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
Sep 25 - Sep 27
In two months
Nov 6 - Nov 8
In three months
Dec 4 - Dec 6
In four months
Jan 1 - Jan 3

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 ￥48,465
￥98,958 total
includes taxes & fees
Sep 29 - Sep 30
Beachfront · Heated Pool · Steps to the Sand
Exterior

2. 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, (37 reviews)
"This was a great place to stay. Easy access to everything the area has to offer."
United States
Terri B.
The price is ￥19,715
￥44,107 total
includes taxes & fees
Sep 10 - Sep 11
Sunswept Villa 4-riverwalk/park front w/ pool, near AMI beaches - pet friendly!
Property grounds

3. 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 ￥19,715
￥42,724 total
includes taxes & fees
Sep 13 - Sep 14
Tranquil Tide Villa -Riverview w/pool on riverwalk, near AMI beach, pet friendly
Exterior

4. 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 ￥12,513
￥33,508 total
includes taxes & fees
Sep 22 - Sep 23
Lakefront 2BR Bradenton Rental Near IMG & Beaches
Exterior

5. HeatedPool • HotTub • OutdoorKitchen/Theater/Games

HeatedPool • HotTub • OutdoorKitchen/Theater/Games
South Bradenton
The price is ￥16,786
￥88,896 total
includes taxes & fees
Sep 23 - Sep 24
HeatedPool • HotTub • OutdoorKitchen/Theater/Games
Outdoor dining

6. 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 ￥20,752
￥44,356 total
includes taxes & fees
Sep 19 - Sep 20
Salty Lime Villa 2-Riverview w/pool on riverwalk, near AMI beaches, pet friendly
Property grounds

7. 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 ￥73,221
￥134,969 total
includes taxes & fees
Sep 12 - Sep 13
1 of a kind home 13 steps to sand LATE SUMMER SALE
Property grounds

8. 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 ￥33,572
￥129,169 total
includes taxes & fees
Sep 13 - Sep 14
Heated Pool • Sleeps 22 • Pickle/Bball • Theater
Exterior

9. [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 ￥11,591
￥39,500 total
includes taxes & fees
Sep 13 - Sep 14
[Beach Elements] pool view withprivate beach access
Terrace/patio

10. 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 ￥19,369
￥73,460 total
includes taxes & fees
Sep 13 - Sep 14
SPRING SPECIAL!!! 2/2 BEAUTIFUL VILLA! 2 BR, 2 BA, Heated pool and Jacuzzi! WiFi
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 ￥27,624
￥71,381 total
includes taxes & fees
Sep 14 - Sep 15
3-bedroom villa in enchanting St. Petersburg with AC comfort
Outdoor dining

12. 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
9.4 out of 10, Exceptional, (26 reviews)
"Excellent stay. Very clean and facilities were great "
United Kingdom
Jennie A.
The price is ￥23,242
￥61,841 total
includes taxes & fees
Sep 13 - Sep 14
Bright Spacious Villa with a Pool – 15 min from Siesta Beach #1 Beach in the USA
Terrace/patio

13. 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 ￥19,369
￥73,614 total
includes taxes & fees
Sep 10 - Sep 11
BEAUTIFUL 2/2 VILLAS, KING BED, High speed Wi-Fi, Heated Pool and Jacuzzi!
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)
"Great location! Close to the beach, pool and restaurants. We had a car but never needed it. We had a great stay."
United States
Joellen M.
The price is ￥15,218
￥46,126 total
includes taxes & fees
Sep 11 - Sep 12
Drift Inn B, Heated Pool, Beach and Amenities, 2-3 min walk
Property grounds

15. 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 ￥46,307
￥154,397 total
includes taxes & fees
Sep 14 - Sep 15
Beachside Bliss | Rooftop Gulf Views & Fun Vibes
Property grounds

16. Beach Home Luxury S/POOL-Golf Cart

Beach Home Luxury S/POOL-Golf Cart
Madeira Beach
10.0 out of 10, Exceptional, (1 review)
"We thoroughly enjoyed our stay at this property! The owner was wonderful to work with and always responded quickly to any questions we had. The house was exceptionally clean, spacious, and well-maintained, and the pool was absolutely amazing. The location was perfect—close to the beach and surrounded by plenty of great restaurants. The golf cart was a fantastic bonus and made getting around even more convenient. We would definitely stay at this property again and highly recommend it to others! "
United States
Jennifer R.
The price is ￥44,835
￥134,014 total
includes taxes & fees
Sep 29 - Sep 30
Beach Home Luxury S/POOL-Golf Cart
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

Silver Surf Gulf Beach Resort

Silver Surf Gulf Beach Resort

10/10 Excellent
"It was a great place to stay and the staff was helpful!"
April 3-night trip
Posted 2 hours ago
Silver Surf Gulf Beach Resort

Find out more about Anna Maria Island

Anna Maria Island Villas information

Number of reviews
374
Accommodation
30 Villas
Lowest Price
￥33,508
Highest Price
￥154,397

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.
What are the best cheap villas in Anna Maria Island?
That depends on which corner of Anna Maria Island you're hoping to visit. If you're headed to Bradenton Beach, Bridge 4 Bradenton Beach - 1 Bedroom Hotel Room is a popular pick. This low-priced property includes a terrace and an oven. Making a stop in Holmes Beach? Bridge 4 Bradenton Beach - 1 Bedroom Hotel Room is an affordable option in this city. A terrace and WiFi are two of the conveniences at this stay. Villas start at just ￥33,508 per night, which means your vacation won't make a big dent in your finances! If you'd like to hold on to your hard-earned money and still enjoy the best of Anna Maria Island, add some fantastic free attractions to your must-do list. Anna Maria Beach and Coquina Beach are always great choices. This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
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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