Stay well, then step out and discover Key West.
Best Stays by Sonder Key West
Find places to stay in Key West. Choose from apartment-style stays and boutique hotels for weekend breaks, business trips, and longer city stays.
Travelers
Where to Stay in Key West
Key West Popular Stays
Choose your perfect stays
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Oceanfront
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Air Conditioner
Good for the Weekend
Easy in-and-out for quick Key West gateway.
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Oceanfront
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Ocean View
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Oceanfront
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Parking
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Ocean View
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Ocean View
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View
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Kitchen
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Oceanfront
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Parking
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Pool
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Ocean View
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Parking
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Parking
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Air Conditioner
Work-friendly stays
Desks, fast Wi-Fi, and a kitchen for work trips that run long, with dinner a short walk away.
Sonder hasn't arrived in Key West yet. You may like these stays from trusted partners
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Oceanfront
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Parking
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Pool
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Ocean View
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Oceanfront
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Parking
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Pool
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Ocean View
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Oceanfront
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Parking
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Pool
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Ocean View
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Oceanfront
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Parking
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Pool
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Ocean View
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Oceanfront
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Parking
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Pool
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Ocean View
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Private Pool -
Oceanfront
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Pool
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Private Pool
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Parking
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Pool
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Balcony/Terrace
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Oceanfront
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Parking
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Pool
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Ocean View
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Oceanfront
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Parking
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Pool
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Ocean View
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Private Pool
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Pool
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Balcony/Terrace
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Kitchen
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Private Pool
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Parking
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Pool
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Kitchen
Explore neighborhoods in Key West.
Explore different parts of Key West and find the setting that suits your trip.
Key West travel questions, answered.
Quick answers to the questions travelers ask most.
There are 822 vacation rentals with private pools near Key West. Top-rated homes that have access to a swimming pool include:
If you are looking for a family-friendly vacation home in Key West, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Key West:
Currently, the total number of properties listed in 2026 is over 4921 in the Key West area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Key West.
Go with curiosity. Come back with stories.
The best trips rarely go exactly as planned. Sonder keeps you closer to the neighborhoods, kitchens, and small moments that make a city worth remembering.