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

Holiday Homes in Anna Maria Island

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Anna Maria Island holiday homes

A wooden beach pavilion with a checkered roof and open sides, overlooking the beach.

1. Anna Maria Beach Condo 1/1

Anna Maria Beach Condo 1/1
Bradenton Beach
9.8 out of 10, Exceptional, (233 reviews)
"Great place to stay!"
United States
Donna B.
The price is €339
includes taxes & fees
7 Oct - 8 Oct
Anna Maria Beach Condo 1/1
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.
Family-Friendly Duplex Near Beaches and Local Shops! - A Place In Paradise Unit
A beach with clear turquoise water and white sand.

3. 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.
Sassy Seagull -Classic beach cottage, moments from the sand, beautiful pool!
A spacious living area with a dining table, seating, a kitchen, and a view of the outdoors.

4. Tiny Tides: Adorable Cozy House!

Tiny Tides: Adorable Cozy House!
Anna Maria
9.4 out of 10, Exceptional, (6 reviews)
"The weather and peacefulness of the island. "
United States
karen l.
Tiny Tides: Adorable Cozy House!
A covered outdoor seating area with two wicker chairs, a glass table, and a view of a tropical landscape.

5. Bayfront Villa: Dock, Walk to Beach and Bridge Street

Bayfront Villa: Dock, Walk to Beach and Bridge Street
Bradenton Beach
9.6 out of 10, Exceptional, (31 reviews)
"Nice place, easy walk to beach and restaurants."
United States
Tom J.
The price is €595
includes taxes & fees
4 Oct - 5 Oct
Bayfront Villa: Dock, Walk to Beach and Bridge Street
A modern kitchen with white cabinets, a dining area with wicker chairs, and a grey sofa with a decorative shell pillow.

6. Steps from Beach and Local Hotspots! Stay at Sunny Side Down!

Steps from Beach and Local Hotspots! Stay at Sunny Side Down!
Bradenton Beach
8.8 out of 10, Excellent, (27 reviews)
"Amazing stat. Loved the unit and how close tot he beach it was. The host was awesome and very responsive. Will stay again!"
United States
Denisse C.
Steps from Beach and Local Hotspots! Stay at Sunny Side Down!
A beach with clear turquoise water and white sand.

7. 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.
Adorable Updated Cottage steps to the beach with pool, beach gear, bikes & grill
Pool

8. Best Location! Heated Pool~Steps to Beach/Shops!

Best Location! Heated Pool~Steps to Beach/Shops!
Holmes Beach
10.0 out of 10, Exceptional, (1 review)
"We had an absolutely wonderful stay this week and even better than we expected. Location was perfect and the experience was very enjoyable. Definitely recommend this place"
United States
Richie B.
Best Location! Heated Pool~Steps to Beach/Shops!
A wide sandy beach with a clear blue sky and calm sea.

9. Island Dream 2BR|Steps to Beach + Private pool/spa

Island Dream 2BR|Steps to Beach + Private pool/spa
Bradenton Beach
9.4 out of 10, Exceptional, (16 reviews)
"It was the perfect location for the beach. An easy walk to the beach every single night in perfect location near restaurants and nightlife. The house was clean the property manager, easy to talk to and after a long day at the beach, the hot tub and the pool was the cherry on top."
United States
Pam P.
Island Dream 2BR|Steps to Beach + Private pool/spa
A modern outdoor seating area with two chairs and a glass table, overlooking a scenic view.

10. Beachfront · Heated Pool · King Bed

Beachfront · Heated Pool · King Bed
Holmes Beach
Beachfront · Heated Pool · King Bed
An aerial view of a coastal residential area with houses, a beach, and a clear view of the ocean.

11. Remodeled Duplex with Heated Pool, 2 Blocks to the Beach!

Remodeled Duplex with Heated Pool, 2 Blocks to the Beach!
Anna Maria
9.4 out of 10, Exceptional, (29 reviews)
"Wonderful stay and would definitely recommend. "
United States
Cari
Remodeled Duplex with Heated Pool, 2 Blocks to the Beach!
An aerial view of a coastal residential area with a sandy beach, houses, and a river.

12. Emerald Shores East! Walk to Beach!

Emerald Shores East! Walk to Beach!
Anna Maria
9.0 out of 10, Wonderful, (12 reviews)
"Clean spot and a great stay. Amazing location and 10/10 service / review. "
United States
Christopher B.
The price is €668
includes taxes & fees
5 Oct - 6 Oct
Emerald Shores East! Walk to Beach!
Aerial Beach

13. Rooftop Sunsets 2 Bed Unit Beach Club AMI 4 by RVA

Rooftop Sunsets 2 Bed Unit Beach Club AMI 4 by RVA
Bradenton Beach
9.0 out of 10, Wonderful, (76 reviews)
"Great location, easy check in and check out process. Would stay again for sure. "
United States
Jennifer B.
The price is €461
includes taxes & fees
8 Oct - 9 Oct
Rooftop Sunsets 2 Bed Unit Beach Club AMI 4 by RVA
A modern living room with a blue sofa, a TV, and a kitchen area with a white countertop and bar stools.

14. Private Home with Pool and Spa, 2 Blocks to Beach and Guest Suite!

Private Home with Pool and Spa, 2 Blocks to Beach and Guest Suite!
Anna Maria
9.6 out of 10, Exceptional, (45 reviews)
"My husband and I had a great week staying here. We had everything that we needed for our stay, the house was very comfortable. We loved spending time in the pool and spa!"
United States
Jesse Z.
Private Home with Pool and Spa, 2 Blocks to Beach and Guest Suite!
An aerial view of a coastal residential area with houses, a beach, and a clear view of the ocean.

15. Duplex with Heated Pool! 2 Blocks to Beach! - Turtle Crawl

Duplex with Heated Pool! 2 Blocks to Beach! - Turtle Crawl
Anna Maria
9.6 out of 10, Exceptional, (30 reviews)
"The house was recently remodeled and in amazing condition. It was very clean and the shed had tons of beach gear to use."
United States
Ashley S.
The price is €688
includes taxes & fees
20 Oct - 21 Oct
Duplex with Heated Pool! 2 Blocks to Beach! - Turtle Crawl
A spacious living area with a high ceiling, a dining table with chairs, a gray sofa, a television, and a staircase leading to an upper level.

16. Island Home with Private Pool, Oversized Front Porch, and Poolside Dining!

Island Home with Private Pool, Oversized Front Porch, and Poolside Dining!
Anna Maria
9.8 out of 10, Exceptional, (73 reviews)
"Everything was clean, great location right near the beach, the kids loved everything and the pool was amazing! Wish the propane tanks got replaced before we checked in as we would have loved to use the grill."
United States
Emily I.
Island Home with Private Pool, Oversized Front Porch, and Poolside Dining!
Pool

17. New! Perfect Location! Heated Pool~Steps to Beach!

New! Perfect Location! Heated Pool~Steps to Beach!
Holmes Beach
10.0 out of 10, Exceptional, (1 review)
"My family of 4 just returned from a weekend stay at this lovely place! It's clean, new, comfortable, extremely close to the beach, quiet, and has a very nice shared pool. The entire resort is only 4 duplexes so the pool was never crowded. The host is caring and very easy to communicate with. I highly recommend booking this place for your stay on AMI, and we can't wait to come back!"
United States
Stephanie H.
New! Perfect Location! Heated Pool~Steps to Beach!
A small pink house with a turquoise door and window, surrounded by trees and a gravel driveway.

18. Coastal-chic cottage, two blocks from the Beach! Freshly renovated 2-bed, 2-bath sleeps up to 8 if requested. island style with modern comforts. Enjoy a full kitchen for easy at‑home meals, smart TVs in every room, and an amazing coastal patio

Coastal-chic cottage, two blocks from the Beach! Freshly renovated 2-bed, 2-bath sleeps up to 8 if requested. island style with modern comforts. Enjoy a full kitchen for easy at‑home meals, smart TVs in every room, and an amazing coastal patio
Bradenton Beach
10.0 out of 10, Exceptional, (1 review)
"Home was very clean. Plenty of towels and beach towels! "
United States
frank d.
The price is €551
includes taxes & fees
7 Oct - 8 Oct
Coastal-chic cottage, two blocks from the Beach! Freshly renovated 2-bed, 2-bath sleeps up to 8 if requested. island style with modern comforts. Enjoy a full kitchen for easy at‑home meals, smart TVs in every room, and an amazing coastal patio
A modern living room with a grey sofa, a small kitchenette, and a white door.

19. 4 King Beds + Guest House • Heated Pool/Spa

4 King Beds + Guest House • Heated Pool/Spa
Anna Maria
4 King Beds + Guest House • Heated Pool/Spa
A wooden deck with lounge chairs and a pool.

20. Heated Pool! ~New!~Steps to the Beach! Lime Fish

Heated Pool! ~New!~Steps to the Beach! Lime Fish
Holmes Beach
10.0 out of 10, Exceptional, (3 reviews)
"Would definitely stay at this place again. Everything was very clean and within walking distance from everything "
United States
Randy M.
Heated Pool! ~New!~Steps to the Beach! Lime Fish
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

Bali Hai Beachfront Resort and Spa

Bali Hai Beachfront Resort and Spa

10/10 Excellent
"Wonderful stay"
Ann 3-night trip
Posted 6 hours ago
Bali Hai Beachfront Resort and Spa

Find out more about Anna Maria Island

Anna Maria Island Holiday Homes information

Number of reviews
519
Accommodation
1509 Holiday Homes
Lowest Price
€339
Highest Price
€688

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