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Anna Maria Island Vacation Rentals

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Our top choices for Anna Maria Island vacation rentals

1. 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, (485 reviews)
"perfect"
United States
Danielle
The price is CA $228
CA $288 total
includes taxes & fees
Oct 7 - Oct 8
Haley's at The Anna Maria Island Inn

2. 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 $892 total
includes taxes & fees
Oct 7 - Oct 8
Palm Tree Villas

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 $244
CA $309 total
includes taxes & fees
Oct 6 - Oct 7
Pelican Post at Anna Maria Island Inn

4. 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 $226
CA $651 total
includes taxes & fees
Oct 3 - Oct 4
Anna Maria Beach Cottage 110B Updated studio beach cottage, steps to the sand!

5. 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 $323
CA $408 total
includes taxes & fees
Oct 4 - Oct 5
Seabreeze at Anna Maria Island Inn

6. 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 $227
CA $671 total
includes taxes & fees
Oct 4 - Oct 5
Anna Maria Updated Studio moments from the sand w/ Pool, Beach Gear & Bikes

7. Bridgewalk Resort

Bridgewalk Resort
3.5 star property
Bridge Street
9.4 out of 10, Exceptional, (834 reviews)
"I loved this hotel"
United States
Raisare
The price is CA $411
CA $505 total
includes taxes & fees
Oct 6 - Oct 7
Bridgewalk Resort

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 $179
CA $425 total
includes taxes & fees
Oct 4 - Oct 5
Cozy 1-bedroom condo with AC in Bradenton Beach

9. 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 $198
CA $413 total
includes taxes & fees
Oct 4 - Oct 5
Anna Maria Sunsets - studio

10. 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 CA $192
CA $404 total
includes taxes & fees
Oct 8 - Oct 9
Anna Maria Sunsets - studio

11. 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
9.4 out of 10, Exceptional, (30 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 $237
CA $703 total
includes taxes & fees
Oct 4 - Oct 5
Anna Maria Beach Cottage 110G Updated beach cottage, with pool and beach gear!

12. Amazing View, Updated Beachfront Condo

Amazing View, Updated Beachfront Condo
Bradenton Beach
9.4 out of 10, Exceptional, (58 reviews)
"Exceptional beach condo, great view and clean."
United States
Paul W.
The price is CA $292
CA $880 total
includes taxes & fees
Oct 3 - Oct 4
Amazing View, Updated Beachfront Condo

13. Charming beach cottage close to the beach with Pool, Bikes, Beach gear and Grill

Charming beach cottage close to the beach with Pool, Bikes, Beach gear and Grill
Anna Maria
9.6 out of 10, Exceptional, (30 reviews)
"Very short walk to the beach. We enjoyed our stay. "
United States
Stacey D.
The price is CA $237
CA $703 total
includes taxes & fees
Oct 4 - Oct 5
Charming beach cottage close to the beach with Pool, Bikes, Beach gear and Grill

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 $475 total
includes taxes & fees
Oct 11 - Oct 12
Island Life #7 Beach Club AMI RVA

15. 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 CA $218
CA $529 total
includes taxes & fees
Oct 4 - Oct 5
Anna Maria Beach Condo 1/1

16. 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 CA $266
CA $863 total
includes taxes & fees
Oct 5 - Oct 6
Club Bamboo South unit 122, Anna Maria Island - Gulf Front Studio, ocean view, maximum occupancy of 3 people.

17. 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 $450 total
includes taxes & fees
Oct 6 - Oct 7
Fabulous 1-bedroom condo with AC in Bradenton Beach

18. Anna Maria Beach Cottage 109G Old-Florida beach cottage,moments from the sand!

Anna Maria Beach Cottage 109G Old-Florida beach cottage,moments from the sand!
Anna Maria
9.8 out of 10, Exceptional, (51 reviews)
"Yes! The cottage was nicely decorated and we had everything we needed for our 2 night stay"
United States
J I.
The price is CA $232
CA $677 total
includes taxes & fees
Oct 4 - Oct 5
Anna Maria Beach Cottage 109G Old-Florida beach cottage,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 $250
CA $517 total
includes taxes & fees
Oct 3 - Oct 4
Beachfront Bliss – Anna Maria Island #11 RVA

20. 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 $289
CA $766 total
includes taxes & fees
Oct 17 - Oct 18
Anna Maria Beach Cottage 107A Pool, bikes, beach gear, moments from the sand!
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

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, cottages, 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 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 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 vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Anna Maria Island vacation rentals we have selected for you start as low as CA $288 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 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. 

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