Owner Direct Vacation Rentals in Key West Harbour

The Best Owner Direct Vacation Rentals in Key West Harbour. Explore thousands of vacation home rentals, large cabins, and villas near Key West Harbour

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
The Saint Martin Suite | Delightfully Updated Beach Vibes! Pool!
New
From US $699
         

10.0 (1 Review)
Apartment
  • Pet Friendly
  • Security/Safety
  • Child Friendly
Capmar House by Brightwild Huge Home Pool From US $1,724
         

10.0 (1 Review)
House
  • Parking
  • Pet Friendly
  • Balcony/Terrace
43' Classic Trawler 5 Star Resort Pools, Views, Dining Free Shuttle to Downtown From US $221
         

Charming chácara with AC in Key West
New
From US $298
         

10.0 (1 Review)
House
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
The Trinidad by Brightwild Pool View Parking From US $865
         

10.0 (1 Review)
Apartment
  • Parking
  • Pet Friendly
  • Pool
New The Windrose House - Pool & Pets From US $3,012
         

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10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
The Grenada Suite Pool View Private Balcony From US $583
         

10.0 (1 Review)
Apartment
  • Parking
  • Pool
  • Barbecue/Outdoor Cooking
Mastway House -Pool & Dock! From US $2,907
         

|
10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Seagate House -Waterfront w Dock From US $2,129
         

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10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
NEW Private Pool & Docking - Floralee House From US $1,896
         

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10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
The Oasis at the Sanctuary
New
From US $565
         

New
House
  • Air Conditioner
  • Pool
  • Security/Safety
Capmar House -Huge Home & Pool From US $1,450
         

|
10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Casa Tranquility by Brightwild From US $277
         

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10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Internet
The Grand Cayman | Beautifully Remodeled Key West Condo!
New
From US $438
         

Coral Hammock Poolside Home From US $648
         

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9.8 (6 Reviews)
House
  • Parking
  • View
  • Security/Safety
Evershore House -Pool, Parking, Dock! From US $2,581
         

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9.6 (5 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Aquaria House -Pool & Boat Dock From US $1,555
         

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9.6 (5 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Sunrise Suites Big Kahuna Suite #202 From US $268
         

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9.1 (21 Reviews)
Apartment
  • Air Conditioner
  • Pool
  • Balcony/Terrace
Sunrise Suites Bonaire Suite #210 From US $343
         

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9.0 (14 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • Pool
Pro Tip: Ownerdirect makes it easy to compare the best listings on Ownerdirect homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Ownerdirect 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