Anna Maria Vacation Rentals

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Our top choices for Anna Maria vacation rentals

Vacation Home in Anna Maria

Tiny Tides: Adorable Cozy House!
10.0 out of 10, Exceptional, (2 reviews)
"This place was amazing. It was very clean and had everything you needed. It’s not a huge place but perfect for singles, couples and small families. "
United States
Josh H.
$423 nightly
The price is $473
Jan 27 - Jan 28
Total with taxes and fees
Tiny Tides: Adorable Cozy House!
9.2 out of 10, Wonderful, (101 reviews)
"Everything was great"
United States
lillybet h.
$235 nightly
The price is $262
Jan 26 - Jan 27
Total with taxes and fees
Updated bayside condo with heated pool - across the street from the beach
9.6 out of 10, Exceptional, (41 reviews)
"Amazing cottage with plenty of amenities and a fantastic location. Just a few minutes walk to the beach, shopping and restaurants. Check-in and check-out were a breeze. The only hiccup was issues with parking. Often the single reserved space below was taken by restaurant clients."
United States
C. S.
$694 nightly
The price is $773
Jan 26 - Jan 27
Total with taxes and fees
Adorable Cottage with Covered Balconies and Private Pool
2.5 star property
9.4 out of 10, Exceptional, (3 reviews)
"Amazing relaxing time, perfect accommodations for our budget"
United States
Sandi L.
$628 nightly
The price is $700
Jan 25 - Jan 26
Total with taxes and fees
Beachside Duplex w/ Pool and Private Suite
9.4 out of 10, Exceptional, (8 reviews)
"Nice quiet area. About a block from beach! Short walk to Pine Ave with many restaurants and shops. House was nothing fancy but clean and comfortable. Had everything we needed. Only compliant was could use some more silverware. Hope it's available for us next year!"
United States
Julie P.
$455 nightly
The price is $507
Jan 25 - Jan 26
Total with taxes and fees
Bo’s Beach Bungalow! Steps to Beach, Shops and Dining
10.0 out of 10, Exceptional, (5 reviews)
"Great pool and short walk to bay and beach!"
United States
Eric S.
$601 nightly
The price is $672
Jan 27 - Jan 28
Total with taxes and fees
Feelin' Salty-Pool Modern Beach House w/Pool/Spa
9.8 out of 10, Exceptional, (37 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
Jan 26 - Jan 27
Total with taxes and fees
Beautiful Bungalow with Pool and Bay Views!
2.0 star property
$705 nightly
The price is $786
Jan 25 - Jan 26
Total with taxes and fees
The Hideaway - Less than a block from beach!
9.8 out of 10, Exceptional, (37 reviews)
"Location was perfect"
United States
Michael S.
$410 nightly
The price is $457
Jan 26 - Jan 27
Total with taxes and fees
Anna Maria Beach Cottage 110B Updated studio beach cottage, steps to the sand!
9.8 out of 10, Exceptional, (62 reviews)
"Overall great location within the island. Walking distance to the beach, shops and restaurants. House was well maintained and had plenty of room for our family. "
United States
Jonathan C.
$663 nightly
The price is $739
Jan 26 - Jan 27
Total with taxes and fees
Island Home with Private Pool, Oversized Front Porch, and Poolside Dining!
9.6 out of 10, Exceptional, (35 reviews)
"Great place for a beach stay on Anna Maria!!!"
United States
John F.
$426 nightly
The price is $475
Jan 26 - Jan 27
Total with taxes and fees
Anna Maria Beach Cottage 109G Old-Florida beach cottage,moments from the sand!
9.2 out of 10, Wonderful, (32 reviews)
"Clean, nice open kitchen and living room, nice pool/hot tub and patio space, and great quiet location close to Bean Point! Excellent communication with property management group!"
United States
Rachelle S.
$637 nightly
The price is $710
Feb 3 - Feb 4
Total with taxes and fees
Private Home with Pool and Hot Tub, just 5 Houses to the Water!
9.4 out of 10, Exceptional, (10 reviews)
"Great stay. "
United States
Mandy R.
$484 nightly
The price is $540
Jan 26 - Jan 27
Total with taxes and fees
Dog friendly cottage - One block to the Bay!

Vacation Home in Anna Maria

Cute Cottage Near Beach and Shops
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.
$494 nightly
The price is $552
Jan 25 - Jan 26
Total with taxes and fees
Cute Cottage Near Beach and Shops

Vacation Home in Anna Maria

Canal Home with Pool & Dock Near Beach
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.
$628 nightly
The price is $700
Jan 25 - Jan 26
Total with taxes and fees
Canal Home with Pool & Dock Near Beach
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.
$958 nightly
The price is $1,069
Feb 16 - Feb 17
Total with taxes and fees
NEW! Blue Pearl~Heated Pool/Spa~Walkable Pine Ave!
9.8 out of 10, Exceptional, (21 reviews)
"My fiancé and I stayed at the cottages this past weekend and it was one of most relaxing weekend. Everyone there was so nice and helpful. We can’t wait to book another trip soon!!"
United States
Matthew S.
$450 nightly
The price is $502
Jan 28 - Jan 29
Total with taxes and fees
Anna Maria Beach Cottage 107A Pool, bikes, beach gear, moments from the sand!

Vacation Home in Anna Maria

Emerald Shores East! Walk to Beach!
2.5 star property
9.8 out of 10, Exceptional, (6 reviews)
"It was good "
United States
Jennifer
$795 nightly
The price is $887
Feb 20 - Feb 21
Total with taxes and fees
Emerald Shores East! Walk to Beach!
9.8 out of 10, Exceptional, (30 reviews)
"Enjoyed the property, pool, the closeness to the beach"
United States
Susane D.
$459 nightly
The price is $511
Jan 31 - Feb 1
Total with taxes and fees
Anna Maria Updated Studio moments from the sand w/ Pool, Beach Gear & Bikes
9.4 out of 10, Exceptional, (24 reviews)
"Easy walk to the beach and restaurants. Allowed us to check in early since the place was available. "
United States
Nancy E.
$463 nightly
The price is $516
Jan 26 - Jan 27
Total with taxes and fees
Anna Maria Beach Cottage 110G Updated beach cottage, with pool and beach gear!
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
Next month
January
March
$895
Month
Price
January
$511
February
$895
March
$1,069
April
$776
May
$682
June
$773
July
$744
August
$609
September
$554
October
$564
November
$579
December
$546
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 $457 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?

Lazy River! Mini Golf! Sleeps 16 Anna Maria Island - Nautical Situation: Visitors give good reviews to this Anna Maria vacation home rental, which has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Other favorite homes for rent in Anna Maria are Bayfront Home with Amazing Water Views! Private pool! – Breakaway and Charming cottage located close to beach - Private heated pool!.

How many vacation rentals are there in Anna Maria?

With 512 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.