Beautiful Cook Islands - Vacation Rentals in Key West Harbour

PET FRIENDLY! Completely REMODELED! 3 Bedroom 3 bathroom home. Sleeps 8 From US $617
         

Casa Tranquility by Brightwild From US $277
         

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10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Internet
Coconut Mallory Marina and Resort Condo From US $1,436
         

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2.0 (1 Review)
Condo
  • Air Conditioner
  • Parking
  • Pool
The Crestwood House - Private Heated Pool & Parking From US $2,969
         

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10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Hilton Garden Inn Key West/The Keys Collection From US $182
         

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8.0 (1246 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
NEW Private Pool & Docking - Floralee House From US $1,896
         

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10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Parking, Heated Pool, Pet Friendly - Seagate House From US $1,797
         

10.0 (13 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
'Oceanside Oasis' Direct Ocean Views & 3 BR'S From US $496
         

10.0 (150 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Waterfront Home in Key Cove Landings From US $924
         

9.8 (113 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Oceanview home with private pool & lush landscaping! From US $950
         

9.6 (130 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Pool
Spacious Waterfront 4 Bedroom Home From US $1,102
         

9.6 (96 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Key West - Stock Island From US $390
         

9.6 (43 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
WINTER WEEK - KEY WEST - 2 Bedroom 2 Bathrooms Sleeps 6 From US $518
         

A Sanctuary Home at the Key West Golf Club in Key West From US $336
         

Pro Tip: Beautifulcookislands makes it easy to compare the best listings on Beautifulcookislands homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Beautifulcookislands homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Key West Harbour.

Weather in Key West Harbour

View the weather forecast for Key West Harbour before booking your Key West Harbour Vacation Rentals to confirm your best time to go.

December - February
High 81°F       Low 67°F
March - May
High 87°F       Low 70°F
June - August
High 91°F       Low 80°F
September - November
High 90°F       Low 73°F

Key West Harbour Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Key West Harbour?
How many vacation rentals are available in Key West Harbour?

Currently, the total number of properties listed in 2026 is over 1271 in the Key West Harbour area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Key West Harbour.