Holiday Rentals in Anna Maria

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Our top choices for Anna Maria holiday rentals

Sunset Vistas Two Bedroom Beachfront Suites

Sunset Vistas Two Bedroom Beachfront Suites
3.5 star property
Sunshine Beach
8.8 out of 10, Excellent, (3,536 reviews)
"Spacious rooms, clean, beautiful beach, nice pool. Great having a cafe and tiki bar available."
United States
Kimberly Sue
The price is €244
includes taxes & fees
27 Apr - 28 Apr
Sunset Vistas Two Bedroom Beachfront Suites

3716 7th Ave W

3716 7th Ave W
3.0 star property
Bradenton
The price is €2,617
includes taxes & fees
17 Apr - 18 Apr
3716 7th Ave W

Gulfport

Gulfport
3.0 star property
Gulfport
The price is €227
includes taxes & fees
10 May - 11 May
Gulfport

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 €107
includes taxes & fees
7 May - 8 May
Mint House St. Petersburg Downtown by Kasa

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 €349
includes taxes & fees
11 May - 12 May
Beach House Suites by the Don CeSar

Family Home 10 Mins to Beach Pets Welcome

Family Home 10 Mins to Beach Pets Welcome
2.0 star property
Gulfport
The price is €248
includes taxes & fees
15 Apr - 16 Apr
Family Home 10 Mins to Beach Pets Welcome

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 €278
includes taxes & fees
28 Apr - 29 Apr
Bridgewalk Resort

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 €362
includes taxes & fees
15 Apr - 16 Apr
Seabreeze at Anna Maria Island Inn

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 €240
includes taxes & fees
15 Apr - 16 Apr
FUSION Resort Waterfront Suites

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 €290
includes taxes & fees
5 May - 6 May
Pelican Post at Anna Maria Island Inn

Stylish Treasure Island Escape

Stylish Treasure Island Escape
3.0 star property
Sunshine Beach
The price is €1,692
includes taxes & fees
20 Apr - 21 Apr
Stylish Treasure Island Escape

Artsy Getaway With Vibrant Design Flair

Artsy Getaway With Vibrant Design Flair
3.5 star property
Arlington Park
The price is €268
includes taxes & fees
20 Apr - 21 Apr
Artsy Getaway With Vibrant Design Flair

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 €850
includes taxes & fees
26 Apr - 27 Apr
Anna Maria Island Beach Palms 8B

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, (443 reviews)
"Incredible location, great room! Loved everything! Would def come back!"
United States
Laís Fernanda
The price is €247
includes taxes & fees
16 Apr - 17 Apr
Haley's at The Anna Maria Island Inn

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 €172
includes taxes & fees
15 Apr - 16 Apr
John's Pass Hotel

Sarasota Family Home Private Heated Pool Relax

Sarasota Family Home Private Heated Pool Relax
2.0 star property
Whitfield Estates
The price is €420
includes taxes & fees
5 May - 6 May
Sarasota Family Home Private Heated Pool Relax

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 €429
includes taxes & fees
3 May - 4 May
Surf Beach Treasure Island Resort

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 €417
includes taxes & fees
14 May - 15 May
Alamanda Villas

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 €416
includes taxes & fees
26 Apr - 27 Apr
Walk to Everything! Johns Pass Gem w/ Dock Access

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 €252
includes taxes & fees
15 Apr - 16 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

Find out more about Anna Maria

Everything you need to know about Anna Maria holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Anna Maria holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Anna Maria holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Anna Maria holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Anna Maria. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Anna Maria holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Anna Maria holiday rentals we have selected for you start as low as €452 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Anna Maria rentals

At Expedia, we put the best Anna Maria holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Anna Maria rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Anna Maria holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Anna Maria. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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.