Flamingo Bay

8 guests · 4 bedrooms · 4 baths

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.

Flamingo Bay 4 Bedroom Home by RedAwning

8 guests · 4 bedrooms · 3 baths

Soak up the beauty of Anna Maria Island in our House, Flamingo Bay 4 Bedroom Home by RedAwning. With a range of amenities such as Non-smoking and No pets allowed, you'll feel right at home.

8.6 / 10

Excellent(3 Ratings)

Flamingo Bay by Duncan Real Estate

8 guests · 4 bedrooms · 4 baths

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

Bay 2 Bay

8 guests · 3 bedrooms · 3 baths

Free WiFi/internet · Air conditioning · Pool

Indulge in a peaceful retreat at Bay 2 Bay, our elegant House in Anna Maria Island. Enjoy amenities including Free Parking, Non-smoking and WiFi/Internet, and more.

Salty Pirate - Bayview home with a pool and kayaks

8 guests · 4 bedrooms · 3 baths

This inviting House in Anna Maria Island can fit your needs for many types of vacations, at $896 per night.

Sea Swept Mermaid: Canal-front with pool and kayaks

8 guests · 4 bedrooms · 3 baths

House in Anna Maria Island, for $941 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)

Salty Pirate - Bayview home with a pool and kayaks

8 guests · 4 bedrooms · 3 baths

The best choice in Anna Maria Island for House, for $896 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

Sea Swept Mermaid: Canal-front with pool and kayaks

8 guests · 4 bedrooms · 3 baths

Looking for a business stay, family stay, couples stay, getaway vacation, or traveling to Anna Maria Island, at $941 per night for your next great vacation.

9.6 / 10

Outstanding(32 Ratings)

Boater's Dream! 1/2 Block from Beach- Private Boat Dock & 30' Pool.

8 guests · 3 bedrooms · 2 baths

This House for $748 in Anna Maria Island, is perfect for your next (business stay, family stay, couples stay, getaway vacation, etc.)

Flamingo Bay 4 Bedroom Home by RedAwning

8 guests · 4 bedrooms · 3 baths

Looking for a business stay, family stay, couples stay, getaway vacation, or traveling to Anna Maria Island, at $789 per night for your next great vacation.

9.8 / 10

Outstanding(16 Ratings)

Bay 2 Bay: Bay Across Street! Amazing Views of Bay & Canal, Pool & Lounge by Anna Maria Life

8 guests · 3 bedrooms · 3 baths

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

9.5 / 10

Outstanding(32 Ratings)

Boater's Dream! 1/2 Block from Beach- Private Boat Dock & 30' Pool.

8 guests · 3 bedrooms · 2 baths

Indulge in a peaceful retreat at Boater's Dream! 1/2 Block from Beach- Private Boat Dock & 30' Pool., our elegant House in Anna Maria Island. Enjoy amenities including Pets allowed, Family friendly and 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 $880 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)

10 / 10

Outstanding(5 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 $857 per night.

Dolphins Delight: Rooftop deck, large heated pool, hot tub

8 guests · 4 bedrooms · 3 baths

Soak up the beauty of Anna Maria Island in our House, Dolphins Delight: Rooftop deck, large heated pool, hot tub. With a range of amenities such as No pets allowed, Family friendly and Non-smoking, you'll feel right at home.

10 / 10

Outstanding(5 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 $857. This property is equipped with amenities including Pets allowed, Family friendly and Non-smoking, and more.

Beachfront

9.6 / 10

Outstanding(215 Ratings)

OCT., NOV. 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 $886. This property is equipped with amenities including Pets allowed, Family friendly and Non-smoking, and more.

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.

9.4 / 10

Outstanding(6 Ratings)

Anna Maria Island Waterfront Vacation Home

in Anna Maria Island

8 guests · 3 bedrooms · 2 baths

Indulge in a peaceful retreat at Anna Maria Island Waterfront Vacation Home, our elegant House in Anna Maria Island. Enjoy amenities including Family friendly and Non-smoking, and more.

9.8 / 10

Outstanding(30 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.

You can save with One Key

Waterfront Home! Perfect for Large Groups or Families! – Dock of the Bay

8 guests · 3 bedrooms · 3 baths

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

Beachfront

9.6 / 10

Outstanding(215 Ratings)

OCT., NOV. 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.

9.8 / 10

Outstanding(64 Ratings)

Coconut Cove

8 guests · 3 bedrooms · 3 baths

Experience the best of Anna Maria Island with this House available for $1,047. This property is equipped with amenities including No pets allowed, Family friendly and Non-smoking, and more.

Waterfront Home! Perfect for Large Groups or Families! – Dock of the Bay

8 guests · 3 bedrooms · 3 baths

When traveling to Anna Maria Island, if you are looking for (business stays, family stays, couples stay, getaway vacation, etc.) this is the perfect place at $792 per night.

9.8 / 10

Outstanding(64 Ratings)

Coconut Cove

8 guests · 3 bedrooms · 3 baths

The best choice in Anna Maria Island for House, for $850 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

You can save with One Key

10 / 10

Outstanding(36 Ratings)

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

8 guests · 4 bedrooms · 4 baths

Nestled in Anna Maria Island, this House is perfect for your next vacation. Enjoy Canalfront Island Gem with Private Heated Pool, Dock, Ping-Pong, & Putting Green's top-rated amenities, including No pets allowed, Family friendly and Non-smoking, and more.

10 / 10

Outstanding(1 Rating)

New! Gorgeous home on AMI. Heated pool!

10 guests · 3 bedrooms · 2 baths

Soak up the beauty of Anna Maria Island in our House, New! Gorgeous home on AMI. Heated pool!. With a range of amenities such as Family friendly and Non-smoking, you'll feel right at home.

10 / 10

Outstanding(36 Ratings)

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

8 guests · 4 bedrooms · 4 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.

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.