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Holiday Rentals in Anna Maria

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Our top choices for Anna Maria holiday rentals

9.2 out of 10, Wonderful, (100 reviews)
"Everything was great"
United States
lillybet h.
Updated bayside condo with heated pool - across the street from the beach
2.5 star property
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 €615
includes taxes & fees
14 Jan - 15 Jan
Beachside Duplex w/ Pool and Private Suite
9.6 out of 10, Exceptional, (102 reviews)
"Perfect place to stay, loved it, walking distance to everything you need beach right across the street. Loved it."
United States
jason l.
The price is €251
includes taxes & fees
14 Jan - 15 Jan
Stylish bayside condo with WiFi & pool - close to the beach & restaurants
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 €519
includes taxes & fees
14 Jan - 15 Jan
Beautiful Bungalow with Pool and Bay Views!
9.8 out of 10, Exceptional, (36 reviews)
"Location was perfect"
United States
Michael S.
The price is €420
includes taxes & fees
26 Jan - 27 Jan
Anna Maria Beach Cottage 110B Updated studio beach cottage, steps to the sand!
9.4 out of 10, Exceptional, (8 reviews)
"Nice quiet area. About a block from beach! Short walk to Pine Ave with many restaurants and shops. House was nothing fancy but clean and comfortable. Had everything we needed. Only compliant was could use some more silverware. Hope it's available for us next year!"
United States
Julie P.
Bo’s Beach Bungalow! Steps to Beach, Shops and Dining

Holiday Home in Anna Maria

Cute Cottage Near Beach and Shops
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.
Cute Cottage Near Beach and Shops
9.6 out of 10, Exceptional, (35 reviews)
"Great place for a beach stay on Anna Maria!!!"
United States
John F.
The price is €427
includes taxes & fees
26 Jan - 27 Jan
Anna Maria Beach Cottage 109G Old-Florida beach cottage,moments from the sand!

Holiday Home in Anna Maria

Tiny Tides: Adorable Cozy House!
10.0 out of 10, Exceptional, (2 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 €470
includes taxes & fees
14 Jan - 15 Jan
Tiny Tides: Adorable Cozy House!
10.0 out of 10, Exceptional, (4 reviews)
"Great pool and short walk to bay and beach!"
United States
Eric S.
Feelin' Salty-Pool Modern Beach House w/Pool/Spa
2.0 star property
The price is €800
includes taxes & fees
26 Jan - 27 Jan
The Hideaway - Less than a block from beach!
9.8 out of 10, Exceptional, (30 reviews)
"Enjoyed the property, pool, the closeness to the beach"
United States
Susane D.
Anna Maria Updated Studio moments from the sand w/ Pool, Beach Gear & Bikes
9.6 out of 10, Exceptional, (21 reviews)
"Mom and I just stayed for one night and had a lovely trip. "
United States
Brittany B.
The price is €438
includes taxes & fees
14 Jan - 15 Jan
Charming beach cottage close to the beach with Pool, Bikes, Beach gear and Grill
10.0 out of 10, Exceptional, (1 review)
"It was wonderful..did have to call to figure out how to get in..but home was wonderful and in a great location!"
United States
Sara S.
The price is €1,004
includes taxes & fees
14 Jan - 15 Jan
Family-Friendly Canal Retreat with Pool and Steps to the Beach
9.8 out of 10, Exceptional, (62 reviews)
"Overall great location within the island. Walking distance to the beach, shops and restaurants. House was well maintained and had plenty of room for our family. "
United States
Jonathan C.
Island Home with Private Pool, Oversized Front Porch, and Poolside Dining!
9.4 out of 10, Exceptional, (24 reviews)
"Easy walk to the beach and restaurants. Allowed us to check in early since the place was available. "
United States
Nancy E.
The price is €447
includes taxes & fees
14 Jan - 15 Jan
Anna Maria Beach Cottage 110G Updated beach cottage, with pool and beach gear!
9.6 out of 10, Exceptional, (41 reviews)
"Amazing cottage with plenty of amenities and a fantastic location. Just a few minutes walk to the beach, shopping and restaurants. Check-in and check-out were a breeze. The only hiccup was issues with parking. Often the single reserved space below was taken by restaurant clients."
United States
C. S.
Adorable Cottage with Covered Balconies and Private Pool
9.6 out of 10, Exceptional, (20 reviews)
"My fiancé and I stayed at the cottages this past weekend and it was one of most relaxing weekend. Everyone there was so nice and helpful. We can’t wait to book another trip soon!!"
United States
Matthew S.
Anna Maria Beach Cottage 107A Pool, bikes, beach gear, moments from the sand!
8.8 out of 10, Excellent, (8 reviews)
" The place was great, and the location to the beach was wonderful."
United States
Norman N.
The price is €525
includes taxes & fees
14 Jan - 15 Jan
Charming Cottage with modern amenities close to beach w/ pool, beach gear, bikes
9.4 out of 10, Exceptional, (31 reviews)
"Clean, nice open kitchen and living room, nice pool/hot tub and patio space, and great quiet location close to Bean Point! Excellent communication with property management group!"
United States
Rachelle S.
Private Home with Pool and Hot Tub, just 5 Houses to the Water!
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

Everything you need to know about Anna Maria 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 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Anna Maria holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Anna Maria. 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 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 holiday rentals we have selected for you start as low as €846 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Anna Maria rentals

At Expedia, we put the best Anna Maria 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 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 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. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Anna Maria?

Yes, there are holiday rentals close to the most popular sights in Anna Maria, or you can select 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 holiday rentals that Anna Maria has to offer?

Lazy River! Mini Golf! Sleeps 16 Anna Maria Island - Nautical Situation: This highly rated holiday home rental in Anna Maria has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Other favourite homes for rent in Anna Maria are Bayfront Home with Amazing Water Views! Private pool! – Breakaway and Covey Cottage! Walk to Beach, Boutique Shops and City Pier.

How many holiday rentals are there in Anna Maria?

With 498 Expedia holiday rentals, you're guaranteed 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 such as Lido Beach and Tampa Bay.

What are holiday rentals like in Anna Maria?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Anna Maria. Holiday rentals offer amenities such as hot tubs, fire pits and patios so you'll have a home away from home. If you're concerned about cleanliness, a holiday rental can provide a sense of safety away from public hotel lifts and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great choice for a family trip.