Longboat Key House Rentals

(18 rentals)
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Key Amenities

  • Air conditioning
  • Kitchen
  • Pet friendly
  • Rentals by owner

About this property

Welcome to the Pet Friendly Tropical Paradise House. Once you drop your suitcases, you’re a short 3-minute walk to sugar soft white sand on your own private beach.  Bring your favorite bottle of wine, while you admire the beautiful orange warm Florida sunset from your own gazebo (complete with ...

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Property Type

Longboat Key House

"Perfect Quiet Location"

Loved how close the beach was to the house, very quiet and relaxing neighborhood. House very spacious.

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly

About this property

Comfortable home with the charm of old Florida, costal décor, and eclectic antiques. Canal side with water views and only steps from a sharable day dock on the bay. Master Bedroom and office are located upstairs with a remarkable view of the Sarasota Bay. Minutes from gorgeous beaches. Beautiful ...

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Property Type

Longboat Key House

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Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner

About this property

New new new! More photos coming. Charmingly remodeled bungalow blocks from Whitney Beach & a block from bay. Open layout w/high ceilings, stainless appliances w/ gas stove. Heated swimming pool & hot tub. Relax & listen to breezy palms smack up against each other in this gorgeous landscaping! ...

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Property Type

Longboat Key House

"Beautiful accommodations"

After my first great experience at the landlord’s other property, I booked this one. Again, the landlord was fabulous and met all our needs. The furnishings were beautiful and very clean. The beds are ...

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4 BR | 2 BA | Sleeps 4 | Quick View

$429

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Private pool
  • Rentals by owner

About this property

Enjoy this serene property and location...steps from the sandy white beach and the beautiful Gulf of Mexico waters on Longboat Key. This spacious home has been recently updated and will provide a peaceful and relaxing vacation. There are no resort fees, and there is plenty of private parking, and again ...

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Property Type

Longboat Key House

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$265

avg/night

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Key Amenities

  • Air conditioning
  • Pet friendly

About this property

Surrounded by tropical landscaping & fruit trees on a corner lot, this cozy 3 bed/2 bath home features an open floor plan w/new kitchen & remodeled baths. Those who enjoy a quiet retreat will enjoy the pond with lilly pads & fire pit. LBK's historic fisherman's village combines rich history ...

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Property Type

Longboat Key House

"Island paradise, Island hideaway!"

I was lucky enough to nab this cute cottage for a month in November, I was looking for somewhere quiet to work and this place was fabulous. Situated on a quiet coconut palmed street with restaurants at ...

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Rentals by owner

About this property

Sprawling ranch pool house ( 3 bed, 2 bath, one car garage) in one of the best neighborhoods in Sarasota (please note, this house is in Granada Sarasota, NOT Longboat Key), 5 minutes from the gorgeous beaches of Siesta Key Beach and 7 minutes from downtown Sarasota as well as 5 minutes from the best ...

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Property Type

Longboat Key House

"Great tropical retreat"

Great location, beautiful neighborhood. The house is spacious, comfortable, kitchen has everything you need. The outdoor patio with a pergola and fan, surrounded and covered by a magnificent tropical jungle ...

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3 BR | 2 BA | Sleeps 6 | Quick View

7

Distance to beach: 0.2 miles to Whitney Beach

$204

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool
  • Rentals by owner

About this property

3 bedroom, 2 bath cottage close to Gulf and Bay Great 3 bedroom, 2 bath house with pool on the north end of Longboat Key. Longbeach Village is a neighborhood with 'Old Florida Charm' unlike most of LBK. You will be two houses from the bay (boat launch and pier), and 3 blocks from a fabulous stretch of ...

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Property Type

Longboat Key House

"Paradise"

Wonderful location in quiet neighbor. Walking distance beach and fishing pier. We enjoyed our stay!

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3 BR | 2 BA | Sleeps 6 | Quick View

5.0 rating on other travel sites

$335

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Private pool

About this property

What's better than your own private paradise? Come and enjoy 'Fine Living' at its best in this beautiful, recently remodeled, canal front 3 bedroom/2 bathroom home with heated pool located within walking distance to the Longboat Key beaches. This modern, luxury property has all the amenities, including ...

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Property Type

Longboat Key House

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Private pool
  • Rentals by owner

About this property

Welcome to Peacock Paradise, a tropical oasis nestled within the historic Longbeach Village at the north end of Longboat Key. Perfectly situated between gulf and bay, enjoy a quick walk to the beach, bay, boat launch, and several amazing restaurants like Shore, Mar Vista, Whitney’s, and more. Make ...

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Property Type

Longboat Key House

"Incredible Beach House Rental on Longboat Key"

My family rented this property from NYE till the week following of 2023 and it was truly an amazing experience from start to finish (it was my me, my husband and our toddler daughter + small dog). The host ...

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Key Amenities

  • Air conditioning
  • Kitchen
  • Private pool

About this property

SCHILLER - 2 Bedrooms, 2.0 Baths (Sleeps 4)Minimum 1 month lease. Please see COVID 19 AND STANDARD CANCELLATION POLICY BELOW - it is different from VRBO policy options as are payment options. Arrivals prior to 90 days are to be paid in fullCharming, waterfront Longboat Key surprise! This 2 bedroom ...

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Property Type

Longboat Key House

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Private pool

About this property

This home is located behind the coveted gates of the Longboat Key Club. This 4 bedroom home is only 150 yards away from the beach with access. The magnificent two-story-high volume ceilings in the formal living and dining areas offer natural light and vibrant green golf course views through glass sliders ...

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Property Type

Longboat Key House

"Great location within Longboat Key Club Resort"

1001 Longboat Club Road is the perfect location within the gates of the Longboat Club Resort. We have rented this house 6 years in a row. The house is large, the pool is huge and the beach is a block away. ...

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1 BR | 1 BA | Sleeps 4 | Quick View

Distance to beach: 500 yards to Whitney Beach

$161

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Rentals by owner

About this property

Looking to step back in time to enjoy the "Old Florida Lifestyle''? Located in the quaint historic village of Longbeach on the northernmost end, is a lovely cottage steps from Sarasota Bay and 2 1/2 blocks from Gulf of Mexico with its own relaxing courtyard surrounded by beautiful lush tropical landscaping. ...

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Property Type

Longboat Key House

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4 BR | 4.5 BA | Sleeps 10 | Quick View

1

$500

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool

About this property

Custom designed waterfront home located on a deep wide canal in Sleepy Lagoon on north end of Longboat Key with access to the Intracoastal Waterway. This beautiful home has four bedrooms, each with their own private bathroom, plus a den and a half bath which has access to the large Heated swimming pool. ...

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Property Type

Longboat Key House

"Amazing stay"

This was the most amazing stay vacation I ever had my family was very comfortable all needed was on site all was very clean and easy to find. Shop's and beaches close by. I would highly recommend using ...

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Private pool

About this property

Located directly on a Canal with a boat lift available for use. This is a single family home that contains 2,192 sq ft and contains 3 bedrooms and 3 bathrooms and a private swimming pool. Dining room has views to the water. Canal connects directly to the Bay and the neighborhood is located on the southern ...

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Property Type

Longboat Key House

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3 BR | 2 BA | Sleeps 6 | Quick View

2

Distance to beach: 200 yards to Private Deeded Beach Access

$223

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Private pool
  • Rentals by owner

About this property

*** CONTACT OWNER FOR CURRENT AVAILABILITY ***A lovely pet and family friendly private home, located on a private deep water canal with direct access to Sarasota Bay and only a short 3 minutes walk (200 meters) away from the quiet white sand beach perfect for morning beach-combing and end of day amazing ...

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Property Type

Longboat Key House

"Great canal home that is well stocked and as a bonus is pet friendly"

We thoroughly enjoyed or stay. It is in a great location on a quiet street with a very short stroll to the beach. The house is clean, comfortable, and well stocked with all the essential items you need ...

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Key Amenities

  • Air conditioning
  • Kitchen
  • Pet friendly
  • Private pool
  • Rentals by owner

About this property

*****The home is rented January, February and March of 2023***** Our home has everything needed for a wonderful Florida vacation! Located in Country Club Shores on the southern end of Longboat Key the beach is just a quick stroll away. This 3 bedroom 2 bath canal home with updated kitchen & baths, ...

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Property Type

Longboat Key House

"Exceptional"

This home was absolutely beautiful. The decorations, cleanliness and amenities were above par. In the 8 years I have been coming to Longboat Key , this home was by far the best. I definitely will rent ...

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3 BR | 3 BA | Sleeps 8 | Quick View

$489

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen
  • Pet friendly
  • Private pool
  • Rentals by owner

About this property

We have a private laneway to our own piece of beautiful sugar sand, longboat key beach. We adjoin 35 acres of park and walk trails and bay lookouts nearby. EASY ACCESS VIA a new, fully enclosed ELEVATOR, beside the GARAGE TO ALL THE LIVING AREAS! Over an acre of lawns joining to 35 acres of park ...

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Property Type

Longboat Key House

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Key Amenities

  • Air conditioning
  • Kitchen
  • Pet friendly
  • Private pool

About this property

3 Bedroom 2 Baths and accommodates (6) (and a furry friend depending on breed) PLEASE SEE COVID 19 / STANDARD POLICIES BELOW - it is different from VRBO policy options as are payment options. Arrivals prior to 90 days are to be paid in full. Please note that the minimum lease period a month. due to City ...

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Property Type

Longboat Key House

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Longboat Key Vacation Rentals