Find Hotels with a Pool in Anna Maria Island, FL

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Check availability on Anna Maria Island Hotels with a Pool

Top Anna Maria Island Hotels with a Pool

Outdoor pool, a heated pool, open 8:00 AM to 8:00 PM, pool umbrellas
Haley's at The Anna Maria Island Inn

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, (389)
Haley's at The Anna Maria Island Inn
Outdoor pool
Alamanda Villas

Alamanda Villas

3.5 star property
Holmes Beach
  • Outdoor pool
  • On the beach
10.0 out of 10, Exceptional, (2)
The price is ￥35,410
￥71,110 total
includes taxes & fees
Nov 25 - Nov 26
Alamanda Villas
Aerial view
The Retreat at 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.
The price is ￥41,784
￥52,883 total
includes taxes & fees
Nov 30 - Dec 1
The Retreat at Anna Maria Island Inn
Outdoor pool, open 8:00 AM to 8:00 PM, free cabanas, pool umbrellas
Bali Hai Beachfront Resort and Spa

Bali Hai Beachfront Resort and Spa

3.5 star property
Holmes Beach
  • Outdoor pool
  • Poolside bar
  • Pool loungers
  • On the beach
  • Full-service spa
8.6 out of 10, Excellent, (635)
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.
The price is ￥49,615
￥62,793 total
includes taxes & fees
Nov 30 - Dec 1
Bali Hai Beachfront Resort and Spa
Terrace/patio
Palm Tree Villas

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.
Palm Tree Villas
The Anna Maria Luxury Suite | View from room
Anna Maria Beach Resort

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.
The price is ￥75,929
￥96,095 total
includes taxes & fees
Nov 30 - Dec 1
Anna Maria Beach Resort
Outdoor pool
Captain's Quarters 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.
The price is ￥45,433
￥57,502 total
includes taxes & fees
Nov 26 - Nov 27
Captain's Quarters at Anna Maria Island Inn
A heated pool
Beautiful Bungalow with Pool and Bay Views!

Beautiful Bungalow with Pool and Bay Views!

Anna Maria
  • Near the beach
9.8 out of 10, Exceptional, (37)
The price is ￥26,734
￥60,656 total
includes taxes & fees
Nov 17 - Nov 18
Beautiful Bungalow with Pool and Bay Views!
Garden
Pelican Post at Anna Maria Island Inn

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.
The price is ￥33,797
￥42,775 total
includes taxes & fees
Nov 30 - Dec 1
Pelican Post at Anna Maria Island Inn
A heated pool
Vacay in Luxury! 2 mins to the Beach!

Vacay in Luxury! 2 mins to the Beach!

Holmes Beach
  • Near the beach
9.8 out of 10, Exceptional, (67)
The price is ￥19,329
￥49,267 total
includes taxes & fees
Dec 2 - Dec 3
Vacay in Luxury! 2 mins to the Beach!
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.
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Top Anna Maria Island Hotel Reviews

Silver Surf Gulf Beach Resort

Silver Surf Gulf Beach Resort

10/10 Excellent
"Friendly staff & room was perfect! Room was exceptionally clean & functional. Love the private beach access with chairs & umbrellas waiting when you hit the beach."
Kathy 2-night trip
Posted 5 days ago
Silver Surf Gulf Beach Resort

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