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

Search Villas in Anna Maria Island

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Save instantly and earn perks with One Key
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

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

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 £445
includes taxes & fees
18 Aug - 19 Aug
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 £552
includes taxes & fees
27 Aug - 28 Aug
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 £388
includes taxes & fees
18 Aug - 19 Aug
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 £426
includes taxes & fees
13 Aug - 14 Aug
Anna Maria Island Bungalow with Pool! Across the street from Beach, near Pine Av
Exterior

5. 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 £535
includes taxes & fees
16 Aug - 17 Aug
Resort-Style Pool Steps from the Bay and Pine Ave!
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 £594
includes taxes & fees
11 Aug - 12 Aug
Bayside Retreat with Pool and Bay Views! Near Beaches, Shops, and Dining
Exterior

7. 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 £614
includes taxes & fees
13 Aug - 14 Aug
Bayfront Bliss! Pool, BBQ and Dolphin Views!
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 £176
includes taxes & fees
30 Aug - 31 Aug
Lakefront 2BR Bradenton Rental Near IMG & Beaches
Exterior

9. 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 £213
includes taxes & fees
10 Aug - 11 Aug
Sunswept Villa 4-riverwalk/park front w/ pool, near AMI beaches - pet friendly!
Exterior

10. 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 £333
includes taxes & fees
13 Aug - 14 Aug
Peaceful Villa, 3.3 mi to the Beach & Big Parking
Property grounds

11. 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 £226
includes taxes & fees
17 Aug - 18 Aug
Tranquil Tide Villa -Riverview w/pool on riverwalk, near AMI beach, pet friendly
Outdoor dining

12. 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, (36 reviews)
"Very clean, cozy, and all the amenities you could think of. Highly recommend. "
United States
Andrew M.
The price is £231
includes taxes & fees
17 Aug - 18 Aug
Salty Lime Villa 2-Riverview w/pool on riverwalk, near AMI beaches, pet friendly
Exterior

13. HeatedPool • HotTub • OutdoorKitchen/Theater/Games

HeatedPool • HotTub • OutdoorKitchen/Theater/Games
South Bradenton
The price is £447
includes taxes & fees
9 Aug - 10 Aug
HeatedPool • HotTub • OutdoorKitchen/Theater/Games
Property grounds

14. 1 of a kind home right on the beach t booked till August 8 see why

1 of a kind home right on the beach t booked till August 8 see why
Longboat Key
10.0 out of 10, Exceptional, (120 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 £663
includes taxes & fees
10 Aug - 11 Aug
1 of a kind home right on the beach t booked till August 8 see why
Exterior

15. [Beach Elements] pool view withprivate beach access

[Beach Elements] pool view withprivate beach access
Siesta Key
9.6 out of 10, Exceptional, (38 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 £222
includes taxes & fees
10 Aug - 11 Aug
[Beach Elements] pool view withprivate beach access
Terrace/patio

16. AUTUMN SPECIAL!!! 2/2 BEAUTIFUL VILLA! 2 BR, 2 BA, Heated pool and Jacuzzi! WiFi

AUTUMN 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 £353
includes taxes & fees
10 Aug - 11 Aug
AUTUMN SPECIAL!!! 2/2 BEAUTIFUL VILLA! 2 BR, 2 BA, Heated pool and Jacuzzi! WiFi
Outdoor dining

17. 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 £281
includes taxes & fees
11 Aug - 12 Aug
Bright Spacious Villa with a Pool – 15 min from Siesta Beach #1 Beach in the USA
Exterior

18. 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, (62 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 £227
includes taxes & fees
9 Aug - 10 Aug
Drift Inn B, Heated Pool, Beach and Amenities, 2-3 min walk
Terrace/patio

19. 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 £353
includes taxes & fees
11 Aug - 12 Aug
BEAUTIFUL 2/2 VILLAS, KING BED, High speed Wi-Fi, Heated Pool and Jacuzzi!
Property grounds

20. 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 £349
includes taxes & fees
16 Aug - 17 Aug
3-bedroom villa in enchanting St. Petersburg with AC comfort
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Anna Maria Island Hotel Reviews

Driftwood at Anna Maria Island Inn

Driftwood at Anna Maria Island Inn

8/10 Good
"Room clean, no shelves/closet for clothes, no place in bath for toiletries. TV and internet did not work. "
Delma 3-night trip
Posted 9 hours ago
Driftwood at Anna Maria Island Inn

Find out more about Anna Maria Island

Anna Maria Island Villas information

Number of reviews
5,717
Accommodation
33 Villas
Lowest Price
£88
Highest Price
£448

Frequently asked questions

What are the best villas in Anna Maria Island?
Hit holiday mode in one of Anna Maria Island's multiple villas. With a total average guest review rating of 9.0, there's something here for everyone's budget and taste. Many visitors to Bradenton Beach highly recommend staying at Bridge 2 Bradenton Beach - 1 Bedroom Hotel Room, a 3-star retreat with a terrace and WiFi. Another winning choice in this popular destination is Bridge 7 Bradenton Beach - 2 Bedroom Hotel Room. This 3-star escape features a terrace and an oven.
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.

Explore a world of travel with Expedia