Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay
Exceptional
1 reviews
AC, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area
Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay
Exceptional
1 reviews
AC, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet, Laundry, Living Area
Exceptional
2 reviews
Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay
AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area
Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay, Family
Exceptional
3 reviews
AC, Breakfast Included, Housekeeping, Internet, Microwave, Outdoor Space, Pool, TV
Superb
507 reviews
Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay
AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area
Exceptional
236 reviews
Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay
AC, Dryer, Extra Bed, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave
Superb
39 reviews
Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay
AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area
Superb
53 reviews
Apartments, Accommodations, Parking, Pet-friendly, Lodgings, Places to stay
AC, Balcony, Dryer, Extra Bed, Internet, Kitchen, Laundry, Living Area, Microwave
Fabulous
44 reviews
Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay
AC, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave
Good
4 reviews
Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay
AC, Balcony, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen
Exceptional
10 reviews
AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen
Exceptional
174 reviews
AC, Balcony, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Hot Tub, Internet
Exceptional
78 reviews
AC, Balcony, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Hot Tub, Internet
Exceptional
158 reviews
AC, Balcony, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area
Exceptional
193 reviews
AC, Breakfast Included, Internet, No Smoking, Outdoor Space, Pool, TV
Fabulous
761 reviews
AC, Breakfast Included, Hot Tub, Housekeeping, Laundry, Microwave, Outdoor Space, Parking Available, Pool
Fabulous
1003 reviews
AC, Barbecue, Dryer, Extra Bed, Free Parking, Internet, Kitchen, Laundry, Living Area
Exceptional
104 reviews
Pro Tip:
VacationByOwnerRentals 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 Pool in Key West.
VacationByOwnerRentals can help you find hotels, resorts, and rentals near many of 's top attractions, neighborhoods, and points of interest.
Some of the best vacation rentals with pool in Key West are:
You can explore 1469 verified vacation rentals with a pool in Key West. These include a wide range of private homes, villas, and condos that offer on-site swimming facilities for a more relaxing stay.
Prices for vacation rentals with a pool in Key West vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $323 per night, with private pool homes and peak travel periods often costing more.
Many rentals in Key West offer private pools for exclusive use, while others provide access to shared or community pools. You can use filters to specifically find properties with private pools if that is your preference.
Yes, some vacation rentals with pools in Key West welcome pets. Currently, 31 listings allow pets, although policies may vary by property. It’s a good idea to review any rules related to pets around pool areas before booking.
Properties with pools are often in high demand, especially during warmer months and holidays, so booking 90 to 120 days in advance is recommended for the best selection. During off-peak seasons, you may still find availability closer to your travel dates.
Vacation rentals with pools in Key West often include additional outdoor features such as Pool, Wellness Facilities, and Internet. These amenities enhance comfort and make it easier to enjoy outdoor living during your stay.
Some vacation rentals in Key West offer heated pools, which can be especially useful during cooler months. In certain cases, pool heating may be available for an additional fee, so it’s best to check the property details before booking.