A marina with boats, a bridge, and high-rise buildings.

Anna Maria Vacation Rentals

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Our top choices for Anna Maria vacation rentals

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, (44 reviews)
"Great location on this beautiful Island! I hope to return next year! "
United States
Lynda L.
The price is AED 569
AED 1,260 total
includes taxes & fees
1 Jul - 2 Jul
Freshly Remodeled Island Suite w/ Pool & Pet Friendly

Beautiful Bungalow with Pool and Bay Views!

Beautiful Bungalow with Pool and Bay Views!
Anna Maria
9.6 out of 10, Exceptional, (43 reviews)
"Great location,great property,spacious,clean everything brand new in the property,beach across the street,my family love it!"
United States
Michel
The price is AED 1,003
AED 2,663 total
includes taxes & fees
25 Jun - 26 Jun
Beautiful Bungalow with Pool and Bay Views!

Mermaid’s Purse~Private Pool! 40 steps to beach!

Mermaid’s Purse~Private Pool! 40 steps to beach!
Anna Maria
10.0 out of 10, Exceptional, (1 review)
"Perfect location and great service. Thanks for allowing us to make life long memories with our kids!"
United States
Magen S.
The price is AED 882
AED 3,252 total
includes taxes & fees
22 Jun - 23 Jun
Mermaid’s Purse~Private Pool! 40 steps to beach!

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 AED 595
AED 3,327 total
includes taxes & fees
10 Jul - 11 Jul
The Hideaway - Less than a block from beach!

Freshly Remodeled Island Suite w/ Pool & Pet Friendly

Freshly Remodeled Island Suite w/ Pool & Pet Friendly
Anna Maria
7.8 out of 10, Good, (31 reviews)
"The location of this VRBO is perfect, there are many restaurants, activities and beaches within walking distance! The communal pool was also amazing for down time and relaxation—it was never too full and always had chairs available for our group."
United States
Brandy S.
The price is AED 533
AED 1,198 total
includes taxes & fees
28 Jun - 29 Jun
Freshly Remodeled Island Suite w/ Pool & Pet Friendly

Tiny Tides: Adorable Cozy House!

Tiny Tides: Adorable Cozy House!
Anna Maria
9.2 out of 10, Wonderful, (5 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.
The price is AED 790
AED 2,406 total
includes taxes & fees
26 Jun - 27 Jun
Tiny Tides: Adorable Cozy House!

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
9.8 out of 10, Exceptional, (38 reviews)
"Amazing stay! location was perfect, the unit was clean and the host was so kind/accommodating!"
United States
Kyle K.
The price is AED 731
AED 1,938 total
includes taxes & fees
21 Jun - 22 Jun
Anna Maria Updated Studio moments from the sand w/ Pool, Beach Gear & Bikes

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)
"Yes! The cottage was nicely decorated and we had everything we needed for our 2 night stay"
United States
J I.
The price is AED 746
AED 1,960 total
includes taxes & fees
23 Jun - 24 Jun
Anna Maria Beach Cottage 109G Old-Florida beach cottage,moments from the sand!

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 AED 991
AED 2,345 total
includes taxes & fees
28 Jun - 29 Jun
Anna Maria Beach Cottage 110G Updated beach cottage, with pool and beach gear!

Birdsong-Steps to Bean Point Beach Heated Pool!

Birdsong-Steps to Bean Point Beach Heated Pool!
Anna Maria
10.0 out of 10, Exceptional, (1 review)
"The property was exactly as advertised. We loved our time at this property and how clean it was. The private pool was so enjoyable and complimented our time at the beach that is just down the street during our stay."
United States
Aaron C.
The price is AED 1,102
AED 3,292 total
includes taxes & fees
14 Jul - 15 Jul
Birdsong-Steps to Bean Point Beach Heated Pool!

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, (51 reviews)
"Excellent stay! We enjoyed it very much."
United States
Terry E.
The price is AED 727
AED 1,888 total
includes taxes & fees
24 Jun - 25 Jun
Anna Maria Beach Cottage 110B Updated studio beach cottage, steps to the sand!

Coast is Clear! Heated pool/spa~Close to shops

Coast is Clear! Heated pool/spa~Close to shops
Anna Maria
The price is AED 1,041
AED 3,452 total
includes taxes & fees
2 Jul - 3 Jul
Coast is Clear! Heated pool/spa~Close to shops

Elegance~Gorgeous! Arcade!~ Heated pool/spa~North End!

Elegance~Gorgeous! Arcade!~ Heated pool/spa~North End!
Anna Maria
10.0 out of 10, Exceptional, (2 reviews)
"Easy check in and check out. The house was amazing! The pool was so nice too. Plenty of room for big families. "
United States
Katie K.
The price is AED 1,175
AED 6,709 total
includes taxes & fees
26 Jun - 27 Jun
Elegance~Gorgeous! Arcade!~ Heated pool/spa~North End!

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

NEW! Blue Pearl~Heated Pool/Spa~Walkable Pine Ave!
Anna Maria
9.4 out of 10, Exceptional, (3 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.
The price is AED 1,653
AED 5,010 total
includes taxes & fees
22 Jun - 23 Jun
NEW! Blue Pearl~Heated Pool/Spa~Walkable Pine Ave!

Island Home with Private Pool, Oversized Front Porch, and Poolside Dining!

Island Home with Private Pool, Oversized Front Porch, and Poolside Dining!
Anna Maria
9.8 out of 10, Exceptional, (67 reviews)
"The house was very clean and well located. We fully enjoyed our stay and hope to return in the future. "
United States
Emma D.
The price is AED 1,091
AED 3,576 total
includes taxes & fees
22 Jun - 23 Jun
Island Home with Private Pool, Oversized Front Porch, and Poolside Dining!

Kiwi Cottage~Private Heated Pool!~Shopping close!

Kiwi Cottage~Private Heated Pool!~Shopping close!
Anna Maria
The price is AED 1,215
AED 3,499 total
includes taxes & fees
6 Jul - 7 Jul
Kiwi Cottage~Private Heated Pool!~Shopping close!

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 location!"
United States
Jennifer L.
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
8.4 out of 10, Very Good, (41 reviews)
"Great location and friendly staff Beach chairs and umbrellas to borrow Nice outside space to sit"
United States
Nancy
The price is AED 569
AED 1,247 total
includes taxes & fees
19 Jul - 20 Jul
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
8.2 out of 10, Very Good, (49 reviews)
"The place is as advertised. Small, clean and very basic. It was quaint. It’s in a great walkable location. The overall place is older and dated. "
United States
Kelly W.
The price is AED 466
AED 1,115 total
includes taxes & fees
25 Jun - 26 Jun
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)
"Very clean and relaxing atmosphere. And the proximity to the beach and town is perfect. We shall be back as soon as we can. "
United States
Sean L.
The price is AED 846
AED 2,143 total
includes taxes & fees
28 Jun - 29 Jun
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

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?

Sandy Cheeks: Ground-level home with plunge pool. Close to pier, park, & Bay!: Visitors give good reviews to this Anna Maria vacation home rental, which offers a furnished patio, a selection of games, and a barbecue grill to help you feel perfectly comfortable 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 Beautifully Updated Home North End of Island, Screen lanai Grill and beach gear and Freshly Remodeled Island Suite w/ Pool & Pet Friendly.

How many vacation rentals are there in Anna Maria?

With 588 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 Tampa Bay and Coquina Beach.

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.