Key West Luxury Rentals
Search Key West Luxury Vacation Rentals
Luxury Key West Vacation Rentals with unparalleled amenities such as hot tubs, private pools, breathtaking views, gourmet kitchens and more. As part of your vacation rental, you are provided a complimentary concierge. Take your Key West vacation to the next level by creating the ultimate experience of comfort and luxury.
Search for rentals in Historic Old Town, 1800 Atlantic, Truman Annex, and Sunset Marina. We also have vacation rentals on Duval Street and rentals near Duval Street. You can also contact us directly for any questions, or to book over the phone.
Traveling with a group? View our Key West Compound Rentals for two or more dwellings located next to each other. Or traveling with a pet? Check out our pet-friendly Key West house rentals.
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$1,350.00 - $8,238.00 Per Night
- 9 Beds
- 9.5 Baths
- Sleeps 22
- 25 Views
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Monthly Rentals Only - Choose 29 Nights for a Full Quote
- 3 Beds
- 2 Baths
- Sleeps 10
- 25 Views
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Monthly Rentals Only - Choose 29 Nights for a Full Quote
- 6 Beds
- 7 Baths
- Sleeps 12
- 25 Views
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Monthly Rentals Only - Choose 29 Nights for a Full Quote
- 4 Beds
- 2 Baths
- Sleeps 8
- 25 Views
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$300.00 - $1,528.00 Per Night
- 2 Beds
- 2 Baths
- Sleeps 4
- 25 Views
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$995.00 - $5,349.00 Per Night
- 5 Beds
- 5.5 Baths
- Sleeps 12
- 25 Views
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$325.00 - $1,504.00 Per Night
- 2 Beds
- 1 Baths
- Sleeps 6
- 25 Views
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Monthly Rentals Only - Choose 29 Nights for a Full Quote
- 4 Beds
- 3 Baths
- Sleeps 8
- 25 Views
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Monthly Rentals Only - Choose 29 Nights for a Full Quote
- 4 Beds
- 4.5 Baths
- Sleeps 9
- 25 Views
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$333.00 - $1,726.00 Per Night
- 2 Beds
- 2 Baths
- Sleeps 6
- 25 Views
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$500.00 - $3,205.00 Per Night
- 3 Beds
- 3.5 Baths
- Sleeps 8
- 25 Views
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Monthly Rentals Only - Choose 29 Nights for a Full Quote
- 4 Beds
- 3 Baths
- Sleeps 10
- 25 Views