Anna Maria Vacation Rentals

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Our top choices for Anna Maria vacation rentals

The Hideaway - Less than a block from beach!

The Hideaway - Less than a block from beach!
Anna Maria
10.0 out of 10, Exceptional, (1 review)
"Everything was great. So close to the beach a 3 min walk. We loved everything about it."
United States
JASON G.
The price is ¥30,379
¥151,426 total
includes taxes & fees
May 17 - May 18
The Hideaway - Less than a block from beach!

Anna Maria Island Bungalow with Pool! Across the street from Beach, near Pine Av

Anna Maria Island Bungalow with Pool! Across the street from Beach, near Pine Av
Anna Maria
9.2 out of 10, Wonderful, (62 reviews)
"The pool was very nice. The beach is really not a beach, there is really no place to sit on the sand. Nice view and conveniently located. The bedroom is very small but clean. Overall nice place to stay! "
United States
Todd
The price is ¥29,934
¥90,991 total
includes taxes & fees
May 18 - May 19
Anna Maria Island Bungalow with Pool! Across the street from Beach, near Pine Av

Freshly Remodeled Island Suite w/ Pool & Pet Friendly

Freshly Remodeled Island Suite w/ Pool & Pet Friendly
Anna Maria
8.6 out of 10, Excellent, (41 reviews)
"This was a quaint little property very close to the beach and multiple restaurants. We enjoyed our time away."
United States
Jessica C.
The price is ¥20,431
¥49,082 total
includes taxes & fees
May 17 - May 18
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, (40 reviews)
"Loved access to the beaches and restaurants."
United States
Kenneth C.
The price is ¥20,431
¥48,692 total
includes taxes & fees
May 17 - May 18
Freshly Remodeled Island Suite w/ Pool & Pet Friendly

Dog friendly cottage - One block to the Bay!

Dog friendly cottage - One block to the Bay!
Anna Maria
9.6 out of 10, Exceptional, (15 reviews)
"Great stay. "
United States
Mandy R.
The price is ¥25,658
¥91,763 total
includes taxes & fees
May 19 - May 20
Dog friendly cottage - One block to the Bay!

Freshly Remodeled Island Suite w/ Pool & Pet Friendly

Freshly Remodeled Island Suite w/ Pool & Pet Friendly
Anna Maria
8.8 out of 10, Excellent, (50 reviews)
"Location was EXCELLENT just off of Pine Ave and steps away from the ocean and shops. Cute old Florida village with a lovely pool and it was perfect for us. "
United States
Kelly Q.
The price is ¥29,459
¥60,044 total
includes taxes & fees
Jun 11 - Jun 12
Freshly Remodeled Island Suite w/ Pool & Pet Friendly

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, (27 reviews)
"We really enjoyed our stay here. It was a perfect spot to enjoy the pool or the ocean. Just a quick walk down to the beach. They had all the beach equipment you could need. That also was a highlight because we didn’t have to pack much. Plenty of places to eat nearby also just a short walk away. The best part was the staff made sure the kids had an eventful Easter morning. They put out hundreds of eggs in the middle of the night and when our kids woke up they were so...
United States
jacob
The price is ¥32,987
¥87,620 total
includes taxes & fees
May 19 - May 20
Charming beach cottage close to the beach with Pool, Bikes, Beach gear and Grill

Beautiful Guest House Near the Beach with Private Pool!

Beautiful Guest House Near the Beach with Private Pool!
Anna Maria
8.8 out of 10, Excellent, (37 reviews)
"Everything was fantastic!"
United States
Kevin O.
The price is ¥35,636
¥128,133 total
includes taxes & fees
May 18 - May 19
Beautiful Guest House Near the Beach with Private Pool!

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, (36 reviews)
"Amazing stay! location was perfect, the unit was clean and the host was so kind/accommodating!"
United States
Kyle K.
The price is ¥31,538
¥83,105 total
includes taxes & fees
May 20 - May 21
Anna Maria Updated Studio moments from the sand w/ Pool, Beach Gear & Bikes

Adorable Updated Cottage steps to the beach with pool, beach gear, bikes & grill

Adorable Updated Cottage steps to the beach with pool, beach gear, bikes & grill
Anna Maria
9.8 out of 10, Exceptional, (17 reviews)
"Really nice cottages, and mgt on-site and super responsive and helpful!"
United States
Jerry A.
The price is ¥52,028
¥119,186 total
includes taxes & fees
May 20 - May 21
Adorable Updated Cottage steps to the beach with pool, beach gear, bikes & grill

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, (49 reviews)
"The host was very welcoming and helpful. The cottage was adorable, clean and very well appointed. Steps from the beach. I will recommend and would love to come again."
United States
Gayla A.
The price is ¥31,366
¥81,420 total
includes taxes & fees
May 26 - May 27
Anna Maria Beach Cottage 110B Updated studio beach cottage, steps to the sand!

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, (45 reviews)
"We loved our stay on Anna Maria island. The location was perfect, accommodations clean and welcoming as was the staff who wereboth helpful, professional, and kind. We would certainly stay here again."
United States
Nicholas N.
The price is ¥32,176
¥84,519 total
includes taxes & fees
May 26 - May 27
Anna Maria Beach Cottage 109G Old-Florida beach cottage,moments from the sand!

Newly Renovated Sea Breeze Cottage with Private Dock, Easy Access to Bimini Bay

Newly Renovated Sea Breeze Cottage with Private Dock, Easy Access to Bimini Bay
Anna Maria
9.6 out of 10, Exceptional, (125 reviews)
"Was very enjoyable! Great place for our family to stay and visit!"
United States
john V.
The price is ¥47,356
¥102,919 total
includes taxes & fees
May 17 - May 18
Newly Renovated Sea Breeze Cottage with Private Dock, Easy Access to Bimini Bay

Sassy Seagull -Classic beach cottage, moments from the sand, beautiful pool!

Sassy Seagull -Classic beach cottage, moments from the sand, beautiful pool!
Anna Maria
10.0 out of 10, Exceptional, (26 reviews)
"Great property!"
United States
Jessica S.
The price is ¥52,026
¥119,003 total
includes taxes & fees
May 17 - May 18
Sassy Seagull -Classic beach cottage, moments from the sand, beautiful pool!

Beach Don't Kill My Vibe by Beach Boutique Rentals

Beach Don't Kill My Vibe by Beach Boutique Rentals
Anna Maria
10.0 out of 10, Exceptional, (18 reviews)
"Location was absolutely perfect. Place was clean. The amenities were just enough for our short stay. "
United States
David W.
The price is ¥70,053
¥88,029 total
includes taxes & fees
May 19 - May 20
Beach Don't Kill My Vibe by Beach Boutique Rentals

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, (27 reviews)
"Old Florida charm of cottage. Beautiful location and only steps to the beach. Staff was wonderful and room was clean."
United States
Christina R.
The price is ¥42,409
¥99,005 total
includes taxes & fees
Jun 11 - Jun 12
Anna Maria Beach Cottage 110G Updated beach cottage, with pool and beach gear!

Private, Remodeled Home with Pool! 1 Block to Beach, Great for Families!

Private, Remodeled Home with Pool! 1 Block to Beach, Great for Families!
Anna Maria
9.8 out of 10, Exceptional, (31 reviews)
"Great place to stay"
United States
Wilson
The price is ¥91,702
¥219,152 total
includes taxes & fees
May 29 - May 30
Private, Remodeled Home with Pool! 1 Block to Beach, Great for Families!

Charming Cottage with modern amenities close to beach w/ pool, beach gear, bikes

Charming Cottage with modern amenities close to beach w/ pool, beach gear, bikes
Anna Maria
9.0 out of 10, Wonderful, (11 reviews)
" The place was great, and the location to the beach was wonderful."
United States
Norman N.
The price is ¥46,277
¥111,642 total
includes taxes & fees
May 27 - May 28
Charming Cottage with modern amenities close to beach w/ pool, beach gear, bikes

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, (49 reviews)
"Perfect area walking Beautiful little place"
United States
Kimberly S.
The price is ¥18,372
¥46,229 total
includes taxes & fees
May 20 - May 21
Freshly Remodeled Island Suite w/ Pool & Pet Friendly

Anna Maria Beach Cottage 107A Pool, bikes, beach gear, moments from the sand!

Anna Maria Beach Cottage 107A Pool, bikes, beach gear, moments from the sand!
Anna Maria
9.6 out of 10, Exceptional, (27 reviews)
"Great location and perfect size for two of us! Just steps to the beach and nice having the chairs and bikes available to use!"
United States
Marianne L.
The price is ¥37,134
¥92,439 total
includes taxes & fees
May 29 - May 30
Anna Maria Beach Cottage 107A Pool, bikes, beach gear, moments from the sand!
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

Search for holiday rentals in Anna Maria on Expedia! You can easily find your home rentals, villas, holiday apartments in Anna Maria using one of the methods below:

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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?

MAY, JUNE SPECIALS ,BEACHFRONT, PRIVATE BEACH ON THE WATERFRONT, Bring your Dog: 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. You and your friends and family can relax into your vacation with amenities like a selection of games. Other favorite homes for rent in Anna Maria are Shell We Dance? Charming Bungalow with Fabulous Location and Private Pool! and The Wee Cottage | House in Anna Maria.

How many vacation rentals are there in Anna Maria?

With 585 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.