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Vacation rentals in Longboat Key

Vacation rentals in Longboat Key

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Longboat Key

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

Just The Essentials, Longboat Key
SUPERHOSTEntire flat · 2 guests · 1 bed · 1 bathroom
Just The Essentials, Longboat Key

Sun, Sand, Beach, Bikes, Kayaks, Gas Grill, Dock on Canal are Included here for your enjoyment. Enjoy Tropical Plants Organic fruits & Herbs, Tropical Birds, Dolphin. It's Island life! It's Salt Life! You are Surrounded by water. An Uncrowded Sparkling White Sand Beach is just a block away. Enjoy our Dock shaded by Mangroves as fish pass & tropical birds glide down the canal. 1st fl kitchenette apartment. Private entrance, off street parking, 1 queen bed in bedroom, 1 bath. Covered patio.

What guests are saying:

“I highly recommend staying here if you are visiting the area. Betsy was an amazing host who made us feel at home. The house is beautiful and makes you feel at home. Great location! Beaches all around and great places to eat and shop. Very quiet neighborhood. House was extremely clean, the price is more than fair. Perfect location and house for a couples retreat. Yard has all types of beautiful plants, not to mention a beautiful mango tree and a few banana trees. We were able to take the kayaks out on the water and that was beautiful. Walk down the street from the house and boom you're at the beach. My wife and I will surely be back! 10/10”

Sunset and beach view from your balcony.
SUPERHOSTEntire apartment · 6 guests · 4 beds · 1 bathroom
Sunset and beach view from your balcony.

A luxurious experience on the beautiful beaches and emerald waters of the Gulf of Mexico awaits you when you check into this fabulous unit. This unit has been completely renovated. The best 1 bed/1 bath in Longboat Key for a great price. While the views from the balcony are breathtaking, the interior has been redone to bring the outdoors in. While the views from the balcony are breathtaking, the interior has been redone to bring the outdoors in.

What guests are saying:

“Sergey's condo was beautifully decorated and had all the modern conveniences you expect when on vacation. The beds were very comfortable. The view was outstanding. You walked right out of the condo down to the beach. Sergey was a great host.”

Beach, Pool, Bikes, Tennis Luxury Resort
SUPERHOSTEntire townhouse · 6 guests · 4 beds · 2.5 bathrooms
Beach, Pool, Bikes, Tennis Luxury Resort

Thoroughly cleaned with Clorox cleaning of all counters, doorknobs, tv remotes (every touch point). Antibacterial hand soap provided. Now to the fun details: Located in prestigious Cedars East Resort with closest resort location to beautiful Longboat Key secluded Beach. New appliances, new wood floors, all beach supplies provided. Large heated pool, 24 hour fitness center, 10 tennis courts, free bikes, resort dock with water views. Award winning restaurants, shops nearby.

What guests are saying:

“Look no further! Colin’s place is fabulous and family friendly. Our teenage daughters loved playing tennis and using the fitness center. We all appreciated the wagon and beach accessories. Coming from Wisconsin we would not of had any of the necessary things for a fun day at beach! The kitchen is full stocked and nice new appliances. We walked and explored the beach, local park and resort boardwalks and fishing pier- oh and can’t forget about the free bikes to bike all over Longboat Key! We hated to leave- you can book with confidence with Colin!!!”

Holiday rentals for every style

Get the amount of space that is right for you.

  • Homes
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  • Unique stays

Popular amenities for Longboat Key holiday rentals

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

Other great holiday rentals in Longboat Key

The Beach condo #107,  PRIVATE BEACH OPEN
SUPERHOSTEntire apartment
The Beach condo #107, PRIVATE BEACH OPEN
Price:$ 220 SGD / night
Longboat Key Club & Resort (Sunsets & Dolphins)
SUPERHOSTEntire flat
Longboat Key Club & Resort (Sunsets & Dolphins)
Price:$ 300 SGD / night
The Tree House by the Beach
SUPERHOSTEntire apartment
The Tree House by the Beach
Price:$ 309 SGD / night
Bayside Escape 4BR/3.5 BA+ Pool - 7 miles to beach
SUPERHOSTEntire house
Bayside Escape 4BR/3.5 BA+ Pool - 7 miles to beach
Price:$ 519 SGD / night
Spacious & Luxurious Getaway Water view Near Beach
SUPERHOSTEntire apartment
Spacious & Luxurious Getaway Water view Near Beach
Price:$ 172 SGD / night
Panoramic Gulf View and Amazing Sunset.
Entire apartment
Panoramic Gulf View and Amazing Sunset.
Price:$ 318 SGD / night
Walk 2 Beach + PRIVATE Pool + Golf Cart + Boating
SUPERHOSTEntire townhouse
Walk 2 Beach + PRIVATE Pool + Golf Cart + Boating
Price:$ 412 SGD / night
Beach Front 2 Bed 2 Bath Condo
Entire apartment
Beach Front 2 Bed 2 Bath Condo
Price:$ 188 SGD / night
*OCT'S GOING! BEACH IS OPEN! SARASOTA'S SECRET!!*
SUPERHOSTIsland
*OCT'S GOING! BEACH IS OPEN! SARASOTA'S SECRET!!*
Price:$ 495 SGD / night
5 Star Villa; Great Pool & Patio, Steps to Beach
SUPERHOSTEntire apartment
5 Star Villa; Great Pool & Patio, Steps to Beach
Price:$ 252 SGD / night
Comfortable and bright Florida getaway
Entire house
Comfortable and bright Florida getaway
Price:$ 71 SGD / night
Cozy Private Bungalow with Shared Pool Access
SUPERHOSTEntire guest house
Cozy Private Bungalow with Shared Pool Access
Price:$ 117 SGD / night
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