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

Anna Maria Island Holiday Rentals

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Our top choices for Anna Maria Island holiday 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, (135 reviews)
"Right on beach, in a good area. Comfy beds, would stay here again"
United States
Katelyn
The price is NZ$467
includes taxes & fees
28 Sept - 29 Sept
Seabreeze at Anna Maria Island Inn

2. 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, (483 reviews)
"property by the beach should have chairs and umbrellas availabel for the guests"
United States
Angel
The price is NZ$401
includes taxes & fees
30 Sept - 1 Oct
Haley's at The Anna Maria Island Inn

3. 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, (470 reviews)
"Great place to stay,"
United States
Wilson
The price is NZ$384
includes taxes & fees
30 Sept - 1 Oct
Pelican Post at Anna Maria Island Inn

4. 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 NZ$981
includes taxes & fees
1 Oct - 2 Oct
Palm Tree Villas

5. Anna Maria Sunsets - studio

Anna Maria Sunsets - studio
Bradenton Beach
9.2 out of 10, Wonderful, (286 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 NZ$511
includes taxes & fees
29 Sept - 30 Sept
Anna Maria Sunsets - studio

6. Bridgewalk Resort

Bridgewalk Resort
3.5 star property
Bridge Street
9.4 out of 10, Exceptional, (832 reviews)
"I loved this hotel"
United States
Raisare
The price is NZ$627
includes taxes & fees
28 Sept - 29 Sept
Bridgewalk Resort

7. 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, (42 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 NZ$827
includes taxes & fees
30 Sept - 1 Oct
Anna Maria Updated Studio moments from the sand w/ Pool, Beach Gear & Bikes

8. Island Life #7 Beach Club AMI RVA

Island Life #7 Beach Club AMI RVA
Bradenton Beach
9.0 out of 10, Wonderful, (91 reviews)
"Love the proximity to the beach. Pool and hot tub are great"
United States
Kimberly H.
The price is NZ$554
includes taxes & fees
28 Sept - 29 Sept
Island Life #7 Beach Club AMI RVA

9. 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, (57 reviews)
"Great stay. "
United States
courtneyharned
The price is NZ$803
includes taxes & fees
30 Sept - 1 Oct
Anna Maria Beach Cottage 110B Updated studio beach cottage, steps to the sand!

10. 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, (44 reviews)
"Enjoyed the proximity to beach access, free trolley, and restaurants. "
United States
DanRoxy R.
The price is NZ$555
includes taxes & fees
29 Sept - 30 Sept
Cozy 1-bedroom condo with AC in Bradenton Beach

11. Anna Maria Sunsets - studio

Anna Maria Sunsets - studio
Bradenton Beach
9.0 out of 10, Wonderful, (270 reviews)
"Loved our stay!"
United States
Vincent
The price is NZ$502
includes taxes & fees
28 Sept - 29 Sept
Anna Maria Sunsets - studio

12. Resort Style Leisure Beach Club #12 on AMI by RVA

Resort Style Leisure Beach Club #12 on AMI by RVA
Bradenton Beach
9.4 out of 10, Exceptional, (143 reviews)
"The room was very clean, the staff was incredibly friendly, the beach view was beautiful, and the overall experience was amazing!"
United States
Michelly
The price is NZ$562
includes taxes & fees
28 Sept - 29 Sept
Resort Style Leisure Beach Club #12 on AMI by RVA

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

Fabulous 1-bedroom condo with AC in Bradenton Beach
Bradenton Beach
9.2 out of 10, Wonderful, (35 reviews)
"Directly across the Street from Beautiful Braden Beach!"
United States
Ron
The price is NZ$512
includes taxes & fees
28 Sept - 29 Sept
Fabulous 1-bedroom condo with AC in Bradenton Beach

14. Anna Maria Beach Condo 1/1

Anna Maria Beach Condo 1/1
Bradenton Beach
9.8 out of 10, Exceptional, (233 reviews)
"Great place to stay!"
United States
Donna B.
The price is NZ$752
includes taxes & fees
28 Sept - 29 Sept
Anna Maria Beach Condo 1/1

15. Beachfront Bliss – Anna Maria Island #11 RVA

Beachfront Bliss – Anna Maria Island #11 RVA
Bradenton Beach
9.6 out of 10, Exceptional, (126 reviews)
"Everything is very clean and organized, nice lady on the check in process I will definitely come back"
United States
Raisa
The price is NZ$610
includes taxes & fees
28 Sept - 29 Sept
Beachfront Bliss – Anna Maria Island #11 RVA

16. 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 NZ$619
includes taxes & fees
28 Sept - 29 Sept
Sun, Sand & Style #6 Beach Club AMI RVA

17. 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, (87 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 NZ$1,037
includes taxes & fees
19 Oct - 20 Oct
Club Bamboo South unit 122, Anna Maria Island - Gulf Front Studio, ocean view, maximum occupancy of 3 people.

18. Sunny Days Warm Nights – Beach Club AMI 9 by RVA

Sunny Days Warm Nights – Beach Club AMI 9 by RVA
Bradenton Beach
9.2 out of 10, Wonderful, (80 reviews)
"Property was ideally located and was clean, comfortable and safe."
United States
Joe H.
The price is NZ$598
includes taxes & fees
28 Sept - 29 Sept
Sunny Days Warm Nights – Beach Club AMI 9 by RVA

19. Anna Maria Island - 2/1

Anna Maria Island - 2/1
Bradenton Beach
9.6 out of 10, Exceptional, (217 reviews)
"We had a great stay here on AMI. The condo had everything we needed and was very close to the beach."
United States
Elena P.
The price is NZ$621
includes taxes & fees
28 Sept - 29 Sept
Anna Maria Island - 2/1

20. Anna Maria Beach Condo 1/1

Anna Maria Beach Condo 1/1
Bradenton Beach
9.8 out of 10, Exceptional, (268 reviews)
"Great location right by the beach"
United States
enrique
The price is NZ$765
includes taxes & fees
4 Oct - 5 Oct
Anna Maria Beach Condo 1/1
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 holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Anna Maria Island holiday 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. 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 holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Anna Maria Island. 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 Anna Maria Island. 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 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 holiday 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 Anna Maria Island short-term rentals, that won’t be hard to do.

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