Search Holiday Homes in Anna Maria
Change your mindBook hotels with free cancellation
Be pickySearch 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 holiday homes
1. 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, (71 reviews)
"This house is in an excellent location halfway between the bay and the gulf, on a street very close to dining, shopping, etc. and yet quiet. Took only four minutes to walk to coffee shop, eight minutes to the beach and restaurants. House was perfect for our family weekend vacation. We all enjoyed the pool. Washer/dryer on site was convenient. Check in was super easy with door code. Property was clean. Everything worked out well, no issues."
Teresa
The price is £772
includes taxes & fees
21 Aug - 22 Aug
2. 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)
"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!"
Terry R.
The price is £569
includes taxes & fees
9 Aug - 10 Aug
3. 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, (202 reviews)
"Great stay! Great location!"
Chase S.
The price is £603
includes taxes & fees
16 Aug - 17 Aug
4. Dog-Friendly 4 Mins to the Beach and Pine Ave - A Place in Paradise Unit B
Dog-Friendly 4 Mins to the Beach and Pine Ave - A Place in Paradise Unit BAnna Maria
9.8 out of 10, Exceptional, (31 reviews)
"Great location and beautiful accommodations!"
Daniela S.
The price is £478
includes taxes & fees
16 Aug - 17 Aug
5. 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 & grillAnna Maria
9.8 out of 10, Exceptional, (19 reviews)
"Love these cottages, very close to the beach and restaurants!"
Lewis E.
The price is £569
includes taxes & fees
20 Aug - 21 Aug
6. 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, (43 reviews)
"Excellent customer service from the management company. Clean home, well stocked with dishes, comfortable beds."
Lisa B.
The price is £667
includes taxes & fees
16 Aug - 17 Aug
7. Private Pool / Spa Home - Steps to Anna Maria Island Beach
Private Pool / Spa Home - Steps to Anna Maria Island BeachAnna Maria
10.0 out of 10, Exceptional, (1 review)
"An absolute gem! This place was perfection and we couldn’t be happier. We are already planning to hopefully come back in 2 years for our next girls trip. It was immaculately clean, beautifully decorated, so close to the beach and great location for shopping/restaurants. They had everything at the property we could think of."
Erin S.
The price is £617
includes taxes & fees
31 Aug - 1 Sept
8. Sea Whisper: North End gem w/ pool & dock
Sea Whisper: North End gem w/ pool & dockAnna Maria
9.6 out of 10, Exceptional, (71 reviews)
"We loved our stay ! Close to the beach and were able to fish and swim in pool."
Farah S.
The price is £630
includes taxes & fees
9 Aug - 10 Aug
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.
Find holiday rentals that suit your style
Private holiday homes
Aparthotels
Save an average of 15% on thousands of hotels when you're signed in
Top Anna Maria Hotel Reviews
Newly Renovated w/Heated Pool/Spa/Bistro, Stunning Views, Minutes from the Beach
8/10 Good
Find out more about Anna Maria
Anna Maria Holiday Homes information
Number of reviews | 2 |
|---|---|
Accommodation | 954 Holiday Homes |
Lowest Price | £258 |
Highest Price | £413 |
Explore a world of travel with Expedia
- 5 Star Hotels in Anna Maria
- 5 Star Hotels in Anna Maria Island
- Bean Point Bungalow! Pet Friendly Home with Pool and Walk to Beach
- Ami Beach Hideaway by Beach Boutique Rentals
- Angel Fish Cottage
- Anna Maria Beach Cottage 110G Updated beach cottage
- Anna Maria Guest House 401
- Bay Breeze Cottages #2
- Bayou Breeze Amazing Waterfront Condo on Pine Ave with Dock and Water Views
- Beachy Boathouse Cottage
- Pool/Spa
- Beautifully Updated Home North End of Island
- Bold Luxury Retro 3BR Oasis w/ Huge Heated Pool & Family Suite
- Brand New home with Incredible Rooftop Deck and Pool!
- Ami Escape! Swim
- 3br Cottage with Heated Pool – Walk to Beach & Pine Ave
- Fancy Flamingo
- Havana Cay
- "La Casita" Beautiful
- Love Shack on the Water Most desirable location on AMI
- Luxury waterfront home with a heated pool and spa!
- Manatee Lookout
- Moondance
- Gulf Views 🌊
- Paradise Pointe by Beach Boutique Rentals
- Private Home with Heated Pool. Steps to beach.
- Salt Dreams
- Sand Dollar Dream
- Vitamin Sea managed by Beach Retreats
- Palmetto Pointe! 5BR Luxury Home with Pool
- Sunsalt Cottage~5 min to Beach, Shops & Restaurants~PrivatePool
- Sunset Point
- ༄ Sunset Shore on Anna Maria Island ༄
- Wade N' Sea
- Wake up on the waters of Tampa Bay in a north Anna Maria home.
- Anna Maria Hotels
- Apartments in Anna Maria Island
- Resorts in Anna Maria Island
- Beach Resorts & in Anna Maria Island
- Gay-Friendly Hotels in Anna Maria Island
- Hotels with a View in Anna Maria Island
- Hotels with Gym in Anna Maria Island
- Villas in Anna Maria Island
- Hotels near Bean Point Beach
- Condo Rentals in Bradenton Beach
- Villas in Bradenton Beach
- Villas in Bradenton
- Condo Rentals in Clearwater Beach
- Condo Rentals in Holmes Beach
- Apartments in Indian Rocks Beach
- Condo Rentals in Indian Rocks Beach
- Villas in Indian Rocks Beach
- Apartments in Longboat Key
- Condo Rentals in Longboat Key
- Resorts in Longboat Key
- Cabin Rentals in Madeira Beach
- Condo Rentals in Madeira Beach
- Villas in Madeira Beach
- Serviced Apartments in Sarasota
- Caravan Parks in Sarasota
- Ami North End Private Heated Pool. 1.2 Block to Gulf Beach!
- Bali Hai Beachfront Resort and Spa
- Blue Bay by AMI Locals
- Cedar Cove Resort and Cottages
- Ami Boathouse
- Kingfish
- Linger Longer Dn
- Mintfish
- Pelican's Nest by AMI Locals
- Seahorse Cottage
- Simplicity Cottage
- Apartments in Siesta Key
- Condo Rentals in Siesta Key
- Villas in Siesta Key
- Apartments in St. Pete Beach
- Condo Rentals in St. Pete Beach
- Villas in St. Pete Beach
- Serviced Apartments in St. Petersburg - Clearwater
- Caravan Parks in St. Petersburg - Clearwater
- Houseboats in St. Petersburg - Clearwater
- Villas in St. Petersburg - Clearwater
- Holiday Homes in Treasure Island