Need a flexible short-term rental in Key West? Browse fully furnished stays tailored for extended holidays, digital nomad bases, or business travel. Compare verified options to secure a convenient setup for your visit.

Internet, Laundry, Security/Safety, Child Friendly
Superb
2 reviews

AC, Extra Bed, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking, TV
Superb
19 reviews

Apartments, Cheap, Accommodations, Lodgings, Places to stay, Family
Exceptional
3 reviews

AC, Extra Bed, Heater, Kitchen, Microwave, No Smoking, TV
Superb
14 reviews

Accommodations, Villas, Vacation homes, Cottages, Lodgings, Places to stay

AC, Balcony, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave
Exceptional
190 reviews

Apartments, Accommodations, Lodgings, Places to stay, Family

AC, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking, TV
Exceptional
8 reviews

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay
Exceptional
1 reviews

AC, Extra Bed, Heater, Internet, Kitchen, Microwave, No Smoking, TV
Exceptional
16 reviews

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay
Exceptional
1 reviews

AC, Balcony, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave
Exceptional
16 reviews

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

Internet, Living Area
Exceptional
1 reviews

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay, Family
Exceptional
3 reviews

Internet, Living Area

Apartments, Accommodations, Lodgings, Vacation rentals, Places to stay, Family, Beach rentals
Good
6 reviews

Internet, Living Area

Internet, Living Area

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area
Superb
3 reviews

AC, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet, Laundry, Living Area
Exceptional
3 reviews
Pro Tip:
OwnerDirectVacationRental aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Short Term Rentals in Key West.
OwnerDirectVacationRental can help you find hotels, resorts, and rentals near many of 's top attractions, neighborhoods, and points of interest.
What makes our short term rentals stand out?
Every short term rentals shown on Owner Direct comes from trusted travel sources and verified hosts, so you can browse with confidence.
Compare a range of properties and find fair, transparent pricing—no hidden fees.
From oceanfront condos and coastal cottages to luxury villas and family homes, there's a rental to fit every traveler and budget.
Some of the best short term rentals in Key West are:
There are a lot of options in Key West. If you plan on staying in the Key West area, consider making a reservation for a few nights at one of these properties as these have been rated the top Short-term Rentals in Key West
You can explore 2336 verified short-term rentals in Key West, including apartments, houses, and furnished stays suitable for both travel and temporary living.
Short-term rental prices in Key West vary depending on location, property size, and travel dates. Rates typically start from around $136 per night, with higher prices for premium properties or peak seasons.
Many short-term rentals in Key West include Wi-Fi, making them suitable for remote work. Some listings also provide dedicated workspaces, but it is recommended to check property details for specific features.
Booking 30 to 45 days in advance is generally recommended for the best availability. For peak travel periods or major events in Key West, booking earlier can help secure better options.
In many cases, utilities such as electricity, water, and internet are included in the rental price. However, this can vary by property, so it is important to review the listing details before booking.
Short-term rentals in Key West often include amenities such as Internet, Fireplace/Heating, and Wellness Facilities, providing a comfortable and convenient stay.
Short-term rentals in Key West are often used for flexible stays, including work trips or temporary housing, while vacation rentals are typically geared toward leisure stays in tourist areas. Both offer furnished, home-like accommodations.