Holiday rentals with a pool in Kissimmee

150 Inch 4K Movie Theater Pool & Spa sleeps 16

"Just 3 miles from Disney up to 16 guests! Unwind in the pool & jacuzzi. A private cutting-edge Movie Theater, featuring a 150-inch screen, 4K projector, and immersive surround sound. Relive your favorite movie moments like never before! Stream on Roku, game on PS5, and enjoy high-speed Wi-Fi for endless fun. The well-equipped kitchen is perfect for large families and with 6 bedrooms and 4 en-suite baths, privacy is guaranteed. A Star Wars and a Disney-themed rooms so the kids will feel at home.

Value · Family · Nearby

3173 Luxury 4BR Townhouse by Disney World Orlando

This townhouse is located in Magic Village Resort, a PRIME location NEXT to Disney Animal Kingdom. You can't get closer if you are staying outside the parks. Luxury modern & stylish design in every corner, 4 Bedroom and 4.5 bathroom. First master suite has a KING bed, second master suite has another KING bed, third and forth bedrooms are in suite with 2 TWIN beds each. All with a LED TV. Gated community and FREE parking with fine exclusive restaurant. Island H2O Waterpark 3 min, Disney 5 min!

Location · Value · Cleanliness

Top guest favourite

Guest favourite

Near Disney | Heated Pool, King Bed, Arcade

✨ Family-Friendly Retreat Near Disney in a gated, safe & quiet community 🏰 Loved by guests for its cleanliness, comfort, and fast communication. 🏊‍♂️ Unwind after park days in your private HEATED pool 🍔 Enjoy the outdoor BBQ for easy family meals 🎮 Have fun in the upgraded game room with pool table, ping pong, foosball, and a retro arcade ⭐ Hosted by 3 experienced Superhosts known for quick, reliable replies. A perfect balance of fun and relaxation. Book now as dates fill fast!

Location · Value · Parks

5 BR 6 BA Villa 5min to Disney!

Summerville Resort is a new and prestigious collection of town-home villas just 5 miles from the entrance to Walt Disney World! Be among the first to stay in this contemporary vacation rental with pristine finishes & amenities. No need to wait in line to shower here; each of the 5 bedrooms has its own attached bath. After a day exploring the parks, come home to indulgence at the Resort, which features a community hot tub, heated pool, fitness center, playground, and a sleek Clubhouse.

Value · Family · Laundry

Villa Resort Club

LUXURIOUS VILLA - SUPER BEAUTIFUL NEIGHBORHOOD POOL HEATER HOUSE - Have fun with the whole family in this modern style home, you will love the picnic area in front of the house , the play area and pool with heater , a spacious artificial grass place to play your children and in a very trankila area near the Disney parks and the MCO airport. YOU WILL LOVE THE HOUSE Local utility or county personnel may access exterior areas for maintenance without prior notice.

Value · Family · Heating

Top guest favourite

Guest favourite

Minutes to Disney | Kings | Heated Pool | Games

✨ Perfect family getaway just minutes from Disney magic! ✨ This spacious 4-bedroom home sleeps 9 and features 2 king beds, 4 full beds, and 1 twin, plus fun Mickey Mouse & Minion themed rooms kids love. Unwind in your private screened pool, enjoy the game room with arcade games, ping pong, foosball & pool table, or relax with cozy board-game nights. 🏰 Animal Kingdom 10 mins Epcot & Hollywood Studios 15 mins Book now and start making unforgettable family memories!

Location · Family · Sleep quality

Top guest favourite

Guest favourite

Luxury Encore Pool Spa Pets Game Rm Theater Gym

Amazing Brand New Modern Luxurious Home at Encore Resort Reunion. PET-FRIENDLY & Minutes to all Theme Parks. BRAND NEW HOME. Private Pool & Spa / Game Room / Movie Theater / Gym / Massage Chair / Fireplace / PS5 / Board Games & Much More. Embrace the extraordinary and book your stay at our home, where luxury, entertainment come together for an unforgettable vacation experience. ** Please review the rules before booking. Waterpark access is not included. **

Location · Family · Accuracy

Top guest favourite

Guest favourite

Private Epcot-Themed Near Disney

Hello, my globetrotters! Welcome to your global getaway, where you will embark on a new experience in different countries from each room of the house. Countries featured at our home are Italy, Mexico, Paris, China, Japan, and Morocco Located in a quiet neighborhood, our vibrant house is equipped with fast wifi and comfortable beds. Perfect for families eager to travel without a passport. Step inside and let your family's adventure begin! 🌍✨

Value · Location · Indoor spaces

Top guest favourite

Guest favourite

Entire Modern Home near Disney • Pool & Game Room

Make memories at our beautifully renovated home in Kissimmee — close to Disney, Universal, and everything Orlando has to offer. Relax in your private pool, enjoy 3 comfortable bedrooms and 2 full baths, and check in easily with keyless entry. Nestled in the safe, gated community of Cumbrian Lakes, it’s the perfect spot for families and friends to unwind together.

Family · Location · Grill

Disney area 4-bedrooms spacious villa for rent

Our villa offers a pleasant and relaxing place for families at an affordable price. Rent a private villa with a gorgeous swimming pool in a family-oriented residential neighbourhood. It has an excellent conservation view and outdoor space with a small pond. This home is in Eagle Point, Poinciana Blvd. in Kissimmee, near the Walt Disney World Resort.

Location · Family · Access

Top guest favourite

Guest favourite

Cozy family home w/ heated pool 15 min. to Disney

Modern family home in a gated community (very quiet neighborhood). 2391 sq ft with 5 bedrooms, 4.5 bathrooms, heated pool*, BBQ*, gaming room, 60'' Full HD TV, free unlimited high-speed wi-fi, central AC/Heating. 15 minutes driving to Disney.

Family · Value · Long stay

Luxurious Dream 4/3 Bedroom Home w/private Pool

Located a short 15 minute drive to Disney, this luxury design inspired 4 bedroom, 3.5 bath is perfect for a family, multi family or romantic weekend away with your favourite person.

Value · Location · Kitchen