Find Hotels with an Outdoor Pool in Anna Maria Island, FL

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Top Anna Maria Island Hotels with an Outdoor Pool

Bali Hai Beachfront Resort and Spa

3.5 star property
Holmes Beach
  • Outdoor pool
  • Pool loungers
  • On the beach
  • Full-service spa
8.6 out of 10, Excellent, (636)
Sparkling blue waters beckon at the pristine outdoor pool surrounded by free cabanas and comfortable loungers. After swimming, visitors can savor cold drinks from the poolside bar while gazing at breathtaking sunset views over Anna Maria Island's white sand beaches.
$298 nightly
The price is $337
Dec 1 - Dec 2
Total with taxes and fees
Bali Hai Beachfront Resort and Spa

Alamanda Villas

3.5 star property
Holmes Beach
  • Outdoor pool
  • On the beach
10.0 out of 10, Exceptional, (2)
$426 nightly
The price is $460
Nov 16 - Nov 17
Total with taxes and fees
Alamanda Villas

Anna Maria Beach Resort

3.5 star property
Holmes Beach
  • Outdoor pool
  • Pool loungers
  • On the beach
  • Hot tub
9.4 out of 10, Exceptional, (286)
Lounging poolside in colorful cabanas, guests admire the stunning beach just steps away. Sparkling waters invite relaxation alongside hot tubs, while sunset views captivate. Beach towels, bicycles, and attentive staff enhance this serene coastal retreat.
$397 nightly
The price is $449
Dec 3 - Dec 4
Total with taxes and fees
Anna Maria Beach Resort

Haley's at The Anna Maria Island Inn

3.0 star property
Holmes Beach
  • Outdoor pool
  • Pool loungers
  • Near the beach
8.6 out of 10, Excellent, (390)
$158 nightly
The price is $178
Nov 17 - Nov 18
Total with taxes and fees
Haley's at The Anna Maria Island Inn

The Retreat at Anna Maria Island Inn

2.0 star property
Bradenton Beach
  • Outdoor pool
  • Near the beach
9.4 out of 10, Exceptional, (31)
Cooling waters welcome swimmers at the peaceful outdoor pool, complemented by a private beach with lounge chairs and sun umbrellas. This hotel combines tranquil atmosphere with individually furnished rooms featuring premium bedding and rainfall showers.
$210 nightly
The price is $237
Nov 19 - Nov 20
Total with taxes and fees
The Retreat at Anna Maria Island Inn

Palm Tree Villas

3.0 star property
Holmes Beach
  • Outdoor pool
  • Pool loungers
  • Near the beach
9.2 out of 10, Wonderful, (172)
Sparkling blue waters beckon at the clean, relaxing outdoor pool surrounded by ample loungers and umbrellas. Beach enthusiasts appreciate the short walk to stunning shorelines with complimentary wagons, chairs, and umbrellas.
$330 nightly
The price is $353
Nov 17 - Nov 18
Total with taxes and fees
Palm Tree Villas

Pelican Post at Anna Maria Island Inn

3.0 star property
Bradenton Beach
  • Outdoor pool
  • Pool loungers
  • Near the beach
  • Hot tub
9.2 out of 10, Wonderful, (317)
Swimming awaits in the pristine outdoor pool, complete with loungers and umbrellas for sun-soaked relaxation. Steps from restaurants and Coquina Beach, this newly renovated hotel features a soothing hot tub and spotless, spacious rooms.
$241 nightly
The price is $273
Nov 24 - Nov 25
Total with taxes and fees
Pelican Post at Anna Maria Island Inn

Captain's Quarters at Anna Maria Island Inn

3.5 star property
Bradenton Beach
  • Outdoor pool
  • Hot tub
9.4 out of 10, Exceptional, (21)
Crystal waters beckon at the lovely outdoor pool area, complemented by a soothing hot tub for post-adventure relaxation. Nestled just a stone's throw from the beach, this remodeled motel offers easy access to coastal activities like sailing and surfing.
$225 nightly
The price is $254
Nov 17 - Nov 18
Total with taxes and fees
Captain's Quarters at Anna Maria Island Inn

Seaside at Anna Maria Island Inn

2.5 star property
Bradenton Beach
  • Outdoor pool
  • On the beach
9.6 out of 10, Exceptional, (45)
Seaside adventures await at this beachfront haven featuring an inviting outdoor pool surrounded by sun loungers and beach umbrellas. Individually furnished rooms with premium bedding and private decks create a perfect coastal retreat.
$432 nightly
The price is $488
Dec 11 - Dec 12
Total with taxes and fees
Seaside at Anna Maria Island Inn

Seabreeze at Anna Maria Island Inn

3.0 star property
Bradenton Beach
  • On private beach
9.0 out of 10, Wonderful, (51)
Waterfront relaxation defines this coastal haven, where the outdoor pool complements direct private beach access. Comfortable accommodations feature premium bedding, wet bars, and thoughtful amenities, creating a peaceful seaside escape.
$294 nightly
The price is $332
Nov 30 - Dec 1
Total with taxes and fees
Seabreeze at Anna Maria Island Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Find out more about Anna Maria Island

Discover top Anna Maria Island attractions

Anna Maria Island is a serene paradise known for its charming beaches and relaxed atmosphere, perfect for families seeking a laid-back vacation. Start your exploration at the pristine Coquina Beach, where soft sands and gentle waves invite you to unwind and build sandcastles with the kids. For a taste of local culture, visit the Anna Maria Island Historical Society Museum, where you can learn about the island's rich history in a cozy setting. Adventure seekers can rent kayaks or paddleboards at the nearby Leffis Key, where you can glide through mangroves and observe the abundant wildlife. Don’t miss the iconic Anna Maria City Pier, a picturesque spot for fishing or simply enjoying breathtaking sunset views over the Gulf of Mexico. Finally, the island's dining scene, featuring fresh seafood at places like The Waterfront Restaurant, adds a delightful culinary twist to your relaxing getaway. Consider staying in Holmes Beach, where many hotels boast beautiful pools for the kids to splash around in, along with easy access to the beach. Here, you can enjoy the convenience of family-friendly hotels while savoring the peace and tranquility that Anna Maria Island offers.

Top Anna Maria Island Hotel Reviews

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