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Vacation rentals in Anna Maria Island

Vacation rentals in Anna Maria Island

Find and book unique accommodation on Airbnb

Top-rated holiday 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 bathrooms
    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 apartment · 4 guests · 3 beds · 1 bathroom
    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!”

  • Luxury 3BR/3BA, Private Heated Pool, Beach
    SUPERHOSTEntire house · 6 guests · 5 beds · 3 bathrooms
    Luxury 3BR/3BA, Private Heated Pool, Beach

    Renovated and professionally decorated single family home that sleeps 8. 3 bedrooms and 3 full bathrooms. Living room with pullout couch as well as games, books and movie library. Luxurious heated pool with waterfall and Tiki table in private tropical backyard. Large covered lanai with TV, mini-fridge, granite counter for food preparation and gas BBQ. Large size Washer/Dryer. 4 minute easy stroll to beach. Attached garage. Low traffic street. Tons of toys as well as pool and beach supplies.

    What guests are saying:

    “In the midst of a global pandemic we were itching to get away having been quarantined for months. This villa was EXACTLY what was needed. We are a family of 4 and the villa was beyond accommodating for all of us. The hosts have thought about every conceivable detail in terms of what they provide in terms of supplies, information, contact details, restaurants, tips, etc. They were also incredibly responsive and engaged in trying to ensure we had a very special time. We are fortunate to be able to travel the world and our original trip to Belize during this time was cancelled. Not a moment of sadness entered our minds with staying here. Cannot rate this high enough!”

Holiday rentals for every style

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Popular amenities for Anna Maria Island holiday rentals

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

Other great holiday rentals in Anna Maria Island

Happy Island Cottage - Heated Pool
SUPERHOSTEntire house
Happy Island Cottage - Heated Pool
Price:€291 / night
A Cozy Bungalow on the bay.
SUPERHOSTEntire flat
A Cozy Bungalow on the bay.
Price:€109 / night
Last Summer Week still available, Pool & Boat Dock
SUPERHOSTEntire house
Last Summer Week still available, Pool & Boat Dock
Price:€267 / night
5 STARS! Tropical Salt H2O Pool, Steps to BEACH!!
SUPERHOSTEntire house
5 STARS! Tropical Salt H2O Pool, Steps to BEACH!!
Price:€306 / night
Bradenton Beach Sunsets II
SUPERHOSTEntire villa
Bradenton Beach Sunsets II
Price:€124 / night
Anna Maria Island villa 3 minute walk to beach
Entire townhouse
Anna Maria Island villa 3 minute walk to beach
Price:€236 / night
Cozy Beachhouse 800 steps to beach
SUPERHOSTEntire house
Cozy Beachhouse 800 steps to beach
Price:€114 / night
Las Palmas Beach Rentals unit 2
SUPERHOSTEntire flat
Las Palmas Beach Rentals unit 2
Price:€96 / night
Twin Palms: Big house steps to beach, private pool
SUPERHOSTEntire house
Twin Palms: Big house steps to beach, private pool
Price:€313 / night
Captain's Quarters at Spinnakers Vacation Cottages
SUPERHOSTEntire house
Captain's Quarters at Spinnakers Vacation Cottages
Price:€303 / night
The Beach Cruiser
SUPERHOSTEntire house
The Beach Cruiser
Price:€93 / night
Sea Vous Play
SUPERHOSTEntire house
Sea Vous Play
Price:€650 / night
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