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, (152 reviews)
"Beautiful place"
United States
Danay
The price is CA $263
CA $333 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, (481 reviews)
"Great location and walking distance to the beach"
United States
Francesca
The price is CA $214
CA $270 total
includes taxes & fees
Nov 17 - Nov 18
Pelican Post at Anna Maria Island Inn

3. 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, (492 reviews)
"perfect"
United States
Danielle
The price is CA $214
CA $270 total
includes taxes & fees
Oct 28 - Oct 29
Haley's at The 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 CA $90
CA $842 total
includes taxes & fees
Oct 30 - Oct 31
Palm Tree Villas

5. Bridgewalk Resort

Bridgewalk Resort
3.5 star property
Bridge Street
9.4 out of 10, Exceptional, (842 reviews)
"I loved this hotel"
United States
Raisare
The price is CA $405
CA $497 total
includes taxes & fees
Nov 1 - Nov 2
Bridgewalk Resort

6. Anna Maria Sunsets - studio

Anna Maria Sunsets - studio
Bradenton Beach
9.2 out of 10, Wonderful, (290 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 $176
CA $385 total
includes taxes & fees
Oct 29 - Oct 30
Anna Maria Sunsets - studio

7. Anna Maria Sunsets - studio

Anna Maria Sunsets - studio
Bradenton Beach
9.0 out of 10, Wonderful, (275 reviews)
"Loved our stay!"
United States
Vincent
The price is CA $189
CA $401 total
includes taxes & fees
Oct 31 - Nov 1
Anna Maria Sunsets - studio

8. 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, (44 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 $279
CA $732 total
includes taxes & fees
Nov 8 - Nov 9
Anna Maria Updated Studio moments from the sand w/ Pool, Beach Gear & Bikes

9. Island Life #7 Beach Club AMI RVA

Island Life #7 Beach Club AMI RVA
Bradenton Beach
9.0 out of 10, Wonderful, (93 reviews)
"Love the proximity to the beach. Pool and hot tub are great"
United States
Kimberly H.
The price is CA $217
CA $474 total
includes taxes & fees
Oct 28 - Oct 29
Island Life #7 Beach Club AMI RVA

10. Anna Maria Beach Condo 1/1

Anna Maria Beach Condo 1/1
Bradenton Beach
9.8 out of 10, Exceptional, (238 reviews)
"Great place to stay!"
United States
Donna B.
The price is CA $214
CA $522 total
includes taxes & fees
Oct 29 - Oct 30
Anna Maria Beach Condo 1/1

11. 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 $176
CA $395 total
includes taxes & fees
Oct 29 - Oct 30
Fabulous 1-bedroom condo with AC in Bradenton Beach

12. 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, (11 reviews)
"Host was awesome and the location was perfect."
United States
Diane S.
The price is CA $274
CA $572 total
includes taxes & fees
Oct 28 - Oct 29
The Pelican's Perch, a Beachfront studio condo w/ balcony

13. 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 $237
CA $806 total
includes taxes & fees
Nov 7 - Nov 8
Sugary Sands 1 Bed Condo and One Block to Beach!

14. Adorable 1-bedroom condo in beautiful Bradenton Beach with AC

Adorable 1-bedroom condo in beautiful Bradenton Beach with AC
Bradenton Beach
9.4 out of 10, Exceptional, (39 reviews)
"Clean room, helpful host and fantastic location."
United States
shervalee k.
The price is CA $189
CA $429 total
includes taxes & fees
Oct 29 - Oct 30
Adorable 1-bedroom condo in beautiful Bradenton Beach with AC

15. 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 $227
CA $538 total
includes taxes & fees
Oct 29 - Oct 30
Anna Maria Beach Condo 1/1

16. 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, (144 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
Resort Style Leisure Beach Club #12 on AMI by 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, (88 reviews)
"Everything was great!"
United States
Kathie B.
The price is CA $300
CA $901 total
includes taxes & fees
Oct 30 - Oct 31
Club Bamboo South unit 122, Anna Maria Island - Gulf Front Studio, ocean view, maximum occupancy of 3 people.

18. Beach Condo with Pool Near Holmes Beach!

Beach Condo with Pool Near Holmes Beach!
Holmes Beach
9.2 out of 10, Wonderful, (45 reviews)
"Everything was as expected and the location is great."
United States
Thomas T.
The price is CA $339
CA $940 total
includes taxes & fees
Nov 12 - Nov 13
Beach Condo with Pool Near Holmes Beach!

19. 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, (34 reviews)
"Great little cottage"
United States
Kathy R.
The price is CA $292
CA $775 total
includes taxes & fees
Oct 28 - Oct 29
Anna Maria Beach Cottage 110G Updated cottage, with pool, bikes and beach gear!

20. 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 $244
CA $510 total
includes taxes & fees
Oct 28 - Oct 29
Sun, Sand & Style #6 Beach Club AMI RVA
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 $270 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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