Anna Maria Holiday Rentals

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Check prices for these dates

In two weeks
1 May - 3 May
In two months
12 Jun - 14 Jun
In three months
10 Jul - 12 Jul
In four months
7 Aug - 9 Aug

Our top choices for Anna Maria holiday rentals

Aerial view

Sunset Vistas Two Bedroom Beachfront Suites

Sunset Vistas Two Bedroom Beachfront Suites
3.5 star property
Sunshine Beach
8.8 out of 10, Excellent, (3,538 reviews)
"Spacious rooms, clean, beautiful beach, nice pool. Great having a cafe and tiki bar available."
United States
Kimberly Sue
The price is HK$1,774
HK$2,226 total
includes taxes & fees
27 Apr - 28 Apr
Sunset Vistas Two Bedroom Beachfront Suites
Interior

3716 7th Ave W

3716 7th Ave W
3.0 star property
Bradenton
The price is HK$18,012
HK$24,101 total
includes taxes & fees
17 Apr - 18 Apr
3716 7th Ave W
Private kitchen

Gulfport

Gulfport
3.0 star property
Gulfport
The price is HK$641
HK$2,103 total
includes taxes & fees
10 May - 11 May
Gulfport
Outdoor dining

Mint House St. Petersburg Downtown by Kasa

Mint House St. Petersburg Downtown by Kasa
4.0 star property
Downtown St. Petersburg
9.4 out of 10, Exceptional, (762 reviews)
"Very nice place "
United States
Mark
The price is HK$787
HK$889 total
includes taxes & fees
10 May - 11 May
Mint House St. Petersburg Downtown by Kasa
Poolside bar

Beach House Suites by the Don CeSar

Beach House Suites by the Don CeSar
3.0 star property
Belle Vista
9.0 out of 10, Wonderful, (1,079 reviews)
"Great place, would absolutely stay again."
United States
Malik
The price is HK$2,530
HK$3,213 total
includes taxes & fees
11 May - 12 May
Beach House Suites by the Don CeSar
3 bedrooms, Internet

Family Home 10 Mins to Beach Pets Welcome

Family Home 10 Mins to Beach Pets Welcome
2.0 star property
Gulfport
The price is HK$783
HK$2,279 total
includes taxes & fees
11 May - 12 May
Family Home 10 Mins to Beach Pets Welcome
2 restaurants, lunch, dinner served; seafood

Bridgewalk Resort

Bridgewalk Resort
3.5 star property
Bridge Street
9.4 out of 10, Exceptional, (789 reviews)
"So nice to walk to restaurants and shops. Very walkable. Clean. Updated and relaxing atmosphere. Parking was really convenient and accessible. Would stay again."
United States
Deborah
The price is HK$2,185
HK$2,469 total
includes taxes & fees
10 May - 11 May
Bridgewalk Resort
Premium bedding, pillow-top beds, minibar, free cots/infant beds

Seabreeze at Anna Maria Island Inn

Seabreeze at Anna Maria Island Inn
3.0 star property
Bradenton Beach
9.0 out of 10, Wonderful, (91 reviews)
"The view was beautiful! "
United States
Jennifer
The price is HK$3,113
HK$3,940 total
includes taxes & fees
20 Apr - 21 Apr
Seabreeze at Anna Maria Island Inn
Water view

FUSION Resort Waterfront Suites

FUSION Resort Waterfront Suites
3.5 star property
Treasure Island
9.2 out of 10, Wonderful, (1,156 reviews)
"Beautiful clean rooms , beautiful view "
United States
Misty
The price is HK$1,724
HK$2,214 total
includes taxes & fees
16 Apr - 17 Apr
FUSION Resort Waterfront Suites
Exterior

Pelican Post at Anna Maria Island Inn

Pelican Post at Anna Maria Island Inn
3.5 star property
Bradenton Beach
9.2 out of 10, Wonderful, (389 reviews)
"Love this place "
United States
Leeanne
The price is HK$1,696
HK$2,146 total
includes taxes & fees
12 May - 13 May
Pelican Post at Anna Maria Island Inn
Living area

Stylish Treasure Island Escape

Stylish Treasure Island Escape
3.0 star property
Sunshine Beach
The price is HK$11,473
HK$14,301 total
includes taxes & fees
29 Apr - 30 Apr
Stylish Treasure Island Escape
Interior

Artsy Getaway With Vibrant Design Flair

Artsy Getaway With Vibrant Design Flair
3.5 star property
Arlington Park
The price is HK$425
HK$2,383 total
includes taxes & fees
21 Apr - 22 Apr
Artsy Getaway With Vibrant Design Flair
Beach

Anna Maria Island Beach Palms 8B

Anna Maria Island Beach Palms 8B
3.0 star property
Bradenton Beach
8.8 out of 10, Excellent, (3 reviews)
"Clean, convenient, and affordable stay on AMI. It had everything we needed and the host was very communicative and open to feedback but we had no complaints. "
United States
Emily
The price is HK$4,620
HK$7,831 total
includes taxes & fees
26 Apr - 27 Apr
Anna Maria Island Beach Palms 8B
Beach nearby, white sand, sun-loungers, beach towels

Haley's at The Anna Maria Island Inn

Haley's at The Anna Maria Island Inn
3.0 star property
Holmes Beach
8.6 out of 10, Excellent, (444 reviews)
"Incredible location, great room! Loved everything! Would def come back!"
United States
Laís Fernanda
The price is HK$1,796
HK$2,273 total
includes taxes & fees
16 Apr - 17 Apr
Haley's at The Anna Maria Island Inn
Exterior

John's Pass Hotel

John's Pass Hotel
2.0 star property
Madeira Beach
8.4 out of 10, Very good, (324 reviews)
"Love the food and shopping options."
United States
Ann
The price is HK$1,287
HK$1,580 total
includes taxes & fees
16 Apr - 17 Apr
John's Pass Hotel
Room

Sarasota Family Home Private Heated Pool Relax

Sarasota Family Home Private Heated Pool Relax
2.0 star property
Whitfield Estates
The price is HK$2,130
HK$4,424 total
includes taxes & fees
5 May - 6 May
Sarasota Family Home Private Heated Pool Relax
On the beach

Surf Beach Treasure Island Resort

Surf Beach Treasure Island Resort
3.0 star property
Treasure Island
9.2 out of 10, Wonderful, (863 reviews)
"Clean room, convenient location and friendly staff"
United States
Jingjing
The price is HK$2,119
HK$3,953 total
includes taxes & fees
3 May - 4 May
Surf Beach Treasure Island Resort
Exterior

Alamanda Villas

Alamanda Villas
3.5 star property
Holmes Beach
9.0 out of 10, Wonderful, (8 reviews)
"Very clean and the perfect location! Close to the beach, restaurants, and the grocery! We loved the heated pool in February. "
United States
Robert
The price is HK$1,985
HK$3,846 total
includes taxes & fees
14 May - 15 May
Alamanda Villas
Front of property

Walk to Everything! Johns Pass Gem w/ Dock Access

Walk to Everything! Johns Pass Gem w/ Dock Access
3.0 star property
Madeira Beach
The price is HK$2,005
HK$3,835 total
includes taxes & fees
26 Apr - 27 Apr
Walk to Everything! Johns Pass Gem w/ Dock Access
Exterior

Voyager Beach Club

Voyager Beach Club
2.5 star property
Sunshine Beach
8.8 out of 10, Excellent, (109 reviews)
"Everything about this resort was perfect! Can't wait to go back!"
United States
Rocco
The price is HK$1,396
HK$2,321 total
includes taxes & fees
16 Apr - 17 Apr
Voyager Beach Club
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 Hotel Reviews

Beautiful, Gulf-Front Home on Bean Point--Halcyon House

Beautiful, Gulf-Front Home on Bean Point--Halcyon House

10/10 Excellent
"I’m picky on cleanliness and was very happy with this house. Easy walk to the beach with kids and we loved riding a golf cart around town. FYI-The house next door is under construction and one a few houses down. We were there mostly during the weekend and during the day weren’t at the house much so it wasn’t a big deal for us. The mornings and evening were quiet. "
Lauren Z. 4-night trip
Posted 4 hours ago
Beautiful, Gulf-Front Home on Bean Point--Halcyon House

Find out more about Anna Maria

Search for holiday rentals in Anna Maria on Expedia! You can easily find your home rentals, villas, holiday apartments in Anna Maria using one of the methods below:

  • View our selection of featured holiday rentals in Anna Maria
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Look no further and take a look at our great range of rental properties in Anna Maria!

Frequently asked questions

Can I find a holiday rental in Anna Maria?

Yes, there are holiday rentals close to the most popular sights in Anna Maria, or you can select a more secluded option if you're looking for a relaxing stay. Nature enthusiasts will enjoy the beaches in Anna Maria. Make sure you have time to check out the waterfront while you're in the area.

What are some of the best holiday rentals that Anna Maria has to offer?

CHARMING COTTAGE W/HEATED POOL, Close to Gulf & Bay Beach, FREE WiFi/Trolley, Dog*(See Note) Friendly!: This highly rated holiday home rental in Anna Maria offers an outdoor pool, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of private gardens in this rental home to help you unwind. Other favourite homes for rent in Anna Maria are Lovely island home - 1 block to Pine Street, 2 dogs OK and Adorable Cottage ONLY STEPS to Anna Maria Beach, No Roads to Cross! FREE WiFi & Trolley.

How many holiday rentals are there in Anna Maria?

With 560 Expedia holiday rentals, you're guaranteed to find just the right place for your Anna Maria stay.

What can I see and do in Anna Maria?

Cultural attractions include Anna Maria Island Museum and Historical Park and Island Players, whereas Anna Maria Beach and Bean Point Beach are a couple of picturesque spots to enjoy the outdoors. While in the area, you can also visit popular places such as Lido Beach and Tampa Bay.

What are holiday rentals like in Anna Maria?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Anna Maria. Holiday rentals offer amenities such as hot tubs, fire pits and patios so you'll have a home away from home. If you're concerned about cleanliness, a holiday rental can provide a sense of safety away from public hotel lifts and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great choice for a family trip.