89 listings foundLoading Results…
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For Rent
Island Rendezvous
key west, Florida , United States
Here you will enjoy a completely private retreat with an atmosphere of wonderfully unchanged Caribbean charm. By combining Pavilion Villa and Down Island Digs…
- Bed6 Bedrooms • 12 Guests
- Bath5 Full Bathrooms
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For Rent
Seaport Treasure Estate
key west, Florida , United States
Hidden by white picket fences and mature tropical landscaping, this spacious Seaport Treasure Estate is cleverly camouflaged on an oversized corner double-lot, amazingly less…
- Bed6 Bedrooms • 12 Guests
- Bath1 Half Bathrooms, 6 Full
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For Rent
Classic Key West Estate
key west, Florida , United States
If you have ever had the opportunity to stroll the residential streets of the Historic Seaport of Old Town of Key West, you have…
- Bed7 Bedrooms • 14 Guests
- Bath5 Full Bathrooms
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For Rent
Grande Dame Key West – ‘the Watson House’
key west, Florida , United States
An award winning renovation of this stately Victorian mansion has achieved an impressive balance of timeless charm, classic elegance, and modern convenience, making this…
- Bed7 Bedrooms • 16 Guests
- Bath7 Full Bathrooms
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For Rent
Family Reunion
key west, Florida , United States
Thinking about getting your extended family or friends together for a Key West vacation? This one-of-kind gated Key West vacation rental compound, with large…
- Bed9 Bedrooms • 22 Guests
- Bath1 Half Bathrooms, 6 Full
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For Rent
The Meeting Point
key west, Florida , United States
Situated in the heart of Old Town, there is nothing else like it. If you’re looking for luxury and plenty of room, The Meeting…
- Bed11 Beds
- Bath10 Full Bath
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