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

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Check prices for these dates

In two weeks
18 Sep - 20 Sep
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec

Our top choices for Anna Maria Island villas

Interior

1. Beachfront · Heated Pool · Steps to the Sand

Beachfront · Heated Pool · Steps to the Sand
Holmes Beach
The price is AED 1,155
AED 2,343 total
includes taxes & fees
29 Sep - 30 Sep
Beachfront · Heated Pool · Steps to the Sand
Exterior

2. Peaceful Villa, 3.3 mi to the Beach & Big Parking

Peaceful Villa, 3.3 mi to the Beach & Big Parking
Bradenton
10.0 out of 10, Exceptional, (5 reviews)
"Excellent stay."
United States
Shanna Lee
The price is AED 577
AED 1,651 total
includes taxes & fees
6 Sep - 7 Sep
Peaceful Villa, 3.3 mi to the Beach & Big Parking
Exterior

3. Sunswept Villa 4-riverwalk/park front w/ pool, near AMI beaches - pet friendly!

Sunswept Villa 4-riverwalk/park front w/ pool, near AMI beaches - pet friendly!
Bradenton
10.0 out of 10, Exceptional, (36 reviews)
"This was a great place to stay. Easy access to everything the area has to offer."
United States
Terri B.
The price is AED 471
AED 1,054 total
includes taxes & fees
7 Sep - 8 Sep
Sunswept Villa 4-riverwalk/park front w/ pool, near AMI beaches - pet friendly!
Property grounds

4. Tranquil Tide Villa -Riverview w/pool on riverwalk, near AMI beach, pet friendly

Tranquil Tide Villa -Riverview w/pool on riverwalk, near AMI beach, pet friendly
Bradenton
9.8 out of 10, Exceptional, (28 reviews)
"The host was welcoming, and the amenities were great. We liked staying in that part of town."
United States
Perry W.
The price is AED 471
AED 1,039 total
includes taxes & fees
7 Sep - 8 Sep
Tranquil Tide Villa -Riverview w/pool on riverwalk, near AMI beach, pet friendly
Outdoor dining

5. Salty Lime Villa 2-Riverview w/pool on riverwalk, near AMI beaches, pet friendly

Salty Lime Villa 2-Riverview w/pool on riverwalk, near AMI beaches, pet friendly
Bradenton
10.0 out of 10, Exceptional, (39 reviews)
"Very nice place and quiet. Enjoyed the secluded pool and the variety of plants and flowers everywhere. The Riverwalk was nice too."
United States
Craig C.
The price is AED 496
AED 1,100 total
includes taxes & fees
18 Sep - 19 Sep
Salty Lime Villa 2-Riverview w/pool on riverwalk, near AMI beaches, pet friendly
Exterior

6. Lakefront 2BR Bradenton Rental Near IMG & Beaches

Lakefront 2BR Bradenton Rental Near IMG & Beaches
South Bradenton
8.8 out of 10, Excellent, (3 reviews)
"Very clean. No tissues or napkins🤔. Recommend pump hand soap instead of little bars. Also, 2 outdoor chaises were ripped and 1 out of 2 outdoor chairs was broken and unable to use the.."
United States
Laura
The price is AED 311
AED 814 total
includes taxes & fees
22 Sep - 23 Sep
Lakefront 2BR Bradenton Rental Near IMG & Beaches
Exterior

7. HeatedPool • HotTub • OutdoorKitchen/Theater/Games

HeatedPool • HotTub • OutdoorKitchen/Theater/Games
South Bradenton
The price is AED 325
AED 2,020 total
includes taxes & fees
9 Sep - 10 Sep
HeatedPool • HotTub • OutdoorKitchen/Theater/Games
Property grounds

8. 1 of a kind home 13 steps to sand LATE SUMMER SALE

1 of a kind home 13 steps to sand LATE SUMMER SALE
Longboat Key
10.0 out of 10, Exceptional, (121 reviews)
"We loved our stay at the villa! The owner was always available to assist with any questions and allowed for a late check out as well. The house was well equipped. We all LOVED the location- right on the beach!"
United States
Brandy W.
The price is AED 1,561
AED 2,986 total
includes taxes & fees
13 Sep - 14 Sep
1 of a kind home 13 steps to sand LATE SUMMER SALE
Property grounds

9. Heated Pool • Sleeps 22 • Pickle/Bball • Theater

Heated Pool • Sleeps 22 • Pickle/Bball • Theater
Bradenton
10.0 out of 10, Exceptional, (2 reviews)
"Great spot to have for a team playing in IMG events."
United States
Adam D.
The price is AED 912
AED 3,229 total
includes taxes & fees
7 Sep - 8 Sep
Heated Pool • Sleeps 22 • Pickle/Bball • Theater
Exterior

10. [Beach Elements] pool view withprivate beach access

[Beach Elements] pool view withprivate beach access
Siesta Key
9.4 out of 10, Exceptional, (39 reviews)
"The space was clean and well-equipped, and the host was easily reachable and responded quickly when I asked a question. The private beach access was nice. I would stay here again. "
United States
Natalie M.
The price is AED 284
AED 962 total
includes taxes & fees
10 Sep - 11 Sep
[Beach Elements] pool view withprivate beach access
Property grounds

11. 3-bedroom villa in enchanting St. Petersburg with AC comfort

3-bedroom villa in enchanting St. Petersburg with AC comfort
Childs Park
The price is AED 652
AED 1,698 total
includes taxes & fees
8 Sep - 9 Sep
3-bedroom villa in enchanting St. Petersburg with AC comfort
Terrace/patio

12. SPRING SPECIAL!!! 2/2 BEAUTIFUL VILLA! 2 BR, 2 BA, Heated pool and Jacuzzi! WiFi

SPRING SPECIAL!!! 2/2 BEAUTIFUL VILLA! 2 BR, 2 BA, Heated pool and Jacuzzi! WiFi
Sarasota
9.4 out of 10, Exceptional, (51 reviews)
"The condo is beautifully furnished and equipped with everything we needed. It was very comfortable and we would definitely stay there again."
United States
Sharon M.
The price is AED 463
AED 1,759 total
includes taxes & fees
9 Sep - 10 Sep
SPRING SPECIAL!!! 2/2 BEAUTIFUL VILLA! 2 BR, 2 BA, Heated pool and Jacuzzi! WiFi
Outdoor dining

13. Bright Spacious Villa with a Pool – 15 min from Siesta Beach #1 Beach in the USA

Bright Spacious Villa with a Pool – 15 min from Siesta Beach #1 Beach in the USA
Sarasota
9.6 out of 10, Exceptional, (25 reviews)
"Excellent stay. Very clean and facilities were great "
United Kingdom
Jennie A.
The price is AED 555
AED 1,478 total
includes taxes & fees
6 Sep - 7 Sep
Bright Spacious Villa with a Pool – 15 min from Siesta Beach #1 Beach in the USA
Exterior

14. Drift Inn B, Heated Pool, Beach and Amenities, 2-3 min walk

Drift Inn B, Heated Pool, Beach and Amenities, 2-3 min walk
South Village
9.6 out of 10, Exceptional, (63 reviews)
"It was perfect for our family of four and we had a great trip! We would stay again!"
United States
Amy H.
The price is AED 364
AED 1,113 total
includes taxes & fees
7 Sep - 8 Sep
Drift Inn B, Heated Pool, Beach and Amenities, 2-3 min walk
Terrace/patio

15. BEAUTIFUL 2/2 VILLAS, KING BED, High speed Wi-Fi, Heated Pool and Jacuzzi!

BEAUTIFUL 2/2 VILLAS, KING BED, High speed Wi-Fi, Heated Pool and Jacuzzi!
Sarasota
9.6 out of 10, Exceptional, (53 reviews)
"Beautiful apartment located near the beach and state parks"
United States
Eliot f.
The price is AED 463
AED 1,759 total
includes taxes & fees
14 Sep - 15 Sep
BEAUTIFUL 2/2 VILLAS, KING BED, High speed Wi-Fi, Heated Pool and Jacuzzi!
Property grounds

16. Beachside Bliss | Rooftop Gulf Views & Fun Vibes

Beachside Bliss | Rooftop Gulf Views & Fun Vibes
Madeira Beach
10.0 out of 10, Exceptional, (3 reviews)
"Absolutely fabulous!! Great location, extremely responsive and friendly hosts, and beautiful home. It was so convenient to have laundry detergent and dish soap readily available as well as plenty of garbage bags. The rooftop was beautiful and the walk to beach can't be beat. "
United States
Dr Rachael M.
The price is AED 1,099
AED 3,696 total
includes taxes & fees
8 Sep - 9 Sep
Beachside Bliss | Rooftop Gulf Views & Fun Vibes
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

The Retreat at Anna Maria Island Inn

The Retreat at Anna Maria Island Inn

10/10 Excellent
"I had the room w/ a full kitchen, very accommodating, spacious & clean. Close proximity to the beach which is exactly what I wanted. A/C worked just fine, kept the room cool 24/7. Housekeeping & Maintenance staff very attentive! There was just a few things missing 1) no microwave, just a stove top to warm any leftovers 2) I would have liked a large size mirror 3) a small broom would have been nice to have in the room to sweep away the sand; even though housekeeping comes every day, I like to keep the floor clean 4) I’m not a big fan of Lavazza coffee, but I travel w/ my single cup Keurig machine Overall, great place, parking right outside your door and a quiet patio area to end your evening. I plan to return."
Lili 4-night trip
Posted 5 hours ago
The Retreat at Anna Maria Island Inn

Frequently asked questions

What are the best villas in Anna Maria Island?
Anna Maria Island offers multiple villas with a total average guest review rating of 9.8. Organizing a visit to Bradenton Beach? Bridge 2 Bradenton Beach - 1 Bedroom Hotel Room is a highly recommended 3-star option that features a terrace and an oven. Another favorite pick is Bridge 7 Bradenton Beach - 2 Bedroom Hotel Room. It has a 3-star rating and conveniences that include a terrace and WiFi.
Why book your villa in Anna Maria Island with Expedia?
Use Expedia to find your ideal villa in Anna Maria Island. Taking the kids on a break? Use our handy filters to search for stays with a pool or free WiFi. If you're on a budget, click on how much you'd like to spend and the star rating of the property. We'll help you find the right stay in tune with your style and taste.
How can I find cheap villas in Anna Maria Island?
An excellent way to score cheap villas in Anna Maria Island is with Expedia's handy filter tool. Fine-tune your search results by budget, star rating and amenities to find unbeatable rates in only a couple of clicks.

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