An aerial view of a coastal town with a long pier extending into turquoise waters.

Find Hotels with a Pool in Anna Maria Island, FL

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Anna Maria Island Hotels with a Pool

Tonight
Oct 5 - Oct 6
Tomorrow
Oct 6 - Oct 7
This weekend
Oct 9 - Oct 11
Next weekend
Oct 16 - Oct 18

Our top choices for Anna Maria Island hotels with a pool

A swimming pool with white lounge chairs and a white fence.
A coastal building with outdoor seating and a view of the ocean.
A beachside room with a thatched roof, a bed, and a view of the sea.
A modern living room with a sofa, coffee table, and dining table. There is a TV mounted on the wall and a balcony with a view of the ocean.

1. Silver Surf Gulf Beach Resort

Silver Surf Gulf Beach Resort
Bradenton Beach
  • Dive into a tranquil beachfront escape with a refreshing pool and private beach access.
NT$10,581
NT$12,854 total
includes taxes & fees
Oct 13 - Oct 14
Silver Surf Gulf Beach Resort
A rooftop terrace with a pool, tables, and chairs, and a view of buildings in the background.
A spacious living area with a modern chandelier, comfortable seating, and a view of the outdoors.
A balcony with a view of the sea, a table with a bottle and glasses, and a chair.
A balcony with a dining table set for breakfast, overlooking a swimming pool and a marina.

2. Waterline Villas & Marina, Autograph Collection

Waterline Villas & Marina, Autograph Collection
Holmes Beach
  • Outdoor pool getaway awaits at this marina-side hotel with sun loungers and bicycles.
NT$12,169
NT$13,751 total
includes taxes & fees
Oct 20 - Oct 21
Waterline Villas & Marina, Autograph Collection
A poolside area with lounge chairs, a pool, and light blue buildings with balconies.
A modern bathroom with a white sink, a large mirror, and a shower with green mosaic tiles.
A balcony with a table and chairs, overlooking a beach with palm trees and a blue building with an American flag.
A spacious living area with a dining table, chairs, a sofa, and a coffee table. There is a ceiling fan, a painting, and a view of the outside.

3. Bridgewalk Resort

Bridgewalk Resort
Bridge Street
  • Lounge in the sparkling outdoor pool, where umbrellas and sun loungers create the perfect beach day alternative.
NT$9,183
NT$11,274 total
includes taxes & fees
Oct 13 - Oct 14
Bridgewalk Resort
A covered outdoor area with a pool, lounge chairs, and a dining table with chairs.
A beach with lounge chairs and striped umbrellas, a building with a balcony, and palm trees.
A hotel room with a bed, a sofa, a desk, a TV, a wardrobe, and a balcony with a view of palm trees and the beach.
A wide beach with clear blue water, people walking, and birds on the sand.

4. Tropic Isle at Anna Maria Island Inn

Tropic Isle at Anna Maria Island Inn
Bradenton Beach
  • Soak up Florida sunshine at this oceanfront retreat with an inviting outdoor pool just steps from Coquina Beach.
NT$6,570
NT$8,315 total
includes taxes & fees
Oct 11 - Oct 12
Tropic Isle at Anna Maria Island Inn
A pool area with lounge chairs and umbrellas, a view of the beach, and a clear sky.
A beach with white sand, clear turquoise water, and a woman sitting under a striped beach umbrella.
A hotel with a pool, lounge chairs, and a view of the ocean.
A balcony with wicker furniture and a table, overlooking a beach with umbrellas and people.

5. Anna Maria Beach Resort

Anna Maria Beach Resort
Holmes Beach
  • Oceanfront pool paradise with white sand beach access and private cabanas for a luxury coastal getaway.
NT$14,605
NT$18,484 total
includes taxes & fees
Oct 8 - Oct 9
Anna Maria Beach Resort
A swimming pool with lounge chairs and palm trees.
A bedroom with a large bed, a desk with a chair, a TV on the wall, and a window with a view of palm trees.
A modern house with a well-maintained lawn, white exterior, and palm trees.
A modern building with a white exterior, a brick gable, and a palm tree in the foreground.

6. Pelican Post at Anna Maria Island Inn

Pelican Post at Anna Maria Island Inn
Bradenton Beach
  • Splashy poolside escape just steps from the beach makes for a refreshing island retreat.
NT$7,540
NT$9,543 total
includes taxes & fees
Nov 2 - Nov 3
Pelican Post at Anna Maria Island Inn
A pool area with lounge chairs and umbrellas, surrounded by palm trees.
A modern living room with a wooden dining table, white chairs, a sofa, a coffee table, and a large woven pendant light. There are wall art pieces and a large window with a view of palm trees.
A resort with palm trees, bicycles, and a building with balconies.
A bedroom with a bed, wooden shutters, a nightstand, and a view of a balcony with palm trees.

7. Bali Hai Beachfront Resort and Spa

Bali Hai Beachfront Resort and Spa
Holmes Beach
  • Dive into tropical serenity with a poolside paradise offering free cabanas and beachfront bliss.
NT$8,846
NT$11,195 total
includes taxes & fees
Oct 19 - Oct 20
Bali Hai Beachfront Resort and Spa
A swimming pool with lounge chairs and a thatched-roof structure, surrounded by a fence and palm trees.
A wide, sandy beach with a clear sky and calm sea.
A modern bathroom with a double sink vanity, a toilet, and a walk-in shower.
A modern bedroom with a large bed, a TV mounted on the wall, a wooden headboard, and a view of the sea through the balcony.

8. Seabreeze at Anna Maria Island Inn

Seabreeze at Anna Maria Island Inn
Bradenton Beach
  • Sunshine-soaked pool lounging meets private beachfront serenity at this Anna Maria Island retreat.
NT$8,038
NT$10,173 total
includes taxes & fees
Oct 7 - Oct 8
Seabreeze at Anna Maria Island Inn
A swimming pool with lounge chairs and a thatched umbrella, surrounded by a fence and palm trees, with a view of the ocean.
A beachside hotel with a wooden deck, lounge chairs, and umbrellas.
A hotel room with a bed, a desk with a computer, a chair, and a view of the beach.
A beach with lounge chairs and striped umbrellas, a wooden deck, and a view of the ocean.

9. Seaside at Anna Maria Island Inn

Seaside at Anna Maria Island Inn
Bradenton Beach
  • Relax in the Florida sunshine beside a sparkling outdoor pool, just steps from the pristine white sand beach of Anna Maria Island.
NT$12,810
NT$16,212 total
includes taxes & fees
Oct 8 - Oct 9
Seaside at Anna Maria Island Inn
A swimming pool surrounded by palm trees and outdoor seating.
A modern living room with a large TV, white furniture, and a patterned floor.
A narrow pathway flanked by palm trees and tropical plants, leading to a gated area with a pool visible in the distance.
A bedroom with a bed, a desk, a chair, a wardrobe, and a view of the outdoors.

10. The Retreat at Anna Maria Island Inn

The Retreat at Anna Maria Island Inn
Bradenton Beach
  • Serene pool sanctuary at this Anna Maria Island retreat offers peaceful waters surrounded by lush tropical landscaping.
NT$4,515
NT$5,714 total
includes taxes & fees
Nov 1 - Nov 2
The Retreat at Anna Maria Island Inn
View all properties

Choose what matters most at hotels with a pool in Anna Maria Island

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Anna Maria Island Hotel Reviews

Tropic Isle at Anna Maria Island Inn

Tropic Isle at Anna Maria Island Inn

10/10 Excellent
"Great location and beautiful rooms"
Rosie 2-night trip
Posted 8 hours ago
Tropic Isle at Anna Maria Island Inn
Waterline Villas & Marina, Autograph Collection

Waterline Villas & Marina, Autograph Collection

10/10 Excellent
"Very clean and up to date villas, will repeat. Thank you Jay for helping us out"
Ailyn 2-night trip
Posted 7 days ago
Waterline Villas & Marina, Autograph Collection
Silver Surf Gulf Beach Resort

Silver Surf Gulf Beach Resort

10/10 Excellent
"Great Stay! 2nd time here and will be back next year, a well run property, staff is Excellent and on there game!"
John 5-night trip
Posted 10 days ago
Silver Surf Gulf Beach Resort

Explore a world of travel with Expedia