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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.

  • 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!”

  • 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!”

  • A Cozy Bungalow on the bay.
    SUPERHOSTEntire apartment · 2 guests · 2 beds · 1 bath
    A Cozy Bungalow on the bay.

    A comfortable efficiency with a queen size bed, a full kitchen, a private bath, a great location and a lovely view. We are a two minute walk to the beach, restaurants, shopping and nightlife.

    What guests are saying:

    “This place is phenomenal! Deanna has thought of everything! Coffee, towels, hair dryer, beach chairs and umbrellas. Only need to pack clothes! Walking distance to “town” and the beach. Our own private dock. You don’t even need a car! Morning coffee over looking the bay was the best part of our stay. We will be back!!”

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

Cozy Beachhouse 800 steps to beach
SUPERHOSTEntire house
Cozy Beachhouse 800 steps to beach
Price:$129 / night
Luxury 3BR/3BA, Private Heated Pool, Beach
SUPERHOSTEntire house
Luxury 3BR/3BA, Private Heated Pool, Beach
Price:$299 / night
Bradenton Beach Sunsets II
SUPERHOSTEntire villa
Bradenton Beach Sunsets II
Price:$138 / night
Dog-friendly home with private pool, great location near beach, shopping, dining
Entire house
Dog-friendly home with private pool, great location near beach, shopping, dining
Price:$236 / night
Playa Esmeralda/Innatthebeach Suites #1A Amazing Location in Bradenton Beach
SUPERHOSTEntire apartment
Playa Esmeralda/Innatthebeach Suites #1A Amazing Location in Bradenton Beach
Price:$125 / night
Becker's Beach Bungalow
SUPERHOSTEntire cottage
Becker's Beach Bungalow
Price:$150 / night
Bay Breeze Cottages #2
SUPERHOSTHotel room
Bay Breeze Cottages #2
Price:$233 / night
Happy Island Cottage - Heated Pool
SUPERHOSTEntire house
Happy Island Cottage - Heated Pool
Price:$329 / night
Kayaking Retreat
SUPERHOSTEntire bungalow
Kayaking Retreat
Price:$126 / night
5 STARS! Tropical Salt H2O Pool, Steps to BEACH!!
SUPERHOSTEntire house
5 STARS! Tropical Salt H2O Pool, Steps to BEACH!!
Price:$337 / night
Las Palmas Beach Rentals unit 2
SUPERHOSTEntire apartment
Las Palmas Beach Rentals unit 2
Price:$109 / night
Castnetter Beach Resort 10 - Pool Side Studio
SUPERHOSTEntire apartment
Castnetter Beach Resort 10 - Pool Side Studio
Price:$166 / night
Show all

Learn more about Anna Maria

What types of vacation rentals are available in Anna Maria?

Here in Anna Maria, there are plenty of options for places to stay. Here are a few examples:
  • Houses (313 rentals)
  • Cottages (16 rentals)
  • Apartments (15 rentals)

Are there houses that are pet-friendly?

Who doesn’t want pets allowed in their house? Here in Anna Maria, you’ll find 98 houses that are pet-friendly.

What are the top attractions in Anna Maria?

Locals agree that these attractions are worth a visit:
  • Anna Maria Public Beach (225 rentals)
  • Bean Point (74 rentals)
  • Beach Bums Recreational Rentals & Gift Shop (181 rentals)
  • Island Players Inc (184 rentals)

What are some kid-friendly activities in Anna Maria?

Locals agree—these are all great places to take the kids:
  • Anna Maria Public Beach
  • Bean Point
  • Beach Bums Recreational Rentals & Gift Shop
  • Pine Avenue
  • Two Scoops

What are the top places to eat in Anna Maria?

Whether you’re looking for a tasty treat or a hearty meal, here’s where the locals say to go:
  • The Sandbar Restaurant
  • The Waterfront Restaurant
  • Rod and Reel Pier
  • Poppo's Taqueria
  • Two Scoops