Anna Maria Vacation Rentals

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Our top choices for Anna Maria vacation 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, (802 reviews)
"Great hotel at a relatively low cost. Having a kitchen and a balcony made the stay more enjoyable."
United States
Md Sabbir
$103 nightly
The price is $116
Jun 2 - Jun 3
Total with taxes and fees
Mint House St. Petersburg Downtown by Kasa

Ocean View: Top-floor Sunset Vistas Condo!

Ocean View: Top-floor Sunset Vistas Condo!
4.0 star property
Sunshine Beach
$514 nightly
The price is $578
Jun 4 - Jun 5
Total with taxes and fees
Ocean View: Top-floor Sunset Vistas Condo!

Sunset Vistas Two Bedroom Beachfront Suites

Sunset Vistas Two Bedroom Beachfront Suites
3.5 star property
Sunshine Beach
8.8 out of 10, Excellent, (3,584 reviews)
"Nice place, I would stay here again"
United States
Jill Michelle
$222 nightly
The price is $251
May 26 - May 27
Total with taxes and fees
Sunset Vistas Two Bedroom Beachfront Suites

John's Pass Hotel

John's Pass Hotel
2.0 star property
Madeira Beach
8.4 out of 10, Very Good, (336 reviews)
"Parking was easy and the shops are right there."
United States
Denice
$108 nightly
The price is $122
May 12 - May 13
Total with taxes and fees
John's Pass Hotel

Bridgewalk Resort

Bridgewalk Resort
3.5 star property
Bridge Street
9.4 out of 10, Exceptional, (797 reviews)
"Overall a pretty good spot. Friendly and helping staff, clean area, own parking lot"
United States
Celeste
$289 nightly
The price is $326
May 11 - May 12
Total with taxes and fees
Bridgewalk Resort

Surf Beach Treasure Island Resort

Surf Beach Treasure Island Resort
3.0 star property
Treasure Island
9.2 out of 10, Wonderful, (866 reviews)
"Clean room, convenient location and friendly staff"
United States
Jingjing
$349 nightly
The price is $395
May 20 - May 21
Total with taxes and fees
Surf Beach Treasure Island 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, (1,089 reviews)
"Nice fun hotel "
United States
Kiersten
$339 nightly
The price is $383
May 26 - May 27
Total with taxes and fees
Beach House Suites by the Don CeSar

FUSION Resort Waterfront Suites

FUSION Resort Waterfront Suites
3.5 star property
Treasure Island
9.2 out of 10, Wonderful, (1,170 reviews)
"4th time staying here. Still haven’t been disappointed. Highly recommend the terrace to watch the sunrise"
United States
Maurizio
$211 nightly
The price is $238
May 19 - May 20
Total with taxes and fees
FUSION Resort Waterfront Suites

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, (447 reviews)
"Great location, clean and quiet. "
United States
Sara
$242 nightly
The price is $274
May 11 - May 12
Total with taxes and fees
Haley's at The Anna Maria Island Inn

Voyager Beach Club

Voyager Beach Club
2.5 star property
Sunshine Beach
8.8 out of 10, Excellent, (111 reviews)
"Very pleasant stay"
United States
Pamela
$288 nightly
The price is $325
May 12 - May 13
Total with taxes and fees
Voyager Beach Club

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, (402 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
$262 nightly
The price is $296
May 17 - May 18
Total with taxes and fees
Pelican Post at Anna Maria Island Inn

South Beach Oceanfront Resort

South Beach Oceanfront Resort
3.0 star property
Sunshine Beach
9.2 out of 10, Wonderful, (1,136 reviews)
"Great staff always helpful and knowledgeable about the area. Enjoy the size of the one bedroom condo "
United States
Bob
$294 nightly
The price is $332
May 12 - May 13
Total with taxes and fees
South Beach Oceanfront Resort

Seabreeze at Anna Maria Island Inn

Seabreeze at Anna Maria Island Inn
3.0 star property
Bradenton Beach
8.8 out of 10, Excellent, (97 reviews)
"Great location!"
United States
Kevin
$309 nightly
The price is $350
May 14 - May 15
Total with taxes and fees
Seabreeze at Anna Maria Island Inn

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 traveler
$636 nightly
The price is $699
May 12 - May 13
Total with taxes and fees
Palm Tree Villas

Provident Oceana Beachfront Suites

Provident Oceana Beachfront Suites
3.5 star property
Treasure Island
9.4 out of 10, Exceptional, (636 reviews)
"Great location, clean and quiet!"
United States
William
$214 nightly
The price is $242
May 28 - May 29
Total with taxes and fees
Provident Oceana Beachfront Suites

Gulfport

Gulfport
3.0 star property
Gulfport
$203 nightly
The price is $230
Jun 3 - Jun 4
Total with taxes and fees
Gulfport

Westwinds Waterfront Resort

Westwinds Waterfront Resort
3.0 star property
Treasure Island
9.0 out of 10, Wonderful, (707 reviews)
"Perfect position, very calm and relaxing. Beautifully clean and well presented, everything you need for great holiday."
United Kingdom
Angela
$294 nightly
The price is $332
May 11 - May 12
Total with taxes and fees
Westwinds Waterfront Resort

Crystal Palms Beach Resort

Crystal Palms Beach Resort
3.5 star property
Sunshine Beach
8.8 out of 10, Excellent, (2,376 reviews)
" Clean room very spacious staff friendly "
United States
Cherise
$170 nightly
The price is $192
May 19 - May 20
Total with taxes and fees
Crystal Palms Beach Resort

FANCY RETREREAT

FANCY RETREREAT
3.0 star property
Bradenton
$571 nightly
The price is $646
May 26 - May 27
Total with taxes and fees
FANCY RETREREAT

Family Home 10 Mins to Beach Pets Welcome

Family Home 10 Mins to Beach Pets Welcome
2.0 star property
Gulfport
$310 nightly
The price is $350
Jun 3 - Jun 4
Total with taxes and fees
Family Home 10 Mins to Beach Pets Welcome
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

Price trends for vacation rentals in Anna Maria

Less expensive
More expensive
This month
Next month
September
March
$768
$689
Month
Price
January
$654
February
$945
March
$969
April
$790
May
$768
June
$689
July
$720
August
$587
September
$538
October
$588
November
$582
December
$609
Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed vacation rentals in Anna Maria. Select dates and complete search for nightly totals inclusive of taxes and fees.

Find out more about Anna Maria

Everything you need to know about Anna Maria vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Anna Maria vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Anna Maria vacation 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 low season months. For more hustle and bustle, you may prefer to visit Anna Maria in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $304 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Anna Maria rentals

At Expedia, we put the best Anna Maria vacation 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 vacation.

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 vacation rental in Anna Maria?

Yes, we give you a choice of vacation rentals close to top points of interest in Anna Maria, or you can go with 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 vacation rentals that Anna Maria has to offer?

Naut 2 Shabby Bungalow - A sweet and cozy getaway on Pine Avenue!: Visitors give good reviews to this Anna Maria vacation home rental, which is located near the beach and has a patio, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Other favorite homes for rent in Anna Maria are Duplex on North End of Anna Maria Island! With Pool and Grill and Covey Cottage! Walk to Beach, Boutique Shops and City Pier.

How many vacation rentals are there in Anna Maria?

With 581 Expedia vacation rentals, you're sure 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 like Lido Beach and Tampa Bay.

What are vacation rentals like in Anna Maria?

Vacation rentals are private accommodations you can book for a few days or a quick weekend in Anna Maria. Vacation rentals feature amenities such as patios, hot tubs, and fire pits so you'll have a home away from home. If you're concerned about a sanitized environment, vacation rentals can provide a sense of safety away from public hotel elevators and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular choice for family trips.