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

Anna Maria Island Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Anna Maria Island vacation rentals

1. 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 $167
CA $894 total
includes taxes & fees
Oct 7 - Oct 8
Palm Tree Villas

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, (486 reviews)
"perfect"
United States
Danielle
The price is CA $228
CA $289 total
includes taxes & fees
Oct 7 - Oct 8
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, (474 reviews)
"Great location and walking distance to the beach"
United States
Francesca
The price is CA $245
CA $310 total
includes taxes & fees
Oct 7 - Oct 8
Pelican Post at Anna Maria Island Inn

4. Seabreeze at Anna Maria Island Inn

Seabreeze at Anna Maria Island Inn
3.0 star property
Bradenton Beach
8.8 out of 10, Excellent, (140 reviews)
"Right on beach, in a good area. Comfy beds, would stay here again"
United States
Katelyn
The price is CA $292
CA $369 total
includes taxes & fees
Oct 7 - Oct 8
Seabreeze at Anna Maria Island Inn

5. Bridgewalk Resort

Bridgewalk Resort
3.5 star property
Bridge Street
9.4 out of 10, Exceptional, (835 reviews)
"I loved this hotel"
United States
Raisare
The price is CA $412
CA $506 total
includes taxes & fees
Oct 14 - Oct 15
Bridgewalk Resort

6. Anna Maria Sunsets - studio

Anna Maria Sunsets - studio
Bradenton Beach
9.2 out of 10, Wonderful, (287 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 $199
CA $414 total
includes taxes & fees
Oct 18 - Oct 19
Anna Maria Sunsets - studio

7. Anna Maria Beach Condo 1/1

Anna Maria Beach Condo 1/1
Bradenton Beach
9.8 out of 10, Exceptional, (234 reviews)
"Great place to stay!"
United States
Donna B.
The price is CA $205
CA $513 total
includes taxes & fees
Oct 8 - Oct 9
Anna Maria Beach Condo 1/1

8. 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 $180
CA $426 total
includes taxes & fees
Oct 8 - Oct 9
Cozy 1-bedroom condo with AC in Bradenton Beach

9. Anna Maria Sunsets - studio

Anna Maria Sunsets - studio
Bradenton Beach
9.0 out of 10, Wonderful, (271 reviews)
"Loved our stay!"
United States
Vincent
The price is CA $192
CA $405 total
includes taxes & fees
Oct 13 - Oct 14
Anna Maria Sunsets - studio

10. 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
9.6 out of 10, Exceptional, (31 reviews)
"Old Florida charm of cottage. Beautiful location and only steps to the beach. Staff was wonderful and room was clean."
United States
Christina R.
The price is CA $297
CA $786 total
includes taxes & fees
Oct 10 - Oct 11
Anna Maria Beach Cottage 110G Updated beach cottage, with pool and beach gear!

11. 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, (58 reviews)
"Great stay. "
United States
courtneyharned
The price is CA $282
CA $730 total
includes taxes & fees
Oct 20 - Oct 21
Anna Maria Beach Cottage 110B Updated studio beach cottage, steps to the sand!

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 $241
CA $816 total
includes taxes & fees
Oct 31 - Nov 1
Sugary Sands 1 Bed Condo and One Block to Beach!

13. 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 $266
CA $861 total
includes taxes & fees
Oct 8 - Oct 9
Club Bamboo South unit 122, Anna Maria Island - Gulf Front Studio, ocean view, maximum occupancy of 3 people.

14. 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 CA $219
CA $479 total
includes taxes & fees
Oct 8 - Oct 9
Island Life #7 Beach Club AMI RVA

15. 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 $284
CA $749 total
includes taxes & fees
Oct 11 - Oct 12
Anna Maria Updated Studio moments from the sand w/ Pool, Beach Gear & Bikes

16. Family-Friendly Duplex Near Beaches and Local Shops! - A Place In Paradise Unit

Family-Friendly Duplex Near Beaches and Local Shops! - A Place In Paradise Unit
Anna Maria
9.4 out of 10, Exceptional, (32 reviews)
"We really enjoyed our stay. The location was perfect- super close to a quiet beach, and close to restaurants and shopping on Pine street. Place was clean and comfortable and had everything we needed to enjoy the beach."
United States
Louise W.
The price is CA $168
CA $835 total
includes taxes & fees
Oct 7 - Oct 8
Family-Friendly Duplex Near Beaches and Local Shops! - A Place In Paradise Unit

17. 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 CA $231
CA $546 total
includes taxes & fees
Oct 8 - Oct 9
Anna Maria Beach Condo 1/1

18. 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
9.8 out of 10, Exceptional, (33 reviews)
"Great place to stay!Nice walk to the beach!"
United States
Rose Y.
The price is CA $290
CA $767 total
includes taxes & fees
Oct 17 - Oct 18
Anna Maria Beach Cottage 107A Pool, bikes, beach gear, moments from the sand!

19. 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 CA $251
CA $521 total
includes taxes & fees
Oct 8 - Oct 9
Beachfront Bliss – Anna Maria Island #11 RVA

20. 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, (37 reviews)
"Everything about my stay was great! Will definitely be back!"
United States
Darian
The price is CA $218
CA $446 total
includes taxes & fees
Oct 8 - Oct 9
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.
Save an average of 15% on thousands of hotels when you're signed in

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.

Explore a world of travel with Expedia