Longboat Key Vacation Rentals

(14 rentals)
Beach front Resort on Gulf v. Mexico. Reduced rates . Aug. and Dec. special.

$148

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Oceanfront
  • Pool

About this property

Perfect holiday apartment that is continually renovated. Building was completely renewed in 2008. With 103 sq. m. and balcony, accommodation for up to 5. With all imaginable furnishing, e.g. full HD TV, free Pay TV in a great quality in every room, CD stereo system, Blu Ray DVD, High Speed Internet, etc. ...

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Property Type

Longboat Key Apartment

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Longboat Key Harbour

1 BR | 1 BA | Sleeps 4 | Quick View

$100

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool
  • Rentals by Owner

About this property

This ground floor waterfront condo located in a gated community of Longboat Harbour and is one of Longboat Keys most desirable social communities. This one bedroom, one bathroom, first floor unit has walkout access to Sarasota Bay where you often see dolphins and manatees from your lanai.This unit is ...

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Property Type

Longboat Key Condo

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Beachcomber Longboat Key

1 BR | 1 BA | Sleeps 4 | Quick View

$170

per night

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Key Amenities

  • Air Conditioning
  • Beachfront
  • Full Kitchen
  • Kid Friendly
  • Oceanfront
  • Pool

About this property

The unit is a 1 bedroom 5th floor condo directly on the beach in beautiful Longboat Key. There is beachfront pool as well as a gas grill for barbecuing at the beach. The unit has a partial water view of Sarasota Bay. Walking distance to restaurants and shops including a Publix and CVS.

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Property Type

Longboat Key Condo

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Beachplace 3 Bedroom/2 Bath Condo

$264

per night

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Key Amenities

  • Air Conditioning
  • Beachfront
  • Full Kitchen
  • Oceanfront
  • Rentals by Owner

About this property

Paradise is not lost. Beachplace is a private gated Gulf front community with 24 hour security located on the famous Longboat Key. Steps away from the longest stretch of private beach on Longboat Key and located on 30 acres of manicured grounds, Beachplace is one of the island’s most beautiful ...

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Property Type

Longboat Key Condo

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Charming Beach House with Private Pool & Beach Access on Longboat Key

$221

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pet Friendly
  • Private Pool
  • Rentals by Owner

About this property

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 golden sunsets. Well maintained house with ...

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Property Type

Longboat Key House

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Right on Beach breathtaking sunsets and dolphins. Miles of Unobstructed View

$115

per night

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Key Amenities

  • Air Conditioning
  • Beachfront
  • Full Kitchen
  • Kid Friendly
  • Oceanfront
  • Pool

About this property

Beachfront Condo, 1 Bedroom + Other (See Description), 1 Bath, (Sleeps 2-4) This condo is REALLY right on the beach. The large balcony is 'punched out' from the building providing an unobstructed view of both up and down the beach for miles, unlike virtually all other condos on the Key. (No screen, no ...

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Property Type

Longboat Key Apartment

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Relax and Enjoy the Beach, Pool & Longboat Key! New Kitchen! Shopping Nearby!

1 BR | 1 BA | Sleeps 4 | Quick View

Owner special: Currently 20% of Fall 2019 through January 2020 - Don't wait!

$136

per night

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Key Amenities

  • Air Conditioning
  • Beachfront
  • Full Kitchen
  • Kid Friendly
  • Oceanfront
  • Pool
  • Rentals by Owner

About this property

The Beachcomber building and heated pool are located directly on the white sandy beach of Longboat Key! Suite 501 has an island view of Longboat Key with a partial view of Sarasota Bay from the 5th floor. This condo does have a new full kitchen with maple cabinets and quartz counter top. Bedroom features ...

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Property Type

Longboat Key Condo

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Best kept secret on Longboat Key - Stunning 2BR/2B Condo

$100

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool
  • Private Pool
  • Rentals by Owner

About this property

Beautifully updated luxury rental on Longboat Key. This gorgeous property has been completely renovated from floor to ceiling! Step inside this stunning waterfront residence and discover sweeping views of Sarasota Bay, blue sky, lush greenery, and feel the tranquility. Fresh and sophisticated, this property ...

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Property Type

Longboat Key Condo

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ANNUAL RENTAL - - FULL BAY VIEWS!

Inquire for rates

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool

About this property

This beautifully updated, turnkey furnished 2 bedroom / 2 bathroom unit with relaxing Bay view is ready for your immediate enjoyment. Relax with coffee and the sunrise over serene water views. The bright, open living-dining space enjoys sparkling bay views and the spacious kitchen has lots of storage, ...

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Property Type

Longboat Key Condo

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180 Panoramic beach View and amazing Sunset.

1 BR | 1 BA | Sleeps 6 | Quick View

1
LAST MINUTE DEAL 9/17 - 9/27: 25% OFF !! LAST MINUTE DEAL!! SEPTEMBER 23-27.

$188

per night

View Details

Key Amenities

  • Air Conditioning
  • Beachfront
  • Full Kitchen
  • Kid Friendly
  • Oceanfront
  • Pool

About this property

GULF FRONT - ON THE SAND SPECTACULAR GULF VIEWS AND SUNSET VISTASUpgraded in 2019 with all new furniture, 55'' smart 4-K TV, 24" smart TV in the bedroom both with Netflix enabled,kitchen dinnerware, lights and so on. All new 2 Queen beds in the bedroom and Full sleeper sofa bed in the living ...

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Property Type

Longboat Key Condo

"Loved The Upgrades"
Reviewed May 22, 2019

Our stay in unit #401 was very comfortable. The unit is unobstructed and has a direct view of the ocean.There is not so much stuff in the unit that there is no room for our belongings.There is ...

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DEAL
Classic 'Old Style Florida' home in historic Longbeach Village

3 BR | 2 BA | Sleeps 6 | Quick View

5

Distance to beach: 0.2 miles to Whitney Beach

$143

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • 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

"Perfect home away from home"
Reviewed July 14, 2019

My husband and I stayed here July 6-13 and absolutely fell in love with this place. The house was clean, spacious (pictures do not do justice) and very inviting. There were plenty of supplies and everything ...

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Private ground floor condo in serene setting between Beach & Bay

$67

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Rentals by Owner

About this property

***Minimum 30 Day Rental*** Longboat key offers uncrowded beaches, great food and serene accommodations. Bayport Beach and Tennis Club is a beach to bay complex made up of 2 story buildings that offer privacy in a very serene and relaxing environment. This condo is a 2 bedroom 2 bath condo that is located ...

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Property Type

Longboat Key Condo

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ADORABLE LOW COST PRIVATE 1BR VILLA- 1.5 blocks to BEACH- at GREAT prices!!

1 BR | 1 BA | Sleeps 2 | Quick View

Distance to beach: 150 yards to Gulf Of Mexico

$100

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pet Friendly
  • Rentals by Owner

About this property

Ground Floor Villa Condo- 1 Bedroom- Sleeps 2 - walk 4 min to beachAdorable end unit attached villa in the charming walkable community of St Judes on Longboat Key just a short 4 minute walk to the private beach access (see photo) and 3 minute walk to the neighboring 32 acre Durante Park FULL of fabulous ...

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Property Type

Longboat Key Villa

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BAYSIDE BLISS!

1 BR | 1 BA | Sleeps 4 | Quick View

$100

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool
  • Rentals by Owner

About this property

Well furnished and appointed one bedroom ground floor condo directly facing Sarasota Bay, with gorgeous unobstructed views.Open concept, central air, freshly painted, walk in closet, stack washer/dryer,high speed internet, two televisions with Netflix.Longboat Harbour has 4 pools, tennis courts, gym, ...

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Property Type

Longboat Key Condo

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Longboat Key Vacation Rentals

Longboat Key Weather

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7222°  5111°
JANUARY
Ocean 6418°
7423°  5312°
FEBRUARY
Ocean 6518°
7725°  5714°
MARCH
Ocean 6719°
8228°  6016°
APRIL
Ocean 7323°
8731°  6518°
MAY
Ocean 7826°
9032°  7122°
JUNE
Ocean 8228°
9133°  7323°
JULY
Ocean 8530°
9133°  7323°
AUGUST
Ocean 8730°
9032°  7222°
SEPTEMBER
Ocean 8529°
8529°  6518°
OCTOBER
Ocean 8228°
8027°  5915°
NOVEMBER
Ocean 7524°
7423°  5312°
DECEMBER
Ocean 6921°