South Bay Inn 2

6 guests · 2 bedrooms · 1 bath

Free WiFi/internet · Air conditioning · Spa

This attractive House in Anna Maria Island, $424 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

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 $322 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)

9.6 / 10

Outstanding(75 Ratings)

Bayside Retreat with Pool and Bay Views! Near Beaches, Shops, and Dining

6 guests · 3 bedrooms · 2 baths

Experience the best of Anna Maria Island with this Villa available for $434. This property is equipped with amenities including Pets allowed, Family friendly and Non-smoking, and more.

Bayside Bliss with Resort Pool and Coastal Charm

6 guests · 1 bedroom · 2 baths

Free WiFi/internet · Air conditioning · Pool

Experience the best of Anna Maria Island with this Villa available for $343. This property is equipped with amenities including Hairdryer, Stove and Towels, and more.

9.6 / 10

Outstanding(5 Ratings)

Charming Cottage Near Bay and Beach

4 guests · 2 bedrooms · 1 bath

Enjoy the best of Anna Maria Island in our House, Charming Cottage Near Bay and Beach. A stunning property with amenities including ;, and more.

9.2 / 10

Outstanding(62 Ratings)

Anna Maria Island Bungalow with Pool! Across the street from Beach, near Pine Av

4 guests · 1 bedroom · 1 bath

Soak up the beauty of Anna Maria Island in our Villa, Anna Maria Island Bungalow with Pool! Across the street from Beach, near Pine Av. 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

9.6 / 10

Outstanding(43 Ratings)

Beautiful Bungalow with Pool and Bay Views!

6 guests · 1 bedroom · 2 baths

Discover the beauty of Anna Maria Island with a stay at Beautiful Bungalow with Pool and Bay Views!, a top rated Villa with amenities such as Pets allowed, Family friendly and Non-smoking, and more.

8.2 / 10

Excellent(12 Ratings)

Barefoot by the Bay at Bayside Bungalow

6 guests · 1 bedroom · 2 baths

Free WiFi/internet · Air conditioning · Pool

Discover the beauty of Anna Maria Island with a stay at Barefoot by the Bay at Bayside Bungalow, a top rated Villa with amenities such as Free Parking, Pets allowed and Gym, and more.

10 / 10

Outstanding(2 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 $332 per night for your business stay, family stay, couples stay, getaway vacation, on your next trip.

9 / 10

Outstanding(62 Ratings)

Anna Maria Island Bungalow with Pool! Across the street from Beach, near Pine Av

4 guests · 1 bedroom · 1 bath

Villa in Anna Maria Island, for $341 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)

You can save with One Key

10 / 10

Outstanding(2 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 $332 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

9.8 / 10

Outstanding(82 Ratings)

Naut 2 Shabby Cottage-Awesome Pool Area, Pine Ave location close to everything

8 guests · 3 bedrooms · 2 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.

Coastal Charm with Bay Views and Pool Access

6 guests · 2 bedrooms · 1 bath

Free WiFi/internet · Air conditioning · Pool

Looking for a memorable stay in Anna Maria Island? Our Villa might just be what you're looking for. Enjoy amenities including Dishwasher, Cribs or cots available and Kitchenware, and more during your stay.

9.4 / 10

Outstanding(31 Ratings)

Private Home with Pool, Outdoor Dining and Grill! Close to Beach and Pine Ave!

8 guests · 4 bedrooms · 2 baths

This House for $478 in Anna Maria Island, is perfect for your next (business stay, family stay, couples stay, getaway vacation, etc.)

Tiny Tides

6 guests · 1 bedroom · 1 bath

Free WiFi/internet · Air conditioning · Spa

Enjoy the best of Anna Maria Island in our House, Tiny Tides. A stunning property with amenities including Free Parking, Gym and Golf course (within 2 mi), and more.

10 / 10

Outstanding(8 Ratings)

Coconut Bayou by Duncan Real Estate

Apartment

10 guests · 2 bedrooms · 1 bath

Experience vacation in Anna Maria Island with our Apartment, Coconut Bayou by Duncan Real Estate. Enjoy amenities such as No pets allowed and Non-smoking, and more.

7 / 10

Good(2 Ratings)

Spacious Home with Pool and Screened-in Balcony! Close to Beaches and Pine Ave

8 guests · 3 bedrooms · 2 baths

Looking to create some memories in Anna Maria Island? Look no further than our House, Spacious Home with Pool and Screened-in Balcony! Close to Beaches and Pine Ave. Enjoy top-rated amenities including ;, and more.

8.8 / 10

Excellent(4 Ratings)

Briney Breezes - Old Florida living with modern comforts

6 guests · 3 bedrooms · 2 baths

This attractive House in Anna Maria Island, $412 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

9.6 / 10

Outstanding(38 Ratings)

Wake up on the waters of Tampa Bay in a north Anna Maria home.

6 guests · 3 bedrooms · 2 baths

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

Coconut Bayou home

4 guests · 2 bedrooms · 1 bath

Air conditioning

The best choice in Anna Maria Island for House, for $347 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

You can save with One Key

9.7 / 10

Outstanding(59 Ratings)

Covey Cottage! Walk to Beach, Boutique Shops and City Pier

7 guests · 3 bedrooms · 3 baths

The best choice in Anna Maria Island for House, for $467 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

9 / 10

Outstanding(17 Ratings)

Private Canal Front Home! Heated Pool and 24 ft Boat Dock! - Tarpon Pointe

10 guests · 4 bedrooms · 3 baths

Nestled in Anna Maria Island, this House is perfect for your next vacation. Enjoy Private Canal Front Home! Heated Pool and 24 ft Boat Dock! - Tarpon Pointe's top-rated amenities, including No pets allowed, Family friendly and Non-smoking, and more.

Coastal Haven with Private Pool and Nautical Charm

8 guests · 4 bedrooms · 2 baths

Free WiFi/internet · Air conditioning · Pool

House in Anna Maria Island, for $458 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)

8.9 / 10

Excellent(25 Ratings)

Spacious Canal front Home with Pool, Perfect For Family Vacations!

8 guests · 4 bedrooms · 2 baths

This attractive House in Anna Maria Island, $449 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

You can save with One Key

9.6 / 10

Outstanding(7 Ratings)

Welcome to Island Sea-Cret!

6 guests · 3 bedrooms · 2 baths

The best choice in Anna Maria Island for House, for $471 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

8.8 / 10

Excellent(4 Ratings)

Briney Breezes - Old Florida living with modern comforts

6 guests · 3 bedrooms · 2 baths

Discover the beauty of Anna Maria Island with a stay at Briney Breezes - Old Florida living with modern comforts, a top rated House with amenities such as No pets allowed, Family friendly and Non-smoking, and more.

9.5 / 10

Outstanding(2 Ratings)

Whispering Whale Retreat

8 guests · 4 bedrooms · 2 baths

Free WiFi/internet · Air conditioning · Pool

This inviting House in Anna Maria Island can fit your needs for many types of vacations, at $415 per night.

10 / 10

Outstanding(28 Ratings)

Charming Canal front Luxury home with brand-new Pool!

6 guests · 2 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 No pets allowed, Family friendly and Non-smoking, and more.

9.6 / 10

Outstanding(7 Ratings)

Welcome to Island Sea-Cret!

6 guests · 3 bedrooms · 2 baths

Enjoy the best of Anna Maria Island in our House, Welcome to Island Sea-Cret!. A stunning property with amenities including Pets allowed, Family friendly and Non-smoking, and more.

10 / 10

Outstanding(1 Rating)

Lakeview Lookout - Canal Front Cottage

6 guests · 2 bedrooms · 2 baths

Experience vacation in Anna Maria Island with our House, Lakeview Lookout - Canal Front Cottage. Enjoy amenities such as No pets allowed, Family friendly and Non-smoking, and more.