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

Search Chalets in Anna Maria Island

  • 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 prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27
No exact matches found, but these alternatives could be just right

Recommended hotels in Anna Maria Island

Ocean View Terrace King Room | Beach/ocean view

1. Tropic Isle at Anna Maria Island Inn

Tropic Isle at Anna Maria Island Inn
4.0 star property
Bradenton Beach
9.0 out of 10, Wonderful, (704 reviews)
"Beautiful location and good value for money."
United Kingdom
christopher
The price is ₩187,799
₩237,683 total
includes taxes & fees
Sep 29 - Sep 30
Tropic Isle at Anna Maria Island Inn
Garden view

2. Haley's at The Anna Maria Island Inn

Haley's at The Anna Maria Island Inn
3.0 star property
Holmes Beach
8.6 out of 10, Excellent, (477 reviews)
"Very clean room and just a short walk to the beach!"
United States
Ivet
The price is ₩201,884
₩255,505 total
includes taxes & fees
Sep 7 - Sep 8
Haley's at The Anna Maria Island Inn
Exterior

3. Silver Surf Gulf Beach Resort

Silver Surf Gulf Beach Resort
3.0 star property
Bradenton Beach
9.6 out of 10, Exceptional, (1,000 reviews)
"The Silver Surf is a small, well kept, cozy place with private access to the beach. Clean rooms, parking, friendly staff. Noah at be front desk was such a pleasure…so helpful & welcoming,"
United States
Cindy
The price is ₩449,728
₩508,194 total
includes taxes & fees
Sep 17 - Sep 18
Silver Surf Gulf Beach Resort
Aerial view

4. The Retreat at Anna Maria Island Inn

The Retreat at Anna Maria Island Inn
2.0 star property
Bradenton Beach
8.6 out of 10, Excellent, (200 reviews)
"Great experience, convenient location for beach goers!"
United States
Byron
The price is ₩203,272
₩257,262 total
includes taxes & fees
Sep 7 - Sep 8
The Retreat at Anna Maria Island Inn
Beach Front King Suite | View from room

5. Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages
3.0 star property
Holmes Beach
9.2 out of 10, Wonderful, (593 reviews)
"Lovely stay, perfect for our family!!"
United States
Yanet
The price is ₩418,503
₩548,574 total
includes taxes & fees
Sep 17 - Sep 18
Cedar Cove Resort and Cottages
Beachfront Luxury King Room | Premium bedding, pillowtop beds, minibar, cribs (free)

6. Seabreeze at Anna Maria Island Inn

Seabreeze at Anna Maria Island Inn
3.0 star property
Bradenton Beach
8.8 out of 10, Excellent, (128 reviews)
"Right on beach, in a good area. Comfy beds, would stay here again"
United States
Katelyn
The price is ₩309,868
₩392,169 total
includes taxes & fees
Sep 8 - Sep 9
Seabreeze at Anna Maria Island Inn
Exterior

7. Pelican Post at Anna Maria Island Inn

Pelican Post at Anna Maria Island Inn
3.5 star property
Bradenton Beach
9.2 out of 10, Wonderful, (454 reviews)
"Great place to stay,"
United States
Wilson
The price is ₩233,184
₩295,119 total
includes taxes & fees
Sep 22 - Sep 23
Pelican Post at Anna Maria Island Inn
Exterior

8. Driftwood at Anna Maria Island Inn

Driftwood at Anna Maria Island Inn
3.0 star property
Holmes Beach
8.6 out of 10, Excellent, (164 reviews)
"The room was super clean close to shops and just a few minutes walk from the beach!"
United States
Lily
The price is ₩239,092
₩302,595 total
includes taxes & fees
Sep 30 - Oct 1
Driftwood at Anna Maria Island Inn
2 restaurants; lunch and dinner served

9. Bridgewalk Resort

Bridgewalk Resort
3.5 star property
Bridge Street
9.4 out of 10, Exceptional, (826 reviews)
"The hotel was wonderful. Nice staff, room and location. Free beach chairs, towels and umbrella to use at the beach which is right across the street."
United States
robin
The price is ₩392,607
₩482,024 total
includes taxes & fees
Sep 8 - Sep 9
Bridgewalk Resort
Oceanfront Pool View 2 Queen Island Room | Terrace/patio

10. Anna Maria Beach Resort

Anna Maria Beach Resort
3.5 star property
Holmes Beach
9.4 out of 10, Exceptional, (402 reviews)
"Very nice place"
United States
Sara
The price is ₩546,182
₩691,249 total
includes taxes & fees
Oct 4 - Oct 5
Anna Maria Beach Resort
Exterior

11. Bali Hai Beachfront Resort and Spa

Bali Hai Beachfront Resort and Spa
4.0 star property
Holmes Beach
8.6 out of 10, Excellent, (755 reviews)
"I love this place! Clean, helpful, beachfront, amazing!"
United States
Yessi
The price is ₩536,879
₩679,473 total
includes taxes & fees
Sep 16 - Sep 17
Bali Hai Beachfront Resort and Spa
Terrace/patio

12. Palm Tree Villas

Palm Tree Villas
3.0 star property
Holmes Beach
9.2 out of 10, Wonderful, (174 reviews)
"It was just a beautiful stay and love to come back next year!!"
United States
Allison
The price is ₩190,217
₩897,669 total
includes taxes & fees
Sep 7 - Sep 8
Palm Tree Villas
Egyptian cotton sheets, premium bedding, in-room safe, desk

13. Waterline Villas & Marina, Autograph Collection

Waterline Villas & Marina, Autograph Collection
4.0 star property
Holmes Beach
9.6 out of 10, Exceptional, (101 reviews)
"Cute hotel. Was a quick trip to Ana Maria Island. I feel they are eventually located. Staff very friendly and helpful. Would stay again."
United States
Patrick
The price is ₩508,079
₩574,129 total
includes taxes & fees
Sep 17 - Sep 18
Waterline Villas & Marina, Autograph Collection
Private beach, white sand, sun loungers, beach umbrellas

14. Captain's Quarters at Anna Maria Island Inn

Captain's Quarters at Anna Maria Island Inn
3.5 star property
Bradenton Beach
8.8 out of 10, Excellent, (52 reviews)
"Clean and the place was near everything"
United States
Liliana
The price is ₩264,486
₩334,720 total
includes taxes & fees
Sep 20 - Sep 21
Captain's Quarters at Anna Maria Island Inn
1 Bedroom Cozy Suite | Living area

15. Sunrise Garden Resort

Sunrise Garden Resort
2.0 star property
Anna Maria
The price is ₩233,184
₩263,499 total
includes taxes & fees
Sep 8 - Sep 9
Sunrise Garden Resort
Front of property

16. Tropical Breeze Beach Club

Tropical Breeze Beach Club
2.5 star property
Holmes Beach
9.4 out of 10, Exceptional, (8 reviews)
"This was a perfect for my husband and I, we did a last minute booking and the staff was super accommodating and friendly. Intimate setting right on the beach, we will definitely be booking again!!"
United States
Kaitlyn
Tropical Breeze Beach Club
On the beach, white sand, sun loungers, beach umbrellas

17. Seaside at Anna Maria Island Inn

Seaside at Anna Maria Island Inn
3.0 star property
Bradenton Beach
9.4 out of 10, Exceptional, (128 reviews)
"Excellent"
United States
Sibe
The price is ₩644,777
₩816,030 total
includes taxes & fees
Sep 7 - Sep 8
Seaside 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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Anna Maria Island Hotel Reviews

Anna Maria Beach Resort

Anna Maria Beach Resort

10/10 Excellent
"We absolutely loved our stay! My sister and I spent two wonderful days here, and we honestly couldn’t have asked for a better experience. The room was absolutely beautiful and comfortable, the location was perfect, and being just steps away from the beach and the pool was amazing. The entire staff was incredibly friendly and attentive, which made our stay even more special. And Anna Maria itself… absolutely beautiful! The perfect little town to relax, explore, and enjoy. We left completely delighted and already can’t wait to come back. Highly recommend this hotel for a beautiful and relaxing getaway! ❤️"
Daniela 2-night trip
Posted 2 hours ago
Anna Maria Beach Resort

Find out more about Anna Maria Island

Anna Maria Island Chalets information

Number of reviews
8,324
Accommodation
0 Chalets
Lowest Price
₩145,836
Highest Price
₩897,669