Holiday Rentals in Anna Maria Island

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Our top choices for Anna Maria Island holiday rentals

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, (412 reviews)
"Location was perfect and room did the job nicely for our stay."
United States
Marcellena
Haley's at The Anna Maria Island Inn

Seabreeze at Anna Maria Island Inn

Seabreeze at Anna Maria Island Inn
3.0 star property
Bradenton Beach
9.0 out of 10, Wonderful, (68 reviews)
"Very great stay will stay again "
United States
Joseph
Seabreeze at Anna Maria Island Inn

Pelican Post at Anna Maria Island Inn

Pelican Post at Anna Maria Island Inn
3.0 star property
Bradenton Beach
9.2 out of 10, Wonderful, (336 reviews)
"Amazing location! Clean and well kept! Adding a microwave and black out curtains would be a bonus because the room isnt dark at night due to the spot light above the door! "
United States
Bernadette
Pelican Post at Anna Maria Island Inn

Alamanda Villas

Alamanda Villas
3.5 star property
Holmes Beach
9.6 out of 10, Exceptional, (4 reviews)
"The location is wonderful for beach access,places to eat and grocery is block away. Small parking area if more than one couple stay. Had a great stay."
United States
Traci
The price is €394
includes taxes & fees
11 Jan - 12 Jan
Alamanda Villas

Palm Tree Villas

Palm Tree Villas
3.0 star property
Holmes Beach
9.2 out of 10, Wonderful, (172 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
Palm Tree Villas

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, (36 reviews)
"Location was perfect"
United States
Michael S.
The price is €396
includes taxes & fees
11 Jan - 12 Jan
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, (35 reviews)
"Great place for a beach stay on Anna Maria!!!"
United States
John F.
The price is €412
includes taxes & fees
11 Jan - 12 Jan
Anna Maria Beach Cottage 109G Old-Florida beach cottage,moments from the sand!

Beach Villa! Pool, Porch, and 2-Min Walk to Beach!

Beach Villa! Pool, Porch, and 2-Min Walk to Beach!
Holmes Beach
9.8 out of 10, Exceptional, (62 reviews)
"Place us espectacular , one block to a beautiful beach, nice and clean pool, place was clean "
United States
Enis
The price is €561
includes taxes & fees
11 Jan - 12 Jan
Beach Villa! Pool, Porch, and 2-Min Walk to Beach!

Beautiful Bungalow with Pool and Bay Views!

Beautiful Bungalow with Pool and Bay Views!
Anna Maria
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
The price is €511
includes taxes & fees
11 Jan - 12 Jan
Beautiful Bungalow with Pool and Bay Views!

Beach Condo with Pool Near Holmes Beach!

Beach Condo with Pool Near Holmes Beach!
Holmes Beach
9.2 out of 10, Wonderful, (35 reviews)
"Lived the location so close to the beach and really enjoyed having the pool close by "
United States
nicki h.
The price is €522
includes taxes & fees
11 Jan - 12 Jan
Beach Condo with Pool Near Holmes Beach!

Romantic Island Getaway! Just Steps from the Beach

Romantic Island Getaway! Just Steps from the Beach
2.0 star property
Bradenton Beach
8.8 out of 10, Excellent, (3 reviews)
"It was great! Check in was super easy and anything you would need is nearby. "
United States
Thomas N.
The price is €465
includes taxes & fees
12 Jan - 13 Jan
Romantic Island Getaway! Just Steps from the Beach

Steps from Beach and Local Hotspots! Stay at Sunny Side Down!

Steps from Beach and Local Hotspots! Stay at Sunny Side Down!
2.0 star property
Bradenton Beach
9.4 out of 10, Exceptional, (19 reviews)
"Wonderful stay ! Our family loved it ! "
United States
Daniel
The price is €563
includes taxes & fees
31 Jan - 1 Feb
Steps from Beach and Local Hotspots! Stay at Sunny Side Down!

Updated bayside condo with heated pool - across the street from the beach

Updated bayside condo with heated pool - across the street from the beach
Anna Maria
9.2 out of 10, Wonderful, (100 reviews)
"Everything was great"
United States
lillybet h.
The price is €275
includes taxes & fees
17 Jan - 18 Jan
Updated bayside condo with heated pool - across the street from the beach

Cute Cottage Near Beach and Shops

Cute Cottage Near Beach and Shops
Anna Maria
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.
The price is €486
includes taxes & fees
12 Jan - 13 Jan
Cute Cottage Near Beach and Shops

Sunset View Pet Friendly w/Pool Beach Home

Sunset View Pet Friendly w/Pool Beach Home
2.0 star property
Bradenton Beach
10.0 out of 10, Exceptional, (28 reviews)
"Great property!"
United States
Jeff W.
The price is €603
includes taxes & fees
14 Jan - 15 Jan
Sunset View Pet Friendly w/Pool Beach Home

Beachside Duplex w/ Pool and Private Suite

Beachside Duplex w/ Pool and Private Suite
2.5 star property
Anna Maria
9.0 out of 10, Wonderful, (2 reviews)
"We have stayed here over the years and have enjoyed the perfect location to the beach. The house is a bit dated and needs a few upgrades but overall the house was very clean and comfortable. Please note there were no beach umbrellas supplied but did have plenty of beach chairs. You may want to plan on alternate shade options once there as the sun is intense and can be challenging. We would stay there again as the price was very affordable. "
United States
Mark T.
The price is €614
includes taxes & fees
12 Jan - 13 Jan
Beachside Duplex w/ Pool and Private Suite

Beach Sunrise Villa! Outdoor Dining, Beach Cart and Gulf Breezes

Beach Sunrise Villa! Outdoor Dining, Beach Cart and Gulf Breezes
Bradenton Beach
9.6 out of 10, Exceptional, (17 reviews)
"Clean, great communication, convenient location. "
United States
Teri
The price is €575
includes taxes & fees
31 Jan - 1 Feb
Beach Sunrise Villa! Outdoor Dining, Beach Cart and Gulf Breezes

Experience the passion of hospitality, cleaning, and good location!

Experience the passion of hospitality, cleaning, and good location!
Bradenton Beach
10.0 out of 10, Exceptional, (8 reviews)
"Great location and newly remodeled."
United States
Chad C.
The price is €238
includes taxes & fees
13 Jan - 14 Jan
Experience the passion of hospitality, cleaning, and good location!

Anna Maria Sunsets - studio

Anna Maria Sunsets - studio
Bradenton Beach
9.0 out of 10, Wonderful, (235 reviews)
"Perfect location. The place was very clean and comfortable "
United States
monique
The price is €219
includes taxes & fees
11 Jan - 12 Jan
Anna Maria Sunsets - studio

Bayfront Villa: Dock, Walk to Beach and Bridge Street

Bayfront Villa: Dock, Walk to Beach and Bridge Street
Bradenton Beach
10.0 out of 10, Exceptional, (12 reviews)
"We have stayed here multiple times and it is exactly as described and what we want. Great location and views. Close to restaurants, beaches and free shuttle."
United States
Mike C.
The price is €558
includes taxes & fees
13 Jan - 14 Jan
Bayfront Villa: Dock, Walk to Beach and Bridge Street
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

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, apart-hotels, 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 €219 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.