Enjoy an upgraded stay with total privacy in Islamorada. Browse exclusive villas and vacation homes equipped with individual, private swimming facilities. Compare verified options on Owner Direct for a peaceful, secluded getaway.
AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry
AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen
AC, Balcony, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry
AC, Balcony, Barbecue, Dryer, Free Parking, Hot Tub, Internet, Kitchen, Laundry
AC, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Microwave, No Smoking
AC, Balcony, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen
Exceptional
2 reviews
AC, Balcony, Barbecue, Dryer, Elevator, Free Parking, Heater, Internet, Kitchen
AC, Balcony, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Microwave
Good
1 reviews
AC, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen
AC, Balcony, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Hot Tub
Exceptional
87 reviews
AC, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen
Exceptional
54 reviews
AC, Barbecue, Crib, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen
AC, Balcony, Barbecue, Breakfast Available, Dryer, Elevator, Fitness Equipment, Free Parking, Heater
Exceptional
1 reviews
AC, Balcony, Barbecue, Dryer, Fitness Equipment, Free Parking, Internet, Kitchen, Laundry
Exceptional
9 reviews
AC, Balcony, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area
Exceptional
7 reviews
AC, Arcade, Balcony, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub
Exceptional
73 reviews
AC, Balcony, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen
Exceptional
62 reviews
AC, Balcony, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area
Exceptional
128 reviews
AC, Balcony, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen
Superb
12 reviews
AC, Barbecue, Dryer, Fireplace, Free Parking, Hot Tub, Internet, Kitchen, Laundry
Exceptional
6 reviews
AC, Balcony, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area
Exceptional
2 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 Islamorada.
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 Islamorada are:
There are a lot of options in Islamorada. If you plan on staying in the Islamorada 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 Islamorada
You can explore 99 verified vacation rentals with a private pool in Islamorada. These include standalone villas and private homes where the pool is reserved exclusively for your group.
Prices for rentals with a private pool in Islamorada vary depending on the property size, location, and travel season. Rates typically start from around $344 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 Islamorada also welcome pets. Currently, 19 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 Islamorada often include additional features such as Laundry, Pool, and Private Pool. These amenities enhance comfort and create a more relaxing, self-contained stay.
Some family-friendly vacation rentals in Islamorada 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.