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
20 Feb - 22 Feb
In two months
3 Apr - 5 Apr
In three months
1 May - 3 May
In four months
29 May - 31 May

Our top choices for Anna Maria Island villas

Exterior

Beautiful Bungalow with Pool and Bay Views!

Beautiful Bungalow with Pool and Bay Views!
Anna Maria
9.8 out of 10, Exceptional, (38 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 £430
includes taxes & fees
9 Feb - 10 Feb
Beautiful Bungalow with Pool and Bay Views!
Exterior

NEW!~ Beach Front/Heated Pool! Coconuts 107

NEW!~ Beach Front/Heated Pool! Coconuts 107
Holmes Beach
NEW!~ Beach Front/Heated Pool! Coconuts 107
Exterior

Beachfront Paradise! Ground level with Heated pool

Beachfront Paradise! Ground level with Heated pool
Holmes Beach
The price is £700
includes taxes & fees
7 Mar - 8 Mar
Beachfront Paradise! Ground level with Heated pool
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, (59 reviews)
"Really nice."
United States
Dee J.
The price is £420
includes taxes & fees
9 Feb - 10 Feb
Anna Maria Island Bungalow with Pool! Across the street from Beach, near Pine Av
Exterior

Bayfront Bliss! Pool, BBQ and Dolphin Views!

Bayfront Bliss! Pool, BBQ and Dolphin Views!
Anna Maria
9.6 out of 10, Exceptional, (94 reviews)
"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.
The price is £561
includes taxes & fees
9 Feb - 10 Feb
Bayfront Bliss! Pool, BBQ and Dolphin Views!
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, (51 reviews)
"Great location! Beautifully decorated."
United States
Dana F.
The price is £507
includes taxes & fees
12 Feb - 13 Feb
Resort-Style Pool Steps from the Bay and Pine Ave!
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, (72 reviews)
"Everything was as in the pictures "
United States
Julio César R.
The price is £599
includes taxes & fees
9 Feb - 10 Feb
Bayside Retreat with Pool and Bay Views! Near Beaches, Shops, and Dining
Exterior

Lakefront 2BR Bradenton Rental Near IMG & Beaches

Lakefront 2BR Bradenton Rental Near IMG & Beaches
South Bradenton
8.0 out of 10, Very good, (1 review)
"I just want to say the place is nice, but it needs more cleaning. There was a lot of pet hair, and the floor was dirty. These are small things, but if they paid a little more attention to those details, it would be absolutely fantastic, a perfect 100. If you asked me if I would recommend it, my answer would be yes. As I said before, the place is very nice, comfortable, and cozy, and the neighborhood is very quiet. Would I go back? Of course I would, just please, more cleaning!"
United States
Maria I
The price is £193
includes taxes & fees
9 Feb - 10 Feb
Lakefront 2BR Bradenton Rental Near IMG & Beaches
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, (33 reviews)
"Such a great place to stay! So clean and so welcoming. Will stay there again if in the area. "
United States
Chris H.
The price is £276
includes taxes & fees
8 Feb - 9 Feb
Sunswept Villa 4-riverwalk/park front w/ pool, 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, (21 reviews)
"This property is amazing!"
United States
Heather R.
The price is £304
includes taxes & fees
24 Feb - 25 Feb
Tranquil Tide Villa -Riverview w/pool on riverwalk, near AMI beach, pet friendly
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, (16 reviews)
"House was exactly like the pictures. It was very clean, spacious, and a great location. We would welcome a chance to stay again!"
United States
Steve N.
The price is £372
includes taxes & fees
1 Mar - 2 Mar
Bright Spacious Villa with a Pool – 15 min from Siesta Beach #1 Beach in the USA
Exterior

W Bradenton Country Club Estates, 2 bed, 2Bath 7miles to Beaches

W Bradenton Country Club Estates, 2 bed, 2Bath 7miles to Beaches
Bradenton
9.4 out of 10, Exceptional, (13 reviews)
"Perfect spot for golf tournament. "
United States
Amy K.
The price is £388
includes taxes & fees
16 Feb - 17 Feb
W Bradenton Country Club Estates, 2 bed, 2Bath 7miles to Beaches
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, (24 reviews)
"Theresa was a great host and was very accommodating. Her home is very clean and a relaxing outdoor area. If you’re looking for a cozy and relaxing home for your next vacation I highly recommend this rental. "
United States
Dawn J.
The price is £304
includes taxes & fees
22 Feb - 23 Feb
Salty Lime Villa 2-Riverview w/pool on riverwalk, near AMI beaches, pet friendly
Exterior

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
9.4 out of 10, Exceptional, (52 reviews)
"Stayed at the property prior to our cruise out of port canaveral. Was perfect for our needs - steps to the beach and close to many stores/cafes/etc. would definitely stay again. "
United States
John K.
The price is £220
includes taxes & fees
16 Feb - 17 Feb
Drift Inn B, Heated Pool, Beach and Amenities, 2-3 min walk
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 £394
includes taxes & fees
11 Feb - 12 Feb
3-bedroom villa in enchanting St. Petersburg with AC comfort
Exterior

Completely Remodeled- 150 Yards to Beach and Restaurants!

Completely Remodeled- 150 Yards to Beach and Restaurants!
South Village
10.0 out of 10, Exceptional, (37 reviews)
"We had a great stay, having the pool and beach so close was perfect. We appreciated the beach gear and laundry as well. "
United States
Kelsey B.
The price is £497
includes taxes & fees
10 Feb - 11 Feb
Completely Remodeled- 150 Yards to Beach and Restaurants!
Exterior

Charming 3 bd 2 ba villa in cool Bradenton. WiFi AC laundry lanai community pool

Charming 3 bd 2 ba villa in cool Bradenton. WiFi AC laundry lanai community pool
Bradenton
The price is £521
includes taxes & fees
27 Feb - 28 Feb
Charming 3 bd 2 ba villa in cool Bradenton. WiFi AC laundry lanai community pool
Property grounds

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
9.0 out of 10, Wonderful, (7 reviews)
"Beautiful view. Enjoyed our stay and appreciated the quickness of our host to respond to messages."
United States
Amy R.
The price is £514
includes taxes & fees
9 Feb - 10 Feb
OCEANFRONT 5⭐3BR/2BA/6BED_Heated Pool_180 View Patio_ Beach Gear
Property grounds

Beachside Bliss | Rooftop Gulf Views & Fun Vibes

Beachside Bliss | Rooftop Gulf Views & Fun Vibes
Madeira Beach
10.0 out of 10, Exceptional, (1 review)
"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.
The price is £958
includes taxes & fees
8 Feb - 9 Feb
Beachside Bliss | Rooftop Gulf Views & Fun Vibes
Pool

Sleeps 24-Beachfront Resort-Outdoor Pool 7BR

Sleeps 24-Beachfront Resort-Outdoor Pool 7BR
Madeira Beach
The price is £1,341
includes taxes & fees
1 Mar - 2 Mar
Sleeps 24-Beachfront Resort-Outdoor Pool 7BR
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

Pelican Post at Anna Maria Island Inn

Pelican Post at Anna Maria Island Inn

10/10 Excellent
"Yes the room was spotless. Incredible!! Great lodging experience! Beautiful room, very comfortable bedding. Wonderful bathroom. Great location to boot. Keep up the good work and we will visit again for sure. We'll be sure to tell our friends and family as well."
GERALD 1-night trip
Posted 2 days ago
Pelican Post at Anna Maria Island Inn

Find out more about Anna Maria Island

Anna Maria Island Villas information

Number of reviews
450
Accommodation
40 Villas
Lowest Price
£193
Highest Price
£958

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 9.6, 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