Vacation Rentals & House Rentals in Sugarloaf Key

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Wireless Internet
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Staffed property
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Bicycles available
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Pets allowed
Parking
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Beach or lakeside relaxation
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Golf course on site or within 15 min walk
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24 house rentals

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Conch Haven Cottage Old Town Studio MONTHLY Rental

Key West apartment

1 bedroom
1 bathroom

sleeps 2

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Price per night from

$107

Key West Townhouse in stunning 5 Star Resort * Close to Duval Street and beach

Key West townhouse

2 bedrooms
3 bathrooms

sleeps 6

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Price per night from

$915

Top floor, two bedroom,two bath condo with private balcony,close to the Ocean

Key West condo

2 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$487

KEY WEST and 3 Bikes or Walk Everywhere! 2 Porches, Pool, Parking & WIFI

Key West condo

2 bedrooms
1 bathroom

sleeps 4

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Price per night from

$342

SEAPORT PANORAMA at Galleon Resort (Beach-Pool & Hot Tub-BBQ-55” TV-Jacuzzi)

Key West condo

2 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$911

SEAPORT SUMMIT in Old Town—Beach-Pool-BBQ-Hot Tub

Key West condo

2 bedrooms
2 bathrooms

sleeps 8

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Price per night from

$911

The Tree House Old Town 2 Bedroom MONTHLY Rental

Key West house

2 bedrooms
1 bathroom

sleeps 7

“Wonderful” Close to everything! Furnishings just the best. We stayed upstairs in the 2 bedroom 1 large bath. Great wrap around porch up stairs and down. Our key Westies were welcomed which was a plus for us! Overall Stephanie has done a great job and her sister was really helpful. Planning on returning!!!!

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Price per night from

$133

Seaside Condo 2 pools. sunny, quiet, near Old Town

Key West condo

1 bedroom
1 bathroom

sleeps 2

Responds fast! avg. 3 hours 48 minutes

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Price per night from

$107

2 Bedroom, 2 Bath Condo with private balcony and Close to the Ocean

Key West apartment

2 bedrooms
2 bathrooms

sleeps 6

“We'll be back...” We found this condo to be very clean and comfortable. We enjoyed sitting at the pool as well. Paul, the caretaker, was very pleasant and most accommodating. We shared the condo with another couple for our two night stay. It was wonderful to have our privacy (2 BR/2 baths) but still be able to share the kitchen/living room area with our friends. We had a rental car so found the location easy for shopping, dining, sightseeing on other keys and, of course, Duval Street.

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Price per night from

$487