Guest Services, Oceanfront, Ev Charge Station, Air Conditioner, Wellness Facilities, Child Friendly, Parking
AC, Arcade, Babysitting, Balcony, Bar, Barbecue, Business Services, Free Parking, Grocery
Very Good
438 reviews
AC, Internet, Microwave, No Smoking, Patio, Pool, TV
Fabulous
9 reviews
Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay
Good
4 reviews
AC, Balcony, Dryer, Free Parking, Internet, Laundry, Microwave, No Smoking, Outdoor Space
Good
20 reviews
Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay
AC, Balcony, Dryer, Free Parking, Internet, Laundry, Living Area, Microwave, No Smoking
Exceptional
1 reviews
Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay
Fabulous
10 reviews
Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay, Family
Free Parking, Kitchen, Microwave, No Smoking, Pool, TV
Good
1 reviews
Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay
Superb
10 reviews
AC, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, Microwave
Fabulous
3 reviews
Apartments, Accommodations, Parking, Lodgings, Vacation rentals, Places to stay, Beach rentals
Good
3 reviews
AC, Barbecue, Free Parking, Heater, Internet, Kids Pool, Laundry, No Smoking, Outdoor Space
Fabulous
470 reviews
Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay
Exceptional
4 reviews
AC, Balcony, Dryer, Kitchen, Living Area, Microwave, No Smoking, Patio, Pool
Good
1 reviews
Wheelchair Accessible, Balcony/Terrace, Ocean View, Parking, Pool, View, Air Conditioner
Very Good
23 reviews
AC, Balcony, Dryer, Microwave, No Smoking, Patio, Pool, TV, Washer
Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals
Superb
11 reviews
AC, Balcony, Dryer, Heater, Internet, Kitchen, Living Area, Microwave, No Smoking
Apartments, Accommodations, Pools, Parking, 3-star, Lodgings, Vacation rentals, Beach, Places to stay
Very Good
1133 reviews
AC, Balcony, Dryer, Heater, Internet, Kitchen, Living Area, Microwave, No Smoking
Apartments, Accommodations, Pools, Parking, Serviced apartments, Golf, 4-star, Lodgings, Vacation rentals
Good
503 reviews
AC, Balcony, Dryer, Extra Bed, Free Parking, Kitchen, Laundry, Microwave, No Smoking
Good
1 reviews
Apartments, Accommodations, Pools, Parking, Serviced apartments, 4-star, Lodgings, Vacation rentals, Places to stay
Fabulous
206 reviews
AC, Balcony, Dryer, Free Parking, Laundry, Microwave, No Smoking, Patio, Pool
Good
2 reviews
AC, Balcony, Dryer, Elevator, Free Parking, Heater, Internet, Kitchen, Laundry
Exceptional
1 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 Windermere.
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 Windermere are:
You can explore 72 verified vacation rentals with a pool in Windermere. 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 Windermere vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $86 per night, with private pool homes and peak travel periods often costing more.
Many rentals in Windermere 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 Windermere welcome pets. Currently, 4 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 Windermere often include additional outdoor features such as Pool, View, and Balcony/Terrace. These amenities enhance comfort and make it easier to enjoy outdoor living during your stay.
Some vacation rentals in Windermere 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.