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Holiday rentals in Key West

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Top-rated holiday rentals in Key West

Guests agree: these stays are highly rated for location, cleanliness, and more.

1984, 32 foot Irwin sailboat 
“Sea Raven Six”
SUPERHOST
Boat · 4 guests · 4 beds · 1 bathroom

1984, 32 foot Irwin sailboat “Sea Raven Six”A relaxing island escape, a 32 Foot, 1984 Irwin sailboat, with air conditioning. FREE USE OF 2 PERSON KAYAK AND MARINA RESORT AMENITIES. Parking right in front of boat at 24 hour security resort/marina. Refrigerator/coffee maker/microwave/hot shower/toilet/1 queen vberth/bed, 1 quarter berth/bed and 2 settee couch/berths. 2 pools/3 restaurants. free shuttle to town. Full toilet/shower/laundry facilities. Boat charters. Dog park, beach 2 miles, Duval Street 4 miles. 6ft 2in headroom.

Hunter Cherubini Sailboat, “Seesea” 30 foot.
SUPERHOST
Boat · 4 guests · 3 beds · 1 bathroom

Hunter Cherubini Sailboat, “Seesea” 30 foot.A serene island escape, this 30 Foot 1977 Hunter sailboat has hot water/air conditioning/kitchen area/microwave/refrigerator/toilet/shower/cable/internet/retro Nintendo. 4 miles downtown Key west/historic Duval Street! FREE USE OF 2 PERSON kayak/3 restaurants/2 pools/work out facility/laundry/dog park/ gardens on site/24 hour security at beautiful resort/hotel/marina. One mile to Golf Course. Free shuttle hourly downtown. Free parking right in front of the boat. 6 ft 2 in of head room!!

1984, 34 foot O’day Sailboat, “Marquesa.”
SUPERHOST
Boat · 5 guests · 4 beds · 1 bathroom

1984, 34 foot O’day Sailboat, “Marquesa.”A peaceful island escape, 1984, 34 foot o’day sailboat with 2 queen sleeping berths and 2 single sleeping berths with air conditioning. FREE 2 PERSON KAYAK. Bed linen provided. Kitchen/coffee maker/stove/microwave etc..TV/cable/internet. Retro Nintendo/Shower/toilet/ hot water. All linen provided. Free parking in front of boat in 24 hour security resort/marina. 3 restaurants, 2 pools/retail shops/full hotel/marina amenities! Dog park/gardens on site. Free shuttle to downtown. Golf course 1 mile.

Holiday rentals for every style

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Popular amenities for Key West holiday rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great holiday rentals in Key West

SUPERHOST
  1. Entire townhouse
  2. Key West
Sparklng clean, renovated, beautiful, and spacious
SUPERHOST
  1. Entire flat
  2. Key West
Key West Suites Hotel -Adam Scott Rote Suite #203
SUPERHOST
  1. Private room
  2. Key West
Live The Dream Aboard a Luxury Catamaran Sailboat
SUPERHOST
  1. Entire flat
  2. Key West
Bella Vita - 1B/1B Condo Just Steps from Duval
SUPERHOST
  1. Private room
  2. Key West
Old Town - Room Opens to Private Pool and Garden
SUPERHOST
  1. Entire apartment
  2. Key West
The Island Suite
SUPERHOST
  1. Entire house
  2. Key West
Romantic Retreat - 2 person K Suite, Pvt deck/Spa!
SUPERHOST
  1. Boat
  2. Key West
"Lady Christine" at Beautiful Resort/Marina
  1. Houseboat
  2. Key West
Casa Verita - Glamping on the water
SUPERHOST
  1. Boat
  2. Key West
Comfortable Bayliner at Beautiful Resort/Marina
SUPERHOST
  1. Boat
  2. Key West
Cute Boat Co - Floating Tiny House - 70's sailboat
SUPERHOST
  1. Private room
  2. Key West
The Galleria~Unit 11 -- Recently Remodeled!

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