Looking for an exciting rental with a pool in Longwood? Discover a curated collection of vacation homes featuring indoor or outdoor swimming pools. Owner Direct makes it simple to cross-reference verified properties for your pool-side relaxation.
Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Hot tubs, Places to stay
AC, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, Microwave
Exceptional
10 reviews
Cheap, Accommodations, Pools, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay
Exceptional
3 reviews
AC, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry, Living Area
Exceptional
10 reviews
Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings
Exceptional
2 reviews
AC, Balcony, Barbecue, Crib, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater
Superb
22 reviews
Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings
Exceptional
1 reviews
AC, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Kitchen, Laundry, Microwave
Exceptional
9 reviews
Apartments, Accommodations, Pools, Parking, Lodgings, Places to stay
Good
3 reviews
AC, Arcade, Barbecue, Crib, Dryer, Free Parking, Heater, Hot Tub, Internet
Exceptional
11 reviews
Apartments, Cheap, Accommodations, Pools, Parking, Lodgings, Places to stay, Family, Self-catering
Superb
3 reviews
AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Laundry, Microwave
Superb
20 reviews
Apartments, Accommodations, Pools, Parking, Lodgings, Places to stay
AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet, Kitchen
Apartments, Cheap, Accommodations, Pools, Parking, Lodgings, Places to stay, Self-catering
Fabulous
3 reviews
AC, Arcade, Balcony, Barbecue, Dryer, Fitness Equipment, Heater, Internet, Kitchen
Review score
4 reviews
AC, Arcade, Barbecue, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Hot Tub
Superb
57 reviews
AC, Arcade, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen
Superb
30 reviews
AC, Arcade, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet
Exceptional
57 reviews
AC, Barbecue, Crib, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen
Exceptional
10 reviews
AC, Arcade, Balcony, Barbecue, Crib, Dryer, Free Parking, Heater, Hot Tub
Good
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 Vacation Rentals with Pool in Longwood.
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 pool stand out?
Every vacation rentals with 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 pool in Longwood are:
There are a lot of options in Longwood. If you plan on staying in the Longwood area, consider making a reservation for a few nights at one of these properties as these have been rated the top Vacation Rentals wint Pool in Longwood
You can explore 55 verified vacation rentals with a pool in Longwood. 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 Longwood vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $100 per night, with private pool homes and peak travel periods often costing more.
Many rentals in Longwood 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 Longwood welcome pets. Currently, 24 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 Longwood often include additional outdoor features such as Pool, Fireplace/Heating, and Balcony/Terrace. These amenities enhance comfort and make it easier to enjoy outdoor living during your stay.
Some vacation rentals in Longwood 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.