Search Holiday Homes in Anna Maria Island

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Our top choices for Anna Maria Island holiday homes

Freshly Remodeled Island Suite w/ Pool & Pet Friendly

Freshly Remodeled Island Suite w/ Pool & Pet Friendly
Anna Maria
8.4 out of 10, Very good, (44 reviews)
"Everything about the property was great, especially the location, which is walking distance away from restaurants and island shops."
United States
Ron H.
The price is £246
includes taxes & fees
26 May - 27 May
Freshly Remodeled Island Suite w/ Pool & Pet Friendly

Luxury 7BR|Gulf & Bay Views +1 min Walk to Beach

Luxury 7BR|Gulf & Bay Views +1 min Walk to Beach
Bradenton Beach
10.0 out of 10, Exceptional, (13 reviews)
"Good location ,gorgeous house."
United States
Sabah N.
The price is £1,462
includes taxes & fees
19 May - 20 May
Luxury 7BR|Gulf & Bay Views +1 min Walk to Beach

The Hideaway - Less than a block from beach!

The Hideaway - Less than a block from beach!
Anna Maria
10.0 out of 10, Exceptional, (1 review)
"Everything was great. So close to the beach a 3 min walk. We loved everything about it."
United States
JASON G.
The price is £722
includes taxes & fees
17 May - 18 May
The Hideaway - Less than a block from beach!

Coconuts 118 | Gulf View Heated Pool • Steps to Sand

Coconuts 118 | Gulf View Heated Pool • Steps to Sand
Holmes Beach
10.0 out of 10, Exceptional, (3 reviews)
"This place is fantastic! It is beautifully decorated, comfortable, and steps from a heated pool and amazing beach. We loved sitting out on the second floor balcony…Only wish we could have stayed longer! "
United States
David M.
The price is £645
includes taxes & fees
17 May - 18 May
Coconuts 118 | Gulf View Heated Pool • Steps to Sand

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
9.8 out of 10, Exceptional, (17 reviews)
"Really nice cottages, and mgt on-site and super responsive and helpful!"
United States
Jerry A.
The price is £566
includes taxes & fees
20 May - 21 May
Adorable Updated Cottage steps to the beach with pool, beach gear, bikes & grill

Cute Cottage Near Beach and Shops

Cute Cottage Near Beach and Shops
Anna Maria
10.0 out of 10, Exceptional, (9 reviews)
"Clean cozy house"
United States
Dale
Cute Cottage Near Beach and Shops

Freshly Remodeled Island Suite w/ Pool & Pet Friendly

Freshly Remodeled Island Suite w/ Pool & Pet Friendly
Anna Maria
8.4 out of 10, Very good, (40 reviews)
"Loved access to the beaches and restaurants."
United States
Kenneth C.
The price is £228
includes taxes & fees
17 May - 18 May
Freshly Remodeled Island Suite w/ Pool & Pet Friendly

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, (24 reviews)
"Wonderful stay"
United States
Andrew R.
The price is £500
includes taxes & fees
19 May - 20 May
Bayfront Villa: Dock, Walk to Beach and Bridge Street

Beach Sunrise Villa! Outdoor Dining, Beach Cart and Gulf Breezes

Beach Sunrise Villa! Outdoor Dining, Beach Cart and Gulf Breezes
Bradenton Beach
9.6 out of 10, Exceptional, (20 reviews)
"Amazing property and great location. "
United States
Chris M.
The price is £446
includes taxes & fees
21 May - 22 May
Beach Sunrise Villa! Outdoor Dining, Beach Cart and Gulf Breezes

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, (26 reviews)
"Great property!"
United States
Jessica S.
The price is £565
includes taxes & fees
17 May - 18 May
Sassy Seagull -Classic beach cottage, moments from the sand, beautiful pool!

Dog friendly cottage - One block to the Bay!

Dog friendly cottage - One block to the Bay!
Anna Maria
9.6 out of 10, Exceptional, (15 reviews)
"Great stay. "
United States
Mandy R.
The price is £426
includes taxes & fees
19 May - 20 May
Dog friendly cottage - One block to the Bay!

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, (25 reviews)
"Place was adorable and perfect for our stay. We were walking distance from beach and close to everything we wanted to do."
United States
Karen G.
The price is £405
includes taxes & fees
20 May - 21 May
Steps from Beach and Local Hotspots! Stay at Sunny Side Down!

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

Island Dream 2BR|Steps to Beach + Private pool/spa
Bradenton Beach
9.8 out of 10, Exceptional, (9 reviews)
"Our host Amanda was wonderful!! The cottage is so cute, pool was wonderful made our trip perfect! Can't wait to stay again next year!"
United States
Suzanne C.
The price is £670
includes taxes & fees
21 May - 22 May
Island Dream 2BR|Steps to Beach + Private pool/spa

Anna Maria Beach Condo 1/1

Anna Maria Beach Condo 1/1
Bradenton Beach
9.8 out of 10, Exceptional, (211 reviews)
"Very clean. Good location . "
United States
kelly
The price is £361
includes taxes & fees
24 May - 25 May
Anna Maria Beach Condo 1/1

Private, Remodeled Home with Pool! 1 Block to Beach, Great for Families!

Private, Remodeled Home with Pool! 1 Block to Beach, Great for Families!
Anna Maria
9.8 out of 10, Exceptional, (31 reviews)
"Great place to stay"
United States
Wilson
The price is £773
includes taxes & fees
19 May - 20 May
Private, Remodeled Home with Pool! 1 Block to Beach, Great for Families!

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
7.8 out of 10, Good, (80 reviews)
"The home was great. It could use a few minor updates here and there but overall we loved the location, house layout, and cleanliness. The pool area and canal were great. Overall the pool itself could use a deep cleaning. "
United States
Chris H.
The price is £418
includes taxes & fees
19 May - 20 May
Waterfront dog-friendly home with heated private pool, dock, views, and lanai

Perfect Location! Steps to Beach~Heated Pool!

Perfect Location! Steps to Beach~Heated Pool!
Holmes Beach
The price is £386
includes taxes & fees
17 May - 18 May
Perfect Location! Steps to Beach~Heated Pool!

2 King Suites! Heated Pool/Spa + Prime Location

2 King Suites! Heated Pool/Spa + Prime Location
Bradenton Beach
9.8 out of 10, Exceptional, (17 reviews)
"It was great, very spacious and great location to to the water"
United States
Marc B.
The price is £1,178
includes taxes & fees
31 May - 1 Jun
2 King Suites! Heated Pool/Spa + Prime Location

Gulf View Retreat! Pool, Decks and 2 King Beds!

Gulf View Retreat! Pool, Decks and 2 King Beds!
Anna Maria
9.6 out of 10, Exceptional, (25 reviews)
"Right on the beach"
United States
Hussein M.
The price is £838
includes taxes & fees
16 May - 17 May
Gulf View Retreat! Pool, Decks and 2 King Beds!
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

Find out more about Anna Maria Island

Anna Maria Island Holiday Homes information

Number of reviews
530
Accommodation
1471 Holiday Homes
Lowest Price
£228
Highest Price
£1,462

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