Anna Maria Vacation Rentals

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Our top choices for Anna Maria vacation rentals

Beautiful Bungalow with Pool and Bay Views!

Beautiful Bungalow with Pool and Bay Views!
Anna Maria
9.8 out of 10, Exceptional, (38 reviews)
"Great location,great property,spacious,clean everything brand new in the property,beach across the street,my family love it!"
United States
Michel
$530 nightly
The price is $592
Feb 10 - Feb 11
Total with taxes and fees
Beautiful Bungalow with Pool and Bay Views!

Anna Maria Beach Cottage 110B Updated studio beach cottage, steps to the sand!

Anna Maria Beach Cottage 110B Updated studio beach cottage, steps to the sand!
Anna Maria
9.8 out of 10, Exceptional, (39 reviews)
"Location was perfect"
United States
Michael S.
$454 nightly
The price is $506
Feb 10 - Feb 11
Total with taxes and fees
Anna Maria Beach Cottage 110B Updated studio beach cottage, steps to the sand!

Beachside Duplex w/ Pool and Private Suite

Beachside Duplex w/ Pool and Private Suite
Anna Maria
9.4 out of 10, Exceptional, (3 reviews)
"Amazing relaxing time, perfect accommodations for our budget"
United States
Sandi L.
$671 nightly
The price is $748
Feb 12 - Feb 13
Total with taxes and fees
Beachside Duplex w/ Pool and Private Suite

Freshly Remodeled Island Suite w/ Pool & Pet Friendly

Freshly Remodeled Island Suite w/ Pool & Pet Friendly
Anna Maria
8.8 out of 10, Excellent, (41 reviews)
"Everything was clean, quiet, beautiful, definitely we will come back."
United States
Percy O.
$292 nightly
The price is $326
Feb 10 - Feb 11
Total with taxes and fees
Freshly Remodeled Island Suite w/ Pool & Pet Friendly

Freshly Remodeled Island Suite w/ Pool & Pet Friendly

Freshly Remodeled Island Suite w/ Pool & Pet Friendly
Anna Maria
8.4 out of 10, Very Good, (34 reviews)
"Loved access to the beaches and restaurants."
United States
Kenneth C.
$292 nightly
The price is $326
Feb 11 - Feb 12
Total with taxes and fees
Freshly Remodeled Island Suite w/ Pool & Pet Friendly

Anna Maria Beach Cottage 109G Old-Florida beach cottage,moments from the sand!

Anna Maria Beach Cottage 109G Old-Florida beach cottage,moments from the sand!
Anna Maria
9.6 out of 10, Exceptional, (37 reviews)
"Great place for a beach stay on Anna Maria!!!"
United States
John F.
$515 nightly
The price is $575
Feb 13 - Feb 14
Total with taxes and fees
Anna Maria Beach Cottage 109G Old-Florida beach cottage,moments from the sand!

Freshly Remodeled Island Suite w/ Pool & Pet Friendly

Freshly Remodeled Island Suite w/ Pool & Pet Friendly
Anna Maria
8.6 out of 10, Excellent, (39 reviews)
"Just as described. Great location. Super cute space. Nice pool and perfect beach access!"
United States
Nicole M.
$330 nightly
The price is $368
Feb 16 - Feb 17
Total with taxes and fees
Freshly Remodeled Island Suite w/ Pool & Pet Friendly

Freshly Remodeled Island Suite w/ Pool & Pet Friendly

Freshly Remodeled Island Suite w/ Pool & Pet Friendly
Anna Maria
9.2 out of 10, Wonderful, (60 reviews)
"We appreciated that the property was pet friendly and such a cozy place for our party of four. Property was clean and a pleasant stay. "
United States
Cindy
$347 nightly
The price is $388
Feb 18 - Feb 19
Total with taxes and fees
Freshly Remodeled Island Suite w/ Pool & Pet Friendly

Canal Home with Pool & Dock Near Beach

Canal Home with Pool & Dock Near Beach
Anna Maria
9.6 out of 10, Exceptional, (8 reviews)
"The only negative I can say is that my trip wasn't longer. This property is fantastic. Great location and had everything we needed. I would highly recommend it and can't wait to book it again!"
United States
Angela R.
$633 nightly
The price is $705
Feb 10 - Feb 11
Total with taxes and fees
Canal Home with Pool & Dock Near Beach

Adorable Cottage with Covered Balconies and Private Pool

Adorable Cottage with Covered Balconies and Private Pool
Anna Maria
9.6 out of 10, Exceptional, (41 reviews)
"The house was fantastic, clean and a great location. It had Everything and more than you needed. Will definitely return for a longer trip x"
United Kingdom
Danielle E.
$832 nightly
The price is $928
Feb 10 - Feb 11
Total with taxes and fees
Adorable Cottage with Covered Balconies and Private Pool

Feelin' Salty-Pool Modern Beach House w/Pool/Spa

Feelin' Salty-Pool Modern Beach House w/Pool/Spa
Anna Maria
10.0 out of 10, Exceptional, (5 reviews)
"Great pool and short walk to bay and beach!"
United States
Eric S.
$662 nightly
The price is $740
Feb 17 - Feb 18
Total with taxes and fees
Feelin' Salty-Pool Modern Beach House w/Pool/Spa

Anna Maria Updated Studio moments from the sand w/ Pool, Beach Gear & Bikes

Anna Maria Updated Studio moments from the sand w/ Pool, Beach Gear & Bikes
Anna Maria
10.0 out of 10, Exceptional, (31 reviews)
"Excellent location! Super clean rooms and resort. Peaceful and quiet weekend of relaxation! Definitely recommended! "
United States
Anonymous traveler
$465 nightly
The price is $519
Feb 10 - Feb 11
Total with taxes and fees
Anna Maria Updated Studio moments from the sand w/ Pool, Beach Gear & Bikes

Private Home with Pool and Spa, 2 Blocks to Beach and Guest Suite!

Private Home with Pool and Spa, 2 Blocks to Beach and Guest Suite!
Anna Maria
9.4 out of 10, Exceptional, (37 reviews)
"My husband and I had a great week staying here. We had everything that we needed for our stay, the house was very comfortable. We loved spending time in the pool and spa!"
United States
Jesse Z.
$741 nightly
The price is $827
Feb 10 - Feb 11
Total with taxes and fees
Private Home with Pool and Spa, 2 Blocks to Beach and Guest Suite!

Private Home with Pool and Hot Tub, just 5 Houses to the Water!

Private Home with Pool and Hot Tub, just 5 Houses to the Water!
Anna Maria
9.2 out of 10, Wonderful, (32 reviews)
"The location was great! Close to the beach and plenty of privacy. We appreciated having access to beach chairs, umbrellas, and beach towels. Overall, great! "
United States
Phil L.
$677 nightly
The price is $755
Feb 16 - Feb 17
Total with taxes and fees
Private Home with Pool and Hot Tub, just 5 Houses to the Water!

Emerald Shores East! Walk to Beach!

Emerald Shores East! Walk to Beach!
Anna Maria
9.8 out of 10, Exceptional, (6 reviews)
"Excellently done everything was perfect "
United States
Luis Alberto C.
$765 nightly
The price is $852
Feb 20 - Feb 21
Total with taxes and fees
Emerald Shores East! Walk to Beach!

Cute Cottage Near Beach and Shops

Cute Cottage Near Beach and Shops
Anna Maria
10.0 out of 10, Exceptional, (4 reviews)
"The place was great and as presented on the app. Having a designated parking space was very helpful. Close to many great restaurants, shops, the beach, etc. The north shore cafe and waterfront restaurant were both very good and very close in walking distance "
United States
Justin B.
$569 nightly
The price is $637
Feb 18 - Feb 19
Total with taxes and fees
Cute Cottage Near Beach and Shops

Freshly Remodeled Island Suite w/ Pool & Pet Friendly

Freshly Remodeled Island Suite w/ Pool & Pet Friendly
Anna Maria
8.2 out of 10, Very Good, (43 reviews)
"Everything about the property was great, especially the location, which is walking distance away from restaurants and island shops."
United States
Ron H.
$309 nightly
The price is $345
Mar 1 - Mar 2
Total with taxes and fees
Freshly Remodeled Island Suite w/ Pool & Pet Friendly

Anna Maria Beach Cottage 110G Updated beach cottage, with pool and beach gear!

Anna Maria Beach Cottage 110G Updated beach cottage, with pool and beach gear!
Anna Maria
9.4 out of 10, Exceptional, (25 reviews)
"Easy walk to the beach and restaurants. Allowed us to check in early since the place was available. "
United States
Nancy E.
$516 nightly
The price is $575
Feb 10 - Feb 11
Total with taxes and fees
Anna Maria Beach Cottage 110G Updated beach cottage, with pool and beach gear!

NEW! Blue Pearl~Heated Pool/Spa~Walkable Pine Ave!

NEW! Blue Pearl~Heated Pool/Spa~Walkable Pine Ave!
Anna Maria
10.0 out of 10, Exceptional, (1 review)
"Beautiful house! It’s an older home that has been remodeled so it has lots of charm and character with all the modern conveniences of a new house. The backyard is the highlight! We loved the pool and hot tub (just be sure to start the heater in the hot tub an hour prior to use it because it takes time to warm up). The location is absolutely perfect! It’s a short walk to the beach, and the hostess provides nice pool chairs, umbrella and a wagon. Lots of restaurants and stores that are walking...
United States
Ana Cynthia P.
$975 nightly
The price is $1,087
Feb 16 - Feb 17
Total with taxes and fees
NEW! Blue Pearl~Heated Pool/Spa~Walkable Pine Ave!

Charming beach cottage close to the beach with Pool, Bikes, Beach gear and Grill

Charming beach cottage close to the beach with Pool, Bikes, Beach gear and Grill
Anna Maria
9.6 out of 10, Exceptional, (21 reviews)
"Mom and I just stayed for one night and had a lovely trip. "
United States
Brittany B.
$516 nightly
The price is $575
Feb 10 - Feb 11
Total with taxes and fees
Charming beach cottage close to the beach with Pool, Bikes, Beach gear and Grill
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
January
March
$830
$933
Month
Price
January
$481
February
$830
March
$933
April
$741
May
$684
June
$826
July
$768
August
$617
September
$581
October
$562
November
$598
December
$589
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 $332 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?

Waterfront -Canal, Tampa Bay, Large Heated Pool, Tiki Bar, Minutes to the Beach!: Visitors give good reviews to this Anna Maria vacation home rental, which is located on the beach and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games. Other favorite homes for rent in Anna Maria are Beautifully Updated Home North End of Island, Screen lanai Grill and beach gear and Felicity: Luxury Bayfront Home, Heated Pool, Hot tub and more!.

How many vacation rentals are there in Anna Maria?

With 520 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.