Freckled Fin

8 guests · 4 bedrooms · 5 baths

Free WiFi/internet · Air conditioning · Pool

The best choice in Anna Maria Island for House, for $861 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

9.7 / 10

Outstanding(31 Ratings)

Luxurious Island Retreat with Pool, Spa and Private Suite

8 guests · 4 bedrooms · 4 baths

Looking for a memorable stay in Anna Maria Island? Our House might just be what you're looking for. Enjoy amenities including No pets allowed, Family friendly and Non-smoking, and more during your stay.

9.6 / 10

Outstanding(45 Ratings)

Brand New Putting Green! Close to beach!

8 guests · 4 bedrooms · 4 baths

Looking for a House in Anna Maria Island, this House for $1,069 per night for your business stay, family stay, couples stay, getaway vacation, on your next trip.

Coastal Haven with Private Pool and Balcony Views

8 guests · 3 bedrooms · 2 baths

Air conditioning · TV · Coffee/tea maker

Looking for a business stay, family stay, couples stay, getaway vacation, or traveling to Anna Maria Island, at $853 per night for your next great vacation.

Jersey Girl home

12 guests · 5 bedrooms · 3 baths

Air conditioning · Outdoor Cooking

Soak up the beauty of Anna Maria Island in our House, Jersey Girl home. With a range of amenities such as Free Parking, Non-smoking and Outdoor Cooking, you'll feel right at home.

Jersey Girl 5 Bedroom Home by RedAwning

12 guests · 5 bedrooms · 3 baths

Indulge in a peaceful retreat at Jersey Girl 5 Bedroom Home by RedAwning, our elegant House in Anna Maria Island. Enjoy amenities including Non-smoking and No pets allowed, and more.

9.8 / 10

Outstanding(44 Ratings)

Brand New Putting Green! Close to beach!

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 Brand New Putting Green! Close to beach!'s exceptional amenities, such as Pets allowed, Family friendly and Non-smoking.

10 / 10

Outstanding(3 Ratings)

Jersey Girl by Duncan Real Estate

12 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 No pets allowed and Non-smoking, and more during your stay.

9.8 / 10

Outstanding(6 Ratings)

My Mistress by Beach Boutique Rentals

8 guests · 3 bedrooms · 3 baths

This inviting House in Anna Maria Island can fit your needs for many types of vacations, at $898 per night.

Chilli Fish by Duncan Real Estate

8 guests · 4 bedrooms · 3 baths

House in Anna Maria Island, for $943 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)

10 / 10

Outstanding(3 Ratings)

Jersey Girl by Duncan Real Estate

12 guests · 5 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 and Non-smoking, and more.

8.8 / 10

Excellent(5 Ratings)

Castle Azul: Luxury canal front w/pool, hot tub, putting green, and ping pong

8 guests · 4 bedrooms · 4 baths

Looking to create some memories in Anna Maria Island? Look no further than our House, Castle Azul: Luxury canal front w/pool, hot tub, putting green, and ping pong. Enjoy top-rated amenities including Pets allowed, Family friendly and Non-smoking, and more.

You can save with One Key

Chilli Fish by Duncan Real Estate

8 guests · 4 bedrooms · 3 baths

Discover the beauty of Anna Maria Island with a stay at Chilli Fish by Duncan Real Estate, a top rated House with amenities such as No pets allowed and Non-smoking, and more.

10 / 10

Outstanding(12 Ratings)

Bimini Sunrise

8 guests · 4 bedrooms · 4 baths

Discover the beauty of Anna Maria Island with a stay at Bimini Sunrise, a top rated House with amenities such as No pets allowed, Family friendly and Non-smoking, and more.

You can save with One Key

8.8 / 10

Excellent(5 Ratings)

Castle Azul: Luxury canal front w/pool, hot tub, putting green, and ping pong

8 guests · 4 bedrooms · 4 baths

Soak up the beauty of Anna Maria Island in our House, Castle Azul: Luxury canal front w/pool, hot tub, putting green, and ping pong. With a range of amenities such as Pets allowed, Family friendly and Non-smoking, you'll feel right at home.

10 / 10

Outstanding(34 Ratings)

Aloha Beaches! Newly Renovated 4 Bedroom 3 Bath Home w/ Private Pool!

8 guests · 4 bedrooms · 3 baths

The best choice in Anna Maria Island for House, for $829 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

Paradise Poolside with Private Putting Green

8 guests · 4 bedrooms · 5 baths

Free WiFi/internet · Air conditioning · Pool

This House for $1,041 in Anna Maria Island, is perfect for your next (business stay, family stay, couples stay, getaway vacation, etc.)

Island Breeze with Private Pool and Beach Decor

8 guests · 4 bedrooms · 3 baths

Air conditioning · Coffee/tea maker · Refrigerator

Looking to create some memories in Anna Maria Island? Look no further than our House, Chilli Fish. Enjoy top-rated amenities including Air conditioning, Outdoor Cooking and Bathtub, and more.

9 / 10

Outstanding(3 Ratings)

Buttonwood Cottage

8 guests · 3 bedrooms · 2 baths

Free WiFi/internet · Air conditioning · Pool

The best choice in Anna Maria Island for House, for $847 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

A Slice Of Paradise 4 Bedroom Bungalow

8 guests · 4 bedrooms · 3 baths

The best choice in Anna Maria Island for House, for $1,181 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

10 / 10

Outstanding(34 Ratings)

Aloha Beaches! Newly Renovated 4 Bedroom 3 Bath Home w/ Private Pool!

8 guests · 4 bedrooms · 3 baths

Looking for a House in Anna Maria Island, this House for $1,055 per night for your business stay, family stay, couples stay, getaway vacation, on your next trip.

9.8 / 10

Outstanding(18 Ratings)

Luxury Island Retreat: Pool, Spa and Walk to Beach

16 guests · 5 bedrooms · 6 baths

Indulge in a peaceful retreat at Luxury Island Retreat: Pool, Spa and Walk to Beach, our elegant House in Anna Maria Island. Enjoy amenities including Pets allowed, Family friendly and Non-smoking, and more.

10 / 10

Outstanding(1 Rating)

Hardin Hideaway - Anna Maria Island

8 guests · 5 bedrooms · 5 baths

Looking for a House in Anna Maria Island, this House for $907 per night for your business stay, family stay, couples stay, getaway vacation, on your next trip.

9.4 / 10

Outstanding(24 Ratings)

Mangroves and Magnolias- Tropical island pool home on North end.

8 guests · 4 bedrooms · 3 baths

This House for $945 in Anna Maria Island, is perfect for your next (business stay, family stay, couples stay, getaway vacation, etc.)

10 / 10

Outstanding(2 Ratings)

Prana Sanctuary: Luxury 4 Bedroom Home in Heart of Anna Maria

8 guests · 4 bedrooms · 4 baths

Discover the beauty of Anna Maria Island with a stay at Prana Sanctuary: Luxury 4 Bedroom Home in Heart of Anna Maria, a top rated House with amenities such as No pets allowed, Family friendly and Non-smoking, and more.

9.2 / 10

Outstanding(24 Ratings)

Mangroves and Magnolias- Tropical island pool home on North end.

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.

10 / 10

Outstanding(2 Ratings)

Prana Sanctuary: Luxury 4 Bedroom Home in Heart of Anna Maria

8 guests · 4 bedrooms · 4 baths

Experience vacation in Anna Maria Island with our House, Prana Sanctuary: Luxury 4 Bedroom Home in Heart of Anna Maria. Enjoy amenities such as No pets allowed, Family friendly and Non-smoking, and more.

4 King Beds + Guest House • Heated Pool/Spa

10 guests · 4 bedrooms · 3 baths

The best choice in Anna Maria Island for House, for $979 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

10 / 10

Outstanding(14 Ratings)

160 ft canal front, 2 boat lifts, cool- pool, cool mister-system, putting green

8 guests · 4 bedrooms · 3 baths

Indulge in a peaceful retreat at 160 ft canal front, 2 boat lifts, cool- pool, cool mister-system, putting green, our elegant House in Anna Maria Island. Enjoy amenities including Pets allowed, Family friendly and Non-smoking, and more.

A Slice Of Paradise 4 Bedroom Bungalow

8 guests · 4 bedrooms · 3 baths

Soak up the beauty of Anna Maria Island in our House, A Slice Of Paradise 4 Bedroom Bungalow. With a range of amenities such as Non-smoking and No pets allowed, you'll feel right at home.