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
Aug 21 - Aug 23
In two months
Oct 2 - Oct 4
In three months
Oct 30 - Nov 1
In four months
Nov 27 - Nov 29

Our top choices for Anna Maria Island villas

Exterior

1. Beautiful Bungalow with Pool and Bay Views!

Beautiful Bungalow with Pool and Bay Views!
Anna Maria
9.6 out of 10, Exceptional, (44 reviews)
"Great location,great property,spacious,clean everything brand new in the property,beach across the street,my family love it!"
United States
Michel
The price is ￥30,326
￥97,268 total
includes taxes & fees
Aug 18 - Aug 19
Beautiful Bungalow with Pool and Bay Views!
Exterior

2. Beachfront Paradise! Ground level with Heated pool

Beachfront Paradise! Ground level with Heated pool
Holmes Beach
10.0 out of 10, Exceptional, (2 reviews)
"Great place. We loved it!!!!!"
United States
Jill T.
The price is ￥42,498
￥115,588 total
includes taxes & fees
Aug 5 - Aug 6
Beachfront Paradise! Ground level with Heated pool
Exterior

3. NEW!~ Beach Front/Heated Pool! Coconuts 107

NEW!~ Beach Front/Heated Pool! Coconuts 107
Holmes Beach
10.0 out of 10, Exceptional, (3 reviews)
"Great property, location and host …worth the price. Enjoy your stay as much as we did !!"
United States
Zulett L.
The price is ￥44,072
￥80,985 total
includes taxes & fees
Aug 18 - Aug 19
NEW!~ Beach Front/Heated Pool! Coconuts 107
Exterior

4. Anna Maria Island Bungalow with Pool! Across the street from Beach, near Pine Av

Anna Maria Island Bungalow with Pool! Across the street from Beach, near Pine Av
Anna Maria
9.2 out of 10, Wonderful, (62 reviews)
"Excellent location to Bean Beach and the Pine St shopping. Although across from a nice, busy restaurant, very quiet! Nice to see both the bay and the gulf."
United States
Mimi D.
The price is ￥31,053
￥92,030 total
includes taxes & fees
Aug 11 - Aug 12
Anna Maria Island Bungalow with Pool! Across the street from Beach, near Pine Av
Exterior

5. Bayfront Bliss! Pool, BBQ and Dolphin Views!

Bayfront Bliss! Pool, BBQ and Dolphin Views!
Anna Maria
9.4 out of 10, Exceptional, (104 reviews)
"Nice Clean Place Near Water. Beds were noisy and not very comfortable. Location was Great Though"
United States
David B.
The price is ￥37,186
￥120,413 total
includes taxes & fees
Aug 25 - Aug 26
Bayfront Bliss! Pool, BBQ and Dolphin Views!
Exterior

6. Bayside Retreat with Pool and Bay Views! Near Beaches, Shops, and Dining

Bayside Retreat with Pool and Bay Views! Near Beaches, Shops, and Dining
Anna Maria
9.6 out of 10, Exceptional, (78 reviews)
"The rooms were clean, and the residence was wonderful. Wish there was more parking. "
United States
Nick F.
The price is ￥38,819
￥122,859 total
includes taxes & fees
Aug 18 - Aug 19
Bayside Retreat with Pool and Bay Views! Near Beaches, Shops, and Dining
Exterior

7. Resort-Style Pool Steps from the Bay and Pine Ave!

Resort-Style Pool Steps from the Bay and Pine Ave!
Anna Maria
9.6 out of 10, Exceptional, (58 reviews)
"Great place, the pool was nice, lots of things to do near by…."
United States
Edison
The price is ￥37,522
￥112,719 total
includes taxes & fees
Aug 16 - Aug 17
Resort-Style Pool Steps from the Bay and Pine Ave!
Exterior

8. 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 ￥15,583
￥37,599 total
includes taxes & fees
Aug 30 - Aug 31
Lakefront 2BR Bradenton Rental Near IMG & Beaches
Exterior

9. 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 ￥24,699
￥70,701 total
includes taxes & fees
Sep 2 - Sep 3
Peaceful Villa, 3.3 mi to the Beach & Big Parking
Property grounds

10. 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 ￥22,130
￥47,674 total
includes taxes & fees
Aug 5 - Aug 6
Tranquil Tide Villa -Riverview w/pool on riverwalk, near AMI beach, pet friendly
Outdoor dining

11. 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, (35 reviews)
"Very clean, cozy, and all the amenities you could think of. Highly recommend. "
United States
Andrew M.
The price is ￥23,028
￥48,845 total
includes taxes & fees
Aug 5 - Aug 6
Salty Lime Villa 2-Riverview w/pool on riverwalk, near AMI beaches, pet friendly
Exterior

12. 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 ￥20,934
￥46,164 total
includes taxes & fees
Aug 6 - Aug 7
Sunswept Villa 4-riverwalk/park front w/ pool, near AMI beaches - pet friendly!
Property grounds

13. Heated Pool • Sleeps 32 • Pickle/Bball • Theater

Heated Pool • Sleeps 32 • 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 ￥32,110
￥129,544 total
includes taxes & fees
Aug 5 - Aug 6
Heated Pool • Sleeps 32 • Pickle/Bball • Theater
Exterior

14. [Beach Elements] pool view withprivate beach access

[Beach Elements] pool view withprivate beach access
Siesta Key
9.6 out of 10, Exceptional, (37 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 ￥22,535
￥54,161 total
includes taxes & fees
Aug 11 - Aug 12
[Beach Elements] pool view withprivate beach access
Terrace/patio

15. 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
9.6 out of 10, Exceptional, (50 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 ￥19,822
￥75,337 total
includes taxes & fees
Aug 10 - Aug 11
SPRING SPECIAL!!! 2/2 BEAUTIFUL VILLA! 2 BR, 2 BA, Heated pool and Jacuzzi! WiFi
Outdoor dining

16. 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 ￥20,966
￥59,806 total
includes taxes & fees
Aug 5 - Aug 6
Bright Spacious Villa with a Pool – 15 min from Siesta Beach #1 Beach in the USA
Property grounds

17. 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 ￥30,347
￥76,566 total
includes taxes & fees
Aug 10 - Aug 11
3-bedroom villa in enchanting St. Petersburg with AC comfort
Terrace/patio

18. 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 ￥19,832
￥75,375 total
includes taxes & fees
Aug 5 - Aug 6
BEAUTIFUL 2/2 VILLAS, KING BED, High speed Wi-Fi, Heated Pool and Jacuzzi!
Exterior

19. 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, (61 reviews)
"Great location to beach, pool, and restaurants."
United States
Anonymous traveler
The price is ￥15,583
￥47,389 total
includes taxes & fees
Aug 9 - Aug 10
Drift Inn B, Heated Pool, Beach and Amenities, 2-3 min walk
Exterior

20. Newly Remodeled-150 Yards to Beach and Restaurants!

Newly Remodeled-150 Yards to Beach and Restaurants!
South Village
10.0 out of 10, Exceptional, (45 reviews)
"We loved this property!! Everything was as described and communication was great!! We will definitely be returning!! The location was perfect for us. I highly recommend. They had everything you could need for the beach!!"
United States
Tracy
The price is ￥24,791
￥66,798 total
includes taxes & fees
Aug 5 - Aug 6
Newly Remodeled-150 Yards to Beach and Restaurants!
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

Seaside at Anna Maria Island Inn

Seaside at Anna Maria Island Inn

8/10 Good
"I"
Camille Roany 3-night trip
Posted 5 hours ago
Seaside at Anna Maria Island Inn

Find out more about Anna Maria Island

Anna Maria Island Villas information

Number of reviews
728
Accommodation
28 Villas
Lowest Price
￥37,599
Highest Price
￥129,544

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 9.7. 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 ￥37,599 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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