Holiday Homes in Anna Maria Island

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Our top choices for Anna Maria Island holiday homes

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 AU$1,561
includes taxes & fees
30 May - 31 May
The Hideaway - Less than a block from beach!

Freshly Remodeled Island Suite w/ Pool & Pet Friendly

Freshly Remodeled Island Suite w/ Pool & Pet Friendly
Anna Maria
8.8 out of 10, Excellent, (50 reviews)
"Location was EXCELLENT just off of Pine Ave and steps away from the ocean and shops. Cute old Florida village with a lovely pool and it was perfect for us. "
United States
Kelly Q.
The price is AU$533
includes taxes & fees
11 June - 12 June
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 AU$2,732
includes taxes & fees
19 May - 20 May
Luxury 7BR|Gulf & Bay Views +1 min Walk to Beach

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)
"Love these cottages, very close to the beach and restaurants!"
United States
Lewis E.
The price is AU$1,031
includes taxes & fees
31 May - 1 June
Adorable Updated Cottage steps to the beach with pool, beach gear, bikes & grill

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 AU$815
includes taxes & fees
19 May - 20 May
Dog friendly cottage - One block to the Bay!

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 AU$1,583
includes taxes & fees
3 June - 4 June
Coconuts 118 | Gulf View Heated Pool • Steps to Sand

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 AU$1,048
includes taxes & fees
18 May - 19 May
Sassy Seagull -Classic beach cottage, moments from the sand, beautiful pool!

Family-friendly Getaway! 3 Mins to Beach! - Sunny Side Up

Family-friendly Getaway! 3 Mins to Beach! - Sunny Side Up
Bradenton Beach
10.0 out of 10, Exceptional, (9 reviews)
"Easy check in and very clean "
United States
Patty G.
The price is AU$801
includes taxes & fees
18 May - 19 May
Family-friendly Getaway! 3 Mins to Beach! - Sunny Side Up

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 AU$946
includes taxes & fees
18 May - 19 May
Bayfront Villa: Dock, Walk to Beach and Bridge Street

2 King Suites! Heated Pool/Spa + Prime Location

2 King Suites! Heated Pool/Spa + Prime Location
Bradenton Beach
9.4 out of 10, Exceptional, (19 reviews)
"We thoroughly enjoyed our stay. Beach was within walking distance. Fenced back yard for our fur baby even though we went for walks. Great restaurants. Would we stay again. YES!"
United States
JOHNNA I.
The price is AU$2,158
includes taxes & fees
31 May - 1 June
2 King Suites! Heated Pool/Spa + Prime Location

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 AU$1,254
includes taxes & fees
21 May - 22 May
Island Dream 2BR|Steps to Beach + Private pool/spa

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

MAY, JUNE SPECIALS ,BEACHFRONT, PRIVATE BEACH ON THE WATERFRONT, Bring your Dog

MAY, JUNE SPECIALS ,BEACHFRONT, PRIVATE BEACH ON THE WATERFRONT, Bring your Dog
Anna Maria
9.6 out of 10, Exceptional, (198 reviews)
"Absolutely great stay was a great experience "
United States
Chris G.
The price is AU$1,306
includes taxes & fees
14 June - 15 June
MAY, JUNE SPECIALS ,BEACHFRONT, PRIVATE BEACH ON THE WATERFRONT, Bring your Dog

AMI Dock of the Bay - "On the Water" 1st Floor - WiFi, Dog-Friendly

AMI Dock of the Bay - "On the Water" 1st Floor - WiFi, Dog-Friendly
Bradenton Beach
9.8 out of 10, Exceptional, (114 reviews)
"Location, views and easy access. This property is perfectly located on the intercostal side with a quick walk across the street to the beach. The views are fantastic each morning and evening. A quick walk to many restaurants and shops. Grocery delivery available in the area. The host was easy to communicate with very prompt to respond."
United States
Susan
AMI Dock of the Bay - "On the Water" 1st Floor - WiFi, Dog-Friendly

Beachside Duplex w/ Pool and Private Suite

Beachside Duplex w/ Pool and Private Suite
Anna Maria
9.6 out of 10, Exceptional, (4 reviews)
"Amazing relaxing time, perfect accommodations for our budget"
United States
Sandi L.
The price is AU$1,364
includes taxes & fees
17 June - 18 June
Beachside Duplex w/ Pool and Private Suite

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, (1 review)
"Would definitely stay at this place again. Everything was very clean and within walking distance from everything "
United States
Randy M.
The price is AU$1,324
includes taxes & fees
31 May - 1 June
Heated Pool! ~New!~Steps to the Beach! Lime Fish

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, (22 reviews)
"Amazing property and great location. "
United States
Chris M.
The price is AU$859
includes taxes & fees
21 May - 22 May
Beach Sunrise Villa! Outdoor Dining, Beach Cart and Gulf Breezes

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

Mermaid’s Purse~Private Pool! 40 steps to beach!

Mermaid’s Purse~Private Pool! 40 steps to beach!
Anna Maria
10.0 out of 10, Exceptional, (1 review)
"Perfect location and great service. Thanks for allowing us to make life long memories with our kids!"
United States
Magen S.
The price is AU$2,234
includes taxes & fees
17 June - 18 June
Mermaid’s Purse~Private Pool! 40 steps to beach!

Perfect Location! Steps to Beach~Heated Pool!

Perfect Location! Steps to Beach~Heated Pool!
Holmes Beach
The price is AU$811
includes taxes & fees
31 May - 1 June
Perfect Location! Steps to Beach~Heated Pool!
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
507
Accommodation
1481 Holiday Homes
Lowest Price
AU$533
Highest Price
AU$2,732

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