Anna Maria, FL vacation rentals

Vacation rentals in Anna Maria, FL

3642 available vacation rental offers

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Best Vacation rentals and Airbnb offers in Anna Maria, FL

Plantation House On Palma Sola Bay Private Pool And Boat Dock 7 Bedroom Home By Redawning - Anna Maria, FL
10Excellent 88 reviews
Anna Maria, FL
15 6
$3441/nighttotal: $24087 (7 )

Plantation House On Palma Sola Bay Private Pool And Boat Dock 7 Bedroom Home By Redawning

house - Bradenton
This house is located in Bradenton, near Blake Medical Center, De Soto National Memorial, and Anna Maria Sound. It has excellent user, location, and cleanliness ratings.
The house has 6 bathrooms, a dryer, free WiFi, a refrigerator, stovetop, coffee/tea maker, barbecue grills, and free self-parking.
The house is unique because it has a spa, a swimming pool, a Jacuzzi, a terrace/balcony, a garden, and is pet-friendly.
Seaside At Anna Maria Island Inn - Anna Maria, FL
8.6Very good 1214 reviews
Anna Maria, FL
15 4
$2334/nighttotal: $16338 (7 )

Seaside At Anna Maria Island Inn

hotel - Bradenton Beach
Right on Bradenton Beach, near Bradenton Beach and Cortez Beach, the 2.5 stars Seaside At Anna Maria Island Inn has an excellent location rating. Guests value the hotel very good. The hotel has 1 bathroom and check-out time is at 10 am. Seaside At Anna Maria Island Inn offers a great stay with a swimming pool, a restaurant, a bar, and a tennis court. Guests can enjoy the garden, the terrace or balcony, the concierge service, free WiFi, air conditioning, and parking.
Riverview Breeze - Heated Pool,1 Level, Sleeps 16! No Damage - Anna Maria, FL
9.5Excellent 133 reviews
Anna Maria, FL
15 4
$760/nighttotal: $5320 (7 )

Riverview Breeze - Heated Pool,1 Level, Sleeps 16! No Damage

house - West Bradenton
This 4-bedroom house is located in West Bradenton, close to De Soto National Memorial, Palma Sola Botanical Park, and Robinson Preserve. It has excellent user, location, and cleanliness ratings.
The house has a floor area of 2550 square feet and includes a fully equipped kitchen, air conditioning, a swimming pool, a terrace, a garden, and parking. It also has an arcade/game room for entertainment.
The house is in a unique beachfront location, close to major tourist attractions, and has a private pool for exclusive use.
An Island Getaway At Palm Tree Villas - Anna Maria, FL
8.8Very good 252 reviews
Anna Maria, FL
15 5
$2118/nighttotal: $14826 (7 )

An Island Getaway At Palm Tree Villas

house - Holmes Beach
This unique villa is located in Holmes Beach, within a 7-minute drive to Anna Maria City Pier, 2 miles from Captain Mike's Fishing Charters and 4 miles from Bradenton Beach Marina. It features an excellent user rating and a very good cleanliness rating.
The villa has a private outdoor pool, a fully equipped kitchen, barbecue facilities, laundry facilities, air-conditioned units with TVs and patios, and private bathrooms with hairdryers. Guests can enjoy complimentary Wi-Fi and free parking.
Pirates Cove - Luxury Home With Dock And Pool - By Island Real Estate Vacations - Anna Maria, FL
9.8Excellent 14 reviews
Anna Maria, FL
15 7
$1570/nighttotal: $10990 (7 )

Pirates Cove - Luxury Home With Dock And Pool - By Island Real Estate Vacations

house - Bradenton Beach
This beautiful waterfront property in Bradenton Beach is just a short walk away from Anna Maria Sound, Aluna Wellness Center & Spa, and Bradenton Beach Marina. It has received excellent user ratings.
The house has 7 bedrooms and 8 bathrooms, and a floor area of 3110 square feet.
It features a private pool, fenced private yard, fully equipped kitchen, free WiFi, access to a water park, outdoor pool, and spa tub.
Massive 6 Bedroom All Suites W 8 Baths, Theater, Heated Pool, Peloton, Hot Tub, By Anna Maria Island - Anna Maria, FL
9.8Excellent 89 reviews
Anna Maria, FL
15 6
$1348/nighttotal: $9436 (7 )

Massive 6 Bedroom All Suites W 8 Baths, Theater, Heated Pool, Peloton, Hot Tub, By Anna Maria Island

house - West Bradenton
This exceptional 6-bedroom, 8-bathroom house is located in the sought-after West Bradenton area, within a 3-mile radius of De Soto National Memorial and Robinson Preserve. It enjoys excellent user, location, and cleanliness ratings.
With a spacious floor area of 5010 square feet, this luxurious accommodation boasts a fully equipped kitchen, elegant interiors with a fireplace, and a private pool. Guests have access to a fitness center, spa tub, and barbecue grills. The house also offers private beach access and proximity to major tourist attractions.
7 Bedroom Private Pool Spa Home Walking Distance To Beach 7 Home By Redawning - Anna Maria, FL
9.9Excellent 65 reviews
Anna Maria, FL
15 7
$2975/nighttotal: $20825 (7 )

7 Bedroom Private Pool Spa Home Walking Distance To Beach 7 Home By Redawning

house - Bradenton Beach
This 7-bedroom house is ideally situated in Bradenton Beach, a 5-minute walk from the beach and Anna Maria Sound. It's also close to Aluna Wellness Center & Spa and Bradenton Beach Marina.
This highly-rated vacation rental has received excellent marks for its location, cleanliness, and amenities.
The house has 7 bedrooms and 7 bathrooms, as well as a fully equipped kitchen with a refrigerator, microwave, and dishwasher. It also has air conditioning, a swimming pool, a Jacuzzi, a garden, and a spa.
Guests can enjoy free WiFi, coffee/tea maker, barbecue grills, and free self parking.
2 Villas Rented Together, 2.5 Mi→ami, 5 Mi→img + Saltwater Pool + Game Room - Anna Maria, FL
10Excellent 18 reviews
Anna Maria, FL
15 6
$1285/nighttotal: $8995 (7 )

2 Villas Rented Together, 2.5 Mi→ami, 5 Mi→img + Saltwater Pool + Game Room

apartment - Cortez
This 6-bedroom, 4-bathroom apartment in Cortez is a haven for families and pet owners. It is within 3 miles of the Florida Maritime Museum, H2O Watersportz, and Anna Maria Sound.
With excellent user, location, and cleanliness ratings, this 3400-square-foot apartment can accommodate up to 16 guests.
It features a private pool, free WiFi, a sofa bed, a kitchen with a refrigerator and oven, an outdoor pool, an arcade/game room, a garden, and barbecue grills.
Palma Sola Bay House Home - Anna Maria, FL
9.9Excellent 47 reviews
Anna Maria, FL
15 5
$2975/nighttotal: $20825 (7 )

Palma Sola Bay House Home

house - Bradenton
This house is located in Bradenton's Palma Sola Bay neighborhood, near Palma Sola Causeway Park and 13 miles from the Ringling Museum. The area is quiet and family-friendly, with plenty of nearby restaurants, shops, and activities.
This house has been rated excellent by previous guests for its location, cleanliness, and amenities.
The house has 5 bedrooms and 3 bathrooms, and can accommodate up to 10 guests. It has a fully equipped kitchen, a private pool, a hot tub, and a large backyard.
The house is perfect for families or groups of friends looking for a relaxing and enjoyable vacation in Bradenton.
Sleeps 26! 2+acre Luxury Estate 9 Min From Beach! - Anna Maria, FL
Anna Maria, FL
15 8
$3977/nighttotal: $27839 (7 )

Sleeps 26! 2+acre Luxury Estate 9 Min From Beach!

house - Bradenton
This 2-acre luxury estate is located in Bradenton, a 9-minute drive from the beach, near Palma Sola Causeway Park and The John and Mable Ringling Museum of Art.
The house features 8 bedrooms and 8 bathrooms, a fully equipped kitchen, a spacious garden, a private pool, and a parking lot. It accommodates up to 26 guests and has a floor area of 5400 square feet.
The estate offers free Wi-Fi, free private parking, a flat-screen TV with streaming services, and modern appliances.
Anna Maria Beach Resort - Anna Maria, FL
Anna Maria, FL
15 5
$4562/nighttotal: $31934 (7 )

Anna Maria Beach Resort

resort - Holmes Beach
The Anna Maria Beach Resort is located just steps from Bradenton Beach and Island Gallery West, making it the perfect place to stay for a beach vacation. The resort features a beachfront location, an outdoor pool and spa tub, complimentary Wi-Fi, fully equipped kitchens, private balconies or patios with ocean views, and free self-parking.
Almost Gulf Front - Holmes Beach - Anna Maria, FL
Anna Maria, FL
15 12
$4122/nighttotal: $28854 (7 )

Almost Gulf Front - Holmes Beach

house - Holmes Beach
This beachfront house in Holmes Beach is steps away from Anna Maria Island, a popular tourist destination known for its shops, restaurants, and beaches. It is also 1.7 miles from Holmes Beach city center.
The house has six bedrooms, four bathrooms, and a fully equipped kitchen. It can accommodate up to 10 guests.
The house has a private heated pool and hot tub, a terrace, a balcony, a garden, and free private parking. It also has complimentary Wi-Fi.

Other accommodation types in Anna Maria, FL

Best Anna Maria, FL vacation rentals with a pool

Among the 3642 accommodations in Anna Maria, FL, here are the 8 best rentals with a pool

Au Soleil - Anna Maria - Anna Maria, FL
Anna Maria, FL
15 10
$3092/nighttotal: $21644 (7 )

Au Soleil - Anna Maria

house - Anna Maria
Centrally located in Anna Maria, this house is near Anna Maria Island and Anna Maria City Pier. The surrounding area offers a vibrant atmosphere with plenty of shops, restaurants, and attractions nearby.
This 2,150-square-foot house has 5 bedrooms, 3 bathrooms, and can accommodate up to 8 guests.
The house features a private outdoor swimming pool, a spacious outdoor dining area, a fully equipped kitchen, and a non-smoking environment. The house is also close to major tourist attractions like Anna Maria Island and The John and Mable Ringling Museum of Art.
Coconut Tree - Anna Maria - Anna Maria, FL
Anna Maria, FL
15 6
$3050/nighttotal: $21350 (7 )

Coconut Tree - Anna Maria

house - Anna Maria
This house is located in Anna Maria, near Anna Maria Island and City Pier, in a quiet residential area. The house has a floor area of 1610 square feet and can accommodate up to 8 guests.
It features an outdoor pool and garden for relaxation, a private terrace for outdoor dining, a fully equipped kitchen with dining area, a comfortable living room with flat-screen TV, and air conditioning. Guests can enjoy nearby activities such as swimming, sunbathing, fishing, and boating.
A Cozy Cottage - Anna Maria - Anna Maria, FL
Anna Maria, FL
15 6
$2885/nighttotal: $20195 (7 )

A Cozy Cottage - Anna Maria

house - Anna Maria
Located a 2-minute walk from Anna Maria Island and 0.8 miles from Anna Maria City Pier, this unique cottage-style accommodation is surrounded by local shops, restaurants, and art galleries.
With a floor area of 1610 square feet, this family-friendly house comfortably accommodates up to 8 guests in its 3 bedrooms and 3 bathrooms.
Enjoy the outdoor swimming pool and garden, as well as the fully equipped kitchen, air conditioning, and terrace/balcony.
Beach To Bay Getaway - Anna Maria - Anna Maria, FL
Anna Maria, FL
15 8
$2473/nighttotal: $17311 (7 )

Beach To Bay Getaway - Anna Maria

house - Anna Maria
This house is located on Anna Maria Island, near the Anna Maria City Pier and Anna Maria Island. It is surrounded by beaches, restaurants, and shops.
The house has 4 bedrooms, 2 bathrooms, and 1,610 square feet of living space. It can accommodate up to 8 guests.
The house has a private outdoor swimming pool and garden, a terrace with an outdoor dining area, free Wi-Fi, and private parking. It is also close to major attractions such as the John and Mable Ringling Museum of Art.
Anna Maria's Finest - Anna Maria, FL
Anna Maria, FL
15 6
$3298/nighttotal: $23086 (7 )

Anna Maria's Finest

house - Anna Maria
This house is located in Anna Maria, near Anna Maria Island and Anna Maria City Pier. It is a 3-bedroom, 3-bathroom house with a floor area of 1610 square feet and a guest capacity of 8.
The house has a private indoor pool and garden, a fully equipped kitchen with a dining area, an outdoor dining terrace, free private parking, and Wi-Fi. It is also non-smoking and is located near the John and Mable Ringling Museum of Art (19 miles).
Mermaid Manor - Anna Maria, Fl - Anna Maria, FL
Anna Maria, FL
15 8
$4534/nighttotal: $31738 (7 )

Mermaid Manor - Anna Maria, Fl

house - Anna Maria
This 4-bedroom, 4-bathroom house is located in Anna Maria, near the beach and restaurants, offering a perfect ambiance for a family vacation.
With a floor area of 2150 square feet and a guest capacity of 8, the house features a private pool, a terrace for outdoor dining, free WiFi, air conditioning, and access to a shared grill for cooking outdoors.
Sight & Sound - Bradenton, Fl - Anna Maria, FL
Anna Maria, FL
15 9
$3710/nighttotal: $25970 (7 )

Sight & Sound - Bradenton, Fl

apartment - Bradenton
This apartment is in Downtown Bradenton, next to Riverwalk and the Village of the Arts. It is surrounded by attractions and the city center.
This 3-bedroom, 3-bathroom apartment has 1290 sq. ft. and can accommodate up to 6 guests.
This air-conditioned apartment offers amenities such as free private parking, free Wi-Fi, a private balcony with city views, a terrace, a kitchen, and a swimming pool.
75 Palms! Sleeps 23! Luxury 1 Acre Lot Pool And Spa, Putting Green & Game Room! - Anna Maria, FL
Anna Maria, FL
15 10
$2817/nighttotal: $19719 (7 )

75 Palms! Sleeps 23! Luxury 1 Acre Lot Pool And Spa, Putting Green & Game Room!

house - West Bradenton
This house is situated in West Bradenton, in close proximity to the Greens of Manatee Golf Club and 14 miles from the Ringling Museum.
With a floor area of 4990 square feet, it can accommodate up to 23 guests in its 10 bedrooms and 6 bathrooms.
This exceptional accommodation boasts a private pool, spa, putting green, game room, elevator, 24-hour front desk, children's playground, amenities for disabled guests, and ski-to-door access.

Best family friendly Anna Maria, FL vacation rentals

Among the 3642 accommodations in Anna Maria, FL, here are the 4 best family friendly rentals

Palma Sola Bay House! Private Dock, Heated Pool & Spa, Game Room & More! - Anna Maria, FL
Anna Maria, FL
15 5
$2463/nighttotal: $17241 (7 )

Palma Sola Bay House! Private Dock, Heated Pool & Spa, Game Room & More!

house - Bradenton
Located within walking distance to the waterfront of Palma Sola Causeway park and 15 minutes to the John and Mable Ringling Museum of Art, the house offers access to a quiet yet lively area in Bradenton, a perfect location for travelers to relax while being within reach of cultural and tourist attractions.
With a surface of 4000 square feet over 5 bedrooms and 4 bathrooms, the accommodation can host comfortably up to 18 people.
A heated private pool & spa, a dock to go fishing, a game room, a year-round outdoor pool are some of the many amenities that will delight travelers in search of a unique vacation home.
Ocean Star! 7 Bdrms, 7 Baths! Beaches Less Than 5min Walk To Beach! - Anna Maria, FL
Anna Maria, FL
15 7
$2463/nighttotal: $17241 (7 )

Ocean Star! 7 Bdrms, 7 Baths! Beaches Less Than 5min Walk To Beach!

house - Bradenton Beach
Steps from Bradenton Beach and near Holmes Beach, this 7-bedroom, 7-bathroom house offers a blend of luxury and convenience.
With 3070 square feet of living space, this house can accommodate up to 17 guests, making it perfect for large families or groups.
Enjoy a fully equipped kitchen, cable TV with sea views, free Wi-Fi, parking, outdoor swimming pool, spa, and proximity to Anna Maria City Pier and The John and Mable Ringling Museum of Art.
The Plantation House! Waterfront View! Free Pool Heat! - Anna Maria, FL
Anna Maria, FL
15 8
$2801/nighttotal: $19607 (7 )

The Plantation House! Waterfront View! Free Pool Heat!

house - Bradenton
This waterfront house is located in Bradenton, a 4-minute walk from Palma Sola Causeway Park, and 13 miles from The John and Mable Ringling Museum of Art. The house has a spacious 8-bedroom, 5-bathroom layout with a floor area of 5010 square feet and can accommodate up to 19 guests. It features a fully equipped kitchen, multiple bathrooms, a swimming pool overlooking the water, a terrace, a garden, a spa, air conditioning, free Wi-Fi, and parking.
Expansive Home W\/pool, Putting Green,bay View, Manatees,10 Mins To Beaches & Img - Anna Maria, FL
Anna Maria, FL
15 6
$1295/nighttotal: $9065 (7 )

Expansive Home W\/pool, Putting Green,bay View, Manatees,10 Mins To Beaches & Img

apartment - Bradenton
This waterfront apartment in Bradenton is located near Cortez Beach (11-minute drive) and Coquina Beach (14-minute drive).
This 6-bedroom, 4-bathroom apartment can accommodate up to 16 guests. It features a fully equipped kitchen, a heated pool, a garden, a spa, and parking. Guests can also enjoy indoor recreation with billiards, cable/satellite TV, and Wi-Fi. The apartment is also close to various activities such as swimming, fishing, and boating.

Frequently asked questions for the vacation rentals in Anna Maria, FL

Destinations nearby

Best pet friendly Anna Maria, FL vacation rentals

Among the 3642 accommodations in Anna Maria, FL, here are the 8 best pet friendly rentals

Seaside At Anna Maria Island Inn - Anna Maria, FL
8.6Very good 1214 reviews
Anna Maria, FL
15 4
$2334/nighttotal: $16338 (7 )

Seaside At Anna Maria Island Inn

hotel - Bradenton Beach
Right on Bradenton Beach, near Bradenton Beach and Cortez Beach, the 2.5 stars Seaside At Anna Maria Island Inn has an excellent location rating. Guests value the hotel very good. The hotel has 1 bathroom and check-out time is at 10 am. Seaside At Anna Maria Island Inn offers a great stay with a swimming pool, a restaurant, a bar, and a tennis court. Guests can enjoy the garden, the terrace or balcony, the concierge service, free WiFi, air conditioning, and parking.
Riverview Breeze - Heated Pool,1 Level, Sleeps 16! No Damage - Anna Maria, FL
9.5Excellent 133 reviews
Anna Maria, FL
15 4
$760/nighttotal: $5320 (7 )

Riverview Breeze - Heated Pool,1 Level, Sleeps 16! No Damage

house - West Bradenton
This 4-bedroom house is located in West Bradenton, close to De Soto National Memorial, Palma Sola Botanical Park, and Robinson Preserve. It has excellent user, location, and cleanliness ratings.
The house has a floor area of 2550 square feet and includes a fully equipped kitchen, air conditioning, a swimming pool, a terrace, a garden, and parking. It also has an arcade/game room for entertainment.
The house is in a unique beachfront location, close to major tourist attractions, and has a private pool for exclusive use.
7 Bedroom Private Pool Spa Home Walking Distance To Beach 7 Home By Redawning - Anna Maria, FL
9.9Excellent 65 reviews
Anna Maria, FL
15 7
$2975/nighttotal: $20825 (7 )

7 Bedroom Private Pool Spa Home Walking Distance To Beach 7 Home By Redawning

house - Bradenton Beach
This 7-bedroom house is ideally situated in Bradenton Beach, a 5-minute walk from the beach and Anna Maria Sound. It's also close to Aluna Wellness Center & Spa and Bradenton Beach Marina.
This highly-rated vacation rental has received excellent marks for its location, cleanliness, and amenities.
The house has 7 bedrooms and 7 bathrooms, as well as a fully equipped kitchen with a refrigerator, microwave, and dishwasher. It also has air conditioning, a swimming pool, a Jacuzzi, a garden, and a spa.
Guests can enjoy free WiFi, coffee/tea maker, barbecue grills, and free self parking.
Palma Sola Bay House Home - Anna Maria, FL
9.9Excellent 47 reviews
Anna Maria, FL
15 5
$2975/nighttotal: $20825 (7 )

Palma Sola Bay House Home

house - Bradenton
This house is located in Bradenton's Palma Sola Bay neighborhood, near Palma Sola Causeway Park and 13 miles from the Ringling Museum. The area is quiet and family-friendly, with plenty of nearby restaurants, shops, and activities.
This house has been rated excellent by previous guests for its location, cleanliness, and amenities.
The house has 5 bedrooms and 3 bathrooms, and can accommodate up to 10 guests. It has a fully equipped kitchen, a private pool, a hot tub, and a large backyard.
The house is perfect for families or groups of friends looking for a relaxing and enjoyable vacation in Bradenton.
Sleeps 26! 2+acre Luxury Estate 9 Min From Beach! - Anna Maria, FL
Anna Maria, FL
15 8
$3977/nighttotal: $27839 (7 )

Sleeps 26! 2+acre Luxury Estate 9 Min From Beach!

house - Bradenton
This 2-acre luxury estate is located in Bradenton, a 9-minute drive from the beach, near Palma Sola Causeway Park and The John and Mable Ringling Museum of Art.
The house features 8 bedrooms and 8 bathrooms, a fully equipped kitchen, a spacious garden, a private pool, and a parking lot. It accommodates up to 26 guests and has a floor area of 5400 square feet.
The estate offers free Wi-Fi, free private parking, a flat-screen TV with streaming services, and modern appliances.
Almost Gulf Front - Holmes Beach - Anna Maria, FL
Anna Maria, FL
15 12
$4122/nighttotal: $28854 (7 )

Almost Gulf Front - Holmes Beach

house - Holmes Beach
This beachfront house in Holmes Beach is steps away from Anna Maria Island, a popular tourist destination known for its shops, restaurants, and beaches. It is also 1.7 miles from Holmes Beach city center.
The house has six bedrooms, four bathrooms, and a fully equipped kitchen. It can accommodate up to 10 guests.
The house has a private heated pool and hot tub, a terrace, a balcony, a garden, and free private parking. It also has complimentary Wi-Fi.
Au Soleil - Anna Maria - Anna Maria, FL
Anna Maria, FL
15 10
$3092/nighttotal: $21644 (7 )

Au Soleil - Anna Maria

house - Anna Maria
Centrally located in Anna Maria, this house is near Anna Maria Island and Anna Maria City Pier. The surrounding area offers a vibrant atmosphere with plenty of shops, restaurants, and attractions nearby.
This 2,150-square-foot house has 5 bedrooms, 3 bathrooms, and can accommodate up to 8 guests.
The house features a private outdoor swimming pool, a spacious outdoor dining area, a fully equipped kitchen, and a non-smoking environment. The house is also close to major tourist attractions like Anna Maria Island and The John and Mable Ringling Museum of Art.
75 Palms! Sleeps 23! Luxury 1 Acre Lot Pool And Spa, Putting Green & Game Room! - Anna Maria, FL
Anna Maria, FL
15 10
$2817/nighttotal: $19719 (7 )

75 Palms! Sleeps 23! Luxury 1 Acre Lot Pool And Spa, Putting Green & Game Room!

house - West Bradenton
This house is situated in West Bradenton, in close proximity to the Greens of Manatee Golf Club and 14 miles from the Ringling Museum.
With a floor area of 4990 square feet, it can accommodate up to 23 guests in its 10 bedrooms and 6 bathrooms.
This exceptional accommodation boasts a private pool, spa, putting green, game room, elevator, 24-hour front desk, children's playground, amenities for disabled guests, and ski-to-door access.

Neighborhoods and points of interest in Anna Maria, FL