Anna Maria Vacation Rentals

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Our top choices for Anna Maria vacation rentals

9.2 out of 10, Wonderful, (101 reviews)
"Everything was great"
United States
lillybet h.
$297 nightly
The price is $332
Mar 26 - Mar 27
Total with taxes and fees
Updated bayside condo with heated pool - across the street from the beach
8.2 out of 10, Very Good, (46 reviews)
"Nice warm pool, great they had some beach stuff to use, very quiet and nice stay."
United States
Isaac L.
$301 nightly
The price is $335
Mar 10 - Mar 11
Total with taxes and fees
Freshly Remodeled Island Suite w/ Pool & Pet Friendly
8.2 out of 10, Very Good, (33 reviews)
"For our small family of 3 this was the perfect little condo that is located in my favorite area of the island. Everything we needed was a short bike ride away. "
United States
Amanda D.
$295 nightly
The price is $329
Mar 16 - Mar 17
Total with taxes and fees
Freshly Remodeled Island Suite w/ Pool & Pet Friendly
8.4 out of 10, Very Good, (35 reviews)
"Great communication, space was exactly as described and was clean/ready for us! Thank you!"
United States
Larry R.
$295 nightly
The price is $329
Mar 17 - Mar 18
Total with taxes and fees
Freshly Remodeled Island Suite w/ Pool & Pet Friendly

Vacation Home in Anna Maria

Cute Cottage Near Beach and Shops
10.0 out of 10, Exceptional, (6 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.
$634 nightly
The price is $707
Mar 11 - Mar 12
Total with taxes and fees
Cute Cottage Near Beach and Shops
9.8 out of 10, Exceptional, (39 reviews)
"Great location,great property,spacious,clean everything brand new in the property,beach across the street,my family love it!"
United States
Michel
$765 nightly
The price is $853
Mar 11 - Mar 12
Total with taxes and fees
Beautiful Bungalow with Pool and Bay Views!
9.6 out of 10, Exceptional, (22 reviews)
"Mom and I just stayed for one night and had a lovely trip. "
United States
Brittany B.
$584 nightly
The price is $651
Mar 11 - Mar 12
Total with taxes and fees
Charming beach cottage close to the beach with Pool, Bikes, Beach gear and Grill
10.0 out of 10, Exceptional, (41 reviews)
"Location was perfect"
United States
Michael S.
$528 nightly
The price is $588
Mar 26 - Mar 27
Total with taxes and fees
Anna Maria Beach Cottage 110B Updated studio beach cottage, steps to the sand!
$1,112 nightly
The price is $1,238
Mar 10 - Mar 11
Total with taxes and fees
The Hideaway - Less than a block from beach!
9.4 out of 10, Exceptional, (26 reviews)
"Easy walk to the beach and restaurants. Allowed us to check in early since the place was available. "
United States
Nancy E.
$584 nightly
The price is $651
Mar 12 - Mar 13
Total with taxes and fees
Anna Maria Beach Cottage 110G Updated beach cottage, with pool and beach gear!
8.2 out of 10, Very Good, (47 reviews)
"Perfect area walking Beautiful little place"
United States
Kimberly S.
$302 nightly
The price is $338
Mar 31 - Apr 1
Total with taxes and fees
Freshly Remodeled Island Suite w/ Pool & Pet Friendly
9.8 out of 10, Exceptional, (14 reviews)
"Really nice cottages, and mgt on-site and super responsive and helpful!"
United States
Jerry A.
$801 nightly
The price is $892
Mar 9 - Mar 10
Total with taxes and fees
Adorable Updated Cottage steps to the beach with pool, beach gear, bikes & grill

Vacation Home in Anna Maria

Emerald Shores East! Walk to Beach!
9.8 out of 10, Exceptional, (6 reviews)
"Excellently done everything was perfect "
United States
Luis Alberto C.
$830 nightly
The price is $926
Mar 9 - Mar 10
Total with taxes and fees
Emerald Shores East! Walk to Beach!
9.6 out of 10, Exceptional, (11 reviews)
"Great stay. "
United States
Mandy R.
$713 nightly
The price is $795
Mar 31 - Apr 1
Total with taxes and fees
Dog friendly cottage - One block to the Bay!
10.0 out of 10, Exceptional, (16 reviews)
"We really enjoyed our brief stay here. Very clean. Great location. Very helpful staff/owner. Great location."
United States
Drew N.
$570 nightly
The price is $635
Mar 13 - Mar 14
Total with taxes and fees
Beach Don't Kill My Vibe by Beach Boutique Rentals
$943 nightly
The price is $1,050
Mar 11 - Mar 12
Total with taxes and fees
Palm Paradise~Steps to Shops/Beach~Best location!
$744 nightly
The price is $830
Mar 19 - Mar 20
Total with taxes and fees
Kiwi Cottage~Private Heated Pool!~Shopping close!
9.0 out of 10, Wonderful, (2 reviews)
"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.
$1,222 nightly
The price is $1,361
Mar 11 - Mar 12
Total with taxes and fees
NEW! Blue Pearl~Heated Pool/Spa~Walkable Pine Ave!
9.6 out of 10, Exceptional, (4 reviews)
"Amazing relaxing time, perfect accommodations for our budget"
United States
Sandi L.
$860 nightly
The price is $958
Mar 20 - Mar 21
Total with taxes and fees
Beachside Duplex w/ Pool and Private Suite
10.0 out of 10, Exceptional, (10 reviews)
"Great location in quiet area, short walk to the beach. Rental was clean and well kept. Will definitely consider this rental on a return trip."
United States
David W.
$873 nightly
The price is $974
Mar 11 - Mar 12
Total with taxes and fees
Renovated 2bed / 1bath North End of Anna Maria, 2min walk to the 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.

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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
$800
$738
Month
Price
January
$596
February
$696
March
$800
April
$738
May
$699
June
$759
July
$740
August
$612
September
$610
October
$624
November
$603
December
$641
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 $1,100 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?

Wake up on the waters of Tampa Bay in a north Anna Maria home.: Visitors give good reviews to this Anna Maria vacation home rental, which is located on the beach and has a balcony, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Other favorite homes for rent in Anna Maria are Waterfront -Canal, Tampa Bay, Large Heated Pool, Tiki Bar, Minutes to the Beach! and Bridgeview: Bay front with sweeping views, sleeps 12!.

How many vacation rentals are there in Anna Maria?

With 525 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 Island Players and Anna Maria Island Museum and Historical Park, 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.