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Holiday Rentals in Anna Maria Island

The Anna Maria Luxury Suite | View from room

"Highly recommend this property. Our unit was very updated and had a full kitchen with everything we needed for a comfortable stay. The beds were comfortable. The swimming pool was great and heated and the beach access was within a few steps. The location was quaint but easily accessible and lots of dining options near by. Would stay here again. "

includes taxes & fees

21 Apr - 22 Apr

"Beautiful boutique resort. Clean rooms, great pool and hot tub. Walking distance around Anna Maria Island. Parking included. I highly recommend :)"

includes taxes & fees

21 Apr - 22 Apr

"Family and I stayed here for spring break and the facilities were awesome. The staff was friendly and helpful. The are is still cleaning up after the hurricane, but it definitely did not affect the fun in the area. We will be planning a return trip."

"This house felt like it was brand new. Loves hanging in the backyard by the soaking pool. Sun hit part of the backyard all day. House was well stocked for everything you need for a relaxing beach vacation. "

2 restaurants, lunch, dinner served; seafood

"Great place right in the heart of Bradenton Beach. Walking distance from restaurants and shops and right on the tram line for exploring this wonderful area. Staff we spoke to were really friendly and helpful. The room was a little dated (but I believe that a refurbishment is happening) but was clean and offered everything we needed for our two night break. We were sorry to leave and will return in the future."

includes taxes & fees

11 May - 12 May

"The interior was all new. Furnishings, decor, kitchen supplies, and everything fresh and tastefully done. Quiet neighborhood just a couple blocks from beach. Exterior privacy will improve as landscape recovers. Parking and access easy. "

"We stayed at this unit for four nights for our much needed spring break (teachers). We loved the quietness and the ability to rest and relax. The beach is steps away and there also a couple of pools but we did not use them. Gulf Drive cafe is an easy walk. We set up beach for the day and walked down for breakfast. We then showered and went to different places for dinner close by. All waterfront and all were great. Everything you need is in the condo but be aware that the coffee maker is not a...

includes taxes & fees

6 May - 7 May

"This house has everything you could possibly need. Great location, beautiful views, amenities galore, and gorgeous inside and out. Fun for all! Great communication with host as well! Highly recommend Beachfront Bliss!"

"Kids loved the game room. It was a hit with everyone. Perfect location to walk to beach. Great home"

includes taxes & fees

7 May - 8 May

"Perfect place to spend a lovely weekend on AMI. The condo was the right size, clean, fully stocked, and we were able to walk everywhere. "

includes taxes & fees

11 May - 12 May

Beach nearby, white sand, beach umbrellas, beach towels

"It was just a beautiful stay and love to come back next year!!"

includes taxes & fees

21 Apr - 22 Apr

"Check in process was great, owner was very responsive to questions I had.Would highly recommend this condo. My husband and I enjoyed our 2 week stay! "

includes taxes & fees

10 May - 11 May

"Beautiful area"

"We arrived by our own boat and loved every minute! Perfect for teens who like a little adventure. The most beautiful sunset and star gazing spot in Cortez/AMI! Brittany was awesome and accommodating with frequent changes. We had dolphins and manatees saying hi. Caught a small grouper off the boat!"

includes taxes & fees

20 Apr - 21 Apr

"This condo has been completely redone and is fresh and updated. Breakfast and sunsets on our little porch looking at the ocean were perfect. Chairs and an umbrella are in the unit, so we had everything we needed. When the wind was high, we moved to the pool and it was sunny and warm. 1 mile beach walk to the Sandbar. Lots of remodeling happening to adjacent units this winter due to the hurricane, but hopefully will be over soon. Highly recommend. "

"Great location and perfect for a long weekend stay."

"Our stay here was so wonderful. We didn’t want to leave. The Vrbo was perfect for our family of 4. The beds are super comfortable, the couch is spacious and it’s just a cute little place. We definitely will be returning. "

"We had stayed here for a month last year and once again this year and are looking forward to the same nextcyear. I cannot say enough wonderful things about the extraordinary efforts by Ed and Audrey to make our stay possible this year after the devastating hurricanes! We are eternally grateful "

"Hi We were pleasantly surprised! The property didn’t look like much from the outside, but it seemed to be all new, bathroom and kitchen. nicely appointed/new furniture and bedding. 3 blocks to beach and main drag! Coffee would have been great!"

"We had an awesome time at this property. It was the perfect size for the 2 of us, and the shower was amazing. You cannot beat the location. We will be coming back! "

includes taxes & fees

5 May - 6 May

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Other types of properties in Anna Maria Island you may be interested in

"Highly recommend this property. Our unit was very updated and had a full kitchen with everything we needed for a comfortable stay. The beds were comfortable. The swimming pool was great and heated and the beach access was within a few steps. The location was quaint but easily accessible and lots of dining options near by. Would stay here again. "

includes taxes & fees

21 Apr - 22 Apr

"Thoroughly enjoyed it. Look forward to coming back next year."

includes taxes & fees

1 May - 2 May

"Beautiful boutique resort. Clean rooms, great pool and hot tub. Walking distance around Anna Maria Island. Parking included. I highly recommend :)"

includes taxes & fees

21 Apr - 22 Apr

Find out more about Anna Maria Island

Everything you need to know about Anna Maria Island holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Anna Maria Island holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 Island holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Anna Maria Island holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Anna Maria Island. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Anna Maria Island holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Anna Maria Island holiday rentals we have selected for you start as low as per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Anna Maria Island rentals

At Expedia, we put the best Anna Maria Island holiday 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 Island 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 Island holiday.

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 Island. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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Anna Maria Island Holiday Rentals

Check prices for these dates

Holiday Rentals in Anna Maria Island

Anna Maria Beach Resort

Pelican Post at Anna Maria Island Inn

Tradewinds Beach Resort

Adorable Beach cottage just steps Bean Point beach!

Bridgewalk A Landmark Resort

Sandy Cheeks: Ground-level home with plunge pool. Close to pier, park, & Bay!

Anna Maria Sunsets - studio

Beachfront Home | Pool + Spa | Games | Ocean Views

Across from Beach, Free Golf Cart, Heated Pool, Game Room, Rooftop Deck

Anna Maria Island - 2/1

Palm Tree Villas

Anna Maria Beach Condo 1/1

The Pink House Unit B: A Cozy Retreat Steps from the Beach

“The Spot” Guaranteed Dolphin and Sea Life Sightings!

~ WE ARE OPEN ~ BEACHFRONT ~ YES THAT'S YOUR VIEW! ~

Anna Maria Guest House 401- 3 bedrooms in the middle of everything

Near Bean Point!! Short stays available! Heated Pool

We will be accepting new reservations from January 2025 going forward only.

Tranquil Palm: Perfect north-end location

Anna Maria Sunsets - studio

Other types of properties in Anna Maria Island you may be interested in

Anna Maria Beach Resort

Bali Hai Beachfront Resort and Spa

Pelican Post at Anna Maria Island Inn

Find out more about Anna Maria Island

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