Anna Maria Island Vacation Rentals

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Vacation Rentals in Anna Maria Island

Pelican Post at Anna Maria Island Inn
Garden
Pelican Post at Anna Maria Island Inn
3.0 star property
9.2 out of 10, Wonderful, (227)
"This is a cute little property. If you can get past the check in situation, you will like the little place. The pool is nice. The rooms are nice. I would recommend they put a small table in the room place to sit up on the couch. The shower Handle in the pool area was broken off which needed to be repaired. We were allowed to check in early but had to make two trips to the main office which is located about 2 miles away for them to give us the code. Be sure you list a credit card Number for...
The price is $265
includes taxes & fees
$237 per night
Aug 4 - Aug 5
Pelican Post at Anna Maria Island Inn
Luxury home with Pool, Putting Green, Beach Bikes!
A heated pool
Luxury home with Pool, Putting Green, Beach Bikes!
9.6 out of 10, Exceptional, (23)
"The house was in very poor condition in our opinion. I know a lot of people’s opinion varies but to us, luxury doesn’t equal torn up walls with dings, dents, missing paint, scuffs… master bedroom shower door made a terrible sound every time you opened and closed it, hallway bathroom’s shower handle was holding on by a thread and incredibly loose. Floor grout was supposed to be a light color in the hallway bathroom but was black from dirt. Dishwasher made a horrible sound and the door on it was...
The price is $1,444
includes taxes & fees
$1,307 per night
Aug 23 - Aug 24
Luxury home with Pool, Putting Green, Beach Bikes!
Anna Maria Beach Resort
On the beach, white sand, beach towels
Anna Maria Beach Resort
3.5 star property
9.4 out of 10, Exceptional, (167)
"Hotel was very good. Great location; not far to walk to many bars/restaurants/shops. Check in was very easy and James was a peach! Room excellent decor and beds exceptionally comfortable. Would recommend."
The price is $463
includes taxes & fees
$414 per night
Jul 29 - Jul 30
Anna Maria Beach Resort
Haley's at The Anna Maria Island Inn
Beach nearby, white sand, sun loungers, beach towels
Haley's at The Anna Maria Island Inn
3.0 star property
8.6 out of 10, Excellent, (360)
"Close to the beach, very quiet, free parking, affordable. "
The price is $206
includes taxes & fees
$184 per night
Aug 4 - Aug 5
Haley's at The Anna Maria Island Inn
Queen's Gate Resort
Outdoor pool, pool umbrellas, sun loungers
Queen's Gate Resort
2.5 star property
9.0 out of 10, Wonderful, (398)
"It is very quiet; it's a small cozy place and the perfect getaway. The management and staff are outstanding and very attentive to their guests. It is in a. very safe area, and laundry is on premises."
Queen's Gate Resort
Seabreeze at Anna Maria Island Inn
View from property
Seabreeze at Anna Maria Island Inn
3.0 star property
8.4 out of 10, Very Good, (302)
"Ok place. Needs better AC. Window unit and floor unit doesn’t keep it very cool at all. "
The price is $295
includes taxes & fees
$263 per night
Jul 28 - Jul 29
Seabreeze at Anna Maria Island Inn
Anna Maria Sunsets - studio
Sun loungers, beach towels
Anna Maria Sunsets - studio
9.4 out of 10, Exceptional, (190)
"Very easy check in - was clean and adorable- wished the AC was colder but we had a great stay."
The price is $243
includes taxes & fees
$220 per night
Aug 25 - Aug 26
Anna Maria Sunsets - studio
Anna Maria Guest House 401- 3 bedrooms in the middle of everything
Property grounds
Anna Maria Guest House 401- 3 bedrooms in the middle of everything
10.0 out of 10, Exceptional, (12)
"This house was beautiful. Loved AMI! The location was great, could walk to the beach and restaurants. Ill definitely be back and stay at this property again."
Anna Maria Guest House 401- 3 bedrooms in the middle of everything
The Sailor Park
Exterior
The Sailor Park
3.0 star property
3.2 out of 10, (19)
"This was a very welcome get away. Absolutely beautiful views. The owner is great. I definitely will come back. "
The price is $378
includes taxes & fees
$338 per night
Jul 28 - Jul 29
The Sailor Park
The Pink House Unit B: A Cozy Retreat Steps from the Beach
View from property
The Pink House Unit B: A Cozy Retreat Steps from the Beach
10.0 out of 10, Exceptional, (73)
"Excellent location, steps away from the beach! We loved this easy spot. Clean & accomodating. We will be back!"
The Pink House Unit B: A Cozy Retreat Steps from the Beach
SunKissed Cottage - beachfront north end AMI
Fridge, microwave, oven, stovetop
SunKissed Cottage - beachfront north end AMI
10.0 out of 10, Exceptional, (25)
"Beautiful property we absolutely loved our stay! Everything was perfect and comfortable, great location and so kid friendly."
SunKissed Cottage - beachfront north end AMI
Tradewinds Beach Resort
Private beach nearby, sun loungers, beach towels
Tradewinds Beach Resort
2.5 star property
9.2 out of 10, Wonderful, (359)
"It makes you feel like you don’t want to leave "
Tradewinds Beach Resort
Anna Maria Beach Condo 1/1
Beach
Anna Maria Beach Condo 1/1
9.8 out of 10, Exceptional, (185)
"Having never been to AMI, my adult daughter and I, who just wanted a quick beach getaway, didn’t quite know what to expect. What we found was old Florida at its finest. Gorgeous beaches filled with families and no high rise condos or hotels in sight. Staying at Will’s place at the Tortuga Inn was absolutely perfect, situated across the street from the beach with lounge chairs for the condo’s guests. We were very thankful to Will for the extras available for our use - the umbrella, beach towels &...
The price is $397
includes taxes & fees
$359 per night
Aug 12 - Aug 13
Anna Maria Beach Condo 1/1
Anna Maria Sunsets - studio
Property grounds
Anna Maria Sunsets - studio
9.2 out of 10, Wonderful, (179)
"Great little place except for the so called Kitchen with no plates or silverware. Loved the location and beach area. Condo complex was very nice."
The price is $255
includes taxes & fees
$231 per night
Aug 5 - Aug 6
Anna Maria Sunsets - studio
Charming cottage in quiet area, close to beach & bay.
Beach nearby, sun loungers, beach towels
Charming cottage in quiet area, close to beach & bay.
9.8 out of 10, Exceptional, (245)
"Loved our stay!!"
Charming cottage in quiet area, close to beach & bay.
Northend Anna Maria Island. Private Heated Pool
Beach nearby
Northend Anna Maria Island. Private Heated Pool
8.8 out of 10, Excellent, (25)
"Great place to stay. Management was awesome."
Northend Anna Maria Island. Private Heated Pool
Beachfront Paradise w/ Totally PRIVATE BEACH ON THE WATERFRONT , Bring your dog
Exterior
Beachfront Paradise w/ Totally PRIVATE BEACH ON THE WATERFRONT , Bring your dog
9.6 out of 10, Exceptional, (160)
"Everything I wanted for a vacay! Nice views nice home and everything we need was there!"
The price is $883
includes taxes & fees
$799 per night
Jul 29 - Jul 30
Beachfront Paradise w/ Totally PRIVATE BEACH ON THE WATERFRONT , Bring your dog
Sandy Cheeks: Ground-level home with plunge pool. Close to pier, park, & Bay!
Aerial view
Sandy Cheeks: Ground-level home with plunge pool. Close to pier, park, & Bay!
9.4 out of 10, Exceptional, (9)
"House is just as pictured, beautiful and great location. Pool is small but perfect size for a few people to cool off in. Walking distance from the bay side and rod and reel pier. Highly recommend staying here!"
Sandy Cheeks: Ground-level home with plunge pool. Close to pier, park, & Bay!
Vacay in luxury! So close to the beach!
Beach nearby
Vacay in luxury! So close to the beach!
9.6 out of 10, Exceptional, (50)
"This Unit is really good for a short stay !"
The price is $430
includes taxes & fees
$389 per night
Jul 28 - Jul 29
Vacay in luxury! So close to the beach!
Near Bean Point!! Short stays available! Heated Pool
Fridge, microwave, oven, stovetop
Near Bean Point!! Short stays available! Heated Pool
9.4 out of 10, Exceptional, (33)
"Property was very comfortable and clean - we enjoyed our stay even thought the pool was closed for resurfacing they gave us access to a beach resort with a pool - a great compromise. Had some electrical issues that were corrected very quickly at no inconvenience to us."
Near Bean Point!! Short stays available! Heated Pool
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See all available properties in Anna Maria Island
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

Silver Surf Gulf Beach Resort
Private beach nearby, beach umbrellas, beach towels, beach massages
Silver Surf Gulf Beach Resort
3.0 star property
9.4 out of 10, Exceptional, (1007)
"This was our fourth year coming to the island and Silver Surf was our favorite. Right across the street from the beach. Towels, chairs and large umbrellas are provided. The pool is large and can accommodate a lot of people. Rooms are clean and have everything you’d need. We opted for two rooms with the kitchenette, they have a bit more space. Nice continental breakfast in the morning and the location is walkable to several places to eat and have a drink. 5 stars for sure!"
The price is $256
includes taxes & fees
$228 per night
Aug 12 - Aug 13
Silver Surf Gulf Beach Resort
Bali Hai Beachfront Resort 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, (475)
"It was a great place to stay. The pull out couch wasn’t exactly comfortable but it was to be expected. Our room did have a decent sized fridge with freezer. I wouldn’t say quite full size but pretty close so there was plenty of space to store any food or beverages we wanted and they provided dishes and silverware. We only had a microwave but there are plenty of meals that can be made that way that there wasn’t an issue. The staff were attentive and prompt with any needs we had. I asked for a...
The price is $342
includes taxes & fees
$305 per night
Aug 25 - Aug 26
Bali Hai Beachfront Resort and Spa
Pelican Post at Anna Maria Island Inn
Garden
Pelican Post at Anna Maria Island Inn
3.0 star property
9.2 out of 10, Wonderful, (227)
"This is a cute little property. If you can get past the check in situation, you will like the little place. The pool is nice. The rooms are nice. I would recommend they put a small table in the room place to sit up on the couch. The shower Handle in the pool area was broken off which needed to be repaired. We were allowed to check in early but had to make two trips to the main office which is located about 2 miles away for them to give us the code. Be sure you list a credit card Number for...
The price is $265
includes taxes & fees
$237 per night
Aug 4 - Aug 5
Pelican Post at Anna Maria Island Inn
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 vacation rentals

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

Anna Maria Island vacation 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 low season months. For more hustle and bustle, you may prefer to visit Anna Maria Island in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $206 per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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 vacation 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 vacation.

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
"Our first stay at this location. Our daughter had stayed there before years ago.We got a large 2 bdrm suite room for 6 people, 2 full bathrooms with double shower heads in the showers.Nice screened patio. very quiet. Partial water view. Very nice."
A verified traveler stayed at Tortuga Inn Beach Resort
Posted 1 day ago
Tortuga Inn Beach Resort