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Holiday Homes in Anna Maria Island

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Our top choices for Anna Maria Island holiday homes

Coconut Cottage~Private Heated Pool~Block to shops

Coconut Cottage~Private Heated Pool~Block to shops
Anna Maria
10.0 out of 10, Exceptional, (1 review)
"This property was perfect for our family of four. We love the north end of the island and it was within walking distance of the beach and local shops. The house was clean and the host responds very well. We would stay here again!"
United States
Jenny R.
The price is €656
includes taxes & fees
5 Jul - 6 Jul
Coconut Cottage~Private Heated Pool~Block to shops

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.
The Hideaway - Less than a block from beach!

Main St Gem! Walk to shops, dining & beach! +HEATED POOL AND SPA

Main St Gem! Walk to shops, dining & beach! +HEATED POOL AND SPA
Ilexhurst
9.6 out of 10, Exceptional, (7 reviews)
"Great Location. Property was clean and pool was a nice bonus."
United States
Mark K.
Main St Gem! Walk to shops, dining & beach! +HEATED POOL AND SPA

Heated Pool! New! Steps to the Beach! Sand Dollar

Heated Pool! New! Steps to the Beach! Sand Dollar
Holmes Beach
10.0 out of 10, Exceptional, (1 review)
"Such a great location! Had everything we needed. Jennifer was very responsive to any concerns. Cute little place for two people and the pool was great!"
United States
Michelle T.
Heated Pool! New! Steps to the Beach! Sand Dollar

Tiny Tides: Adorable Cozy House!

Tiny Tides: Adorable Cozy House!
Anna Maria
9.2 out of 10, Wonderful, (5 reviews)
"This place was amazing. It was very clean and had everything you needed. It’s not a huge place but perfect for singles, couples and small families. "
United States
Josh H.
Tiny Tides: Adorable Cozy House!

New!~Heated Pool! Steps to the Beach! Sailfish

New!~Heated Pool! Steps to the Beach! Sailfish
Holmes Beach
The price is €662
includes taxes & fees
5 Jul - 6 Jul
New!~Heated Pool! Steps to the Beach! Sailfish

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 location!"
United States
Jennifer L.
The price is €534
includes taxes & fees
8 Jul - 9 Jul
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, (27 reviews)
"Great location! Easy walk to beach. We had a couple of challenges upon check in but the property management team resolved very quickly. Had a wonderful time with family. Would definitely stay again!"
United States
Karen R.
The price is €538
includes taxes & fees
9 Jul - 10 Jul
Steps from Beach and Local Hotspots! Stay at Sunny Side Down!

Kiwi Cottage~Private Heated Pool!~Shopping close!

Kiwi Cottage~Private Heated Pool!~Shopping close!
Anna Maria
10.0 out of 10, Exceptional, (1 review)
"Perfect location! Walking distance to beaches, shops and restaurants! The pool was an added bonus"
United States
Christopher
Kiwi Cottage~Private Heated Pool!~Shopping close!

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 €777
includes taxes & fees
5 Jul - 6 Jul
Coconuts 118 | Gulf View Heated Pool • Steps to Sand

Anna Maria Beach Condo 1/1

Anna Maria Beach Condo 1/1
Bradenton Beach
9.8 out of 10, Exceptional, (220 reviews)
"The property location was perfect. Near shopping, restaurants and beach. The rooms were big."
United States
Olga
The price is €347
includes taxes & fees
8 Jul - 9 Jul
Anna Maria Beach Condo 1/1

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, (28 reviews)
"Great property!"
United States
Jessica S.
The price is €672
includes taxes & fees
8 Jul - 9 Jul
Sassy Seagull -Classic beach cottage, moments from the sand, beautiful pool!

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)
"Nice location , nice unit. We enjoyed our stay "
United States
ADHID A.
Beach Sunrise Villa! Outdoor Dining, Beach Cart and Gulf Breezes

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, (12 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.
Island Dream 2BR|Steps to Beach + Private pool/spa

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 €680
includes taxes & fees
8 Jul - 9 Jul
Adorable Updated Cottage steps to the beach with pool, beach gear, bikes & grill

Birdsong-Steps to Bean Point Beach Heated Pool!

Birdsong-Steps to Bean Point Beach Heated Pool!
Anna Maria
10.0 out of 10, Exceptional, (1 review)
"The property was exactly as advertised. We loved our time at this property and how clean it was. The private pool was so enjoyable and complimented our time at the beach that is just down the street during our stay."
United States
Aaron C.
The price is €821
includes taxes & fees
14 Jul - 15 Jul
Birdsong-Steps to Bean Point Beach Heated Pool!

NEW! Blue Pearl~Heated Pool/Spa~Walkable Pine Ave!

NEW! Blue Pearl~Heated Pool/Spa~Walkable Pine Ave!
Anna Maria
9.4 out of 10, Exceptional, (3 reviews)
"Beautiful house! It’s an older home that has been remodeled so it has lots of charm and character with all the modern conveniences of a new house. The backyard is the highlight! We loved the pool and hot tub (just be sure to start the heater in the hot tub an hour prior to use it because it takes time to warm up). The location is absolutely perfect! It’s a short walk to the beach, and the hostess provides nice pool chairs, umbrella and a wagon. Lots of restaurants and stores that are walking...
United States
Ana Cynthia P.
The price is €1,120
includes taxes & fees
8 Jul - 9 Jul
NEW! Blue Pearl~Heated Pool/Spa~Walkable Pine Ave!

2 King Suites! Heated Pool/Spa + Prime Location

2 King Suites! Heated Pool/Spa + Prime Location
Bradenton Beach
9.8 out of 10, Exceptional, (21 reviews)
"We had an absolutely amazing stay! The property was incredibly spacious and had more than enough room for our entire group to hang out comfortably. The location is unbeatable—super close to the beach, and we loved that they provided enough beach chairs for every single guest! The only thing that would have made it absolutely perfect is a later checkout time so we could have enjoyed it just a little bit longer. Highly recommend!"
United States
Gabriella M.
The price is €1,211
includes taxes & fees
5 Jul - 6 Jul
2 King Suites! Heated Pool/Spa + Prime Location

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, (2 reviews)
"Would definitely stay at this place again. Everything was very clean and within walking distance from everything "
United States
Randy M.
The price is €748
includes taxes & fees
7 Jul - 8 Jul
Heated Pool! ~New!~Steps to the Beach! Lime Fish

Emerald Shores East! Walk to Beach!

Emerald Shores East! Walk to Beach!
Anna Maria
9.0 out of 10, Wonderful, (12 reviews)
"Nice house and close to the beach! Large living room and kitchen. "
United States
Jennifer B.
The price is €749
includes taxes & fees
2 Aug - 3 Aug
Emerald Shores East! Walk to Beach!
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
346
Accommodation
1502 Holiday Homes
Lowest Price
€347
Highest Price
€1,211

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