBO
- From $1234 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 brand new luxury vacation home is perfectly situated a short 5 minut ...
From $1234 per night (USD)Expedia
- From $1872 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
513 Loquat Drive, Anna Maria, FL 34216 What You'll Love About This Home: Location! North End Canal Home! 1 Block to Bay! ...
From $1872 per night (USD)VRBO
- From $649 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 $649 per night (USD)Expedia
- From $419 per night (USD)
VRBO
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 $419 per night (USD)VRBO
- From $450 per night (USD)
Expedia
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 $450 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 $430 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 $430 per night (USD)Expedia
- From $710 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 $710 per night (USD)VRBO
- From $756 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 $756 per night (USD)Expedia