An aerial view of a coastal town with a long pier extending into turquoise waters.

Anna Maria Island Vacation Rentals

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Our top choices for Anna Maria Island vacation rentals

1. Seabreeze at Anna Maria Island Inn

Seabreeze at Anna Maria Island Inn
3.0 star property
Bradenton Beach
8.8 out of 10, Excellent, (148 reviews)
"Beautiful place"
United States
Danay
The price is CA $233
CA $295 total
includes taxes & fees
Nov 18 - Nov 19
Seabreeze at Anna Maria Island Inn

2. Pelican Post at Anna Maria Island Inn

Pelican Post at Anna Maria Island Inn
3.5 star property
Bradenton Beach
9.2 out of 10, Wonderful, (478 reviews)
"Great location and walking distance to the beach"
United States
Francesca
The price is CA $188
CA $238 total
includes taxes & fees
Nov 18 - Nov 19
Pelican Post at Anna Maria Island Inn

3. Palm Tree Villas

Palm Tree Villas
3.0 star property
Holmes Beach
9.2 out of 10, Wonderful, (174 reviews)
"It was just a beautiful stay and love to come back next year!!"
United States
Allison
The price is CA $136
CA $843 total
includes taxes & fees
Nov 2 - Nov 3
Palm Tree Villas

4. 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, (490 reviews)
"perfect"
United States
Danielle
The price is CA $234
CA $296 total
includes taxes & fees
Nov 18 - Nov 19
Haley's at The Anna Maria Island Inn

5. Bridgewalk Resort

Bridgewalk Resort
3.5 star property
Bridge Street
9.4 out of 10, Exceptional, (841 reviews)
"I loved this hotel"
United States
Raisare
The price is CA $335
CA $419 total
includes taxes & fees
Oct 25 - Oct 26
Bridgewalk Resort

6. Anna Maria Sunsets - studio

Anna Maria Sunsets - studio
Bradenton Beach
9.2 out of 10, Wonderful, (289 reviews)
"We had a wonderful stay! The place was clean, comfortable, and exactly as described. The location was great, and everything we needed was available. The host was friendly, responsive, and made the whole experience easy and enjoyable. We would definitely stay here again and highly recommend it! ⭐️⭐️⭐️⭐️⭐️"
United States
Elizabeth
The price is CA $197
CA $413 total
includes taxes & fees
Oct 19 - Oct 20
Anna Maria Sunsets - studio

7. Anna Maria Beach Cottage 110G Updated cottage, with pool, bikes and beach gear!

Anna Maria Beach Cottage 110G Updated cottage, with pool, bikes and beach gear!
Anna Maria
9.6 out of 10, Exceptional, (32 reviews)
"Great little cottage"
United States
Kathy R.
The price is CA $295
CA $782 total
includes taxes & fees
Oct 22 - Oct 23
Anna Maria Beach Cottage 110G Updated cottage, with pool, bikes and beach gear!

8. Island Life #7 Beach Club AMI RVA

Island Life #7 Beach Club AMI RVA
Bradenton Beach
9.0 out of 10, Wonderful, (92 reviews)
"Love the proximity to the beach. Pool and hot tub are great"
United States
Kimberly H.
The price is CA $218
CA $477 total
includes taxes & fees
Oct 20 - Oct 21
Island Life #7 Beach Club AMI RVA

9. Anna Maria Beach Condo 1/1

Anna Maria Beach Condo 1/1
Bradenton Beach
9.8 out of 10, Exceptional, (237 reviews)
"Great place to stay!"
United States
Donna B.
The price is CA $204
CA $512 total
includes taxes & fees
Oct 19 - Oct 20
Anna Maria Beach Condo 1/1

10. Anna Maria Sunsets - studio

Anna Maria Sunsets - studio
Bradenton Beach
9.0 out of 10, Wonderful, (273 reviews)
"Loved our stay!"
United States
Vincent
The price is CA $191
CA $405 total
includes taxes & fees
Oct 19 - Oct 20
Anna Maria Sunsets - studio

11. Cozy 1-bedroom condo with AC in Bradenton Beach

Cozy 1-bedroom condo with AC in Bradenton Beach
Bradenton Beach
9.4 out of 10, Exceptional, (45 reviews)
"Enjoyed the proximity to beach access, free trolley, and restaurants. "
United States
DanRoxy R.
The price is CA $191
CA $441 total
includes taxes & fees
Oct 19 - Oct 20
Cozy 1-bedroom condo with AC in Bradenton Beach

12. Sugary Sands 1 Bed Condo and One Block to Beach!

Sugary Sands 1 Bed Condo and One Block to Beach!
Bradenton Beach
9.4 out of 10, Exceptional, (26 reviews)
"Very pleasant stay. Short walk to beach and we had access to wagon and beach chairs. Location is great, very close to Bridge St. and many restaurants.Property manager had emailed all necessary information for condo. We enjoyed our stay at Sugary Sands!"
United States
Christine S.
The price is CA $239
CA $813 total
includes taxes & fees
Oct 31 - Nov 1
Sugary Sands 1 Bed Condo and One Block to Beach!

13. 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, (43 reviews)
"Loved the easy access to the beach and the fact that the property had beach supplies available for you to use. We had great service when needed and will definitely visit again !"
United States
Meagan
The price is CA $282
CA $746 total
includes taxes & fees
Oct 20 - Oct 21
Anna Maria Updated Studio moments from the sand w/ Pool, Beach Gear & Bikes

14. Sun, Sand & Style #6 Beach Club AMI RVA

Sun, Sand & Style #6 Beach Club AMI RVA
Bradenton Beach
9.4 out of 10, Exceptional, (96 reviews)
"Nice condo and great location! Perfect for 2 people. The front desk people are super nice and very helpful."
United States
Joretta B.
The price is CA $245
CA $514 total
includes taxes & fees
Oct 20 - Oct 21
Sun, Sand & Style #6 Beach Club AMI RVA

15. 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, (107 reviews)
"It is a very nice little unit. Recently renovated and comfortable. We had some problems with the front door lock that they are aware of, so it took a bit of time to initially enter the property. If the upper floor is occupied, it is a bit noisy from the activity overhead. The location is very good for walking to restaurants and shops. The Waterfront Restaurant is excellent!"
United States
Rick C.
The price is CA $182
CA $634 total
includes taxes & fees
Oct 19 - Oct 20
Updated bayside condo with heated pool - across the street from the beach

16. Anna Maria Beach Condo 1/1

Anna Maria Beach Condo 1/1
Bradenton Beach
9.8 out of 10, Exceptional, (269 reviews)
"Great location right by the beach"
United States
enrique
The price is CA $204
CA $512 total
includes taxes & fees
Oct 19 - Oct 20
Anna Maria Beach Condo 1/1

17. Stylish bayside condo with WiFi & pool - close to the beach & restaurants

Stylish bayside condo with WiFi & pool - close to the beach & restaurants
Anna Maria
9.6 out of 10, Exceptional, (109 reviews)
"Location is the main perk. Did not use the kitchen, but seemed adequate"
United States
Anna L.
The price is CA $182
CA $634 total
includes taxes & fees
Oct 25 - Oct 26
Stylish bayside condo with WiFi & pool - close to the beach & restaurants

18. The Pelican's Perch, a Beachfront studio condo w/ balcony

The Pelican's Perch, a Beachfront studio condo w/ balcony
Bradenton Beach
10.0 out of 10, Exceptional, (8 reviews)
"Host was awesome and the location was perfect."
United States
Diane S.
The price is CA $346
CA $666 total
includes taxes & fees
Oct 28 - Oct 29
The Pelican's Perch, a Beachfront studio condo w/ balcony

19. Club Bamboo South unit 122, Anna Maria Island - Gulf Front Studio, ocean view, maximum occupancy of 3 people.

Club Bamboo South unit 122, Anna Maria Island - Gulf Front Studio, ocean view, maximum occupancy of 3 people.
Bradenton Beach
9.4 out of 10, Exceptional, (88 reviews)
"My family and I enjoyed our stay very much. Can’t beat the location, all rooms by the pool and super close to the beach. I will recommend to my family and friends. Great experience!"
United States
Nancy
The price is CA $264
CA $858 total
includes taxes & fees
Oct 21 - Oct 22
Club Bamboo South unit 122, Anna Maria Island - Gulf Front Studio, ocean view, maximum occupancy of 3 people.

20. Fabulous 1-bedroom condo with AC in Bradenton Beach

Fabulous 1-bedroom condo with AC in Bradenton Beach
Bradenton Beach
9.0 out of 10, Wonderful, (39 reviews)
"Everything about my stay was great! Will definitely be back!"
United States
Darian
The price is CA $223
CA $454 total
includes taxes & fees
Oct 19 - Oct 20
Fabulous 1-bedroom condo with AC in Bradenton Beach
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Anna Maria Island. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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