Holiday Rentals in Anna Maria Island

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Holiday Rentals in Anna Maria Island

Garden
Pelican Post at Anna Maria Island Inn
3.0 star property
9.2 out of 10, Wonderful, (181)
"Loved the location by shopping and eating. Great place to stay. Would stay again at this place."
The price is €406
includes taxes & fees
8 May - 9 May
Pelican Post at Anna Maria Island Inn
Exterior
Haley's at The Anna Maria Island Inn
3.0 star property
8.6 out of 10, Excellent, (340)
"Staff great, room clean, affordable and a good location "
The price is €344
includes taxes & fees
8 May - 9 May
Haley's at The Anna Maria Island Inn
On the beach, white sand, beach towels
Anna Maria Beach Resort
3.5 star property
9.4 out of 10, Exceptional, (149)
"We stayed at the resorts for 3 nights and the view was wonderful, I will definitely stay again."
The price is €649
includes taxes & fees
22 May - 23 May
Anna Maria Beach Resort
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A heated pool
Perfectly Located Home with Pool and Spa
9.8 out of 10, Exceptional, (18)
"Loved it!"
The price is €1,768
includes taxes & fees
23 May - 24 May
Perfectly Located Home with Pool and Spa
Outdoor pool, pool umbrellas, pool loungers
Queen's Gate Resort
2.5 star property
9.0 out of 10, Wonderful, (372)
"Very nice hosts and convenient to beach."
Queen's Gate Resort
Exterior
The Sailor Park
3.0 star property
3.0 out of 10, (8)
"Definitely would do it again! It was different! You have to be willing to try something different in order to like it. Being out in the bay at night has a peace to it!"
The price is €179
includes taxes & fees
2 May - 3 May
The Sailor Park
Private beach nearby, sun-loungers, beach towels
Tradewinds Beach Resort
2.5 star property
9.2 out of 10, Wonderful, (351)
"Only good things to say about the Tradewinds. We have stayed at the Tortuga twice and loved it. Tradewinds was equally as awesome. Loved the pool location, communication was great by staff. "
Tradewinds Beach Resort
Exterior
Beachfront Paradise w/ Totally PRIVATE BEACH ON THE WATERFRONT , Bring your dog
9.6 out of 10, Exceptional, (156)
"Stunning location with plenty of space. We truly enjoyed our time."
The price is €790
includes taxes & fees
9 May - 10 May
Beachfront Paradise w/ Totally PRIVATE BEACH ON THE WATERFRONT , Bring your dog
Sun-loungers, beach towels
Anna Maria Sunsets - studio
9.4 out of 10, Exceptional, (181)
"Clean and quiet relaxing atmosphere."
The price is €254
includes taxes & fees
5 May - 6 May
Anna Maria Sunsets - studio
Beach
Anna Maria Beach Condo 1/1
10.0 out of 10, Exceptional, (172)
"Condo is perfect for a couple. We had a wonderful time. Easy walk to several restaurants and shops on Bridge Street. Beach right across the street and enjoyed the pool."
The price is €303
includes taxes & fees
13 May - 14 May
Anna Maria Beach Condo 1/1
On the beach, sun-loungers, beach towels
Completely remodeled beach front condo with full ocean views, steps to the water
9.8 out of 10, Exceptional, (189)
"This condo is well equipped and located directly on the gulf. It has beautiful views with dolphins swimming by throughout the day. We would definitely book again for another time."
The price is €624
includes taxes & fees
2 May - 3 May
Completely remodeled beach front condo with full ocean views, steps to the water
View from property
The Pink House Unit B: A Cozy Retreat Steps from the Beach
9.8 out of 10, Exceptional, (64)
"Right on the main st so easy access to beach, trolley or walk to restaurants! Cute shabby chic decor. Accommodations are simple but adequate!"
The Pink House Unit B: A Cozy Retreat Steps from the Beach
Beach nearby, sun-loungers, beach towels
Charming cottage in quiet area, close to beach & bay.
10.0 out of 10, Exceptional, (229)
"It was beautiful decorated & clean"
Charming cottage in quiet area, close to beach & bay.
Beach nearby, sun-loungers, beach towels
Beachy Boathouse Cottage, 2 BR,1BA, Private Pool, Steps to Beach and Bay
9.8 out of 10, Exceptional, (62)
"Great Property, Perfect location! Pool and backyard are one of the nicest we’ve encountered on AMI. Walkable to every thing. Bean Point access at the end of the street. Rod & Reel Pier is very close by. Extremely well stocked. It could use a few extra bath towels (only 4 provided for 4 people). Would definitely stay again."
Beachy Boathouse Cottage, 2 BR,1BA, Private Pool, Steps to Beach and Bay
Beach nearby, sun-loungers, beach towels
Cozy couples hideaway! 5-min walk to beautiful white sand beach at Bean Point.
10.0 out of 10, Exceptional, (139)
"Great place & location - 5 minute walk to beach, quiet & well equipped. Can’t wait to come back! "
Cozy couples hideaway! 5-min walk to beautiful white sand beach at Bean Point.
Beach nearby, sun-loungers, beach towels
Pool 10 feet away, Beach Views + Toys, duplex, SUP+Kayak+Firepit+Crows Nest
9.8 out of 10, Exceptional, (174)
"We were pleasantly surprised when we pulled up to house. The cleaning crew was finishing up and we asked if we could sit poolside. Yes! We used the restroom and hung outside while they finished. Our groceries got delivered and we settled in for wonderful week! Our upstairs neighbors were wonderful and sharing the pool and back yard was easy. Would love to come back!!!"
Pool 10 feet away, Beach Views + Toys, duplex, SUP+Kayak+Firepit+Crows Nest
Outdoor pool, pool umbrellas, pool loungers
Palm Tree Villas
3.0 star property
9.2 out of 10, Wonderful, (157)
"Our studio villa was perfect for our stay. Very clean, loved the outdoor patio! Pool is heated, nice and relaxing. Having a beach wagon with umbrella and chairs was an added bonus. The villas location is excellent. short walk to the beach, restaurants and stores very close by."
The price is €393
includes taxes & fees
5 May - 6 May
Palm Tree Villas
Property grounds
Anna Maria Sunsets - studio
9.2 out of 10, Wonderful, (170)
"Loved our stay! Cozy room with spacious bathroom and two shower heads which we loved. The building pool was also great with clean and warm water, perfect for after the beach. The beach was a small walk away right across the street from the room and lovely as always. The complementary beach chairs and umbrellas are a very nice plus. Restaurants and shops are walking distance and very convenient if you don't want to drive. Our stay was short but lovely, relaxing and refreshing. Hoping to stay a...
The price is €213
includes taxes & fees
9 May - 10 May
Anna Maria Sunsets - studio
Beach nearby, sun-loungers, beach towels
Gulf & Sunset Views!!! 1BR Apt. B is a Centrally Located, walk to all location
9.8 out of 10, Exceptional, (129)
"This clean and well appointed unit was perfect for our stay! It had everything we needed including beach chairs, umbrella and plenty of towels. The location was ideal for a beach vacation as it was across the street from a gorgeous beach and walking distance to many restaurants, bars and shops. Mike was very accessible and always helpful."
The price is €321
includes taxes & fees
2 May - 3 May
Gulf & Sunset Views!!! 1BR Apt. B is a Centrally Located, walk to all location
Beach nearby, sun-loungers, beach towels
AMI’s Largest Rental, 4 kitchens, Spa, Heated Pool, Tiki Bar, Rooftop Deck.
10.0 out of 10, Exceptional, (36)
"Great location close to beach and stores, our group of teenagers enjoyed having their own space and everyone loved the pool. The space is huge, having different kitchens worked out well and everything was clean and well appointed. Highly recommend."
AMI’s Largest Rental, 4 kitchens, Spa, Heated Pool, Tiki Bar, Rooftop Deck.
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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.

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

Private beach nearby, beach umbrellas, beach towels, beach massages
Silver Surf Gulf Beach Resort
3.0 star property
9.4 out of 10, Exceptional, (1000)
"Friendly staff,clean and maintained. They could improve on the breakfast."
The price is €237
includes taxes & fees
13 May - 14 May
Silver Surf Gulf Beach Resort
A heated pool
Perfectly Located Home with Pool and Spa
9.8 out of 10, Exceptional, (18)
"Loved it!"
The price is €1,768
includes taxes & fees
23 May - 24 May
Perfectly Located Home with Pool and Spa
On the beach, white sand, sun-loungers, beach umbrellas
Bali Hai Beachfront Resort and Spa
3.5 star property
8.6 out of 10, Excellent, (440)
"Beautiful - would love to come back when the gulf view rooms are updated. Staff friendly and accommodating. Highly reccomend Fun and More for golf carts. Best prices on AMI. "
The price is €427
includes taxes & fees
13 May - 14 May
Bali Hai Beachfront Resort and Spa
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.

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 €152 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. 

Recent reviews of Anna Maria Island properties
Expedia verified reviews

Tortuga Inn Beach Resort

Tortuga Inn Beach Resort

5/5 Excellent
"We had a class reunion destination gathering. The facility was just what we were looking for in a venue. Very pleased."
A verified traveller from LAKEWOOD stayed at Tortuga Inn Beach Resort
Posted 1 day ago
Tortuga Inn Beach Resort