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
Aug 28 - Aug 30
In two months
Oct 9 - Oct 11
In three months
Nov 6 - Nov 8
In four months
Dec 4 - Dec 6

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, (45 reviews)
"Apartment is very clean, wide spaces. Only inconvenient thing is the alarm bypass pressing at the door every time you enter or exit. Other than that, I think it is a reat location, crossing the street to a small beach, great restaurant crossing the street and very close to the main street Pine Ave."
United States
Silvia
The price is ￥28,940
￥97,274 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 ￥21,959
￥90,321 total
includes taxes & fees
Sep 13 - Sep 14
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 ￥40,326
￥75,789 total
includes taxes & fees
Aug 18 - Aug 19
NEW!~ Beach Front/Heated Pool! Coconuts 107
Exterior

4. 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 ￥38,035
￥111,230 total
includes taxes & fees
Aug 16 - Aug 17
Resort-Style Pool Steps from the Bay and Pine Ave!
Exterior

5. 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 ￥25,024
￥72,109 total
includes taxes & fees
Sep 12 - Sep 13
Peaceful Villa, 3.3 mi to the Beach & Big Parking
Property grounds

6. 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 ￥23,319
￥49,940 total
includes taxes & fees
Aug 16 - Aug 17
Tranquil Tide Villa -Riverview w/pool on riverwalk, near AMI beach, pet friendly
Exterior

7. 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 ￥13,858
￥34,795 total
includes taxes & fees
Sep 14 - Sep 15
Lakefront 2BR Bradenton Rental Near IMG & Beaches
Exterior

8. 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 ￥22,155
￥48,466 total
includes taxes & fees
Aug 17 - Aug 18
Sunswept Villa 4-riverwalk/park front w/ pool, near AMI beaches - pet friendly!
Outdoor dining

9. 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 ￥23,482
￥49,181 total
includes taxes & fees
Aug 17 - Aug 18
Salty Lime Villa 2-Riverview w/pool on riverwalk, near AMI beaches, pet friendly
Property grounds

10. 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 ￥33,887
￥134,533 total
includes taxes & fees
Aug 17 - Aug 18
Heated Pool • Sleeps 22 • Pickle/Bball • Theater
Exterior

11. [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 ￥19,546
￥50,513 total
includes taxes & fees
Aug 19 - Aug 20
[Beach Elements] pool view withprivate beach access
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
9.6 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 ￥20,083
￥75,850 total
includes taxes & fees
Aug 18 - Aug 19
SPRING SPECIAL!!! 2/2 BEAUTIFUL VILLA! 2 BR, 2 BA, Heated pool and Jacuzzi! WiFi
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 ￥20,083
￥76,329 total
includes taxes & fees
Aug 16 - Aug 17
BEAUTIFUL 2/2 VILLAS, KING BED, High speed Wi-Fi, Heated Pool and Jacuzzi!
Property grounds

14. 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 ￥30,603
￥77,389 total
includes taxes & fees
Aug 17 - Aug 18
3-bedroom villa in enchanting St. Petersburg with AC comfort
Outdoor dining

15. 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 ￥23,590
￥63,547 total
includes taxes & fees
Aug 31 - Sep 1
Bright Spacious Villa with a Pool – 15 min from Siesta Beach #1 Beach in the USA
Exterior

16. 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 ￥15,780
￥48,466 total
includes taxes & fees
Aug 31 - Sep 1
Drift Inn B, Heated Pool, Beach and Amenities, 2-3 min walk
Exterior

17. 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 ￥25,117
￥68,474 total
includes taxes & fees
Aug 16 - Aug 17
Newly Remodeled-150 Yards to Beach and Restaurants!
Property grounds

18. 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 ￥47,721
￥162,206 total
includes taxes & fees
Aug 24 - Aug 25
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.
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

Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

10/10 Excellent
"Had an amazing time. Clean rooms, friendly staff. Amazing amenities with having use of beach chairs and umbrellas. Will return next summer."
Gino 3-night trip
Posted 22 hours ago
Cedar Cove Resort and Cottages

Find out more about Anna Maria Island

Anna Maria Island Villas information

Number of reviews
492
Accommodation
30 Villas
Lowest Price
￥34,795
Highest Price
￥162,206

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 ￥34,795 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.

Explore a world of travel with Expedia