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
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Anna Maria Island villas

A resort with a pool, beach access, and a view of the ocean.

1. Beachfront · Heated Pool · King Bed

Beachfront · Heated Pool · King Bed
Holmes Beach
The price is ￥51,375
￥100,049 total
includes taxes & fees
Oct 28 - Oct 29
Beachfront · Heated Pool · King Bed
A multi-story hotel with a pool, beachside location, and a parking area.

2. Coconuts 107 ~ Gulf Front ~ Shared Pool

Coconuts 107 ~ Gulf Front ~ Shared Pool
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 ￥66,513
￥109,553 total
includes taxes & fees
Nov 15 - Nov 16
Coconuts 107 ~ Gulf Front ~ Shared Pool
A house with a turquoise door, a welcome sign, and a window with blinds.

3. 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 ￥24,629
￥70,970 total
includes taxes & fees
Oct 28 - Oct 29
Peaceful Villa, 3.3 mi to the Beach & Big Parking
A single-story house with a white exterior, a dark roof, and a front door.

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 ￥15,245
￥37,229 total
includes taxes & fees
Nov 3 - Nov 4
Lakefront 2BR Bradenton Rental Near IMG & Beaches
A dining area with a table and chairs, a green wall with a sign, and a view of palm trees and greenery.

5. 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, (40 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 ￥20,119
￥46,054 total
includes taxes & fees
Oct 28 - Oct 29
Salty Lime Villa 2-Riverview w/pool on riverwalk, near AMI beaches, pet friendly
A serene lakeside setting with large trees and a white gazebo.

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, (30 reviews)
"Beautiful property and lovely backyard. The Riverwalk was perfect for our 2 pups and the host was very quick to respond and very nice. Would definitely stay again."
United States
Kay S.
The price is ￥20,119
￥46,368 total
includes taxes & fees
Oct 28 - Oct 29
Tranquil Tide Villa -Riverview w/pool on riverwalk, near AMI beach, pet friendly
A resort with a swimming pool, a covered patio, and a view of the ocean.

7. 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, (39 reviews)
"This was a great place to stay. Easy access to everything the area has to offer."
United States
Terri B.
The price is ￥20,119
￥46,368 total
includes taxes & fees
Oct 28 - Oct 29
Sunswept Villa 4-riverwalk/park front w/ pool, near AMI beaches - pet friendly!
A bicycle parked outside a building with a 'Hello' mat at the entrance.

8. [Beach Elements] pool view withprivate beach access

[Beach Elements] pool view withprivate beach access
Siesta Key
9.6 out of 10, Exceptional, (45 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 ￥14,542
￥44,700 total
includes taxes & fees
Nov 2 - Nov 3
[Beach Elements] pool view withprivate beach access
An outdoor kitchen with a grill, cooking utensils, and a view of lush greenery.

9. Heated Pool • Sleeps 25 • Pickle/Bball • Theater

Heated Pool • Sleeps 25 • 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 ￥59,893
￥170,414 total
includes taxes & fees
Oct 28 - Oct 29
Heated Pool • Sleeps 25 • Pickle/Bball • Theater
A covered patio with a table and chairs, a stone floor, and a view of a residential street and greenery.

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 ￥22,589
￥77,842 total
includes taxes & fees
Oct 28 - Oct 29
SPRING SPECIAL!!! 2/2 BEAUTIFUL VILLA! 2 BR, 2 BA, Heated pool and Jacuzzi! WiFi
An aerial view of a coastal town with a beachfront hotel, featuring a mix of residential and commercial buildings, and a clear view of the ocean.

11. Completely Remodeled- 150 Yards to Beach and Restaurants!

Completely Remodeled- 150 Yards to Beach and Restaurants!
South Village
10.0 out of 10, Exceptional, (54 reviews)
"The location was fabulous. We walked and rode the trolly everywhere. The condo was very well taken care of and we loved it. We would definitely recommend this for your next vacation spot."
United States
Barbara
The price is ￥23,531
￥65,243 total
includes taxes & fees
Nov 22 - Nov 23
Completely Remodeled- 150 Yards to Beach and Restaurants!
A sunlit balcony with a round glass table and wicker chairs, overlooking a well-maintained lawn and a house in the background.

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
9.6 out of 10, Exceptional, (27 reviews)
"Excellent stay. Very clean and facilities were great "
United Kingdom
Jennie A.
The price is ￥23,719
￥63,109 total
includes taxes & fees
Oct 28 - Oct 29
Bright Spacious Villa with a Pool – 15 min from Siesta Beach #1 Beach in the USA
Property grounds

13. 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 ￥27,860
￥72,516 total
includes taxes & fees
Oct 28 - Oct 29
3-bedroom villa in enchanting St. Petersburg with AC comfort
A covered patio with a table and chairs, a stone floor, and a view of a residential street and greenery.

14. 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)
"We loved staying here!! Having the garage was a really great bonus especially if you're going to the beach a lot! Pool was super nice and very close so that was great too! I really liked all the beach towels provided as well! Really great and nice place!"
United States
Misty S.
The price is ￥25,413
￥82,288 total
includes taxes & fees
Oct 28 - Oct 29
BEAUTIFUL 2/2 VILLAS, KING BED, High speed Wi-Fi, Heated Pool and Jacuzzi!
A balcony with wicker furniture and a view of the ocean at sunset.

15. OCEANFRONT 5⭐3BR/2BA/6BED_Heated Pool_180 View Patio_ Beach Gear

OCEANFRONT 5⭐3BR/2BA/6BED_Heated Pool_180 View Patio_ Beach Gear
Madeira Beach
9.8 out of 10, Exceptional, (15 reviews)
"We had a great time and the house was very comfortable and clean and we loved being right on the beach"
United States
Ann N.
OCEANFRONT 5⭐3BR/2BA/6BED_Heated Pool_180 View Patio_ Beach Gear
A balcony with a table set for breakfast, including croissants, fruit, and coffee, with a city view in the background.

16. 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 ￥47,256
￥158,659 total
includes taxes & fees
Nov 2 - Nov 3
Beachside Bliss | Rooftop Gulf Views & Fun Vibes
A modern single-story house with a paved driveway, a basketball hoop, and a well-maintained lawn.

17. HeatedPool • HotTub • OutdoorKitchen/Theater/Games

HeatedPool • HotTub • OutdoorKitchen/Theater/Games
South Bradenton
HeatedPool • HotTub • OutdoorKitchen/Theater/Games
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

Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

10/10 Excellent
"Everything was perfect. Clean rooms Great Beach"
Gregory 1-night trip
Posted 1 day ago
Cedar Cove Resort and Cottages

Find out more about Anna Maria Island

Anna Maria Island Villas information

Number of reviews
340
Accommodation
28 Villas
Lowest Price
￥37,229
Highest Price
￥170,414

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 9.9. 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 ￥37,229 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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