Anna Maria Rentals
- From $250 per night (USD)
VRBO
Wake up on the waters of Tampa Bay in a north Anna Maria home.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Two story elevated beach home with gorgeous water views, steps from park and two fishing piers. Enjoy meals in the separ ...
From $250 per night (USD)VRBO
- From $225 per night (USD)
Expedia
Anna Cabana B: Pool Home, AMI North End, 2 Blocks to Beach by Anna Maria Life Vacation Rentals
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
301 Poinsettia Rd., Anna Maria, FL 34216 What you'll love about this home: Location! On the North End of Anna Maria 2 ...
From $225 per night (USD)Expedia
- From $399 per night (USD)
VRBO
Thanksgiving & Christmas 2024 Available!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
DESCRIPTION: It doesn't get much better than being right on the water, located on a wide canal, and ½ block from the ...
From $399 per night (USD)VRBO
- From $1035 per night (USD)
Expedia
Toes in the Water: North End, West of Gulf, Steps to Beach, Pool by Anna Maria Life Vacation Rentals
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
110 Palm Ave, Anna Maria, FL 34216 What You'll Love About This Home: 4 Houses to the Beach! West of Gulf! No Street to ...
From $1035 per night (USD)Expedia
- From $600 per night (USD)
VRBO
Luxury Upscale Beach Home Steps from Gulf of Mexico, Heated Pool, Spa & Golfcart
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This newly redesigned elevated 3 Bedroom, 2 Bathroom home is beautifully appointed throughout, with state of the art qua ...
From $600 per night (USD)VRBO
- From $932 per night (USD)
Expedia
Casa Mariposa - Luxury Butterfly Garden, Steps to Pine Ave, Pool\/Spa, Bikes, 4 Houses to Beach
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Casa Mariposa! On Anna Maria Island (Anna Maria, FL) HIGHLIGHTS: - Open layout and spacious Kitchen, Dining ...
From $932 per night (USD)Expedia
- From $443 per night (USD)
VRBO
Tropical Landscaped Beach Cottage with Heated Jetted Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to SURF’S UP, located one block from the sugary white sand beaches on the desirable north end of the Anna Maria. ...
From $443 per night (USD)VRBO
- From $466 per night (USD)
VRBO
Perfect summer vacation home! Close to Bean Point, great pool!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Feelin' Salty by AMI Locals Home in Anna Maria, FL Highlights: - Pool - Ping pong table - Open concept layout with ple ...
From $466 per night (USD)VRBO
- From $855 per night (USD)
VRBO
Luxury Home with Pool, Spa, Rooftop, a block from the Beach - Paradise Bound
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Paradise Bound by AMI Locals Home in Anna Maria, Florida VR21-000036 Welcome to Paradise Bound, a four bedroom and four ...
From $855 per night (USD)VRBO
- From $459 per night (USD)
Expedia
Sea Whisper in north-end Anna Maria with private dock and pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Welcome to Sea Whisper, our brand new renovated home with 3 bedrooms / 3 bathrooms, private dock, swimming pool, and spa ...
From $459 per night (USD)Expedia
- From $360 per night (USD)
VRBO
Charming house with private heated pool, lanai. Great location to beach & shops
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Quaint Northshore Cottage a few blocks from the village of Anna Maria and the Gulf of Mexico beaches. Sapphire Surf is ...
From $360 per night (USD)VRBO
- From $376 per night (USD)
Expedia
BEAUTIFUL DIRECT BAY FRONT, Steps to Village, FREE WiFi\/Trolley, Dog*(See...
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
**ASK ABOUT LAST-MINUTE DEALS! Avoca...a Gaelic word that means "the meeting of the waters," and the perfe ...
From $376 per night (USD)Expedia
- From $370 per night (USD)
VRBO
Beautifully remodeled 3 bedroom luxury home, just steps to BEACH! Brand-new Pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
The Deckhouse by AMI Locals Home in Anna Maria, FL Highlights: • Brand new pool with spa • Multiple decks • Keurig cof ...
From $370 per night (USD)VRBO
- From $381 per night (USD)
Expedia
Casa Posada - So Close You Can Hear the Waves! Historic Beach Cottage w\/ Beach Gear
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Casa Posada! On Anna Maria Island (Anna Maria, FL) Managed by Once Upon A Beach Vacation Rentals, a locally o ...
From $381 per night (USD)Expedia
- From $487 per night (USD)
VRBO
La Bella Bungalow Beachfront, nostalgic beach cottage ambiance 🌅
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
❗ Flexible check-in days throughout most of the year. Sundays are not available as check-in days. 🤩 If you love t ...
From $487 per night (USD)VRBO
- From $525 per night (USD)
Expedia
Beautiful North-End Home! Pool with In-ground Spa, Shuffleboard!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Carefree Cay by Anna Maria Island Accommodations Home in Anna Maria, FL 34216 VR16-000412 Welcome to Carefree Cay, a ...
From $525 per night (USD)Expedia
- From $750 per night (USD)
Expedia
Private Canal Home with Spacious Pool and Hot Tub
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Fancy Flamingo (formerly The Little Mermaid) 319 Hardin Ave Anna Maria VR20-000005 3 Blocks to the Beach Welcome to th ...
From $750 per night (USD)Expedia
- Click For Pricing
Expedia
Ground Level Cottage with Pool and Hot Tub, 1 Block to Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Mermaid's Treasure by Anna Maria Island Accommodations Home in Anna Maria, FL 34216 VR16-000363 Welcome to Mermaid's T ...
Click For PricingExpedia
- From $1056 per night (USD)
VRBO
Luxury Home with Heated Pool, Hot Tub, and Entertainment Area!
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Highlights • Less than a 5-minute walk to the beach • Private pool and hot tub • Game area • Multiple balconies ...
From $1056 per night (USD)VRBO
- From $798 per night (USD)
Expedia
Beautiful Canal Front Home with Putt-Putt Green, Only 5 Blocks to Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Lavender Lagoon by Anna Maria Island Accommodations Home in Anna Maria, FL 34217 VR22-000006 Welcome to Lavender Lagoo ...
From $798 per night (USD)Expedia
- From $450 per night (USD)
VRBO
Tropical Oasis with Private Pool and Game Room, 3 Blocks to Beach or Bay!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Highlights • Less than a 10-minute walk to the beach or bay • Private Pool • Ping Pong Table • Washer and Dryer Pel ...
From $450 per night (USD)VRBO
- From $1230 per night (USD)
Expedia
Spacious Home Perfect for Family Vacation with Pool and Putting Green
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Highlights • Private Pool and Hot Tub • Less than a 5-minute walk to the beach • Elevator • Putting Green • Pool Ta ...
From $1230 per night (USD)Expedia
- From $535 per night (USD)
VRBO
Home with Pool and Outdoor Amenities near the Bay and Beach - North End Chic
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
North End Chic by Anna Maria Island Accommodations Home in Anna Maria, FL 34216 VR16-000361 Welcome to North End Chi ...
From $535 per night (USD)VRBO
- From $371 per night (USD)
Expedia
Spacious Home with Private Pool, Just 1 Block to Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Starfish Beach by AMI Accommodations Home in Anna Maria, FL 1 Block to Beach Highlights: - Private pool surrounded by ...
From $371 per night (USD)Expedia
- From $668 per night (USD)
VRBO
Canal Front Home With Dock Just 4 Blocks to Beach! - Blue Turtle
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Blue Turtle by Anna Maria Island Accommodations Home in Anna Maria, FL 34216 VR16-000118 Welcome to Blue Turtle, a ...
From $668 per night (USD)VRBO
- From $519 per night (USD)
Expedia
Private Home with Heated Pool, Only 3 Blocks to Bean Point
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Azure by AMI Accommodations Private home in Anna Maria, FL 3 Blocks to Bean Point Highlights: • Sea inspired hues of ...
From $519 per night (USD)Expedia
- From $550 per night (USD)
VRBO
Island Home with Private Pool, Oversized Front Porch, and Poolside Dining!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Highlights • Less than a 10-minute walk to the beach • Private pool • Ping pong table • Outdoor shower • Washer an ...
From $550 per night (USD)VRBO
- From $315 per night (USD)
Expedia
Beautiful Guest House Near the Beach with Private Pool!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Highlights • Less than a 5-minute walk to the beach • Pool Anna Maria Guest House 212 by Anna Marie Accommodations ...
From $315 per night (USD)Expedia
- From $450 per night (USD)
VRBO
Private Bungalow with Pool, Perfect for Family Vacations! - Hav'Anna Daydreamin
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Hav'Anna Daydreamin by Anna Maria Island Accommodations Home in Anna Maria, FL 34216 VR16-000403 Welcome to Hav'Ann ...
From $450 per night (USD)VRBO
- From $425 per night (USD)
Expedia
Guest House in the Business District with Private Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Anna Maria Guest House 317 by Anna Maria Accommodations Home in Anna Maria, FL 34216 Welcome to Anna Maria Guest House ...
From $425 per night (USD)Expedia
- From $495 per night (USD)
VRBO
Canal Home with Private Dock and Pool with Outside Dining!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Highlights • Canal-front • Private Pool • Less than a mile from the beach • Washer and dryer • Ping pong table H ...
From $495 per night (USD)VRBO
- Click For Pricing
Expedia
Private Home with Tropical Landscaping and Heated Pool, Just 2 Blocks To Beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Highlights • 7-minute walk from Beach • Private Pool • Outdoor Shower Bimini Bay by Anna Maria Island Accommodation ...
Click For PricingExpedia
- From $727 per night (USD)
VRBO
Canal Home With Private Pool and Dock, 2 Blocks to Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Highlights • Canal Front with Dock • 5-minute walk from Beach • Private Pool and Hot Tub • Outdoor Shower Beach Hou ...
From $727 per night (USD)VRBO
- From $838 per night (USD)
Expedia
Canal Front Home with 60ft Dock and Heated Pool\/Spa!
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Highlights * 6 NEW KING SIZE BEDS, INCLUDING A FUN TRIPLE KING BUNK BED! NEW BEDDING * SONOS MUSIC SYSTEM WITHIN HOME ...
From $838 per night (USD)Expedia
- From $550 per night (USD)
VRBO
Private Home with Pool and Hot Tub, just 5 Houses to the Water!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Beach Baby by Anna Maria Island Accommodations Private home in Anna Maria, Florida 5 Houses to Beach! Highlights: • J ...
From $550 per night (USD)VRBO
- From $450 per night (USD)
Expedia
Cottage with Private Pool, Tropical Landscaped Backyard, Near Beach
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 7
Highlights • 7-minute walk to the beach • Private Pool • 1-minute walk to Pine Ave • Outdoor shower Covey Cottage 418 ...
From $450 per night (USD)Expedia
- From $323 per night (USD)
VRBO
Beautiful Ground Level Home with Heated Pool!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Rest-A-Shore by Anna Maria Island Accommodations Home in Anna Maria, FL 1.5 Block to Bean Point Beautiful, Quiet, Gro ...
From $323 per night (USD)VRBO
- From $322 per night (USD)
Expedia
Private Home with Pool and Hot Tub, 2 Blocks to Beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Highlights • 3-minute walk to the beach • Private pool and hot tub • Outdoor shower • Washer and dryer Little Pink Hou ...
From $322 per night (USD)Expedia
- From $666 per night (USD)
VRBO
Canal Front Home with Private Pool and Spa, 2 Blocks to Beach!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Triple Play by AMI Accommodations Home in Anna Maria, FL 2 Blocks to Beach Highlights: - Canal front - 4 1/2 minute ...
From $666 per night (USD)VRBO
- From $382 per night (USD)
Expedia
Ground Level Home with Saltwater Pool, 2 Blocks to Beach! - Pink Palm Bungalow
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Pink Palm Bungalow by Anna Maria Island Accommodations Home in Anna Maria, FL 34217 VR16-000353 Welcome to Pink Palm ...
From $382 per night (USD)Expedia
- From $563 per night (USD)
VRBO
Canal View Home with Heated Pool, Across Street From Bay
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Highlights • Canal front with a dock that can accommodate a craft up to 25ft • Private Pool • Washer and dryer Liv ...
From $563 per night (USD)VRBO
- From $725 per night (USD)
Expedia
Private Home with Pool and Game Room, 1 Block to Beach! - Dolphin Pointe
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
Dolphin Pointe by Anna Maria Island Accommodations Home in Anna Maria, FL 34216 VR16-000318 Welcome to Dolphin Poi ...
From $725 per night (USD)Expedia
- From $315 per night (USD)
VRBO
Beautiful Condo on Pine Ave, 2 Blocks to Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
High Tide Haven by Anna Maria Island Accommodations 306 Pine Ave Anna Maria, FL 34216 Welcome to High Tide Haven where ...
From $315 per night (USD)VRBO
- From $300 per night (USD)
Expedia
Adorable Cottage with Covered Balconies and Private Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Social Nest by Anna Maria Island Accommodations Home in Anna Maria, FL 34216 Welcome to Social Nest, a second-level ho ...
From $300 per night (USD)Expedia
- From $596 per night (USD)
VRBO
Perfectly Located Near Bay Beaches and Pine Ave!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Highlights • Less than a 5-minute drive to the beach • Private pool and outdoor shower • Less than a 5-minute walk to ...
From $596 per night (USD)VRBO
- From $458 per night (USD)
Expedia
Spacious Canal Home Perfect For Family Vacations!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Highlights • Canal Front • 1-mile from the Beach • Private Pool and Hot Tub • Ping pong table Gypsy Sol by ...
From $458 per night (USD)Expedia
- From $810 per night (USD)
VRBO
Private Home with Rooftop Deck, Pool, and Hot Tub!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Highlights • 2-minute walk from the Beach • Private Pool and Hot Tub • Roof Top Deck Called In Sic by Anna Maria Isl ...
From $810 per night (USD)VRBO
- From $299 per night (USD)
Expedia
Shared Pool, Private Patio, Only 2 Houses to the Beach - Sand and Sea 113 B
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Sand and Sea 113 B by Anna Maria Island Accommodations Condo in Anna Maria, FL 34216 VR16-000423 Welcome to Sand and Se ...
From $299 per night (USD)Expedia
- From $410 per night (USD)
VRBO
Home with Private Pool Just 1 Block from the Beach! - Hav'Anna Hideaway
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Hav'Anna Hideaway by Anna Maria Island Accommodations Home in Anna Maria, FL 34216 VR16-000402 Welcome to Hav'Anna Hide ...
From $410 per night (USD)VRBO
- From $1308 per night (USD)
Expedia
Beautiful North-End Home with Heated Pool and Hot Tub, 100 Steps to the Beach!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Water Colors by Anna Maria Island Accommodations Home in Anna Maria, FL 34216 100 Steps to Beach Highlights: -Situated ...
From $1308 per night (USD)Expedia
- Click For Pricing
VRBO
3 Houses From the Beach! Heated Pool, Game Room, and Amazing Gulf Views!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Island Time by Anna Maria Island Accommodations Home in Anna Maria, FL 34216 VR16-000389 Welcome to Island Time! 3 Ho ...
Click For PricingVRBO
- Click For Pricing
Expedia
Quiet North End Home, One Block to the Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Highlights • Less than a 10-minute walk to the beach • Private pool and hot tub • Outdoor shower Island Memories b ...
Click For PricingExpedia
- From $650 per night (USD)
VRBO
Private Home 1 Block to Beach with Pool and Hot Tub!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Highlights • 3-minute walk from Beach • Private pool and hot Tub • Outdoor shower • Washer and dryer Beach You To I ...
From $650 per night (USD)VRBO
- From $897 per night (USD)
Expedia
Newly Built Home with Private Pool, 1\/2 Block to Beach
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Highlights • 2-minute walk to the beach • Private pool and hot tub • Game room • Elevator • Washer and dryer Coral K ...
From $897 per night (USD)Expedia
- From $644 per night (USD)
VRBO
Lady from the Sea - Private pool! 1 Block to beach!
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
Highlights • Less than a 10-minute walk from the beach • Private pool • Deck Lady From The Sea by Anna Maria ...
From $644 per night (USD)VRBO
- From $458 per night (USD)
Expedia
Private Home with Caged Pool, 1 Block to Beach, Great for Family!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Highlights • Less than a 5-minute walk to the beach • Private pool • Separate guest suite • Hammock • Washer and d ...
From $458 per night (USD)Expedia
- From $434 per night (USD)
VRBO
Private Home with Heated Pool, Just 5 Houses to Beach
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Highlights • Less than a 5-minute walk to the beach • Private Pool • Washer and Dryer Palm Paradise by Anna Maria Is ...
From $434 per night (USD)VRBO
- From $450 per night (USD)
Expedia
Ground level home perfect for family, just a short walk to the beach!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Highlights • Less than a 5-minute walk to the beach or bay • Private Pool and Hot Tub • Ping Pong Table • Outdoor Show ...
From $450 per night (USD)Expedia
- From $310 per night (USD)
VRBO
Quaint Condo with Shared Pool, Only 2 Houses to the Beach - Sand And Sea 109 A
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Sand And Sea 109 A by Anna Maria Island Accommodations Condo in Anna Maria, FL 34216 VR16-000422 Welcome to Sand and Se ...
From $310 per night (USD)VRBO
- From $425 per night (USD)
Expedia
Canal Home with Private Pool and Dock - North End Zen
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
North End Zen by Anna Maria Island Accommodations Home in Anna Maria, FL 34216 VR16-000360 Recharge your batteries N ...
From $425 per night (USD)Expedia
- From $430 per night (USD)
VRBO
Private Home Situated Near Bean Point with Spacious Heated Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Absolutely Anna by AMI Accommodations Private Home in Anna Maria, FL Highlights: • Only 2 houses to Bean Point • Short ...
From $430 per night (USD)VRBO
- Click For Pricing
Expedia
Gulf Front Home with Private Pool, Hot Tub, and Balcony Views!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Highlights • Private Access to the Beach • Private Pool and Hot Tub • Deck Views of Gulf • Game Room Blue By You b ...
Click For PricingExpedia
- From $435 per night (USD)
VRBO
Beautiful Bay Front Home with Panoramic Views and Open Balcony!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Dolphin Watch by Anna Maria Island Accommodations Bayfront home in Anna Maria, FL 34216 VR16-000325 Your dream bayfront ...
From $435 per night (USD)VRBO
- From $390 per night (USD)
Expedia
Adorable Remodeled Duplex with Heated Pool, Just 2 Blocks to Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Turtle Crawl by Anna Maria Island Accommodations Duplex in Anna Maria, FL 34216 VR16-000350 Welcome to Turtle Crawl, a ...
From $390 per night (USD)Expedia
- From $352 per night (USD)
VRBO
Quiet North End Home Only 2 Blocks to Beach with Private Pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Highlights • 5-minute walk from the beach • Private Pool • Outdoor shower Our Place By The Sea 761 Jacaranda Rd Anna Ma ...
From $352 per night (USD)VRBO
- From $250 per night (USD)
Expedia
Adorable Remodeled Duplex with Heated Pool, Just 2 Blocks to the Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Highlights • Less than a 5-minute walk from the beach • Shared Pool • Less than 1 mile from Pine Ave restaurants and s ...
From $250 per night (USD)Expedia
- From $372 per night (USD)
VRBO
Private Home with Heated Pool and Screened Lanai, 2 Houses to Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Mermaid's Purse 107 Palm Ave Anna Maria, FL 34216 VR16-000364 Welcome to Mermaid’s Purse, a perfectly located north-en ...
From $372 per night (USD)VRBO
- From $461 per night (USD)
Expedia
Luxury home near the beach and shopping! Private backyard and pool!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Highlights • 2-minute walk from the beach • Private Pool • Near free Anna Maria Island Trolley stop • Outdoor living spa ...
From $461 per night (USD)Expedia
- From $734 per night (USD)
VRBO
Private Home 1 House From Beach with Heated Pool!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Highlights • 1-minute walk to the Beach • Private Pool • Outdoor Shower Blue Mermaid by Anna Maria Island Accommoda ...
From $734 per night (USD)VRBO
- From $450 per night (USD)
Expedia
Canal Home with Private Dock and Heated Pool, Just 3 Houses to the Bay
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Wade 'N Sea by Anna Maria Island Accommodations Home in Anna Maria, FL 34216 3 Minutes to Bay Highlights: -Newly renov ...
From $450 per night (USD)Expedia
- From $1052 per night (USD)
VRBO
Sea La Vie Beach House - Stunning New Luxury Waterfront Home w\/Pool, Dock, Elevator, Close to Pine
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Sea La Vie Beach House! On Anna Maria Island (Anna Maria, FL) 2825 sq. ft. HIGHLIGHTS: - Open layout and sp ...
From $1052 per night (USD)VRBO
- From $380 per night (USD)
Expedia
Anna Maria Island, NORTH END 3 bedroom, pet friendly, private pool home!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Paradise found in this 3 bedroom, 2 bath pet friendly, home on Anna Maria Island! This family home is just 1 block from ...
From $380 per night (USD)Expedia
- From $605 per night (USD)
VRBO
Beautiful Home with Pool, Outside Living Area, Near the Beach! - Coconut Lagoon
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Coconut Lagoon by Anna Maria Island Accommodations Home in Anna Maria, FL 34216 VR16-000285 Welcome to Coconut Lagoo ...
From $605 per night (USD)VRBO
- From $269 per night (USD)
Expedia
Quaint Condo with Shared Pool, Only 2 Houses to the Beach - Sand And Sea 109 B
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Sand And Sea 109 B by Anna Maria Island Accommodations Condo in Anna Maria, FL 34216 VR16-000422 Welcome to Sand and S ...
From $269 per night (USD)Expedia
- From $300 per night (USD)
VRBO
Quaint Condo with Heated Pool, Only 2 Houses to the Beach - Sand and Sea 111 B
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Sand and Sea 111 B by Anna Maria Island Accommodations Condo in Anna Maria, FL 34216 VR16-000423 Welcome to Sand and Se ...
From $300 per night (USD)VRBO
- Click For Pricing
Expedia
Sea Mist - Gorgeous Home w\/Pool! Walk to Beach\/Pine Ave, Awesome Location, Dogs OK
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Sea Mist! On Anna Maria Island (Anna Maria, FL) Elevated 3 Bed, 2 Bath in Anna Maria, Florida just STEPS to ...
Click For PricingExpedia
- From $557 per night (USD)
VRBO
Bella Vita: 3 BR, 3 BA House in Anna Maria, Sleeps 6
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
SECURITY CAMERAS IN USE LIFE IS BEAUTIFUL AND ALWAYS BETTER AT THE BEACH! BELLA VITA. YOUR NEW CORNER OF PARADISE! THI ...
From $557 per night (USD)VRBO
- From $310 per night (USD)
Expedia
Beach Condo with Shared Pool, Only 2 Houses to the Beach - Sand And Sea 113 A
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Sand And Sea 113 A by Anna Maria Island Accommodations Condo in Anna Maria, FL 34216 VR16-000423 Welcome to Sand and Se ...
From $310 per night (USD)Expedia
- From $445 per night (USD)
VRBO
Home with Private Pool, Just Over a Block to Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Highlights • 5-minute walk to the beach • Private pool • Outdoor shower • Washer and dryer Casa Allegria 209 Archer W ...
From $445 per night (USD)VRBO
- From $258 per night (USD)
Expedia
Casa de Playa Cozy, ground-level cottage, across the street from the beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Located at the quiet North end of Anna Maria this 2BR/2BA home is located just across from the Gulf of Mexico. Interior ...
From $258 per night (USD)Expedia
- From $350 per night (USD)
VRBO
Luxury Home with Pool, Spa, and Deck! - AMI Breeze
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
AMI Breeze by AMI Locals Home in Anna Maria VR20-000022 Welcome to AMI Breeze, a beautiful two bedroom and two bathroo ...
From $350 per night (USD)VRBO
- From $765 per night (USD)
Expedia
Upscale waterfront home, private pool, beautiful views!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Paradise on Pine by AMI Locals Home in Anna Maria, FL Features: • Waterfront home with private dock • Elevator for gues ...
From $765 per night (USD)Expedia
- From $225 per night (USD)
VRBO
Coquina Cottage A by Duncan Real Estate
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Coquina Cottage A! Family friendly Coquina Cottage A is exceptionally located at the northern end of Anna Mar ...
From $225 per night (USD)VRBO
- From $350 per night (USD)
Expedia
Spacious, Desirable North-End Gem on Canal w\/ Dock & Heated Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to paradise! Pelican Perch is a spacious, three-bedroom, two-bath house, located on a canal and a quiet cul-de- ...
From $350 per night (USD)Expedia
- From $355 per night (USD)
VRBO
Hunt's Hideaway: *Putting Green *Pool *Hot Tub *5 Mins to Beach!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Escape to Hunt's Hideaway, a luxurious vacation rental that promises an unforgettable retreat. With four bedrooms and th ...
From $355 per night (USD)VRBO
- From $849 per night (USD)
Expedia
White Pearl-New Premier AMI Home with Sunset Views
- Bedrooms:
- 6
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to White Pearl. This brand new elevated custom home (2019) on Anna Maria Island located within AMI city limits ...
From $849 per night (USD)Expedia
- From $228 per night (USD)
VRBO
Dog friendly cottage - One block to the Bay!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Slo M'Ocean by Anna Maria Island Locals Home in Anna Maria, FL 1 easy block to the Bay Highlights: - Recently refresh ...
From $228 per night (USD)VRBO
- From $790 per night (USD)
Expedia
Mangroves and Magnolias- Tropical island pool home on North end.
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Vacation in luxury at the most desirable location on the north end of Anna Maria Island. The perfect home to unite and u ...
From $790 per night (USD)Expedia
- From $826 per night (USD)
VRBO
Beach Bliss: 3 BR, 2.5 BA House in Anna Maria, Sleeps 8
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Beach Bliss offers something special for everyone in the family! Come enjoy this beautiful 3 bedroom 2 bath home just st ...
From $826 per night (USD)VRBO
- From $437 per night (USD)
Expedia
Island Oasis: Ground level canal front pool home
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Looking to escape to a beautiful tropical oasis? This is the place for you! Refreshed with gorgeous coastal decor in the ...
From $437 per night (USD)Expedia
- From $420 per night (USD)
VRBO
Sharks Eye- Original island cottage on historic Pine Ave.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Cozy and quaint and perfectly nestled in the hustle and bustle of Anna Maria’s Pine Avenue, you’ll fall in love with Sha ...
From $420 per night (USD)VRBO
- From $196 per night (USD)
Expedia
Ground-Floor Suite w\/Full Kitchen, Free WiFi, Shared Pool & Washer\/Dryer
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Sunrise Garden #1 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $196 per night (USD)Expedia
- From $758 per night (USD)
VRBO
Villa Marianne: AMI North End, Steps to Beach, West of Gulf, Pool by Anna Maria Life
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 8
111 Maple Ave., Anna Maria, FL 34216 What You'll Love About This Home: Location! North End - 100 Steps to Beach! 5 Bed ...
From $758 per night (USD)VRBO
- From $607 per night (USD)
Expedia
Private 30' Pool and Boat Dock - Rated best on AMI
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
DESCRIPTION: It doesn't get much better than being right on the water, located on a wide canal, and ½ block from the ...
From $607 per night (USD)Expedia
- From $150 per night (USD)
VRBO
Beachy Villa with Shared Pool - Bayside Cutie at Bayside Bungalow
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Bayside Cutie at Bayside Bungalow by AMI Locals Villa in Bradenton Beach, FL 34217 VR18-000088 Welcome to Bayside ...
From $150 per night (USD)VRBO
- From $225 per night (USD)
Expedia
Condo Close to Shops, Beach, Restaurants! - Blissful Bay at Bayside Bungalow
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Blissful Bay at Bayside Bungalow by AMI Locals Condo in Bradenton Beach, FL 34217 VR18-000088 Welcome to Blissful Ba ...
From $225 per night (USD)Expedia
- From $200 per night (USD)
VRBO
Shared Pool, Bay Views! - Barefoot by the Bay at Bayside Bungalow
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 6
Barefoot by the Bay at Bayside Bungalow by AMI Locals Condo in Bradenton Beach, FL 34217 VR18-000088 Welcome to B ...
From $200 per night (USD)VRBO
- From $689 per night (USD)
VRBO
Experience the BEST Backyard Pool on AMI! Beautifully Renovated Beach Cottage!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Highlights • 8-minute walk to the beach • 7-minute walk to AMI City Pier • Private pool and hot tub • Separate Private ...
From $689 per night (USD)VRBO
- From $320 per night (USD)
VRBO
AMI Boathouse:Dog Friendly Canal Front Pool Home North End of AMI by Anna Maria Life
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
520 Loquat Dr., Anna Maria, FL 34216 What You'll Love About This Home: Location! North End on a Canal and Steps from t ...
From $320 per night (USD)VRBO
- From $704 per night (USD)
Expedia
Gulf Front Vacation Rental- Anna Maria Island, Florida
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Our Gulf Front vacation home is located on Anna Maria's North Shore Drive with Magnificent Panoramic views of the Gulf o ...
From $704 per night (USD)Expedia