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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

Family Apartment, 3 Bedrooms, Patio | Private kitchen

Gulfport

Gulfport
3.0 star property
Gulfport
The price is ฿2,098
฿7,961 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, (766 reviews)
"Very nice place "
United States
Mark
The price is ฿3,563
฿4,027 total
includes taxes & fees
10 May - 11 May
Mint House St. Petersburg Downtown by Kasa
Apartment, Accessible

Gulfport Studio Near John s Pass the Beach

Gulfport Studio Near John s Pass the Beach
2.0 star property
Gulfport
Gulfport Studio Near John s Pass the Beach
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 ฿10,317
฿13,101 total
includes taxes & fees
11 May - 12 May
Beach House Suites by the Don CeSar
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 ฿9,225
฿10,424 total
includes taxes & fees
22 Apr - 23 Apr
Bridgewalk Resort
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, (3,544 reviews)
"Spacious rooms, clean, beautiful beach, nice pool. Great having a cafe and tiki bar available."
United States
Kimberly Sue
The price is ฿7,484
฿9,359 total
includes taxes & fees
26 Apr - 27 Apr
Sunset Vistas Two Bedroom Beachfront 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, (390 reviews)
"Love this place "
United States
Leeanne
The price is ฿7,320
฿9,264 total
includes taxes & fees
19 Apr - 20 Apr
Pelican Post at Anna Maria Island Inn
Interior

3716 7th Ave W

3716 7th Ave W
3.0 star property
Bradenton
The price is ฿76,632
฿101,877 total
includes taxes & fees
2 May - 3 May
3716 7th Ave W
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 ฿8,430
฿15,854 total
includes taxes & fees
3 May - 4 May
Surf Beach Treasure Island Resort
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 ฿7,798
฿9,869 total
includes taxes & fees
5 May - 6 May
Haley's at The Anna Maria Island Inn
Beach nearby, white sand, beach umbrellas, beach towels

Palm Tree Villas

Palm Tree Villas
3.0 star property
Holmes Beach
9.2 out of 10, Wonderful, (173 reviews)
"We had a great stay! The property was located within a short walk to the beach. We will be back!"
United States
Anonymous traveller
The price is ฿6,322
฿21,293 total
includes taxes & fees
23 Apr - 24 Apr
Palm Tree Villas
Toaster

Coastal Comfort 2BR Getaway St Pete

Coastal Comfort 2BR Getaway St Pete
2.0 star property
Childs Park
5.4 out of 10, (3 reviews)
"First impression of the home was disappointing, the property is not maintain, the grounds/lawn is over grown with weeds and trash, no garden, the garbage can was full of trash and the house is old. The inside is very nice with newer appliances, flat screen TVs, nice bedding and a very comfortable bed, bathroom was clean, the living room was clean but had an old couch. You may want to look at the property first, the neighborhood is sketchy but was quiet. I was under the impression that the...
United States
Brenda
The price is ฿5,144
฿9,006 total
includes taxes & fees
23 Apr - 24 Apr
Coastal Comfort 2BR Getaway St Pete
House, Accessible

Sarasota Family Home Private Heated Pool Relax

Sarasota Family Home Private Heated Pool Relax
2.0 star property
Whitfield Estates
The price is ฿8,539
฿17,739 total
includes taxes & fees
5 May - 6 May
Sarasota Family Home Private Heated Pool Relax
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 ฿11,026
฿13,955 total
includes taxes & fees
26 Apr - 27 Apr
Seabreeze at Anna Maria Island Inn
Apartment (2 Bedrooms) | Interior

117 127th Ave E Unit 8

117 127th Ave E Unit 8
3.0 star property
Sunshine Beach
The price is ฿76,632
฿96,019 total
includes taxes & fees
21 Apr - 22 Apr
117 127th Ave E Unit 8
Presidential Suite, 3 Bedrooms, Bay View | 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 ฿7,035
฿9,032 total
includes taxes & fees
7 May - 8 May
FUSION Resort Waterfront Suites
Apartment, 1 Bedroom, Pets allowed | Living area

Stylish Treasure Island Escape

Stylish Treasure Island Escape
3.0 star property
Sunshine Beach
The price is ฿51,407
฿63,538 total
includes taxes & fees
21 Apr - 22 Apr
Stylish Treasure Island Escape
Apartment (2 Bedrooms) | 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 ฿8,174
฿15,632 total
includes taxes & fees
26 Apr - 27 Apr
Walk to Everything! Johns Pass Gem w/ Dock Access
Exterior

John's Pass Hotel

John's Pass Hotel
2.0 star property
Madeira Beach
8.4 out of 10, Very good, (326 reviews)
"Love the food and shopping options."
United States
Ann
The price is ฿5,249
฿6,443 total
includes taxes & fees
19 Apr - 20 Apr
John's Pass Hotel
Beach nearby

Waves by Distinctive Beach Rentals

Waves by Distinctive Beach Rentals
4.0 star property
St. Pete Beach
9.6 out of 10, Exceptional, (8 reviews)
"Great stay! Loved the area and it was peaceful where we were "
United States
Julie
The price is ฿5,620
฿19,286 total
includes taxes & fees
22 Apr - 23 Apr
Waves by Distinctive Beach Rentals
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

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.

How many holiday rentals are there in Anna Maria?

With 581 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.