Longboat Key Vacation Rentals with Private Pool

(14 rentals)
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Longboat Key Condo
1 BR | 1 BA | Sleeps 6 | Quick View
Sleeps 6, 1 bedroom, 1 bathroom

$380

avg/night

$380
avg per night
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Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Private pool
  • WiFi

About this property

This property is a family-owned 800 square foot tower apartment on the shores of the Gulf of Mexico. There is a full kitchen, living area with a queen size sleeper sofa, and a bedroom with two queen size beds. It is part of the Zilli Collection.Each with the Zilli touch of amazing view, decor, (not typical ...

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Property Type

Longboat Key Condo

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Longboat Key Apartment
1 BR | 1 BA | Sleeps 6 | Quick View
Sleeps 6, 1 bedroom, 1 bathroom
1 review

$401

avg/night

$401
avg per night
View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Private pool
  • WiFi

About this property

This property is a family-owned 800 square foot tower apartment on the shores of the Gulf of Mexico. There is a full kitchen, living area with a queen size sleeper sofa, and a bedroom with two queen size beds. It is part of the Zilli Collection.Each with the Zilli touch of amazing view, decor, (not typical ...

View all property information

Property Type

Longboat Key Apartment

Featured review

"Great Rental"

Zilli 202 was the best rental! It had an absolutely gorgeous view. My husband and I went for our 35th anniversary. We could not have asked for a better place. Jim was a great host. He was very informative ...

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Longboat Key House
3 BR | 3 BA | Sleeps 8 | Quick View
Sleeps 8, 3 bedrooms, 3 bathrooms

$501

avg/night

$501
avg per night
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Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

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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Longboat Key Apartment
1 BR | 1 BA | Sleeps 6 | Quick View
Sleeps 6, 1 bedroom, 1 bathroom

$375

avg/night

$375
avg per night
View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Private pool
  • WiFi

About this property

This property is a family-owned 800 square foot tower apartment on the shores of the Gulf of Mexico. It is part of the Zilli Collection. Each with the Zilli touch of amazing view, decor, (not typical wicker furniture, silly beach artifacts, 40 year old flooring, one SIZE fits all, etc.). We call it ...

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Property Type

Longboat Key Apartment

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Longboat Key House
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms

$566

avg/night

$566
avg per night
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Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Charming, waterfront Longboat Key surprise! This 2 bedroom 2 bath house is sure to impress. Total renovation will bring you delight upon entering. Fun, chic, beach inspired decorating with the fun, splattered octopus theme to bring a smile to anyone. Plenty of dishware, gadgets, cooking equipment for ...

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Property Type

Longboat Key House

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Longboat Key Studio
3 BR | 2 BA | Sleeps 5 | Quick View
Sleeps 5, 3 bedrooms, 2 bathrooms

$542

avg/night

$542
avg per night
View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Oceanfront
  • Private pool
  • WiFi

About this property

AS OF 9/29/24 WE ARE OPEN . No damage to unit DIRECTLY on the GULF. WITH PRIVATE BEACH Prepared for style, relaxation and Longboat luxury. This stunning boutique condominium renovated in 2024 and located on Longboat Key's Gulf of Mexico Beach. Its newly designed layout emphasizes the magnificent ...

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Property Type

Longboat Key Studio

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Longboat Key House
3 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

$288

avg/night

$288
avg per night
View Details

Key Amenities

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

About this property

Discover a unique, remodeled 1920s bungalow near Whitney Beach and the bay, offering an open layout with high ceilings and modern appliances. This home features a heated pool, hot tub, and lush, private landscaping. Originally a post office, it has historical charm with a fully fenced yard, boat parking. ...

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Property Type

Longboat Key House

Featured review

"Mini Paradise on LBK"

We stayed at this gem for 6 weeks while renovating our home and it was fabulous!!! The location is amazing, literally 3 blocks from Whitney Beach, fabulous dining options literally across the street (Mar ...

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Longboat Key House
4 BR | 3 BA | Sleeps 10 | Quick View
Sleeps 10, 4 bedrooms, 3 bathrooms

Distance to beach: 0.5 miles to Longboat

$1132

avg/night

$1,132
avg per night
View Details

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • WiFi

About this property

Imagine waking up to dolphins playing just beyond your window. This exquisitely renovated Longboat Key luxury waterfront home offers breathtaking "Big Bayfront" views and unparalleled access to the Gulf of Mexico. Boater's Dream: • Direct access to the Gulf for fishing or cruising • Private ...

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Property Type

Longboat Key House

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Longboat Key Condo
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms

$317

avg/night

$317
avg per night
View Details

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to your amazing beachfront vacation. The apartment has a fully appointed updated kitchen with plenty of storage and counter space. Renovations include freshly painted in 2023, new high impact windows and sliders, plantation shutters, tiled flooring, closet organizers, new living and dining room ...

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Property Type

Longboat Key Condo

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Longboat Key Apartment
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms

$356

avg/night

$356
avg per night
View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Private pool
  • WiFi

About this property

NO DAMAGE TO UNIT . WEEKLY & MONTHLY RENTAL ONLY. Seasonal rates apply. Harbour Villa Club is Longboat Key's best kept secret! Private location, bright & clean condo with spectacular views of the bay. Manatee County Sales of 6% is requested after your reservation. A guest registration ...

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Property Type

Longboat Key Apartment

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Longboat Key Apartment
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms

$333

avg/night

$333
avg per night
View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Private pool
  • WiFi

About this property

OPEN FOR RENT AFTER HURRICANE Best view of Gulf that North Longboat Key can offer. Enjoy being directly on the beach with easy access to the beautiful Gulf. Sunsets are always spectacular in this very peaceful, private and quiet setting. Enjoy the sound of the waves from the lanai, living room and master ...

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Property Type

Longboat Key Apartment

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Longboat Key Apartment
3 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2 bathrooms

$339

avg/night

$339
avg per night
View Details

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

WE ARE OPEN . No damage to unit. Right on the Gulf of Mexico, your own private beach. Direct view of the beach and the Gulf from your master bedroom and living room. Enjoy the best of what Longboat Key has to offer.The space 3 bedrooms one king , two twins and queen bed. view of Gulf from living ...

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Property Type

Longboat Key Apartment

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Longboat Key House
4 BR | 4 BA | Sleeps 7 | Quick View
Sleeps 7, 4 bedrooms, 4 bathrooms

$553

avg/night

$553
avg per night
View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Pet friendly
  • Private pool
  • WiFi

About this property

HOME IS AVAILABLE TO RENT IN DECEMBER Enjoy the relaxed luxury living in Hideaway Bay, a lovely private community of only 18 single-family homes on Longboat Key. This 4BR/4.5 B home Nestled on a waterfront canal near the serene shores of Longboat Key. A private pool, hot tub and spacious patio. Bring ...

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Property Type

Longboat Key House

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Longboat Key House
3 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2 bathrooms

$418

avg/night

$418
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

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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Longboat Key Vacation Rentals