Enjoy an upgraded stay with total privacy in Winter Haven. Browse exclusive villas and vacation homes equipped with individual, private swimming facilities. Compare verified options on Owner Direct for a peaceful, secluded getaway.
AC, Barbecue, Crib, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen
AC, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry
Exceptional
28 reviews
AC, Dryer, Free Parking, Heater, Kitchen, Laundry, Living Area, No Smoking, Outdoor Space
Exceptional
25 reviews
AC, Barbecue, Dryer, Free Parking, Heater, Kitchen, Microwave, No Smoking, Outdoor Space
Exceptional
2 reviews
AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry
Exceptional
17 reviews
AC, Arcade, Balcony, Barbecue, Crib, Dryer, Fireplace, Fitness Equipment, Free Parking
Exceptional
8 reviews
AC, Barbecue, Dryer, Fitness Equipment, Internet, Microwave, No Smoking, Pool, Toys
Exceptional
2 reviews
AC, Arcade, Barbecue, Crib, Dryer, Free Parking, Heater, Hot Tub, Internet
Exceptional
4 reviews
AC, Balcony, Dryer, Fireplace, Free Parking, Heater, Kitchen, Laundry, Living Area
Superb
10 reviews
AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area
Exceptional
30 reviews
AC, Arcade, Balcony, Barbecue, Crib, Dryer, Free Parking, Heater, Internet
Exceptional
12 reviews
AC, Free Parking, Heater, Internet, Microwave, No Smoking, Outdoor Space, Patio, Pool
Exceptional
18 reviews
AC, Arcade, Bar, Barbecue, Dryer, Extra Bed, Fireplace, Heater, Hot Tub
Exceptional
69 reviews
AC, Barbecue, Dryer, Free Parking, Hot Tub, Internet, Kitchen, Laundry, Living Area
Exceptional
26 reviews
AC, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen, Laundry
AC, Balcony, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Internet
Very Good
9 reviews
AC, Arcade, Balcony, Crib, Dryer, Free Parking, Heater, Internet, Kitchen
Exceptional
13 reviews
AC, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry, Living Area
Exceptional
5 reviews
AC, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking
Good
1 reviews
AC, Arcade, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet
Exceptional
117 reviews
AC, Crib, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry
Superb
19 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 Winter Haven.
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 Winter Haven are:
There are a lot of options in Winter Haven. If you plan on staying in the Winter Haven 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 Winter Haven
You can explore 38 verified vacation rentals with a private pool in Winter Haven. These include standalone villas and private homes where the pool is reserved exclusively for your group.
Prices for rentals with a private pool in Winter Haven vary depending on the property size, location, and travel season. Rates typically start from around $140 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 Winter Haven also welcome pets. Currently, 9 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 Winter Haven often include additional features such as Bedding/Linens, Kitchen, and Pool. These amenities enhance comfort and create a more relaxing, self-contained stay.
Some family-friendly vacation rentals in Winter Haven 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.