Skip to content
Sign up
Log in
Vacation rentals in Anna Maria Island

Vacation rentals in Anna Maria Island

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Anna Maria Island

Guests agree: these stays are highly rated for location, cleanliness, and more.

  • Walk 2 Beach + PRIVATE Pool + Golf Cart + Boating
    SUPERHOSTEntire townhouse · 6 guests · 3 beds · 2 baths
    Walk 2 Beach + PRIVATE Pool + Golf Cart + Boating

    Welcome to the Loggerhead, a true home away from home. This is a perfect 2 bedroom/2 bathroom on the private and quiet Anna Maria Island. Enjoy your own heated pool in a very lush tropical setting. We are just a few steps to the beach, so no need to fight for beach parking on your trip. All pool and beach essentials are provided as well as 6 beach cruisers and 4 child bikes. Perfect for your next family escape to paradise.

    What guests are saying:

    “Beyond what we ever could have imagined! Our 4 children and ourselves had a complete blast! EVERY thing you could even imagine needing for your stay is at Loggerhead - this made traveling so much easier! It was so apparent that Stephen put so much thought into ensuring his guests had everything they needed to have a great time. Pack light! The beach was SO close (of course the kids “had” to take the golf cart despite us being within walking distance lol). We spent time swimming in the pool - pictures don’t even do it justice as the backyard was a private oasis in itself. We fished with the kids almost daily, spent hours at the beach, explored the island (dreaming of owning a home in the area ourselves lol) and truly made great memories with our children. Stephen was a pleasure to work with and stayed in communication with us during our entire stay ensuring we had everything we needed. We will for sure be back!”

  • 5 Star Villa; Great Pool & Patio, Steps to Beach
    SUPERHOSTEntire condominium · 4 guests · 3 beds · 1 bath
    5 Star Villa; Great Pool & Patio, Steps to Beach

    OPEN FOR RENTAL!! 5 STAR Rated Villa, Summer time specials. Perfect for QUICK GETAWAY!! Highly Rated & Reviewed Gorgeous 2 Bdrm Villa less than block from Fantastic Beach. Renovated & redecorated, stainless appliances, granite counters, wood cabinets, Super fast WiFi. Smart TV's, Washer/dryer. New furnishings, Fresh paint everywhere. Delightful 4 unit complex, Relaxing pool & tropical patio, including new Tiki Hut for your evening Beverages.

    What guests are saying:

    “Karen’s place was more than I ever expected! Beautifully decorated, sparkling clean, and the location could not have been better. It was a 2 minute walk to the beach and Karen provides all of your beach essentials such as beach wagon, chairs, umbrellas, and beach towels. Karen was a great communicator through the whole process and it was a very easy checkin/ checkout process. I will definitely be coming back ASAP!”

  • Dog-friendly home with private pool, great location near beach, shopping, dining
    Entire house · 6 guests · 3 beds · 2 baths
    Dog-friendly home with private pool, great location near beach, shopping, dining

    The health and safety of our guests, homeowners, and employees is our number one priority. Many of our vacation rentals minimize person-to-person contact with private amenities and entry via smart locks or lockboxes. Plus, each reservation is backed by 24/7 customer support and expert cleaning in line with current CDC guidelines.

    What guests are saying:

    “Loved this house. My husband and I stayed here for our annual beach trip. I highly recommend it! It was the perfect size for the two of us with two bedrooms and two baths. The place was clean and nice with a great backyard and easy beach access. It does not include laundry detergent, coffee, or extra paper towel or garbage bags. And depending on how long your stay is, you may need to buy extra toilet paper as well. There are plenty of towels, including beach towels and some fun pool floats too! We will definitely be back. I want to buy the place!!”

Vacation rentals for every style

Get the amount of space that is right for you.

  • Homes
  • Hotels
  • Unique stays

Popular amenities for Anna Maria Island vacation rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great vacation rentals in Anna Maria Island

A Cozy Bungalow on the bay.
SUPERHOSTEntire apartment
A Cozy Bungalow on the bay.
Price:$166 CAD/night
Playa Esmeralda/Innatthebeach Suites #1A Amazing Location in Bradenton Beach
SUPERHOSTEntire apartment
Playa Esmeralda/Innatthebeach Suites #1A Amazing Location in Bradenton Beach
Price:$169 CAD/night
Cozy Beachhouse 800 steps to beach
SUPERHOSTEntire house
Cozy Beachhouse 800 steps to beach
Price:$175 CAD/night
Luxury 3BR/3BA, Private Heated Pool, Beach
SUPERHOSTEntire house
Luxury 3BR/3BA, Private Heated Pool, Beach
Price:$403 CAD/night
Bradenton Beach Sunsets II
SUPERHOSTEntire villa
Bradenton Beach Sunsets II
Price:$190 CAD/night
Becker's Beach Bungalow
SUPERHOSTEntire cottage
Becker's Beach Bungalow
Price:$203 CAD/night
Castnetter Beach Resort 10 - Pool Side Studio
SUPERHOSTEntire apartment
Castnetter Beach Resort 10 - Pool Side Studio
Price:$225 CAD/night
5 STARS! Tropical Salt H2O Pool, Steps to BEACH!!
SUPERHOSTEntire house
5 STARS! Tropical Salt H2O Pool, Steps to BEACH!!
Price:$454 CAD/night
Spacious & Luxurious Getaway Water view Near Beach
SUPERHOSTEntire condominium
Spacious & Luxurious Getaway Water view Near Beach
Price:$179 CAD/night
Las Palmas Beach Rentals unit 2
SUPERHOSTEntire apartment
Las Palmas Beach Rentals unit 2
Price:$147 CAD/night
Kayaking Retreat
SUPERHOSTEntire bungalow
Kayaking Retreat
Price:$171 CAD/night
Waterfront home with private dock
SUPERHOSTEntire house
Waterfront home with private dock
Price:$221 CAD/night
Show all