Search Vacation Homes in Anna Maria

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Vacation Homes in Anna Maria

🏝 LOCAL LANDMARK. The BLUE HOUSE on PINE 🐬Casa Caliente🐬

10.0 out of 10, Exceptional, (86)
"We have stayed in this house a couple of times and love the location the food, shopping and the beach! The backyard oasis is perfect for lounging after a day at the beach. Frankie is fabulous to work with and keeps the property in beautiful condition. Would certainly recommend!"
🏝 LOCAL LANDMARK. The BLUE HOUSE on PINE 🐬Casa Caliente🐬

Naut 2 Shabby Bungalow - A sweet and cozy getaway on Pine Avenue!

10.0 out of 10, Exceptional, (178)
"The Bungalow was spotless, I had a fantastic stay, thank you !!!"
Naut 2 Shabby Bungalow - A sweet and cozy getaway on Pine Avenue!

Heated Plunge Pool & Screened Lanai: 2BR/2BA Oasis Steps from North-End Beach

10.0 out of 10, Exceptional, (1)
"The house was perfect for us, very comfortable and clean. NIce size bedrooms and confy beds we really enjoyed the stay.. The pool "Sitting Pool" is nice after a hot day at the beach"
Heated Plunge Pool & Screened Lanai: 2BR/2BA Oasis Steps from North-End Beach

Beautiful cottage w/ heated private pool - walk to beach, dining, Bayfront Park

9.8 out of 10, Exceptional, (89)
"Excellent place for relaxing beach vacation"
Beautiful cottage w/ heated private pool - walk to beach, dining, Bayfront Park

Mimosa Bay: Waterfront Oasis w/ Heated Pool, Hot Tub & Bay Views

10.0 out of 10, Exceptional, (1)
"Exceptional property! We truly had the most amazing stay. The property is so beautiful and clean. It has a ton of charm, and the view off the entire back of the home of the emerald green bay is unmatched!Between waking up to amazing sunrises, hearing the sound of the water, while enjoying the bay breeze and watching all of the dolphins swim by, it was one of the most serene and tranquil experiences. The pool and spa are brand new and we loved having options to swim in the pool, paddle board...
Mimosa Bay: Waterfront Oasis w/ Heated Pool, Hot Tub & Bay Views

Adorable Beach cottage just steps Bean Point beach!

9.8 out of 10, Exceptional, (57)
"Our family of 6enjoyed our stay!"
The price is SAR 1,688
SAR 3,988 total
includes taxes & fees
1 Aug - 2 Aug
Adorable Beach cottage just steps Bean Point beach!

Escape to Anna Maria Island!

10.0 out of 10, Exceptional, (117)
"Our stay was fantastic. Easy walking access to the beach, trolley and restaurants. "
Escape to Anna Maria Island!

Newly Renovated Pet Friendly Waterview w/Private Heated Pool/Spa & Cabana Bar

3.0 star property
9.2 out of 10, Wonderful, (10)
"The location and amenities are amazing. Would definitely stay here again."
Newly Renovated Pet Friendly Waterview w/Private Heated Pool/Spa & Cabana Bar

LOCATION, COMPLETE REHAB 1/1. Great pool, close to beaches, twin family rooms!

9.4 out of 10, Exceptional, (129)
"Our family had a wonderful time here for spring break. The pool was especially nice because the wading area was perfect for our 2 year old to play with water toys. And we had a very short walk to the beach at Bean Point, which was lovely. The beds were very comfortable and the kitchen was supplied with everything we needed. We rented an electric golf cart, which was easily charged at the outdoor outlet. Also, we appreciated the pack and play, the beach wagon, beach chairs, and pool toys....
LOCATION, COMPLETE REHAB 1/1. Great pool, close to beaches, twin family rooms!

Near Bean Point!! Short stays available! Heated Pool

9.6 out of 10, Exceptional, (49)
"This place is wonderful!!! Just a few steps from the beach, the location is excellent! The house was extremely clean and had everything we needed! Everything was perfect and we even had an incredible barbecue. We had a great time!!! Thank you for welcoming us so well. We will definitely be back."
Near Bean Point!! Short stays available! Heated Pool

Sand Dollar Cottage - Vintage - updated - flip flop walk to Gulf Beaches

9.6 out of 10, Exceptional, (85)
"It was better than we even expected, especially knowing that both Hurricane Helene and Milton had affected this property only a few short months before our stay. It was a very restful and comfortable surrounding for us. It was just a short walk to a beautiful beach. We would like to come back again."
Sand Dollar Cottage - Vintage - updated - flip flop walk to Gulf Beaches

Bridgeview: Bay front with sweeping views, sleeps 12!

9.8 out of 10, Exceptional, (40)
"I would definitely recommend or stay here again"
Bridgeview: Bay front with sweeping views, sleeps 12!

Relaxing Home with Private Pool, High-Speed WiFi, Central AC, & Washer/Dryer

8.4 out of 10, Very Good, (14)
"Great location, pool was beautiful and lots of room for enjoying outdoors."
Relaxing Home with Private Pool, High-Speed WiFi, Central AC, & Washer/Dryer

Wave n Sea - Close to the Beach with Pool - Anna Maria Island - By Island Real E

9.4 out of 10, Exceptional, (16)
"This home was absolutely beautiful! Everything was very clean, nicely taken care of, and the backyard and pool were fantastic. It was walking distance to lots of great shops and even to the beach, which was fantastic. We would definitely be back!"
Wave n Sea - Close to the Beach with Pool - Anna Maria Island - By Island Real E

AMI North End Private Heated Pool. 1.2 blocks to beach!

10.0 out of 10, Exceptional, (136)
"Absolutely best experience visiting a new island. Close to beach, quiet, clean and great amenities and communication. The pool felt great and we enjoyed our stay. Thanks so much!"
AMI North End Private Heated Pool. 1.2 blocks to beach!

Charming house with private heated pool, lanai. Great location to beach & shops

10.0 out of 10, Exceptional, (160)
"We had the sweetest week with our two small children! The space was perfect for our needs, and the hosts were extremely communicative before during and after our stay. We can’t wait to return! "
Charming house with private heated pool, lanai. Great location to beach & shops

Dog-friendly home with amazing backyard, pool, spa, putting green & game room

9.2 out of 10, Wonderful, (21)
"I would stay there again."
Dog-friendly home with amazing backyard, pool, spa, putting green & game room

Luxury Home with Pathway to the Beach! Secluded Pool and Spa!

10.0 out of 10, Exceptional, (5)
"We loved the house! Neighborhood was quiet and the beach was a very short distance away. The house is surrounded by vegetation and it had everything we needed it!"
Luxury Home with Pathway to the Beach! Secluded Pool and Spa!

Coconut Lagoon - Pet-Friendly Home w/ Heated Pool, Screened Porch & Cabana TV

9.6 out of 10, Exceptional, (48)
"Great stay."
Coconut Lagoon - Pet-Friendly Home w/ Heated Pool, Screened Porch & Cabana TV

South Bay Beach House: Bay Front Luxury Beach Villa with Heated Pool

9.8 out of 10, Exceptional, (56)
"We had an amazing stay! Can’t wait to return!"
South Bay Beach House: Bay Front Luxury Beach Villa with Heated Pool
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Anna Maria Hotel Reviews