Anna Maria Holiday Rentals

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Our top choices for Anna Maria holiday rentals

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 AU$1,377
includes taxes & fees
29 Apr - 30 Apr
The Hideaway - Less than a block from 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, (61 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 AU$868
includes taxes & fees
17 May - 18 May
Anna Maria Island Bungalow with Pool! Across the street from Beach, near Pine Av

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, (104 reviews)
"Love the condo and the location"
United States
Rachelle F.
The price is AU$341
includes taxes & fees
29 Apr - 30 Apr
Updated bayside condo with heated pool - across the street from the beach

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)
"Everything about the property was great, especially the location, which is walking distance away from restaurants and island shops."
United States
Ron H.
The price is AU$435
includes taxes & fees
29 Apr - 30 Apr
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
8.0 out of 10, Very good, (30 reviews)
"Great location, will come back again. Very clean..."
United States
albert V.
The price is AU$380
includes taxes & fees
28 Apr - 29 Apr
Freshly Remodeled Island Suite w/ Pool & Pet Friendly

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, (47 reviews)
"Host was welcoming. We were so close to the beach! It was amazing! The amenities were very nice. Wanda is wonderful."
United States
Gretchen H.
The price is AU$715
includes taxes & fees
27 Apr - 28 Apr
Anna Maria Beach Cottage 110B Updated studio beach cottage, steps to the sand!

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, (38 reviews)
"Loved access to the beaches and restaurants."
United States
Kenneth C.
The price is AU$430
includes taxes & fees
27 Apr - 28 Apr
Freshly Remodeled Island Suite w/ Pool & Pet Friendly

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
10.0 out of 10, Exceptional, (35 reviews)
"Amazing stay! location was perfect, the unit was clean and the host was so kind/accommodating!"
United States
Kyle K.
The price is AU$735
includes taxes & fees
27 Apr - 28 Apr
Anna Maria Updated Studio moments from the sand w/ Pool, Beach Gear & Bikes

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)
"We had such an amazing stay. The place was beautiful and clean, staff was so friendly, and the most amazing location. Steps from the beach! "
United States
Cara E.
The price is AU$798
includes taxes & fees
30 Apr - 1 May
Anna Maria Beach Cottage 110G Updated beach cottage, with pool and beach gear!

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, (26 reviews)
"We really enjoyed our stay here. It was a perfect spot to enjoy the pool or the ocean. Just a quick walk down to the beach. They had all the beach equipment you could need. That also was a highlight because we didn’t have to pack much. Plenty of places to eat nearby also just a short walk away. The best part was the staff made sure the kids had an eventful Easter morning. They put out hundreds of eggs in the middle of the night and when our kids woke up they were so...
United States
jacob
The price is AU$758
includes taxes & fees
5 May - 6 May
Charming beach cottage close to the beach with Pool, Bikes, Beach gear and Grill

Cute Cottage Near Beach and Shops

Cute Cottage Near Beach and Shops
Anna Maria
10.0 out of 10, Exceptional, (9 reviews)
"Clean cozy house"
United States
Dale
The price is AU$825
includes taxes & fees
19 May - 20 May
Cute Cottage Near Beach and Shops

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
9.0 out of 10, Wonderful, (11 reviews)
" The place was great, and the location to the beach was wonderful."
United States
Norman N.
The price is AU$909
includes taxes & fees
28 Apr - 29 Apr
Charming Cottage with modern amenities close to beach w/ pool, beach gear, bikes

Remodeled Duplex with Heated Pool, 2 Blocks to the Beach!

Remodeled Duplex with Heated Pool, 2 Blocks to the Beach!
Anna Maria
9.4 out of 10, Exceptional, (26 reviews)
"Great location. Cute pool. Very clean house."
United States
Angela B.
The price is AU$948
includes taxes & fees
6 May - 7 May
Remodeled Duplex with Heated Pool, 2 Blocks to the Beach!

Anna Maria Beach Cottage 107A Pool, bikes, beach gear, moments from the sand!

Anna Maria Beach Cottage 107A Pool, bikes, beach gear, moments from the sand!
Anna Maria
9.6 out of 10, Exceptional, (26 reviews)
"Great location and perfect size for two of us! Just steps to the beach and nice having the chairs and bikes available to use!"
United States
Marianne L.
The price is AU$752
includes taxes & fees
27 Apr - 28 Apr
Anna Maria Beach Cottage 107A Pool, bikes, beach gear, moments from 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, (44 reviews)
"very nice, clean, comfortable"
United States
Andrew
The price is AU$732
includes taxes & fees
3 May - 4 May
Anna Maria Beach Cottage 109G Old-Florida beach cottage,moments from the sand!

Adorable Updated Cottage steps to the beach with pool, beach gear, bikes & grill

Adorable Updated Cottage steps to the beach with pool, beach gear, bikes & grill
Anna Maria
9.8 out of 10, Exceptional, (17 reviews)
"Really nice cottages, and mgt on-site and super responsive and helpful!"
United States
Jerry A.
The price is AU$1,048
includes taxes & fees
7 May - 8 May
Adorable Updated Cottage steps to the beach with pool, beach gear, bikes & grill

Feelin' Salty-Pool Modern Beach House w/Pool/Spa

Feelin' Salty-Pool Modern Beach House w/Pool/Spa
Anna Maria
10.0 out of 10, Exceptional, (5 reviews)
"Great pool and short walk to bay and beach!"
United States
Eric S.
The price is AU$1,166
includes taxes & fees
26 Apr - 27 Apr
Feelin' Salty-Pool Modern Beach House w/Pool/Spa

Beach Don't Kill My Vibe by Beach Boutique Rentals

Beach Don't Kill My Vibe by Beach Boutique Rentals
Anna Maria
10.0 out of 10, Exceptional, (18 reviews)
"Location was absolutely perfect. Place was clean. The amenities were just enough for our short stay. "
United States
David W.
The price is AU$765
includes taxes & fees
28 Apr - 29 Apr
Beach Don't Kill My Vibe by Beach Boutique Rentals

Beautiful Guest House Near the Beach with Private Pool!

Beautiful Guest House Near the Beach with Private Pool!
Anna Maria
8.8 out of 10, Excellent, (36 reviews)
"Everything was fantastic!"
United States
Kevin O.
Beautiful Guest House Near the Beach with Private Pool!

Sassy Seagull -Classic beach cottage, moments from the sand, beautiful pool!

Sassy Seagull -Classic beach cottage, moments from the sand, beautiful pool!
Anna Maria
10.0 out of 10, Exceptional, (26 reviews)
"Great property!"
United States
Jessica S.
Sassy Seagull -Classic beach cottage, moments from the sand, beautiful pool!
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, 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 favourite 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 depend 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 AU$341 per night. Entering your travel dates in the search wizard might find you 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?

Adorable Cottage ONLY STEPS to Anna Maria Beach, No Roads to Cross! FREE WiFi & Trolley: This highly rated holiday home rental in Anna Maria is located near the beach, and has a patio, a BBQ and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. Other favourite homes for rent in Anna Maria are CHARMING COTTAGE W/HEATED POOL, Close to Gulf & Bay Beach, FREE WiFi/Trolley, Dog*(See Note) Friendly! and Lovely island home - 1 block to Pine Street, 2 dogs OK.

How many holiday rentals are there in Anna Maria?

With 581 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.