Kissimmee Vacation Rentals with Private Pools

Kissimmee Vacation Rentals with Pools

Reserving a Kissimmee vacation rental with a pool offers a lavish vacation experience that you'll surely not forget. We've created a list of our favorite Kissimmee vacation rentals with a pool to help elevate your Central Florida vacation.

Daisy's Cottage Paradise Palms 8981

Daisy's Cottage is a newly renovated 5-bedroom, 4 baths Disney-themed unit in the Paradise Palms Resort. When you're not exploring the theme parks (four theme parks within 10 miles of this unit!), you can find yourself sitting poolside with a cold beverage in hand under the Central Florida sun.

Paradise Palms is a fully gated community and located in the heart of Kissimmee, so you'll have no trouble finding the best shops and restaurants in the area. 

Encantada Resort 8576

Stay cozy in this 3-bedroom, 3-bath unit made for rest and relaxation!  You'll have access to all of the community amenities like the clubhouse and resort pools. There are plenty of activities and attractions nearby to keep the family ranging from golfing to shopping. You're also just 15 minutes away from Disney! 

Encantada Resort is ideal for travelers looking for more privacy during their Disney vacation. Take advantage of spacious living and amenities like multiple pools, hot tub, workout facility, and walking paths. 

Windsor Hills Resort 7733

If you're looking for a more private setting, Windsor Hills Resort 7733 is the perfect place for you. When you reserve a stay here, you'll enjoy no rear neighbors and large green space giving your family plenty of room to run around and get outside. Walk to the Clubhouse, main pool, or convenience store in just minutes. 

The Windsor Hills community is a resort-style community located in Kissimmee offering affordable Disney vacation rentals for your magical getaway. Windsor Hills is packed with amenities so for days where you want to stay close to home but still have fun, you can!

Encantada Resort 3097 

Take a splash in the private pool at Encantada Resort 3097 to escape from the Florida heat! The private patio and lake view make this townhome a haven for vacationers looking to get away from the hustle and bustle of everyday life. 

Windsor Hills Resort 2544 

Let your worries drift away at Windsor Hills Resort 2544, a 3-bedroom, 3-bath townhome in the Windsor Hills Resort community. Aside from your very own private pool, the family can enjoy Windsor Hills community amenities like a resort-style pool, splash park and water slide, and more.

Book Your Kissimmee Vacation Rental with Vacation Central Florida

 At Vacation Central Florida, we pride ourselves in offering affordable vacation rentals in Kissimmee and Cocoa Beach. Stay in one of our Kissimmee vacation rentals with a private pool, or check out our other Kissimmee resort vacation rentals.

Wanting to head to the beach instead? Check out our Cocoa Beach vacation rentals and reserve a stay in an oceanfront property! Browse our full inventory of Central Florida vacation rentals or contact us to help you plan the vacation of a lifetime.