Villas in Anna Maria Island

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Check prices for these dates

Next weekend
Dec 12 - Dec 14
In two weeks
Dec 19 - Dec 21
In one month
Jan 2 - Jan 4
In two months
Jan 30 - Feb 1

Villas in Anna Maria Island

Exterior
Beautiful Bungalow with Pool and Bay Views!

Villa in Anna Maria

9.8 out of 10, Exceptional, (37)
"Great location,great property,spacious,clean everything brand new in the property,beach across the street,my family love it!"
United States
Michel
$350 nightly
The price is $390
Dec 9 - Dec 10
Total with taxes and fees
Beautiful Bungalow with Pool and Bay Views!
Exterior
Anna Maria Island Bungalow with Pool! Across the street from Beach, near Pine Av

Villa in Anna Maria

9.2 out of 10, Wonderful, (59)
"Really nice."
United States
Dee J.
$333 nightly
The price is $372
Dec 9 - Dec 10
Total with taxes and fees
Anna Maria Island Bungalow with Pool! Across the street from Beach, near Pine Av
Exterior
Resort-Style Pool Steps from the Bay and Pine Ave!

Villa in Anna Maria

9.6 out of 10, Exceptional, (51)
"We had a great time here. Tiny apartment style. Great location. Loved it. Would definitely stay again."
United States
Shelly R.
$412 nightly
The price is $460
Dec 8 - Dec 9
Total with taxes and fees
Resort-Style Pool Steps from the Bay and Pine Ave!
Exterior
Bayfront Bliss! Pool, BBQ and Dolphin Views!

Villa in Anna Maria

9.6 out of 10, Exceptional, (93)
"The property is just as described! It was incredible. The beach and stores were all walking distance. Definitely would stay there again."
United States
Gilaine F.
$511 nightly
The price is $569
Dec 9 - Dec 10
Total with taxes and fees
Bayfront Bliss! Pool, BBQ and Dolphin Views!
Exterior
Completely Remodeled- 150 Yards to Beach and Restaurants!

Villa in South Village

10.0 out of 10, Exceptional, (37)
"We arrived early and the owner was very communicative about when we could get in the space. He sent us a code beforehand, so we were able to go straight in, drop our bags, eat lunch across the street, and head to the beach. Everything is as shown. Super clean, stocked kitchen, plenty of beach gear, etc. We would definitely consider staying again."
United States
TATE J.
$352 nightly
The price is $393
Dec 19 - Dec 20
Total with taxes and fees
Completely Remodeled- 150 Yards to Beach and Restaurants!
Property grounds
W Bradenton Country Club Estates, 2 bed, 2Bath 7miles to Beaches

Villa in Bradenton

2.0 star property
9.2 out of 10, Wonderful, (12)
"Perfect spot for golf tournament. "
United States
Amy K.
$386 nightly
The price is $430
Dec 11 - Dec 12
Total with taxes and fees
W Bradenton Country Club Estates, 2 bed, 2Bath 7miles to Beaches
Property grounds
Sunswept Villa 4-riverwalk/park front w/ pool, near AMI beaches - pet friendly!

Villa in Bradenton

10.0 out of 10, Exceptional, (30)
"Enjoyed our stay."
United States
Nathan H.
$281 nightly
The price is $313
Dec 8 - Dec 9
Total with taxes and fees
Sunswept Villa 4-riverwalk/park front w/ pool, near AMI beaches - pet friendly!
Exterior
Salty Lime Villa 2-Riverview w/pool on riverwalk, near AMI beaches, pet friendly

Villa in Bradenton

10.0 out of 10, Exceptional, (23)
"We LOVED this villa! It was so perfect for our little vacation here. This location had everything you could want - from perfect location of beaches to the host providing everything for a sweet little getaway. Whether you’re an adventurer destined to be out and about or looking for a peaceful lazy vacation, this is perfect for you. We will be staying again!"
United States
Hannah R.
$281 nightly
The price is $313
Dec 8 - Dec 9
Total with taxes and fees
Salty Lime Villa 2-Riverview w/pool on riverwalk, near AMI beaches, pet friendly
Exterior
Tranquil Tide Villa -Riverview w/pool on riverwalk, near AMI beach, pet friendly

Villa in Bradenton

9.8 out of 10, Exceptional, (20)
"This property is amazing!"
United States
Heather R.
$281 nightly
The price is $313
Dec 8 - Dec 9
Total with taxes and fees
Tranquil Tide Villa -Riverview w/pool on riverwalk, near AMI beach, pet friendly
Exterior
Updated Downtown Sarasota Villa, 2b/2b

Villa in Central Sarasota

9.6 out of 10, Exceptional, (7)
"Would stay again "
United States
Josh R.
$501 nightly
The price is $501
Dec 27 - Dec 28
Total with taxes and fees
Updated Downtown Sarasota Villa, 2b/2b
Exterior
Lakefront 2BR Bradenton Rental Near IMG & Beaches

Villa in South Bradenton

$206 nightly
The price is $217
Dec 9 - Dec 10
Total with taxes and fees
Lakefront 2BR Bradenton Rental Near IMG & Beaches
Property grounds
3-bedroom villa in enchanting St. Petersburg with AC comfort

Vacation Home in Childs Park

2.0 star property
$287 nightly
The price is $321
Dec 8 - Dec 9
Total with taxes and fees
3-bedroom villa in enchanting St. Petersburg with AC comfort
Property grounds
Charming 3 bd 2 ba villa in cool Bradenton. WiFi AC laundry lanai community pool

Villa in Bradenton

$511 nightly
The price is $570
Dec 8 - Dec 9
Total with taxes and fees
Charming 3 bd 2 ba villa in cool Bradenton. WiFi AC laundry lanai community pool
Exterior
Newly Remodeled-150 Yards to Beach and Restaurants!

Villa in South Village

10.0 out of 10, Exceptional, (35)
"Perfect for our family, we will be back! "
United States
Dan S.
$341 nightly
The price is $381
Dec 11 - Dec 12
Total with taxes and fees
Newly Remodeled-150 Yards to Beach and Restaurants!
Exterior
Heated Pool and Spa • Outdoor Kitchen/Theater/Games

Villa in South Bradenton

2.0 star property
$739 nightly
The price is $817
Dec 21 - Dec 22
Total with taxes and fees
Heated Pool and Spa • Outdoor Kitchen/Theater/Games
Property grounds
Beachside Bliss | Rooftop Gulf Views & Fun Vibes

Villa in Madeira Beach

10.0 out of 10, Exceptional, (1)
"Could not have asked for a better place to stay. Everyone in our party commented on how amazing it was. We were just a few steps from beach access and felt pampered. They provided everything we needed for an amazing stay! You won’t be disappointed with this place. Thank you "
United States
stacy w.
$1,004 nightly
The price is $1,118
Dec 8 - Dec 9
Total with taxes and fees
Beachside Bliss | Rooftop Gulf Views & Fun Vibes
Property grounds
OCEANFRONT 5⭐3BR/2BA/6BED_Heated Pool_180 View Patio_ Beach Gear

Villa in Madeira Beach

8.8 out of 10, Excellent, (6)
"Great place, thanks"
United States
Jim L.
$838 nightly
The price is $934
Jan 3 - Jan 4, 2026
Total with taxes and fees
OCEANFRONT 5⭐3BR/2BA/6BED_Heated Pool_180 View Patio_ Beach Gear
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
"Stayed at Cedar Cove in late October. Owners were very hospitable and the beach was clean and quiet. Was only going to spend one night but decided to spend an extra night on our way back from Bean Point. Loved the small laid back feel of the property. "
Forrest 1-night trip
Posted 2 days ago
Cedar Cove Resort and Cottages

Find out more about Anna Maria Island

Anna Maria Island Villas information

Number of reviews
344
Accommodation
39 Villas
Lowest Price
$217
Highest Price
$1,118

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 $217 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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