Holiday Homes in Anna Maria Island

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Anna Maria Island holiday homes

Cute Cottage Near Beach and Shops

Cute Cottage Near Beach and Shops
Anna Maria
10.0 out of 10, Exceptional, (4 reviews)
"The place was great and as presented on the app. Having a designated parking space was very helpful. Close to many great restaurants, shops, the beach, etc. The north shore cafe and waterfront restaurant were both very good and very close in walking distance "
United States
Justin B.
The price is AU$839
includes taxes & fees
18 Feb - 19 Feb
Cute Cottage Near Beach and Shops

The Hideaway - Less than a block from beach!

The Hideaway - Less than a block from beach!
Anna Maria
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
8.2 out of 10, Very good, (43 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 AU$486
includes taxes & fees
8 Mar - 9 Mar
Freshly Remodeled Island Suite w/ Pool & Pet Friendly

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, (14 reviews)
"Really nice cottages, and mgt on-site and super responsive and helpful!"
United States
Jerry A.
The price is AU$1,221
includes taxes & fees
1 Mar - 2 Mar
Adorable Updated Cottage steps to the beach with pool, beach gear, bikes & grill

Rooftop Views & heated Pool! Luxury 7BR Beach House - Walk to Beach

Rooftop Views & heated Pool! Luxury 7BR Beach House - Walk to Beach
Bradenton Beach
10.0 out of 10, Exceptional, (11 reviews)
"The property is beautiful and the location is great. We had a great time. "
United States
Barry R.
The price is AU$3,018
includes taxes & fees
4 Mar - 5 Mar
Rooftop Views & heated Pool! Luxury 7BR Beach House - Walk to Beach

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, (34 reviews)
"Loved access to the beaches and restaurants."
United States
Kenneth C.
The price is AU$496
includes taxes & fees
17 Mar - 18 Mar
Freshly Remodeled Island Suite w/ Pool & Pet Friendly

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
9.4 out of 10, Exceptional, (37 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.
The price is AU$1,228
includes taxes & fees
17 Feb - 18 Feb
Private Home with Pool and Spa, 2 Blocks to Beach and Guest Suite!

Feelin' Salty-Pool Modern Beach House w/Pool/Spa

Feelin' Salty-Pool Modern Beach House w/Pool/Spa
Anna Maria
10.0 out of 10, Exceptional, (5 reviews)
"Great pool and short walk to bay and beach!"
United States
Eric S.
The price is AU$1,018
includes taxes & fees
17 Feb - 18 Feb
Feelin' Salty-Pool Modern Beach House w/Pool/Spa

New! Heated Pool~Steps to the Beach/Shops~Starfish

New! Heated Pool~Steps to the Beach/Shops~Starfish
Holmes Beach
The price is AU$766
includes taxes & fees
17 Feb - 18 Feb
New! Heated Pool~Steps to the Beach/Shops~Starfish

Beachside Duplex w/ Pool and Private Suite

Beachside Duplex w/ Pool and Private Suite
Anna Maria
9.4 out of 10, Exceptional, (3 reviews)
"Amazing relaxing time, perfect accommodations for our budget"
United States
Sandi L.
The price is AU$1,150
includes taxes & fees
28 Feb - 1 Mar
Beachside Duplex w/ Pool and Private Suite

Luxury Beach Retreat with Rooftop Deck and Pool in Anna Maria! - Hip Nautic

Luxury Beach Retreat with Rooftop Deck and Pool in Anna Maria! - Hip Nautic
Anna Maria
9.8 out of 10, Exceptional, (15 reviews)
"We had a great time and the accommodations were great. "
United States
Sara B.
Luxury Beach Retreat with Rooftop Deck and Pool in Anna Maria! - Hip Nautic

Luxury bungalow with pool and spa! Canal front with dock!

Luxury bungalow with pool and spa! Canal front with dock!
Anna Maria
9.8 out of 10, Exceptional, (40 reviews)
"Great stay. Pool & spa fantastic."
United States
Frank
Luxury bungalow with pool and spa! Canal front with dock!

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, (25 reviews)
"The cottage was clean, well appointed with great proximity to the beach. Would definitely stay here again. "
United States
Melissa E.
The price is AU$1,241
includes taxes & fees
27 Feb - 28 Feb
Sassy Seagull -Classic beach cottage, moments from the sand, beautiful pool!

Anna Maria Friends Getaway: Private Pool Close to the Beach - Coral Kai

Anna Maria Friends Getaway: Private Pool Close to the Beach - Coral Kai
Anna Maria
10.0 out of 10, Exceptional, (20 reviews)
"Really a great space to have a great time "
United States
Carress H.
The price is AU$1,860
includes taxes & fees
17 Feb - 18 Feb
Anna Maria Friends Getaway: Private Pool Close to the Beach - Coral Kai

Emerald Shores East! Walk to Beach!

Emerald Shores East! Walk to Beach!
Anna Maria
9.8 out of 10, Exceptional, (6 reviews)
"Excellently done everything was perfect "
United States
Luis Alberto C.
The price is AU$1,114
includes taxes & fees
20 Feb - 21 Feb
Emerald Shores East! Walk to Beach!

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

New! Perfect Location! Heated Pool~Steps to Beach!
Holmes Beach
The price is AU$1,059
includes taxes & fees
19 Feb - 20 Feb
New! Perfect Location! Heated Pool~Steps to Beach!

Shell We Dance? Charming Bungalow with Fabulous Location and Private Pool!

Shell We Dance? Charming Bungalow with Fabulous Location and Private Pool!
Anna Maria
9.8 out of 10, Exceptional, (177 reviews)
"Perfect. "
United States
Mary Suzanne
The price is AU$1,167
includes taxes & fees
4 Mar - 5 Mar
Shell We Dance? Charming Bungalow with Fabulous Location and Private Pool!

Heated Pool & spa! 5 minute walk to beach access!

Heated Pool & spa! 5 minute walk to beach access!
Bradenton Beach
9.6 out of 10, Exceptional, (11 reviews)
"It was great, very spacious and great location to to the water"
United States
Marc B.
The price is AU$1,646
includes taxes & fees
5 Mar - 6 Mar
Heated Pool & spa! 5 minute walk to beach access!

Bayfront Villa: Dock, Walk to Beach and Bridge Street

Bayfront Villa: Dock, Walk to Beach and Bridge Street
Bradenton Beach
9.8 out of 10, Exceptional, (17 reviews)
"Good view with easy walk to shops & beach."
United States
Mindy M.
The price is AU$1,093
includes taxes & fees
9 Mar - 10 Mar
Bayfront Villa: Dock, Walk to Beach and Bridge Street

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, (5 reviews)
"We enjoyed our stay in AMI. The location of the property was perfect. It was close to so many things. It has all the necessities and close to stores in case you need stuff."
United States
Nasrin S.
Family-friendly Getaway! 3 Mins to Beach! - Sunny Side Up
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.

The Annual Holiday Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.
Save an average of 15% on thousands of hotels when you're signed in

Top Anna Maria Island Hotel Reviews

Find out more about Anna Maria Island

Anna Maria Island Holiday Homes information

Number of reviews
417
Accommodation
0 Holiday Homes
Lowest Price
AU$486
Highest Price
AU$3,018

Explore a world of travel with Expedia