Bay Cottage

4 guests · 2 bedrooms · 2 baths

Indulge in a peaceful retreat at Waterfront Charm! Walk to Bayfront Park!, our elegant House in Anna Maria Island. Enjoy amenities including Pets allowed, Family friendly and Non-smoking, and more.

10 / 10

Outstanding(1 Rating)

Beautiful AMI Beach House with Pool and Fenced Backyard, Dog Friendly!

6 guests · 3 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 Pets allowed, Family friendly and Non-smoking, and more.

Palm Springs Vibes with a Poolside Escape

6 guests · 3 bedrooms · 4 baths

Free WiFi/internet · Air conditioning · Pool

This inviting House in Anna Maria Island can fit your needs for many types of vacations, at $246 per night.

21 Palms Unit A

2 guests · 2 bedrooms · 1 bath

Free WiFi/internet · Air conditioning · Beach access

This Apartment for $277 in Anna Maria Island, is perfect for your next (business stay, family stay, couples stay, getaway vacation, etc.)

6 / 10

Average(1 Rating)

Island Gem A 2 Bedroom Villa by RedAwning

Villa

4 guests · 2 bedrooms · 1 bath

WiFi/Internet · Coffee/tea maker · Refrigerator

Villa in Anna Maria Island, for $279 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)

Dog-friendly family home with WiFi, central AC, private WD - close to beach

4 guests · 2 bedrooms · 1 bath

Looking to create some memories in Anna Maria Island? Look no further than our Apartment, Dog-friendly family home with WiFi, central AC, private WD - close to beach. Enjoy top-rated amenities including Pets allowed, Family friendly and Non-smoking, and more.

You can save with One Key

10 / 10

Outstanding(1 Rating)

Beautiful AMI Beach House with Pool and Fenced Backyard, Dog Friendly!

6 guests · 3 bedrooms · 3 baths

The best choice in Anna Maria Island for House, for $276 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

6 / 10

Average(1 Rating)

Island Gem A 2 Bedroom Villa by RedAwning

Villa

4 guests · 2 bedrooms · 1 bath

WiFi/Internet · Coffee/tea maker · Refrigerator

This Villa for $279 in Anna Maria Island, is perfect for your next (business stay, family stay, couples stay, getaway vacation, etc.)

You can save with One Key

8.8 / 10

Excellent(55 Ratings)

HEATED POOL & SPA ON CANAL, FREE WiFi & Trolley, Close to Beach & Bay!

7 guests · 3 bedrooms · 3 baths

Nestled in Anna Maria Island, this House is perfect for your next vacation. Enjoy HEATED POOL & SPA ON CANAL, FREE WiFi & Trolley, Close to Beach & Bay!'s top-rated amenities, including Pets allowed and Non-smoking, and more.

Sunlit Cottage with Old Florida Charm

6 guests · 2 bedrooms · 1 bath

Free WiFi/internet · Air conditioning · TV

Looking for a memorable stay in Anna Maria Island? Our House might just be what you're looking for. Enjoy amenities including Outdoor Cooking, Coffee/tea maker and Gym, and more during your stay.

8.4 / 10

Excellent(6 Ratings)

Escape Serenity B · Private Pool · White Ave

6 guests · 2 bedrooms · 1 bath

Nestled in Anna Maria Island, this House is perfect for your next vacation. Enjoy Escape Serenity B · Private Pool · White Ave's top-rated amenities, including Pets allowed, Family friendly and Non-smoking, and more.

You can save with One Key

Dog-friendly family home with WiFi, central AC, private WD - close to beach

4 guests · 2 bedrooms · 1 bath

Soak up the beauty of Anna Maria Island in our Apartment, Dog-friendly family home with WiFi, central AC, private WD - close to beach. With a range of amenities such as Pets allowed, Family friendly and Non-smoking, you'll feel right at home.

10 / 10

Outstanding(8 Ratings)

A Place in Paradise Unit B

2 guests · 2 bedrooms · 2 baths

Free WiFi/internet · Air conditioning · Spa

Looking to create some memories in Anna Maria Island? Look no further than our House, A Place in Paradise Unit B. Enjoy top-rated amenities including Free Parking, Pets allowed and Gym, and more.

10 / 10

Outstanding(5 Ratings)

C Glass Cottage Adorable Bungalow close to Pine Ave, Bay and Pier

4 guests · 2 bedrooms · 1 bath

Looking for a House in Anna Maria Island, this House for $318 per night for your business stay, family stay, couples stay, getaway vacation, on your next trip.

9.4 / 10

Outstanding(15 Ratings)

Dog friendly cottage - One block to the Bay!

6 guests · 2 bedrooms · 1 bath

House in Anna Maria Island, for $287 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)

9.6 / 10

Outstanding(32 Ratings)

Dog-Friendly 4 Mins to the Beach and Pine Ave - A Place in Paradise Unit B

4 guests · 2 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 Dog-Friendly 4 Mins to the Beach and Pine Ave - A Place in Paradise Unit B's exceptional amenities, such as Pets allowed, Family friendly and Non-smoking.

8.4 / 10

Excellent(6 Ratings)

Escape Serenity B · Private Pool · White Ave

6 guests · 2 bedrooms · 1 bath

Looking for a business stay, family stay, couples stay, getaway vacation, or traveling to Anna Maria Island, at $277 per night for your next great vacation.

Coastal Comfort Just Steps from Anna Maria Island Fun

4 guests · 2 bedrooms · 2 baths

Free WiFi/internet · Air conditioning · TV

Looking for a Apartment in Anna Maria Island, this Apartment for $239 per night for your business stay, family stay, couples stay, getaway vacation, on your next trip.

10 / 10

Outstanding(1 Rating)

Beach Breeze Hideaway 2 Bedroom Villa by RedAwning

6 guests · 2 bedrooms · 2 baths

WiFi/Internet · Air conditioning · TV

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 Non-smoking, Air conditioning and Balcony/Terrace, and more.

Dog friendly home with lanai, internet, and perfect location

4 guests · 2 bedrooms · 1 bath

Looking to create some memories in Anna Maria Island? Look no further than our House, Dog friendly home with lanai, internet, and perfect location. Enjoy top-rated amenities including Pets allowed, Family friendly and Non-smoking, and more.

You can save with One Key

10 / 10

Outstanding(5 Ratings)

C Glass Cottage Adorable Bungalow close to Pine Ave, Bay and Pier

4 guests · 2 bedrooms · 1 bath

The best choice in Anna Maria Island for House, for $318 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

9.2 / 10

Outstanding(10 Ratings)

Pet Friendly Private Duplex. Fenced Yard with Private Pool Short Walk to Beach

6 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 Pet Friendly Private Duplex. Fenced Yard with Private Pool Short Walk to Beach's exceptional amenities, such as Pets allowed, Family friendly and Non-smoking.

9.3 / 10

Outstanding(3 Ratings)

A Place in Paradise Unit A

2 guests · 2 bedrooms · 2 baths

Free WiFi/internet · Air conditioning · Spa

Indulge in a peaceful retreat at A Place in Paradise Unit A, our elegant House in Anna Maria Island. Enjoy amenities including Free Parking, Pets allowed and Gym, and more.

9.8 / 10

Outstanding(32 Ratings)

Dog-Friendly 4 Mins to the Beach and Pine Ave - A Place in Paradise Unit B

4 guests · 2 bedrooms · 2 baths

House in Anna Maria Island, for $267 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)

8.4 / 10

Excellent(8 Ratings)

AMI Duplex with Private Pool, 5 Minutes to the Beach! - Hawaiian Hideaway

8 guests · 4 bedrooms · 2 baths

This inviting House in Anna Maria Island can fit your needs for many types of vacations, at $302 per night.

Sunlit Lanai Steps from the Island Vibe

4 guests · 2 bedrooms · 2 baths

Free WiFi/internet · Air conditioning · TV

The best choice in Anna Maria Island for Apartment, for $246 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

9.6 / 10

Outstanding(32 Ratings)

Family-Friendly Duplex Near Beaches and Local Shops! - A Place In Paradise Unit

4 guests · 2 bedrooms · 2 baths

This House for $225 in Anna Maria Island, is perfect for your next (business stay, family stay, couples stay, getaway vacation, etc.)

10 / 10

Outstanding(1 Rating)

Beach Breeze Hideaway 2 Bedroom Villa by RedAwning

6 guests · 2 bedrooms · 2 baths

WiFi/Internet · Air conditioning · TV

Soak up the beauty of Anna Maria Island in our House, Beach Breeze Hideaway 2 Bedroom Villa by RedAwning. With a range of amenities such as Non-smoking, Air conditioning and Balcony/Terrace, you'll feel right at home.

Dog friendly home with lanai, internet, and perfect location

4 guests · 2 bedrooms · 1 bath

9.6 / 10

Outstanding(10 Ratings)

The Twins: Your Perfect Budget Beach Getaway!

6 guests · 2 bedrooms · 2 baths

Soak up the beauty of Anna Maria Island in our House, The Twins: Your Perfect Budget Beach Getaway!. With a range of amenities such as Pets allowed, Family friendly and Non-smoking, you'll feel right at home.