A marina with boats, a bridge, and high-rise buildings.

Anna Maria Chalets

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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31
No exact matches found, but these alternatives could be just right

Recommended hotels in Anna Maria

A pink exterior of a building with a covered porch, a window with blinds, and a chair.

1. Sunrise Garden Resort

Sunrise Garden Resort
2.0 star property
Anna Maria
4.0 out of 10, (2 reviews)
"Parking not helpful"
United States
gerardo
$184 nightly
The price is $208
Oct 8 - Oct 9
Total with taxes and fees
Sunrise Garden Resort
A covered outdoor seating area with a table and chairs, large windows, and a view of palm trees and a road.

2. Family-Friendly Duplex Near Beaches and Local Shops! - A Place In Paradise Unit

Family-Friendly Duplex Near Beaches and Local Shops! - A Place In Paradise Unit
Anna Maria
9.4 out of 10, Exceptional, (32 reviews)
"We really enjoyed our stay. The location was perfect- super close to a quiet beach, and close to restaurants and shopping on Pine street. Place was clean and comfortable and had everything we needed to enjoy the beach."
United States
Louise W.
$571 nightly
The price is $637
Oct 11 - Oct 12
Total with taxes and fees
Family-Friendly Duplex Near Beaches and Local Shops! - A Place In Paradise Unit
A coastal residential area with houses, a beach, and a clear view of the ocean.

3. Anna Maria Beach Cottage 110G Updated beach cottage, with pool and beach gear!

Anna Maria Beach Cottage 110G Updated beach cottage, with pool and beach gear!
Anna Maria
9.6 out of 10, Exceptional, (31 reviews)
"Old Florida charm of cottage. Beautiful location and only steps to the beach. Staff was wonderful and room was clean."
United States
Christina R.
$497 nightly
The price is $553
Oct 10 - Oct 11
Total with taxes and fees
Anna Maria Beach Cottage 110G Updated beach cottage, with pool and beach gear!
A coastal residential area with houses, a beach, and a clear view of the ocean.

4. Anna Maria Beach Cottage 107A Pool, bikes, beach gear, moments from the sand!

Anna Maria Beach Cottage 107A Pool, bikes, beach gear, moments from the sand!
Anna Maria
9.8 out of 10, Exceptional, (33 reviews)
"Great place to stay!Nice walk to the beach!"
United States
Rose Y.
$485 nightly
The price is $540
Oct 17 - Oct 18
Total with taxes and fees
Anna Maria Beach Cottage 107A Pool, bikes, beach gear, moments from the sand!
A coastal residential area with houses, a beach, and a clear view of the ocean.

5. Anna Maria Beach Cottage 110B Updated studio beach cottage, steps to the sand!

Anna Maria Beach Cottage 110B Updated studio beach cottage, steps to the sand!
Anna Maria
9.8 out of 10, Exceptional, (58 reviews)
"Great stay. "
United States
courtneyharned
$462 nightly
The price is $514
Oct 19 - Oct 20
Total with taxes and fees
Anna Maria Beach Cottage 110B Updated studio beach cottage, steps to the sand!
A patio with a table and chairs, a blue umbrella, and a view of a lake with boats.

6. Resort-Style Ground Floor 1BR Pelican Suite, Heated Pool / Spa, Lakefront

Resort-Style Ground Floor 1BR Pelican Suite, Heated Pool / Spa, Lakefront
Anna Maria
9.0 out of 10, Wonderful, (2 reviews)
"Room was clean and organized and a very neat property. Only issue we had was the pool wasn't heated nor did the spa/hot tub. The dock was very nice and peaceful. Would definitely recommend!"
United States
Austin W.
$605 nightly
The price is $674
Oct 15 - Oct 16
Total with taxes and fees
Resort-Style Ground Floor 1BR Pelican Suite, Heated Pool / Spa, Lakefront
A wooden boardwalk leading to a beach with palm trees and a pier in the background.

7. Updated bayside condo with heated pool - across the street from the beach

Updated bayside condo with heated pool - across the street from the beach
Anna Maria
$399 nightly
The price is $444
Oct 12 - Oct 13
Total with taxes and fees
Updated bayside condo with heated pool - across the street from the beach
A coastal residential area with houses, a beach, and a clear view of the ocean.

8. Anna Maria Updated Studio moments from the sand w/ Pool, Beach Gear & Bikes

Anna Maria Updated Studio moments from the sand w/ Pool, Beach Gear & Bikes
Anna Maria
10.0 out of 10, Exceptional, (43 reviews)
"Loved the easy access to the beach and the fact that the property had beach supplies available for you to use. We had great service when needed and will definitely visit again !"
United States
Meagan
$474 nightly
The price is $528
Oct 11 - Oct 12
Total with taxes and fees
Anna Maria Updated Studio moments from the sand w/ Pool, Beach Gear & Bikes
A wooden boardwalk leading to a beach with palm trees and a pier in the background.

9. Stylish bayside condo with WiFi & pool - close to the beach & restaurants

Stylish bayside condo with WiFi & pool - close to the beach & restaurants
Anna Maria
$399 nightly
The price is $444
Oct 13 - Oct 14
Total with taxes and fees
Stylish bayside condo with WiFi & pool - close to the beach & restaurants
A coastal residential area with houses, a beach, and a clear view of the ocean.

10. Charming beach cottage close to the beach with Pool, Bikes, Beach gear and Grill

Charming beach cottage close to the beach with Pool, Bikes, Beach gear and Grill
Anna Maria
9.6 out of 10, Exceptional, (30 reviews)
"Very short walk to the beach. We enjoyed our stay. "
United States
Stacey D.
$497 nightly
The price is $553
Oct 11 - Oct 12
Total with taxes and fees
Charming beach cottage close to the beach with Pool, Bikes, Beach gear and Grill
A coastal residential area with houses, a beach, and a clear view of the ocean.

11. Anna Maria Beach Cottage 109G Old-Florida beach cottage,moments from the sand!

Anna Maria Beach Cottage 109G Old-Florida beach cottage,moments from the sand!
Anna Maria
9.8 out of 10, Exceptional, (52 reviews)
"Yes! The cottage was nicely decorated and we had everything we needed for our 2 night stay"
United States
J I.
$479 nightly
The price is $534
Oct 15 - Oct 16
Total with taxes and fees
Anna Maria Beach Cottage 109G Old-Florida beach cottage,moments from the sand!
A balcony with wicker furniture, a grill, and a view of a marina with boats and greenery.

12. Newly Renovated Sea Breeze Cottage with Private Dock, Easy Access to Bimini Bay

Newly Renovated Sea Breeze Cottage with Private Dock, Easy Access to Bimini Bay
Anna Maria
9.6 out of 10, Exceptional, (129 reviews)
"Place is great and clean. Love how smooth everything was. Jenny is easy to communicate as well"
United States
Natalia D.
$545 nightly
The price is $607
Oct 27 - Oct 28
Total with taxes and fees
Newly Renovated Sea Breeze Cottage with Private Dock, Easy Access to Bimini Bay
A coastal residential area with houses, a beach, and a clear view of the ocean.

13. Charming Cottage with modern amenities close to beach w/ pool, beach gear, bikes

Charming Cottage with modern amenities close to beach w/ pool, beach gear, bikes
Anna Maria
9.2 out of 10, Wonderful, (14 reviews)
"Close walk to the beach "
United States
Zev C.
$588 nightly
The price is $655
Oct 8 - Oct 9
Total with taxes and fees
Charming Cottage with modern amenities close to beach w/ pool, beach gear, bikes
A single-story house with a white exterior and blue shutters, surrounded by a white fence and palm trees.

14. 3BR Cottage with Heated Pool – Walk to Beach & Pine Ave

3BR Cottage with Heated Pool – Walk to Beach & Pine Ave
Anna Maria
10.0 out of 10, Exceptional, (1 review)
"Great sister stayHouse was perfect, pool was enjoyed by us all after a day a the beachMorning and evening at the pool We will be back for our next get together"
United States
Cheryl M.
$817 nightly
The price is $850
Oct 27 - Oct 28
Total with taxes and fees
3BR Cottage with Heated Pool – Walk to Beach & Pine Ave
A coastal hotel with multiple buildings, a beach view, and a pool area.

15. Private Pool / Spa Home - Steps to Anna Maria Island Beach

Private Pool / Spa Home - Steps to Anna Maria Island Beach
Anna Maria
10.0 out of 10, Exceptional, (1 review)
"An absolute gem! This place was perfection and we couldn’t be happier. We are already planning to hopefully come back in 2 years for our next girls trip. It was immaculately clean, beautifully decorated, so close to the beach and great location for shopping/restaurants. They had everything at the property we could think of."
United States
Erin S.
$849 nightly
The price is $887
Oct 19 - Oct 20
Total with taxes and fees
Private Pool / Spa Home - Steps to Anna Maria Island Beach
A stone building with a wooden picket fence, a door, and a window.

16. The Hideaway - Less than a block from beach!

The Hideaway - Less than a block from beach!
Anna Maria
10.0 out of 10, Exceptional, (2 reviews)
"Everything was great. So close to the beach a 3 min walk. We loved everything about it."
United States
JASON G.
$812 nightly
The price is $906
Oct 8 - Oct 9
Total with taxes and fees
The Hideaway - Less than a block from beach!
A modern kitchen with granite countertops, stainless steel appliances, and pendant lighting.

17. Waterfront dog-friendly home with heated private pool, dock, views, and lanai

Waterfront dog-friendly home with heated private pool, dock, views, and lanai
Anna Maria
$690 nightly
The price is $768
Oct 9 - Oct 10
Total with taxes and fees
Waterfront dog-friendly home with heated private pool, dock, views, and lanai
A coastal residential area with houses, a beach, and a clear view of the ocean.

18. Sassy Seagull -Classic beach cottage, moments from the sand, beautiful pool!

Sassy Seagull -Classic beach cottage, moments from the sand, beautiful pool!
Anna Maria
10.0 out of 10, Exceptional, (29 reviews)
"Cottage 107 was ver clean, comfortable, and had everything we needed. The property was quiet and very family friendly. The beach, just a very short half block walk, is gorgeous. We had a wonderful time!"
United States
Terry R.
$680 nightly
The price is $757
Oct 8 - Oct 9
Total with taxes and fees
Sassy Seagull -Classic beach cottage, moments from the sand, beautiful pool!
A coastal residential area with houses, a beach, and a clear view of the ocean.

19. Adorable Updated Cottage steps to the beach with pool, beach gear, bikes & grill

Adorable Updated Cottage steps to the beach with pool, beach gear, bikes & grill
Anna Maria
10.0 out of 10, Exceptional, (23 reviews)
"Love these cottages, very close to the beach and restaurants!"
United States
Lewis E.
$681 nightly
The price is $759
Oct 24 - Oct 25
Total with taxes and fees
Adorable Updated Cottage steps to the beach with pool, beach gear, bikes & grill
A two-story house with a garage, surrounded by palm trees and a gravel driveway.

20. Beach Don't Kill My Vibe by Beach Boutique Rentals

Beach Don't Kill My Vibe by Beach Boutique Rentals
Anna Maria
10.0 out of 10, Exceptional, (22 reviews)
"Perfect location and lovely place! Would definitely stay again!"
United States
Angela W.
$473 nightly
The price is $527
Oct 8 - Oct 9
Total with taxes and fees
Beach Don't Kill My Vibe by Beach Boutique Rentals
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 Hotel Reviews

Perfect Anna Maria. Dock on Canal - 3 blocks to sugar sand beach. Heated pool.

Perfect Anna Maria. Dock on Canal - 3 blocks to sugar sand beach. Heated pool.

10/10 Excellent
"The house was amazing! Loved that we can just step out to the pool, then drop the kayaks into the canal to paddle, rinse off using the outdoor shower, go back in the pool, walk 6 min to the beach, 15-20 min to a toes in the sand bar, and do it all again every single day! So relaxing, the hosts were very responsive. Love the north part of the island, so quiet, felt safe and sooooooo relaxing! Thank you so much and definitely will be coming back!"
Angela V. 8-night trip
Posted 7 hours ago
Perfect Anna Maria. Dock on Canal - 3 blocks to sugar sand beach. Heated pool.

Find out more about Anna Maria

Anna Maria Chalets information

Number of reviews
441
Accommodation
0 Chalets
Lowest Price
$208
Highest Price
$906

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