Key West Vacation Rentals
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Search nearly 100 Key West vacation rentals ranging from intimate 2 bedroom cottages to large 6 bedroom homes. With properties in popular Key West communities like Truman Annex, Key West Golf Club, and 1800 Atlantic plus a variety of pet friendly and monthly rentals, we are sure we have the perfect fit for your trip. Our local Key West team of vacation rental experts has been helping travelers plan amazing vacations for decades and loves to share their local knowledge. Don't hesitate to contact us with questions or for help finding the perfect rental and booking your Key West vacation!
3 Bedrooms
2 Baths
6 Guests
30 Day Rental / Grill
Daily - Weekly / Pool / Gated Community
2 Bedrooms
2 Baths
6 Guests
Daily - Weekly / Pool / Grill / Gated Community / Elevator
3 Bedrooms
2.5 Baths
7 Guests
Daily - Weekly / Pool / Grill
2 Bedrooms
1.5 Baths
5 Guests
Daily - Weekly / Pool / Gated Community / pets not allowed
3 Bedrooms
2.5 Baths
6 Guests
30 Day Rental / Pool / Grill / Pets Allowed / pets considered
3 Bedrooms
4.5 Baths
8 Guests
30 Day Rental / Pool / Grill / Pets Allowed / pets considered
2 Bedrooms
1.5 Baths
4 Guests
30 Day Rental / Pool / Grill / Gated Community
2 Bedrooms
2 Baths
4 Guests
30 Day Rental / Pool / Pets Allowed / pets considered
2 Bedrooms
2.5 Baths
6 Guests
Daily - Weekly / Pool / Gated Community / pets not allowed
1 Bedroom
1.5 Baths
4 Guests
Daily - Weekly / Pool / Grill / Gated Community / pets not allowed
2 Bedrooms
2 Baths
4 Guests
30 Day Rental / Pool / Grill / Gated Community
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