Houses Longboat Key

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144 houses

GORGEOUS gated Multi-level LONGBOAT KEY HOME with DOCK ~ Near beach & private!

Longboat Key house

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 2 hours 49 minutes

Match: Rental types Shared outdoor pool (heated)

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Price per night from

$153

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Lovely Tropical Longboat Town house

Longboat Key townhouse

2 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 7 minutes

1 of 2 match: Rental types, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$147

Awe-inspiring Views of Sarasota Bay

Longboat Key condo

2 bedrooms / 2 bathrooms / sleeps 5

1 of 2 match: Rental types, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$172

1 bedroom single story family friendly resort March 21 - March 28, 2020

Longboat Key condo

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 31 minutes

1 of 2 match: Rental types, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$213

2 bedroom poolside condo steps from ocean beach and dock on bay 4-13 to 4-20

Longboat Key condo

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 31 minutes

1 of 2 match: Rental types, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$298

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

Longboat Key apartment

1 bedroom / 1 bathroom / sleeps 4

1 of 2 match: Rental types, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$132

Newly renovated 2/2 w/ private beach access!

Longboat Key condo

2 bedrooms / 2 bathrooms / sleeps 5

1 of 2 match: Rental types, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$122

1 bedroom single story condo 4 - 4 thru 4 - 11, 2020

Longboat Key condo

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 31 minutes

1 of 2 match: Rental types, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$213

Rare Beach to Bay Condo

Longboat Key apartment

2 bedrooms / 2 bathrooms / sleeps 5

1 of 2 match: Rental types, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$169

2 bedroom Florida condo at family friendly resort April 11 - 18th, 2020

Longboat Key condo

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 31 minutes

1 of 2 match: Rental types, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$295

Direct Beachfront on Serene Gulf of Mexico, Amazing View, Family Friendly

Longboat Key villa

2 bedrooms / 2 bathrooms / sleeps 6

1 of 2 match: Rental types, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$486

Longboat Key FL Seaplace 2Br 2Bth 2 Month Min Rent

Longboat Key apartment

2 bedrooms / 2 bathrooms / sleeps 4

1 of 2 match: Rental types, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$161

SEAPLACE 2BR2BA condo on Longboat Key near SARASOTA !!!

Longboat Key condo

2 bedrooms / 2 bathrooms / sleeps 4

1 of 2 match: Rental types, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$77

Renovated Beachfront Condo with Spectacular Ocean View unit 403

Longboat Key apartment

1 bedroom / 1 bathroom / sleeps 6

Responds fast! avg. 2 hours 32 minutes

1 of 2 match: Rental types, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$216

~ STUDIO - DIRECT BEACH FRONT CONDO ~

Longboat Key apartment

1 bedroom / 1 bathroom / sleeps 3

1 of 2 match: Rental types, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$114

LONGBOAT KEY- PRIVATE BEACH COMMUNITY CONDO

Longboat Key condo

2 bedrooms / 2 bathrooms / sleeps 6

1 of 2 match: Rental types, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$107

Longboat Key Condo w/ Pool Access- Walk to Bay!

Longboat Key apartment

2 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 49 minutes

1 of 2 match: Rental types, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$229

180 Panoramic beach View and amazing Sunset.

Longboat Key condo

1 bedroom / 1 bathroom / sleeps 6

1 of 2 match: Rental types, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$224

Zilli Tower 503

Longboat Key condo

1 bedroom / 1 bathroom / sleeps 6

Responds fast! avg. 3 hours 53 minutes

1 of 2 match: Rental types, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$206

Steps to the Sand! Longboat Key 2 Bed 2 & 1/2 Bath Gulf Front Condo with Den.

Longboat Key apartment

2 bedrooms / 3 bathrooms / sleeps 6

1 of 2 match: Rental types, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$410

BeauTrully a Paridise for You Palm Trees

Longboat Key condo

2 bedrooms / 2 bathrooms / sleeps 4

1 of 2 match: Rental types, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$161

Amazing views of the Gulf and beach from your own balcony unit 301

Longboat Key apartment

1 bedroom / 1 bathroom / sleeps 6

Responds fast! avg. 2 hours 32 minutes

1 of 2 match: Rental types, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$201

Beach Front 1 Bedroom Condo on Gulf of Mexico #10

Longboat Key apartment

1 bedroom / 1 bathroom / sleeps 4

1 of 2 match: Rental types, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$181

Zilli Ocean Front 201 & Suite

Longboat Key condo

1 bedroom / 1 bathroom / sleeps 6

Responds fast! avg. 3 hours 53 minutes

1 of 2 match: Rental types, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$160

GULF FRONT 2 BR 2 BATHROOM CONDO

Longboat Key condo

2 bedrooms / 2 bathrooms / sleeps 4

1 of 2 match: Rental types, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$192

Amazing beachfront View & balcony on Longboat Key

Longboat Key condo

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 1 hour 35 minutes

1 of 2 match: Rental types, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$160

Zilli Ocean Front 101

Longboat Key condo

1 bedroom / 1 bathroom / sleeps 6

Responds fast! avg. 3 hours 53 minutes

1 of 2 match: Rental types, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$205

1/1 $165 DIRECTLY ON THE BEACH(OCT, NOV,DEC, OPENINGS 3 OR MORE NIGHTS)

Longboat Key apartment

1 bedroom / 1 bathroom / sleeps 4

“beautiful condo & wonderful stay” My wife & I just returned from a 4 night stay at this property in Longboat Key and had a wonderful vacation. The condo is beautifully and tastefully decorated, making us feel at home immediately. Everything we needed was furnished in the condo. You are steps away from the beach, walking right out of the unit on the 2nd floor to the balcony and down a flight of stairs. The condo faces east/west , so you can see the sun rising through the bedroom in the front, and the sun setting through the open living room/kitchen area or out on the balcony where there are chairs. Spectacular water views all day long. This is a very spacious 1 bdr unit with a nice open floor plan. The office staff was also very helpful and gracious and the grounds are kept in great shape. The property does not have the amenities of a hotel; there is no bar or restaurant, and that suited us just fine. This is a very quiet and relaxing property. Overall, a great stay and we plan on returning for getaways hopefully once or twice a year.

1 of 2 match: Rental types, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$176

Outrigger Resort unit #3

Longboat Key apartment

3 bedrooms / 4 bathrooms / sleeps 8

1 of 2 match: Rental types, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$246

Seaplace Condo - 1975 GMD 104

Longboat Key condo

2 bedrooms / 2 bathrooms / sleeps 4

1 of 2 match: Rental types, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$115

Oceanfront 3 bedroom Condo on Longboat Key- Available in Summer ONLY

Longboat Key apartment

3 bedrooms / 2 bathrooms / sleeps 6

1 of 2 match: Rental types, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$172

Beautiful Gulf Front, Newly Renovated #319 Sand Cay on Longboat Key, Sarasota

Longboat Key apartment

2 bedrooms / 2 bathrooms / sleeps 6

1 of 2 match: Rental types, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$296

Florida Ocean Front Condo April 11 -21, 2020

Longboat Key condo

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 31 minutes

1 of 2 match: Rental types, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$412

Two Story Condo on the Gulf of Mexico

Longboat Key condo

4 bedrooms / 4 bathrooms / sleeps 10

1 of 2 match: Rental types, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$539

225* BEACH FRONT APARTMENT *

Longboat Key apartment

1 bedroom / 1 bathroom / sleeps 3

1 of 2 match: Rental types, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$160

ZILLI VILLA

Longboat Key villa

2 bedrooms / 2 bathrooms / sleeps 10

Responds fast! avg. 3 hours 53 minutes

1 of 2 match: Rental types, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$263

~ The Beach on Longboat Key ~ * OCEAN FRONT DLX STUDIO *

Longboat Key studio

Studio / 1 bathroom / sleeps 3

“Nice Beachfront Location” We stayed there in late June and found it very suitable for our needs. The beach was very accessible. View was awesome. The unit was clean and comfortable for 2 adults.

1 of 2 match: Rental types, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$114

Beautiful Condo in Tropical Setting

Longboat Key condo

2 bedrooms / 2 bathrooms / sleeps 4

1 of 2 match: Rental types, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$107

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