
Home rentals with a pool near Old Town Kissimmee
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Top-rated rentals with a pool near Old Town Kissimmee
Guests agree: these stays are highly rated for location, cleanliness, and more.
Popular amenities for rentals with a pool near Old Town Kissimmee
House rentals with a pool

3 Bd/ 2 Ba Sleeps 7! Calabria (9013 MC)

Pet friendly Orlando area near ESPN Center

Mickey's Lakefront Villa at Sunset Lakes

3 bedroom Villa in Kissimmee

Entire Private Vacation Pool Home Near Disney

Kissimmee/20 min to Disney/Private Heated Pool

#2750 Cozy Two Master 4/3.5 Villa Disney Universal

New 3BR/2BA, 15 min. to Disney, close to parks
Condo rentals with a pool

3150-106 Resort Pool View Disney Universal Orlando

Stylish Condo 20 mins to Disney/King Bed

Marriott Sabal Palms 2BD Villa

Super Mario's Sky Suite - Epic Universe 3 BD SUITE

Modern Lake view Condo 1 mile from Disney

Beautiful 2/2 Gem, 2 mi to Disney with Water Park!

Modern Apartment with lake view Close to Disney

Luxurious Spot 10 Mins Away to Most Attractions!!!
Home rentals with a private pool

Wr001or (1stfororlando)

Disney's Championsgate: Private Pool & Arcade Fun!

Gorgeous 9bd (sleeps 24) In the Solterra Resort!

Disney Dreams Luxury Home Private Water Park

Airy, Stylish Home with Pool Heat Included in Davenport

Visit Disney World from a Sunny Home with a Pool

5268oba-Solterra Resort

New! Brand New Encore Resort 5 Bed Resort Home
Other vacation rentals with a pool

Travel Theme Private Home@Disney-Aug/Sep Special!

Magical Retreat with Private Hot Tub Near Disney!

Beach Heaven minutes from Disney

Lakefront 2BR in Family Resort next to Disney

AMAZING vacation house .Mins to Disney Regal oasks

September Deal! Resort style home, 3 mi to Disney

Regal Oaks Resort Lake View 2BR near Disney Parks

Modern Luxury Kissimmee Retreat
Quick stats about rentals with a pool near Old Town Kissimmee
Total rentals
680 properties
Nightly prices starting at
$55 CAD before taxes and fees
Total number of reviews
36K reviews
Family-friendly rentals
330 properties are a good fit for families
Pet-friendly rentals
300 properties allow pets
Rentals with dedicated workspaces
310 properties have a dedicated workspace
Destinations to explore
- Resort rentals Old Town Kissimmee
- Family-friendly rentals Old Town Kissimmee
- Serviced apartment rentals Old Town Kissimmee
- Townhouse rentals Old Town Kissimmee
- Rentals with lake access Old Town Kissimmee
- Condo rentals Old Town Kissimmee
- Waterfront rentals Old Town Kissimmee
- Rentals with a hot tub Old Town Kissimmee
- Rentals with a patio Old Town Kissimmee
- Rentals with a washer and dryer Old Town Kissimmee
- Hotel rentals Old Town Kissimmee
- Rentals with a fireplace Old Town Kissimmee
- Pet-friendly rentals Old Town Kissimmee
- Rentals with outdoor seating Old Town Kissimmee
- Fitness-friendly rentals Old Town Kissimmee
- Rentals with an EV charger Old Town Kissimmee
- Villa rentals Old Town Kissimmee
- House rentals Old Town Kissimmee
- Rentals with breakfast Old Town Kissimmee
- Apartment rentals Old Town Kissimmee
- Rentals with pools Kissimmee
- Rentals with pools Osceola County
- Rentals with pools Florida
- Rentals with pools United States
- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Universal's Volcano Bay
- SeaWorld Orlando
- Discovery Cove
- Disney Springs
- Disney's Animal Kingdom Theme Park
- Magic Kingdom Park
- ESPN Wide World of Sports
- Epcot
- Amway Center
- Aquatica
- Walt Disney World Resort Golf
- Island H2O Water Park
- Disney's Hollywood Studios
- ChampionsGate Golf Club
- Universal CityWalk
- ICON Park
- Southern Dunes Golf and Country Club
- Kissimmee Lakefront Park
- Universal's Islands of Adventure
- Crayola Experience
- Ventura Country Club