Enjoy an upgraded stay with total privacy in Key West. Browse exclusive villas and vacation homes equipped with individual, private swimming facilities. Compare verified options on Owner Direct for a peaceful, secluded getaway.
Pool, Private Pool, Kitchen, Parking, Internet, Air Conditioner, Child Friendly
AC, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet, Laundry, Living Area
Exceptional
3 reviews
AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area
Exceptional
241 reviews
AC, Dryer, Extra Bed, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave
Superb
41 reviews
AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area
Superb
59 reviews
AC, Balcony, Dryer, Extra Bed, Internet, Kitchen, Laundry, Living Area, Microwave
Fabulous
47 reviews
AC, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave
Good
4 reviews
AC, Balcony, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen
Exceptional
11 reviews
AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen
Exceptional
183 reviews
AC, Balcony, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Hot Tub, Internet
Exceptional
164 reviews
AC, Balcony, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area
Exceptional
195 reviews
AC, Barbecue, Dryer, Extra Bed, Free Parking, Internet, Kitchen, Laundry, Living Area
Exceptional
113 reviews
AC, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave
Exceptional
119 reviews
AC, Barbecue, Dryer, Free Parking, Kitchen, Laundry, Microwave, No Smoking, Outdoor Space
AC, Balcony, Barbecue, Dryer, Free Parking, Kitchen, Laundry, Microwave, No Smoking
AC, Barbecue, Dryer, Free Parking, Internet, Kitchen, Living Area, Microwave, No Smoking
AC, Barbecue, Dryer, Free Parking, Internet, Kitchen, Living Area, Microwave, No Smoking
Exceptional
1 reviews
AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen
AC, Balcony, Barbecue, Dryer, Free Parking, Internet, Kitchen, Living Area, Microwave
AC, Balcony, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen
Exceptional
185 reviews
AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry
Exceptional
163 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 Vacation Rentals with Private Pool 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 vacation rentals with private pool stand out?
Every vacation rentals with private pool 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 vacation rentals with private pool 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 Vacation Rentals wint Private Pool in Key West
You can explore 506 verified vacation rentals with a private pool in Key West. These include standalone villas and private homes where the pool is reserved exclusively for your group.
Prices for rentals with a private pool in Key West vary depending on the property size, location, and travel season. Rates typically start from around $243 per night, with higher prices for larger homes, prime locations, or peak travel periods.
Yes, properties listed with private pools are intended for the exclusive use of guests staying at that home. You can review listing photos and descriptions to better understand the layout and level of privacy offered.
Yes, some vacation rentals with private pools in Key West also welcome pets. Currently, 23 listings allow pets, although policies may vary. It’s a good idea to review any rules related to pets and outdoor areas before booking.
Private pool properties are often in high demand, especially during holidays and warmer months, so booking 90 to 120 days in advance is recommended. During quieter periods, you may still find availability closer to your travel dates.
Vacation rentals with private pools in Key West often include additional features such as Pool, Private Pool, and Kitchen. These amenities enhance comfort and create a more relaxing, self-contained stay.
Some family-friendly vacation rentals in Key West include safety features such as pool fences, covers, or screened enclosures. It’s recommended to check the property details to confirm whether a specific rental meets your safety preferences.