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

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Check availability on Anna Maria Island Hotels with a Pool

Tonight
Sep 20 - Sep 21
Tomorrow
Sep 21 - Sep 22
Next weekend
Sep 25 - Sep 27
In two weeks
Oct 2 - Oct 4

Our top choices for Anna Maria Island hotels with a pool

1. 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.
₩198,401
₩251,095 total
includes taxes & fees
Oct 21 - Oct 22
The Retreat at Anna Maria Island Inn

2. 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.
₩222,402
₩281,472 total
includes taxes & fees
Sep 23 - Sep 24
Pelican Post at Anna Maria Island Inn

3. 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.
₩256,002
₩324,003 total
includes taxes & fees
Sep 30 - Oct 1
Tropic Isle at Anna Maria Island Inn

4. Driftwood at Anna Maria Island Inn

Driftwood at Anna Maria Island Inn
Holmes Beach
₩231,752
₩293,294 total
includes taxes & fees
Sep 29 - Sep 30
Driftwood at Anna Maria Island Inn

5. Palm Tree Villas

Palm Tree Villas
Holmes Beach
  • Soak up the Florida sun in this boutique apartment with a pristine outdoor pool and beach access.
₩95,015
₩771,645 total
includes taxes & fees
Sep 24 - Sep 25
Palm Tree Villas

6. 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.
₩318,403
₩402,970 total
includes taxes & fees
Sep 24 - Sep 25
Seabreeze at Anna Maria Island Inn

7. Haley's at The Anna Maria Island Inn

Haley's at The Anna Maria Island Inn
Holmes Beach
₩270,402
₩342,219 total
includes taxes & fees
Sep 21 - Sep 22
Haley's at The Anna Maria Island Inn

8. Bridgewalk Resort

Bridgewalk Resort
Bridge Street
  • Lounge in the sparkling outdoor pool, where umbrellas and sun loungers create the perfect beach day alternative.
₩401,392
₩492,809 total
includes taxes & fees
Sep 23 - Sep 24
Bridgewalk Resort

9. 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.
₩361,603
₩457,645 total
includes taxes & fees
Oct 20 - Oct 21
Bali Hai Beachfront Resort and Spa

10. 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.
₩521,604
₩660,144 total
includes taxes & fees
Oct 18 - Oct 19
Anna Maria Beach Resort
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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

Bridgewalk Resort

Bridgewalk Resort

10/10 Excellent
"I loved this hotel"
Raisare 3-night trip
Posted 9 hours ago
Bridgewalk Resort
Waterline Villas & Marina, Autograph Collection

Waterline Villas & Marina, Autograph Collection

10/10 Excellent
"Staff was very helpful, we had an amazing time there. Room was spacious and absolutely clean!!"
Dhamelis 2-night trip
Posted 6 days ago
Waterline Villas & Marina, Autograph Collection

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