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

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
7 Aug - 9 Aug
In two months
18 Sept - 20 Sept
In three months
16 Oct - 18 Oct
In four months
13 Nov - 15 Nov

Our top choices for Anna Maria Island villas

Exterior

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, (57 reviews)
"Great place, the pool was nice, lots of things to do near by…."
United States
Edison
The price is HK$2,036
HK$5,845 total
includes taxes & fees
16 Aug - 17 Aug
Resort-Style Pool Steps from the Bay and Pine Ave!
Exterior

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 HK$1,960
HK$5,556 total
includes taxes & fees
21 Jul - 22 Jul
Beachfront Paradise! Ground level with Heated pool
Exterior

NEW!~ Beach Front/Heated Pool! Coconuts 107

NEW!~ Beach Front/Heated Pool! Coconuts 107
Holmes Beach
10.0 out of 10, Exceptional, (2 reviews)
"We had an amazing 5 days enjoying waterfront access and gorgeous sunsets. The bed was very comfortable and the condo was spotless. It was very convenient to have 2 chair and umbrella. Although we didn't use the pool, it was great to have available. We didn't eat dinner in, but if you do you will need to bring or purchase seasonings, etc. Would definitely stay here again. "
United States
cheryl m.
The price is HK$2,352
HK$4,243 total
includes taxes & fees
18 Aug - 19 Aug
NEW!~ Beach Front/Heated Pool! Coconuts 107
Exterior

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 HK$1,569
HK$4,916 total
includes taxes & fees
18 Aug - 19 Aug
Beautiful Bungalow with Pool and Bay Views!
Exterior

Bayfront Bliss! Pool, BBQ and Dolphin Views!

Bayfront Bliss! Pool, BBQ and Dolphin Views!
Anna Maria
9.4 out of 10, Exceptional, (103 reviews)
"We thoroughly enjoyed our stay. The location was perfect with an amazing view of the water. The weather was lovely. We were visiting from cold, snowy Michigan! "
United States
Janis V.
The price is HK$2,313
HK$6,591 total
includes taxes & fees
18 Aug - 19 Aug
Bayfront Bliss! Pool, BBQ and Dolphin Views!
Exterior

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 HK$1,960
HK$6,162 total
includes taxes & fees
17 Aug - 18 Aug
Bayside Retreat with Pool and Bay Views! Near Beaches, Shops, and Dining
Exterior

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)
"The pool was very nice. The beach is really not a beach, there is really no place to sit on the sand. Nice view and conveniently located. The bedroom is very small but clean. Overall nice place to stay! "
United States
Todd
The price is HK$1,561
HK$4,743 total
includes taxes & fees
12 Aug - 13 Aug
Anna Maria Island Bungalow with Pool! Across the street from Beach, near Pine Av
Exterior

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 HK$1,231
HK$3,539 total
includes taxes & fees
24 Jul - 25 Jul
Peaceful Villa, 3.3 mi to the Beach & Big Parking
Exterior

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)
"Host was lovely and very accommodating. Very nice property."
United States
catherine M.
The price is HK$1,247
HK$2,577 total
includes taxes & fees
26 Jul - 27 Jul
Sunswept Villa 4-riverwalk/park front w/ pool, near AMI beaches - pet friendly!
Outdoor dining

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, (34 reviews)
"Very clean, cozy, and all the amenities you could think of. Highly recommend. "
United States
Andrew M.
The price is HK$1,247
HK$2,585 total
includes taxes & fees
3 Aug - 4 Aug
Salty Lime Villa 2-Riverview w/pool on riverwalk, near AMI beaches, pet friendly
Property grounds

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 HK$1,184
HK$2,506 total
includes taxes & fees
22 Jul - 23 Jul
Tranquil Tide Villa -Riverview w/pool on riverwalk, near AMI beach, pet friendly
Exterior

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 HK$862
HK$1,970 total
includes taxes & fees
1 Aug - 2 Aug
Lakefront 2BR Bradenton Rental Near IMG & Beaches
Property grounds

For family fun or a romantic escape close to sarasota and the area"s beaches

For family fun or a romantic escape close to sarasota and the area"s beaches
Bayshore Gardens
9.8 out of 10, Exceptional, (6 reviews)
"Great location. Very clean. Well appointed and organized."
United States
Robert V.
For family fun or a romantic escape close to sarasota and the area"s beaches
Property grounds

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 HK$2,173
HK$7,258 total
includes taxes & fees
22 Jul - 23 Jul
Heated Pool • Sleeps 32 • Pickle/Bball • Theater
Terrace/patio

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 HK$988
HK$3,754 total
includes taxes & fees
21 Jul - 22 Jul
AUTUMN SPECIAL!!! 2/2 BEAUTIFUL VILLA! 2 BR, 2 BA, Heated pool and Jacuzzi! WiFi
Property grounds

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 HK$1,505
HK$3,791 total
includes taxes & fees
21 Jul - 22 Jul
3-bedroom villa in enchanting St. Petersburg with AC comfort
Terrace/patio

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 HK$988
HK$3,754 total
includes taxes & fees
21 Jul - 22 Jul
BEAUTIFUL 2/2 VILLAS, KING BED, High speed Wi-Fi, Heated Pool and Jacuzzi!
Pool

Beautiful St. Pete Beach Villa w/ Balcony, Gulf View, & Kitchen; Sleeps 6 Adults

Beautiful St. Pete Beach Villa w/ Balcony, Gulf View, & Kitchen; Sleeps 6 Adults
St. Pete Beach
The price is HK$2,548
HK$3,232 total
includes taxes & fees
21 Jul - 22 Jul
Beautiful St. Pete Beach Villa w/ Balcony, Gulf View, & Kitchen; Sleeps 6 Adults
Exterior

[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 HK$799
HK$2,285 total
includes taxes & fees
22 Jul - 23 Jul
[Beach Elements] pool view withprivate beach access
Outdoor dining

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, (24 reviews)
"Excellent stay. Very clean and facilities were great "
United Kingdom
Jennie A.
The price is HK$1,044
HK$2,979 total
includes taxes & fees
1 Aug - 2 Aug
Bright Spacious Villa with a Pool – 15 min from Siesta Beach #1 Beach in the USA
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

Tortuga Inn Beach Resort

Tortuga Inn Beach Resort

10/10 Excellent
"This is our 2nd stay at the Tortuga Inn and just as wonderful. Easy check in/out, located directly across from the beach, everyone is friendly and helpful. Unit 167 is lovely, plenty of space, well equipped kitchen and bath. Great weekend stay."
Kathy 3-night trip
Posted 1 hour ago
Tortuga Inn Beach Resort

Find out more about Anna Maria Island

Anna Maria Island Villas information

Number of reviews
470
Accommodation
28 Villas
Lowest Price
HK$1,970
Highest Price
HK$7,258

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. Organising 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 favourite 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 HK$1,970 per night, which means your holiday 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.

Explore a world of travel with Expedia