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Anna Maria Island, FL accommodations
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6749 Lodgings in Anna Maria Island, FL

Best Anna Maria Island, FL lodging with a pool

Among the 6749 accommodations in Anna Maria Island, FL, here are the 4 best ones with a pool

Lake O' Woods! Gated Private Pool Home! - Anna Maria Island, FL
9.0 5 reviews
Anna Maria Island, FL
07/10 – 07/12
$896/nighttotal: $1792 (2 )

Lake O' Woods! Gated Private Pool Home!

4 7
house , Bradenton
This Bradenton vacation home is conveniently located 7.5 miles from Sarasota Bradenton International Airport and within a 10-30 mile radius of attractions like The John and Mable Ringling Museum of Art, Tropicana Field, and The Dali Museum.
This 3000-square-foot property boasts a spacious four-bedroom layout, accommodating up to 19 guests, and features a private pool, spa, and fully equipped kitchen; free Wi-Fi is available throughout.
Special Offer - 4br Pool Home, Guest Suite, Gym, Minutes From Beaches - Anna Maria Island, FL
Anna Maria Island, FL
07/10 – 07/12
$901/nighttotal: $1802 (2 )

Special Offer - 4br Pool Home, Guest Suite, Gym, Minutes From Beaches

4 7
house , West Bradenton
This 4-bedroom house is located in West Bradenton, 11 miles from the Sarasota International Convention Center and 9.3 miles from Sarasota Bradenton International Airport.
This family-friendly vacation home offers 2300 square feet of living space, accommodating up to 19 guests with a private swimming pool, outdoor fireplace, fitness center, and on-site yoga and fitness classes.
Luxury ~ Heated Pool  ~ Games ~ Near Ami, Img, Srq - Anna Maria Island, FL
10 13 reviews
Anna Maria Island, FL
07/10 – 07/12
$791/nighttotal: $1582 (2 )

Luxury ~ Heated Pool ~ Games ~ Near Ami, Img, Srq

5 7
apartment , Cortez
This Bradenton vacation rental is conveniently located near Anna Maria Island (10 minutes), Longboat Key (15 minutes), and Robinson Preserve (7 minutes), offering easy access to beaches, upscale dining, and nature trails.
This five-bedroom, three-bathroom home boasts 2,200 square feet of space, comfortably accommodating up to ten guests with amenities including a heated pool, Jacuzzi, and full kitchen, plus proximity to attractions like the Ringling Museum of Art and Mote Marine Laboratory & Aquarium.
Gertie's Coconut House - Anna Maria Island, FL
10 1 review
Anna Maria Island, FL
06/20 – 06/27
$268/nighttotal: $1876 (7 )

Gertie's Coconut House

1 2
house , Holmes Beach
Gertie's Coconut House is a one-bedroom Holmes Beach rental, a seven-minute walk from Bradenton Beach and 0.8 miles from Anna Maria Island, conveniently located near Holmes Beach's center and cycling routes.
This 680-square-foot house features a fully equipped kitchen, a swimming pool, and can accommodate up to seven guests, providing towels, linens, and free Wi-Fi.

Best family friendly Anna Maria Island, FL lodging

Among the 6749 accommodations in Anna Maria Island, FL, here are the 4 best for families

Anna Maria Escape | Pool, Pickleball & Family Home - Anna Maria Island, FL
9.8 93 reviews
Anna Maria Island, FL
07/16 – 07/23
$413/nighttotal: $2891 (7 )

Anna Maria Escape | Pool, Pickleball & Family Home

4 4
apartment , Bradenton
This family-friendly vacation home is located in Bradenton, within a 3-mile radius of Blake Medical Center, Smugglers Cove Adventure Golf, and LECOM Park. The property has received excellent ratings for its location, cleanliness, and overall experience.
The house has 4 bedrooms and can accommodate up to 10 guests. Guests can enjoy amenities like a private pool, a fully equipped kitchen, and a garden with gas grills.
Cozy Condo Less Than 3 Min Walk To White Sandy Beaches - Anna Maria Island, FL
8.3 3 reviews
Anna Maria Island, FL
06/20 – 06/27
$232/nighttotal: $1624 (7 )

Cozy Condo Less Than 3 Min Walk To White Sandy Beaches

1 2
house , Holmes Beach
This Holmes Beach condo is a three-minute walk from the pristine sands of Holmes Beach, 3.5 miles from the Anna Maria City Pier, and 16 miles from the Ringling Museum of Art.
The 680-square-foot, one-bedroom, one-bathroom unit sleeps seven and features a fully equipped kitchen, air conditioning, a private balcony, and free internet access.
"Hidden Gem"  - Peaceful Retreat With Lakefront Views! - Anna Maria Island, FL
9.8 96 reviews
Anna Maria Island, FL
08/02 – 08/09
$251/nighttotal: $1757 (7 )

"Hidden Gem" - Peaceful Retreat With Lakefront Views!

2 2
apartment , Bradenton
This Bradenton apartment is located near the coast, just a mile from Arcadeland and a mile and a half from IMG Academy, offering easy access to local attractions. Guests consistently rate this property excellent, highlighting its comfortable and convenient amenities.
The apartment provides 1170 square feet of space, accommodating up to four guests in two bedrooms and two bathrooms. Enjoy a private pool, a spa tub, and a fully equipped kitchen, along with free Wi-Fi and a DVD player for entertainment.
*New* The Coastal Retreat-mins To Beaches & Img! - Anna Maria Island, FL
10 4 reviews
Anna Maria Island, FL
07/10 – 07/12
$544/nighttotal: $1088 (2 )

*New* The Coastal Retreat-mins To Beaches & Img!

1 7
apartment , Bradenton
This Village Green condo in Bradenton is located in a quiet neighborhood, 5 miles from Anna Maria Island beaches and 15 minutes from Sarasota-Bradenton International Airport.
This family-friendly apartment offers a private heated pool, a game room with arcade games and Skee ball, and sleeps up to 7 guests.

Frequently Asked Questions about accommodations in Anna Maria Island, FL

  • What are the must-see attractions on Anna Maria Island, Florida?

    Anna Maria Island boasts beautiful beaches, of course! Bean Point is a must-see for its stunning views and iconic photo opportunities. The Anna Maria Island Historical Society Museum offers a glimpse into the island's past. For a relaxing day, head to the Anna Maria City Pier, a great spot for fishing and people-watching. And don't miss the picturesque Bridge Street, with its unique shops and restaurants.
  • What are the best accommodations in Anna Maria Island, FL?

  • Are there any seasonal events or cultural festivals on Anna Maria Island, Florida?

    Anna Maria Island has a few smaller, local events throughout the year. While there aren't large, internationally known festivals, check local event listings closer to your travel dates for smaller community celebrations and events. The island's charm lies in its laid-back atmosphere.
  • What are the best accommodations with a pool in Anna Maria Island, FL?

    Standard 2 Bedroom B, Anna Maria Island Beach Palms 2b and Silver Surf Gulf Beach Resort are the best accommodations with a pool in Anna Maria Island, FL.

  • What are the most characteristic landscapes and terrains found on Anna Maria Island, Florida?

    Anna Maria Island is known for its pristine beaches, with soft, white sand. The island is relatively flat, with low-lying dunes and lush, tropical vegetation. You'll find calm, shallow waters ideal for swimming and paddling, especially on the Gulf of Mexico side. The mangrove forests are another characteristic landscape, providing a unique ecosystem.
  • What are the best accommodations with a jacuzzi in Anna Maria Island, FL?

  • What are the best outdoor activities on Anna Maria Island, Florida?

    Swimming, sunbathing, and shelling are popular beach activities. Kayaking and paddleboarding through the mangroves are fantastic ways to explore the natural beauty. Fishing is excellent from the Anna Maria City Pier or by boat. Biking is a great way to get around the island, using the dedicated pathways. You can also enjoy leisurely walks along the beach or nature trails.
  • What are the best accommodations for families and kids in Anna Maria Island, FL?

  • What is the best time of year to visit Anna Maria Island, Florida, with kids?

    Spring (March-May) and fall (September-November) offer pleasant temperatures, fewer crowds than the peak summer months, and lower prices. The water is still warm enough for swimming, and the weather is generally sunny and dry.
  • What are the best pet friendly accommodations in Anna Maria Island, FL?

    The best pet friendly accommodations in Anna Maria Island, FL are Do You Love The Beach?, Compass Hotel By Margaritaville Anna Maria Sound and Bay Breeze Cottages #3.

  • Are there local customs to be aware of on Anna Maria Island, Florida?

    Anna Maria Island has a relaxed, beach town atmosphere. Respect the natural environment – don't disturb wildlife or litter. Be mindful of parking regulations, especially during peak season. Remember that it's a slower pace of life than many other places; embrace the laid-back vibe.
  • What are the best accommodations with parking in Anna Maria Island, FL?

  • What are the best ways to interact with locals and learn about their culture on Anna Maria Island, Florida?

    Strike up conversations with shopkeepers on Bridge Street or at local restaurants. Attend a community event if one is happening during your visit. Many residents are happy to share their knowledge of the island's history and charm. A casual chat with someone at a local eatery can often lead to interesting conversations and insights.
  • What are some lesser-known attractions or hidden gems on Anna Maria Island, Florida?

    The Leffis Key Preserve offers beautiful nature trails and secluded beaches. Exploring the back bays by kayak or paddleboard reveals hidden mangrove tunnels and peaceful waterways. The Ginny's location on the north end of the island provides a quieter beach experience compared to the more central areas.
  • What are some must-try local dishes on Anna Maria Island, Florida?

    Fresh seafood is a must! Many restaurants feature locally caught grouper, snapper, and shrimp. Key lime pie is a classic Florida dessert. Several restaurants offer delicious variations of this iconic treat. Look for places that highlight local ingredients in their dishes.

Nearby regions

Best Anna Maria Island, FL accommodation with a balcony

Almost There - Anna Maria Island, FL
9.6 54 reviews
Anna Maria Island, FL
08/07 – 08/09
$459/nighttotal: $918 (2 )

Almost There

2 2
house , Bradenton
This Bradenton house is a short drive from the Palma Sola Causeway Park and the John and Mable Ringling Museum of Art, offering easy access to both natural beauty and cultural attractions. The property boasts excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The two-bedroom home spans 1230 square feet and features a private pool, garden view, patio, fully equipped kitchen, air conditioning, free Wi-Fi, and parking. Guests can relax by the pool, explore nearby cycling trails, and prepare meals in the well-equipped kitchen, making this a great option for families or groups.
Lakefront Condo · Img Academy 5 Min · Anna Maria Island 15 Min· Pools & Hot Tubs - Anna Maria Island, FL
9.8 202 reviews
Anna Maria Island, FL
08/07 – 08/09
$246/nighttotal: $492 (2 )

Lakefront Condo · Img Academy 5 Min · Anna Maria Island 15 Min· Pools & Hot Tubs

2 2
apartment , Bradenton
This waterfront condo is located near the IMG Academy and about a mile and a half from Arcadeland, offering a convenient location for families visiting athletes or those looking for entertainment. The property has consistently received excellent ratings for its cleanliness, location, and overall experience.
This two-bedroom, two-bathroom apartment spans 1250 square feet and comfortably accommodates up to four guests. Enjoy a range of amenities including a swimming pool, jacuzzi, tennis court, and a fully equipped kitchen, ensuring a relaxing and enjoyable stay for the whole family.
Sunrise Garden Resort - Anna Maria Island, FL
8.7 1739 reviews
Anna Maria Island, FL
10/02 – 10/08
$233/nighttotal: $1398 (6 )

Sunrise Garden Resort

1 3
studio , Anna Maria
This Anna Maria house is located just half a mile from the beach and 20 miles from the John and Mable Ringling Museum of Art. The house has received very good ratings for cleanliness, user experience, and location, making it a great choice for travelers. This comfortable vacation rental has a full kitchen, a balcony with garden views, and a swimming pool. Enjoy the outdoors with a barbecue, a garden, and free parking, or relax inside with air conditioning and internet access.
An Island Getaway At Palm Tree Villas - Anna Maria Island, FL
9.2 324 reviews
Anna Maria Island, FL
06/20 – 06/27
$477/nighttotal: $3339 (7 )

An Island Getaway At Palm Tree Villas

1 2
house , Holmes Beach
This Holmes Beach house is located near popular tourist attractions and landmarks, including Captain Mike's Fishing Charters, Bradenton Beach Marina, Robinson Preserve, and Anna Maria City Pier, making it an excellent choice for travelers looking to explore the area. The house has received very good user ratings and excellent location and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The house features a kitchen with a fridge, microwave oven, and dishwasher, as well as air conditioning, a swimming pool, a terrace or balcony, a garden, and parking. It also offers amenities such as an outdoor pool, free Wi-Fi, a TV and patio in each unit, barbecue facilities, and laundry facilities.

Best Anna Maria Island, FL accommodation with a kitchen

Lovely Condo! Img Academy 5 Min · Anna Maria Island 15 Min · Pools & Hot Tubs - Anna Maria Island, FL
10 129 reviews
Anna Maria Island, FL
10/02 – 10/08
$187/nighttotal: $1122 (6 )

Lovely Condo! Img Academy 5 Min · Anna Maria Island 15 Min · Pools & Hot Tubs

2 3
apartment , Bradenton
This waterfront condo is located near the IMG Academy and Arcadeland, offering easy access to popular attractions and entertainment. The apartment has received excellent user ratings, ensuring a comfortable and enjoyable stay.
The two-bedroom, two-bathroom condo spans 1250 square feet and accommodates up to four guests. Guests can enjoy amenities such as a swimming pool, jacuzzi, tennis court, and a private balcony with stunning waterfront views.
Pelican Paradise: Pools, Clubhouse, Near Golf! - Anna Maria Island, FL
9.6 73 reviews
Anna Maria Island, FL
01/05 – 01/12
$329/nighttotal: $2303 (7 )

Pelican Paradise: Pools, Clubhouse, Near Golf!

2 2
apartment , Bradenton
This Bradenton apartment is conveniently located just 1.1 miles from Arcadeland and 1.5 miles from IMG Academy, making it easy to explore the area's attractions. The apartment boasts excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay. The 1170 square foot apartment comfortably accommodates up to 4 guests with 2 bedrooms and 2 bathrooms. Enjoy amenities like a swimming pool, terrace, garden, and fitness center, as well as in-unit laundry and a fully equipped kitchen for a convenient and relaxing vacation.
Resort-style Pool Steps From The Bay And Pine Ave! - Anna Maria Island, FL
9.3 543 reviews
Anna Maria Island, FL
08/16 – 08/17
$701/nightfor 1 night

Resort-style Pool Steps From The Bay And Pine Ave!

1 5
house , Anna Maria
This Anna Maria house is conveniently located just a short walk from Bay Boulevard Beach and Anna Maria Beach, and within a 5-minute drive of Anna Maria City Pier and Bayfront Park. The property has received excellent ratings for cleanliness, location, and overall user experience.
This two-bedroom vacation rental features a comfortable sofa bed for additional guests and a fully equipped kitchen. Enjoy the outdoors with a patio, access to a water park, barbecue grills, and a private pool and garden.
Cortez ~Kingfish Cottage. 5 Boatslips Available! - Anna Maria Island, FL
9.9 33 reviews
Anna Maria Island, FL
07/10 – 07/12
$607/nighttotal: $1214 (2 )

Cortez ~Kingfish Cottage. 5 Boatslips Available!

3 7
apartment , Cortez
Kingfish Cottage, a three-bedroom, two-bathroom waterfront rental in Cortez, Florida, boasts a private 150-foot dock with direct bay access for swimming, fishing, and dolphin watching.
This pet-friendly vacation home sleeps eight and features a fully equipped kitchen, air conditioning, a garden, parking, and excellent internet access; enjoy tranquil sunsets and a family-friendly atmosphere.
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