Anna Maria Vacation Rentals

  • 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 holiday rentals

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, (816 reviews)
"Very nice place to stay. I especially loved that I could walk to Tropicana Field"
United States
Marianne
The price is RM408
RM461 total
includes taxes & fees
3 Jun - 4 Jun
Mint House St. Petersburg Downtown by Kasa

Cedar Run Resort - Roam Hospitality

Cedar Run Resort - Roam Hospitality
3.5 star property
South Bradenton
The price is RM549
RM1,352 total
includes taxes & fees
26 May - 27 May
Cedar Run Resort - Roam Hospitality

Ocean View: Top-floor Sunset Vistas Condo!

Ocean View: Top-floor Sunset Vistas Condo!
4.0 star property
Sunshine Beach
The price is RM1,109
RM2,298 total
includes taxes & fees
25 May - 26 May
Ocean View: Top-floor Sunset Vistas Condo!

Bridgewalk Resort

Bridgewalk Resort
3.5 star property
Bridge Street
9.4 out of 10, Exceptional, (801 reviews)
"Wonderful experience from check in, Parking and check out."
United States
Kris
The price is RM1,276
RM1,442 total
includes taxes & fees
3 Jun - 4 Jun
Bridgewalk Resort

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, (1,091 reviews)
"Very chill atmosphere and spacious room with access to the main hotel."
United States
Angela
The price is RM1,070
RM1,431 total
includes taxes & fees
25 May - 26 May
Beach House Suites by the Don CeSar

Sunset Vistas Two Bedroom Beachfront Suites

Sunset Vistas Two Bedroom Beachfront Suites
3.5 star property
Sunshine Beach
8.8 out of 10, Excellent, (3,605 reviews)
"Awesome place to stay"
United States
Stephen
The price is RM872
RM1,097 total
includes taxes & fees
21 May - 22 May
Sunset Vistas Two Bedroom Beachfront Suites

Surf Beach Treasure Island Resort

Surf Beach Treasure Island Resort
3.0 star property
Treasure Island
9.2 out of 10, Wonderful, (870 reviews)
"What a beautiful home and amazing, kind hosts. Can't recommend this highly enough."
United States
Kelly
The price is RM862
RM1,740 total
includes taxes & fees
25 May - 26 May
Surf Beach Treasure Island Resort

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, (450 reviews)
"Great location, clean and quiet. "
United States
Sara
The price is RM774
RM980 total
includes taxes & fees
25 May - 26 May
Haley's at The Anna Maria Island Inn

3716 7th Ave W

3716 7th Ave W
3.0 star property
Bradenton
The price is RM9,385
RM12,270 total
includes taxes & fees
2 Jun - 3 Jun
3716 7th Ave W

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 RM1,083
RM3,086 total
includes taxes & fees
26 May - 27 May
Palm Tree Villas

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, (405 reviews)
"Great location - quiet, private, but just a few blocks from the beach, every eatery and nightlife option. Would definitely stay here again."
United States
Christopher
The price is RM1,034
RM1,308 total
includes taxes & fees
26 May - 27 May
Pelican Post at Anna Maria Island Inn

FANCY RETREREAT

FANCY RETREREAT
3.0 star property
Bradenton
The price is RM2,386
RM3,690 total
includes taxes & fees
21 May - 22 May
FANCY RETREREAT

Heated Pool Access! Waterfront Retreat in Sarasota

Heated Pool Access! Waterfront Retreat in Sarasota
3.0 star property
Whitfield Estates
The price is RM330
RM782 total
includes taxes & fees
25 May - 26 May
Heated Pool Access! Waterfront Retreat in Sarasota

Seabreeze at Anna Maria Island Inn

Seabreeze at Anna Maria Island Inn
3.0 star property
Bradenton Beach
8.8 out of 10, Excellent, (99 reviews)
"Great location!"
United States
Kevin
The price is RM1,272
RM1,610 total
includes taxes & fees
9 Jun - 10 Jun
Seabreeze at Anna Maria Island Inn

Sarasota Family Home Private Heated Pool Relax

Sarasota Family Home Private Heated Pool Relax
2.0 star property
Whitfield Estates
The price is RM1,094
RM2,243 total
includes taxes & fees
27 May - 28 May
Sarasota Family Home Private Heated Pool Relax

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 RM594
RM1,069 total
includes taxes & fees
2 Jun - 3 Jun
Coastal Comfort 2BR Getaway St Pete

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 RM481
RM2,087 total
includes taxes & fees
25 May - 26 May
Waves by Distinctive Beach Rentals

Stylish Treasure Island Getaway - 117 127th Ave E Unit 8

Stylish Treasure Island Getaway - 117 127th Ave E Unit 8
3.0 star property
Sunshine Beach
The price is RM9,385
RM11,632 total
includes taxes & fees
24 May - 25 May
Stylish Treasure Island Getaway - 117 127th Ave E Unit 8

FUSION Resort Waterfront Suites

FUSION Resort Waterfront Suites
3.5 star property
Treasure Island
9.2 out of 10, Wonderful, (1,175 reviews)
"4th time staying here. Still haven’t been disappointed. Highly recommend the terrace to watch the sunrise"
United States
Maurizio
The price is RM774
RM1,009 total
includes taxes & fees
31 May - 1 Jun
FUSION Resort Waterfront Suites

Park Shore Suites St Pete Beach

Park Shore Suites St Pete Beach
3.0 star property
Downtown St. Pete Beach
8.6 out of 10, Excellent, (54 reviews)
"Absolutely incredible stay, clean and thoughtful in every way, we will miss this cute boutique stay. We will be back💚💙💜"
United States
Jennifer
The price is RM800
RM1,284 total
includes taxes & fees
25 May - 26 May
Park Shore Suites St Pete 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.
Save an average of 15% on thousands of hotels when you're signed in

Top Anna Maria Hotel Reviews

Find out more about Anna Maria

Search for holiday rentals in Anna Maria on Expedia.co.uk! 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
  • Use the map to find apartments and other holiday homes in the Anna Maria neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Anna Maria while they last

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 585 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.