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Anna Maria Island Vacation Rentals

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Our top choices for Anna Maria Island vacation rentals

Seabreeze at Anna Maria Island Inn

Seabreeze at Anna Maria Island Inn
3.0 star property
Bradenton Beach
8.8 out of 10, Excellent, (104 reviews)
"Great location!"
United States
Kevin
The price is CA $338
CA $428 total
includes taxes & fees
Jul 8 - Jul 9
Seabreeze at Anna Maria Island Inn

Haley's at The Anna Maria Island Inn

Haley's at The Anna Maria Island Inn
3.0 star property
Holmes Beach
8.6 out of 10, Excellent, (461 reviews)
"The property served it's purpose of comfort for relaxation. We enjoyed it thoroughly and will make this an annual trip."
United States
Sydney
The price is CA $324
CA $410 total
includes taxes & fees
Jul 27 - Jul 28
Haley's at The Anna Maria Island Inn

Pelican Post at Anna Maria Island Inn

Pelican Post at Anna Maria Island Inn
3.5 star property
Bradenton Beach
9.2 out of 10, Wonderful, (419 reviews)
"Great location - quiet, private, but just a few blocks from the beach, every eatery and nightlife option. Would definitely stay here again."
United States
Christopher
The price is CA $235
CA $297 total
includes taxes & fees
Jul 1 - Jul 2
Pelican Post at Anna Maria Island Inn

Bridgewalk Resort

Bridgewalk Resort
3.5 star property
Bridge Street
9.4 out of 10, Exceptional, (809 reviews)
"Centrally located, all the staff was excellent. Great place to stay! Will stay here again!"
United States
Keri
The price is CA $433
CA $489 total
includes taxes & fees
Jul 5 - Jul 6
Bridgewalk Resort

Adorable 1-bedroom condo in beautiful Bradenton Beach with AC

Adorable 1-bedroom condo in beautiful Bradenton Beach with AC
Bradenton Beach
9.6 out of 10, Exceptional, (29 reviews)
"Great location perfect room for 2 people. "
United States
Macey
The price is CA $198
CA $438 total
includes taxes & fees
Jul 8 - Jul 9
Adorable 1-bedroom condo in beautiful Bradenton Beach with AC

Beach Condo with Pool Near Holmes Beach!

Beach Condo with Pool Near Holmes Beach!
Holmes Beach
9.0 out of 10, Wonderful, (41 reviews)
"Location to the beach"
United States
Joanne C.
The price is CA $470
CA $1,129 total
includes taxes & fees
Jul 14 - Jul 15
Beach Condo with Pool Near Holmes 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 CA $288
CA $875 total
includes taxes & fees
Jul 1 - Jul 2
Anna Maria Island Bungalow with Pool! Across the street from Beach, near Pine Av

Alamanda Villas

Alamanda Villas
3.5 star property
Holmes Beach
9.2 out of 10, Wonderful, (9 reviews)
"The condo was great! Couldn’t have asked for a better place to start our first time in AMI!"
United States
Josephine
The price is CA $328
CA $657 total
includes taxes & fees
Jul 2 - Jul 3
Alamanda Villas

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 CA $283
CA $746 total
includes taxes & fees
Jul 8 - Jul 9
Anna Maria Updated Studio moments from the sand w/ Pool, Beach Gear & Bikes

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
9.2 out of 10, Wonderful, (13 reviews)
"Close walk to the beach "
United States
Zev C.
The price is CA $454
CA $1,058 total
includes taxes & fees
Jul 8 - Jul 9
Charming Cottage with modern amenities close to beach w/ pool, beach gear, bikes

Resort Style Leisure Beach Club #12 on AMI by RVA

Resort Style Leisure Beach Club #12 on AMI by RVA
Bradenton Beach
9.4 out of 10, Exceptional, (139 reviews)
"Great location and clean property"
United States
Mark
The price is CA $227
CA $488 total
includes taxes & fees
Jul 6 - Jul 7
Resort Style Leisure Beach Club #12 on AMI by RVA

Palm Tree Villas

Palm Tree Villas
3.0 star property
Holmes Beach
9.2 out of 10, Wonderful, (173 reviews)
"We had a great stay! The property was located within a short walk to the beach. We will be back!"
United States
Anonymous traveller
The price is CA $358
CA $1,060 total
includes taxes & fees
Jul 5 - Jul 6
Palm Tree Villas

One Bedroom Condo at Beachfront Resort!

One Bedroom Condo at Beachfront Resort!
Holmes Beach
9.2 out of 10, Wonderful, (25 reviews)
"Loved being able to walk easily to beach "
United States
Elizabeth H.
The price is CA $283
CA $915 total
includes taxes & fees
Jul 20 - Jul 21
One Bedroom Condo at Beachfront Resort!

Mello on the Beach - Shore Enuff

Mello on the Beach - Shore Enuff
Holmes Beach
10.0 out of 10, Exceptional, (26 reviews)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: a nice, laid-back stayproperty was very well cared for"
United States
Ellan B.
The price is CA $601
CA $834 total
includes taxes & fees
Jul 8 - Jul 9
Mello on the Beach - Shore Enuff

Anna Maria Sunsets - studio

Anna Maria Sunsets - studio
Bradenton Beach
9.2 out of 10, Wonderful, (271 reviews)
"Clean room with super easy access to the beach! Great for a weekend getaway "
United States
Bridget
The price is CA $217
CA $440 total
includes taxes & fees
Jul 14 - Jul 15
Anna Maria Sunsets - studio

Anna Maria Sunsets - studio

Anna Maria Sunsets - studio
Bradenton Beach
9.0 out of 10, Wonderful, (256 reviews)
"Loved our stay!"
United States
Vincent
The price is CA $213
CA $435 total
includes taxes & fees
Jul 28 - Jul 29
Anna Maria Sunsets - studio

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, (47 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 CA $299
CA $765 total
includes taxes & fees
Jul 7 - Jul 8
Anna Maria Beach Cottage 109G Old-Florida beach cottage,moments from the sand!

Mello on the Beach - Sea Duced

Mello on the Beach - Sea Duced
Holmes Beach
9.8 out of 10, Exceptional, (26 reviews)
"Such a great spot! We loved the location, right next to the beach and across the street from the best burger place. The bed was comfy, everything was clean and the kitchen had all we needed. We really loved the beach chairs and towels provided. John, who was on site at the property during our stay, was so friendly and helpful with anything we needed. We will be back!"
Canada
Kristie P.
The price is CA $601
CA $839 total
includes taxes & fees
Jul 1 - Jul 2
Mello on the Beach - Sea Duced

AMI Dock of the Bay - "Over the Water" 2nd Floor - WiFi, Dog-friendly

AMI Dock of the Bay - "Over the Water" 2nd Floor - WiFi, Dog-friendly
Bradenton Beach
9.8 out of 10, Exceptional, (121 reviews)
"An absolutely fantastic vacation from start to finish! Everything exceeded our expectations—the location was beautiful, accommodations were clean and comfortable, and the overall experience was seamless and relaxing. We loved the little details that made the trip special, and it was the perfect balance of fun and downtime. Would highly recommend and would happily return!"
United States
Jess
The price is CA $922
CA $1,522 total
includes taxes & fees
Jul 5 - Jul 6
AMI Dock of the Bay - "Over the Water" 2nd Floor - WiFi, Dog-friendly

Beachfront Bliss – Anna Maria Island #11 RVA

Beachfront Bliss – Anna Maria Island #11 RVA
Bradenton Beach
9.6 out of 10, Exceptional, (122 reviews)
"Perfect location to enjoy the beach. Staff was easy to work with even when we arrived very early! If we come back to this Island we will be booking with The Beach club again. You can see the beach just outside your door. "
United States
Delilah
The price is CA $263
CA $536 total
includes taxes & fees
Jul 12 - Jul 13
Beachfront Bliss – Anna Maria Island #11 RVA
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 Island Hotel Reviews

Find out more about Anna Maria Island

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Anna Maria Island. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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