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Vacation rentals in Longboat Key

Vacation rentals in Longboat Key

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Longboat Key

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

  • Just The Essentials, Longboat Key
    SUPERHOSTEntire apartment · 2 guests · 1 bed · 1 bath
    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:

    “We've traveled a lot all over the world, but I cannot remember ever having enjoyed seven days as much as much as these gorgeous seven days at Betsy's and Bob's place on longboat key. The house offered far more than you'd expect from a holiday-house. We really felt at home there. Evwerything was just perfect. An incredibly cosy place with a spectacular tropical garden. (In which we spent a lot of time). But what we enjoyed most was the friendlyness and (unobstrusive!!) caring of Betsy and Bob. Problems of any sort were just not existent. They made every effort to make us feel at home and enjoy our stay. We had bicycles and Kayaks and everything you need for a day on the beach at our disposal. The only thing we found really hard was having to say good bye to our new friends Betsy and Bob in order to fly home do Germany. We'll definately come back to that lovely place and those marvellous people!”

  • Ocean Front dlx Studio ~ SPECIAL FROM $99/night
    SUPERHOSTEntire apartment · 3 guests · 1 bed · 1 bath
    Ocean Front dlx Studio ~ SPECIAL FROM $99/night

    This complex is a 2 story bldg with only 14 condos, beautifully landscaped, with sophisticated charm and a casual beach atmosphere. The pictures are taken from the condo, so what you see is what you get, direct beautiful Ocean views. Sip your beverage of choice as you enjoy the sunsets and the balmy breezes on your large walkout private patio with a table, chairs, chaise lounges which faces the aqua waters of the Gulf of Mexico. This is a condo that you will want to return to year after year.

    What guests are saying:

    “Christopher's place was the perfect Florida beach getaway! The beach/pool access was so nice... You literally walk out the door to the pool and then from the pool to the beach! Beach chairs, towels, and umbrellas provided! A Keurig (bring your K-Cups!) to start your morning right! The check in/out process was so easy! Highly recommend this Longboat Key Airbnb Stay. Relaxing, quiet escape!”

  • The Tree House by the Beach
    SUPERHOSTEntire condominium · 7 guests · 5 beds · 2.5 baths
    The Tree House by the Beach

    Beautiful BeachTownhouse in prestigious Cedars East Resort. Private end-unit on a cul-de-sac. The rare location places you closest to the Longboat Key paths leading you to steps-away beach access. Includes all new fully-stocked kitchen. Gorgeous tile floors throughout the home. Master suite with dual vanities and deep soaking tub. Great room with bright sunroom adds living/sleeping space. Breathtaking Mangrove preserve views give you even more privacy. Tastefully furnished. Play&Relax in LUXURY.

    What guests are saying:

    “We were 2 couples and loved it! The twin beds were put together for a very comfortable king and the master king bed was also very comfortable. The private bathrooms upstairs and half bath on the main floor was so convenient especially when we had friends for dinner. The dining table seats 6 and the ambience is wonderful. There was a-lot of ice in the ice maker and coffee for the drip coffee maker. We enjoyed Harry’s convenience store and restaurant a block away, you’ll see it when you cross for the beach which is beautiful for a morning stroll. The heated huge pool felt great and we ordered drinks at the tiki bar. The boardwalk to the pool is to the left of one of the condos. Lots of lounging chairs and friendly people there. Plenty of beach/pool towels in the condo. A hose to wash sand off by the door. Jerry’s quick response to any questions was very impressive. Would highly recommend.”

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Popular amenities for Longboat Key vacation rentals

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

Other great vacation rentals in Longboat Key

Sunset and beach view from your balcony.
SUPERHOSTEntire condominium
Sunset and beach view from your balcony.
Price:$138 / night
The Beach condo #107,  PRIVATE BEACH OPEN
SUPERHOSTEntire condominium
The Beach condo #107, PRIVATE BEACH OPEN
Price:$160 / night
Longboat Key Club & Resort (Sunsets & Dolphins)
Entire apartment
Longboat Key Club & Resort (Sunsets & Dolphins)
Price:$189 / night
Beach, Pool, Bikes, Tennis Luxury Resort
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Beach, Pool, Bikes, Tennis Luxury Resort
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Fabiola's Studio
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Fabiola's Studio
Price:$45 / night
Longboat Key Condo Waterfront #206
SUPERHOSTEntire apartment
Longboat Key Condo Waterfront #206
Price:$179 / night
Longboat Key-OCEAN FRONT-steps to the gulf
Entire condominium
Longboat Key-OCEAN FRONT-steps to the gulf
Price:$209 / night
✪Salt Water POOL, Jacuzzi, Media room, IMG close✪
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Price:$67 / night
Adorable studio close to Siesta beach!
SUPERHOSTEntire guest suite
Adorable studio close to Siesta beach!
Price:$60 / night
Panoramic Gulf View and Amazing Sunset.
Entire condominium
Panoramic Gulf View and Amazing Sunset.
Price:$140 / night
Longboat Key Home -  4 BD/ 2 BA, Sleeps 6
SUPERHOSTEntire house
Longboat Key Home - 4 BD/ 2 BA, Sleeps 6
Price:$150 / night
Newly Renovated Beachy Loft. Sleeps 6!
Entire townhouse
Newly Renovated Beachy Loft. Sleeps 6!
Price:$64 / night
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