Bay 2 Bay

8 guests · 4 bedrooms · 3 baths

Soak up the beauty of Anna Maria Island in our House, Dolphins Delight: Full Tampa Bay Views. With a range of amenities such as No pets allowed, Family friendly and Non-smoking, you'll feel right at home.

Dolphins Delight: Full Tampa Bay Views

8 guests · 4 bedrooms · 3 baths

Looking for the perfect place to call home during your trip to Anna Maria Island? This House offers a comfort and style with top-notch amenities, including No pets allowed, Family friendly and Non-smoking, and more.

Flamingo Bay

8 guests · 4 bedrooms · 3 baths

Air conditioning · Outdoor Cooking

Indulge in a peaceful retreat at Flamingo Bay, our elegant House in Anna Maria Island. Enjoy amenities including Non-smoking, Outdoor Cooking and Air conditioning, and more.

10 / 10

Outstanding(3 Ratings)

The Poop Deck: *Pet-friendly *Canalfront *Heated Pool *Sleeps 8

8 guests · 4 bedrooms · 3 baths

Experience the best of Anna Maria Island with this House available for $853. This property is equipped with amenities including Pets allowed, Family friendly and Non-smoking, and more.

Luxury waterfront escape in Anna Maria - sleeps 8

8 guests · 4 bedrooms · 3 baths

Nestled in Anna Maria Island, this House is perfect for your next vacation. Enjoy Flamingo Bay's top-rated amenities, including ;, and more.

10 / 10

Outstanding(3 Ratings)

The Poop Deck: *Pet-friendly *Canalfront *Heated Pool *Sleeps 8

8 guests · 4 bedrooms · 3 baths

This inviting House in Anna Maria Island can fit your needs for many types of vacations, at $853 per night.

9.6 / 10

Outstanding(32 Ratings)

2-night availability 5/21 & 6/18 -Private Boat Dock & 30' Pool. Steps from Beach

8 guests · 3 bedrooms · 2 baths

This House for $796 in Anna Maria Island, is perfect for your next (business stay, family stay, couples stay, getaway vacation, etc.)

9.5 / 10

Outstanding(32 Ratings)

2-night availability 5/21 & 6/18 -Private Boat Dock & 30' Pool. Steps from Beach

8 guests · 3 bedrooms · 2 baths

Indulge in a peaceful retreat at 2-night availability 5/21 & 6/18 -Private Boat Dock & 30' Pool. Steps from Beach, our elegant House in Anna Maria Island. Enjoy amenities including Pets allowed, Family friendly and Non-smoking, and more.

10 / 10

Outstanding(22 Ratings)

Close to Beach! 2-night 4/19, 4-night 4/11 - private Boat Dock & 30' Pool.

8 guests · 3 bedrooms · 2 baths

Experience vacation in Anna Maria Island with our House, Close to Beach! 2-night 4/19, 4-night 4/11 - private Boat Dock & 30' Pool.. Enjoy amenities such as Pets allowed, Family friendly and Non-smoking, and more.

Reel Deal - Water Views, Elevator, Pool by Anna Maria Life Vacation Rentals

12 guests · 1 bedroom · 5 baths

Outdoor Cooking

This House in Anna Maria Island, is the right price for your (business stay, family stays, couples stay, getaway vacation, etc.) today!

8.6 / 10

Excellent(3 Ratings)

Flamingo Bay by Duncan Real Estate

10 guests · 4 bedrooms · 1 bath

Experience vacation in Anna Maria Island with our House, Flamingo Bay by Duncan Real Estate. Enjoy amenities such as Non-smoking, and more.

9 / 10

Outstanding(16 Ratings)

Bellablu: A Waterfront Haven, The Ideal Retreat for Your Next Getaway!

8 guests · 4 bedrooms · 4 baths

House in Anna Maria Island, for $872 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)

8.8 / 10

Excellent(3 Ratings)

Flamingo Bay by Duncan Real Estate

10 guests · 4 bedrooms · 1 bath

Soak up the beauty of Anna Maria Island in our House, Flamingo Bay by Duncan Real Estate. With a range of amenities such as Non-smoking, you'll feel right at home.

Beachfront

10 / 10

Outstanding(155 Ratings)

Spectacular Beachfront House with Pool

8 guests · 4 bedrooms · 4 baths

Are you ready to indulge in a relaxing getaway? Our House in Anna Maria Island has everything you need for a rejuvenating stay. Treat yourself to Spectacular Beachfront House with Pool's exceptional amenities, such as Family friendly and Non-smoking.

9.4 / 10

Outstanding(3 Ratings)

Mintfish: Luxury canal-front w/heated pool, hot tub, docks, and water views

8 guests · 4 bedrooms · 4 baths

Indulge in a peaceful retreat at Mintfish: Luxury canal-front w/heated pool, hot tub, docks, and water views, our elegant House in Anna Maria Island. Enjoy amenities including Pets allowed, Family friendly and Non-smoking, and more.

9.6 / 10

Outstanding(24 Ratings)

Reel Deal: Water Views, Elevator, Pool by Anna Maria Life Vacation Rentals

12 guests · 5 bedrooms · 5 baths

Looking for a House in Anna Maria Island, this House for $994 per night for your business stay, family stay, couples stay, getaway vacation, on your next trip.

9.8 / 10

Outstanding(25 Ratings)

Pool*Hot Tub*Tiki Bar*Pickleball Court*Dock

8 guests · 4 bedrooms · 3 baths

Looking to create some memories in Anna Maria Island? Look no further than our House, Pool*Hot Tub*Tiki Bar*Pickleball Court*Dock. Enjoy top-rated amenities including No pets allowed, Family friendly and Non-smoking, and more.

9.8 / 10

Outstanding(2 Ratings)

Mermaid Manor

8 guests · 4 bedrooms · 4 baths

Free WiFi/internet · Air conditioning · Pool

This House for $977 in Anna Maria Island, is perfect for your next (business stay, family stay, couples stay, getaway vacation, etc.)

Beachfront

9.6 / 10

Outstanding(201 Ratings)

JUNE, JULY SPECIALS ,BEACHFRONT, PRIVATE BEACH ON THE WATERFRONT, Bring your Dog

8 guests · 3 bedrooms · 2 baths

Experience the best of Anna Maria Island with this House available for $913. This property is equipped with amenities including Pets allowed, Family friendly and Non-smoking, and more.

9.6 / 10

Outstanding(8 Ratings)

Anna Maria Island of Palms - HotTub,Pool,Poker,Games and more

14 guests · 5 bedrooms · 3 baths

Looking for a memorable stay in Anna Maria Island? Our House might just be what you're looking for. Enjoy amenities including Pets allowed, Family friendly and Non-smoking, and more during your stay.

You can save with One Key

9.8 / 10

Outstanding(33 Ratings)

Canalfront Island Gem with Private Heated Pool, Dock, Ping-Pong, & Putting Green

8 guests · 4 bedrooms · 4 baths

Soak up the beauty of Anna Maria Island in our House, Canalfront Island Gem with Private Heated Pool, Dock, Ping-Pong, & Putting Green. With a range of amenities such as No pets allowed, Family friendly and Non-smoking, you'll feel right at home.

9.8 / 10

Outstanding(24 Ratings)

Reel Deal: Water Views, Elevator, Pool by Anna Maria Life Vacation Rentals

12 guests · 5 bedrooms · 5 baths

Enjoy the best of Anna Maria Island in our House, Reel Deal: Water Views, Elevator, Pool by Anna Maria Life Vacation Rentals. A stunning property with amenities including No pets allowed, Family friendly and Non-smoking, and more.

Beachfront

9.6 / 10

Outstanding(201 Ratings)

JUNE, JULY SPECIALS ,BEACHFRONT, PRIVATE BEACH ON THE WATERFRONT, Bring your Dog

8 guests · 3 bedrooms · 2 baths

Looking for the perfect place to call home during your trip to Anna Maria Island? This House offers a comfort and style with top-notch amenities, including Pets allowed, Family friendly and Non-smoking, and more.

NEW Beach House on North end AMI with heated pool!

8 guests · 3 bedrooms · 2 baths

Are you ready to indulge in a relaxing getaway? Our House in Anna Maria Island has everything you need for a rejuvenating stay. Treat yourself to NEW Beach House on North end AMI with heated pool!'s exceptional amenities, such as Pets allowed, Family friendly and Non-smoking.

Gypsy Sol

8 guests · 4 bedrooms · 2 baths

Free WiFi/internet · Air conditioning · Pool

Looking for the perfect place to call home during your trip to Anna Maria Island? This House offers a comfort and style with top-notch amenities, including Free Parking, Gym and Golf course (within 2 mi), and more.

NEW Beach House on North end AMI with heated pool!

8 guests · 3 bedrooms · 2 baths

Soak up the beauty of Anna Maria Island in our House, NEW Beach House on North end AMI with heated pool!. With a range of amenities such as Pets allowed, Family friendly and Non-smoking, you'll feel right at home.

You can save with One Key

10 / 10

Outstanding(9 Ratings)

4 Bed / 4 Bath with Stunning Views of Bimini Bay !

8 guests · 4 bedrooms · 4 baths

Soak up the beauty of Anna Maria Island in our House, 4 Bed / 4 Bath with Stunning Views of Bimini Bay !. With a range of amenities such as No pets allowed, Family friendly and Non-smoking, you'll feel right at home.

10 / 10

Outstanding(9 Ratings)

4 Bed / 4 Bath with Stunning Views of Bimini Bay !

8 guests · 4 bedrooms · 4 baths

Experience vacation in Anna Maria Island with our House, 4 Bed / 4 Bath with Stunning Views of Bimini Bay !. Enjoy amenities such as No pets allowed, Family friendly and Non-smoking, and more.

9 / 10

Outstanding(7 Ratings)

Hogfish: Stunning Southern-style large family home, minutes from Tampa Bay

8 guests · 4 bedrooms · 3 baths

Looking to create some memories in Anna Maria Island? Look no further than our House, Hogfish: Stunning Southern-style large family home, minutes from Tampa Bay. Enjoy top-rated amenities including No pets allowed, Family friendly and Non-smoking, and more.

9.2 / 10

Outstanding(7 Ratings)

Hogfish: Stunning Southern-style large family home, minutes from Tampa Bay

8 guests · 4 bedrooms · 3 baths

Enjoy the best of Anna Maria Island in our House, Hogfish: Stunning Southern-style large family home, minutes from Tampa Bay. A stunning property with amenities including No pets allowed, Family friendly and Non-smoking, and more.