
House holiday rentals in Kissimmee
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Top-rated house rentals in Kissimmee
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4 Season Vacay, Near Disney, King Bed ste
Welcome to your new home away from home! This stunning single-level property boasts an open floor plan that is perfect for relaxing with the family. The cheerful modern decor is sure to brighten your day, and the property is equipped with everything you need for a comfortable stay, including a washer and dryer, and TVs in all bedrooms. This property is located in a gated resort community that provides free parking, ensuring that you and your family will be safe and secure throughout your stay.

(Discounted Rates) Vacation Home (4 Miles Disney)
We have the perfect vacation home for You! Fully equipped 3 bedroom home with patio and pool overlooking a pond and conservation area. Just a 10 minute drive from Disney yet in a quiet gated community with playground. Sleeps 6 guests in 3 bedrooms. All beds are new, including king size bed in master bedroom. Folding cots and full size folding crib are available. Master bedroom has a private master bath. Close to local shopping ,dining and attractions. Request heated pool for additional fee.

Epic Themed Villa | Million Dollar View by Disney
Just 12 miles from Disney, this stunning home features 8 bedrooms designed to delight guests of all ages! A private pool & spa overlooking at the scenic golf course. Guests get complimentary access to the Resort amenities. Highlights: Avatar game room; Immersive Star Wars home theater; PAC-MAN themed loft with PS4 consoles Custom themed rooms: Frozen; Space; Mickey Relax on the screened lanai or enjoy a friendly game of table tennis. This home books quickly—secure your magical getaway today!

Stylish Villa Private Pool-SPA Near Parks Disney!
Stylish villa 4 bed/3 bath family home with private facing pool & SPA, living room, family room, kitchen, breakfast bar, dining table, a game room, Wi-Fi, smart TVs, wheelchair accessible, close to the parks, shops, and restaurants, Pool & SPA heater at additional cost, located at Glenbrook community. We have it all and much more to enjoy. The pool & SPA heater fee is $25 (USD) per day. The BBQ grill is an additional $45 (USD) charge for the whole stay, including 1 propane gas and cleaning.

3BR / 2BR Heated Pool Home 7 Min to Disney |
✨ Experience comfort, style, and a private heated pool 💦 (optional) just 7 minutes from Disney World! This 3BR/2BA Kissimmee home is perfectly located near theme parks, shopping, and dining — and designed for families looking to unwind in a sparkling-clean, beautifully curated space. 📍Prime Kissimmee Location ⭐7 Min– Walt Disney World ⭐5 min–Orlando Premium Outlets ⭐15 min – Universal Studios, SeaWorld, Epic Universe 🎢 ⭐ 25 min – MCO Airport ✈️ ⭐ Walk to Walmart, Publix & Starbucks ☕️

Lakeside paradise
Relax with the whole family at this peaceful 3-bedroom, 2-bathroom vacation home, less than 20 minutes from Disney. This house features an open and spacious layout perfect relaxation and family entertaining time. The Primary Suite, with private bathroom features sliding glass doors that open to a beautiful pool, with a breathtaking view from a serene lake. The split floor plan: Includes two additional bedrooms and a bath. The private pool can be heated at your request (extra charge)

"Paradise Found" Sensational 6 Bed Home W/Peloton
Discover 'Paradise Found' at Windsor at Westside, a 6-bed fantasy home near Disney. This 3,300 sq ft gem offers an open-plan living space, gourmet kitchen, and a private pool oasis with a BBQ, dining and lounge. Enjoy a king suite with pool access, a fun-filled garage gym/games area, and a vast upstairs lounge with Xbox. Dream in themed children's rooms or one of the three king bedrooms. Perfect for families seeking a magical retreat! Free resort access, pool heat and BBQ.

Windsor Orlando Private Arcades,Theater,Pool-Spa
Orlando, Disney, Arcade, Movie Theater, Massage Chair, Pool, Hot Tub, 2 King Beds, Kids Bunk Bed, Kissimmee. Upgraded games room IN the private home, theater for evenings home and your private lanai with pool and hot tub. Choose from including Pump It Up dance, Sponge Bob Racing, NASCAR racing, Legends 3, Pac-Man's Arcade Party, an 80-inch TV, and an Xbox 360. Watch your favorite movies on the 92-Inch projection screen, surround sound, and stadium style seating.

The Eights House by Disney. Themed Island Dream
Location can't get better! Next to Disney Parks and Restaurant Row! This Guarded and gated place to stay is perfect for family trips. You will fall in love with our year round 12ft tree tastefully decorated by season. Mickey's Camping room, Frozen themed room, the cabin Christmas year round experience & 2 additional modern king rooms perfect for couples! Did I mention the stunning Avengers Home theater/game room and oversized pool?

Newly Renovated Luxury Villa| Pool Table &Foosball
Enjoy the perfect getaway at our Luxury Villa! Perfect for families!—just 9 miles from Disney! - Accommodates 12 GUESTS - 5 EN-SUITE - Floor-to-ceiling blackout curtains - New garage GAME ROOM w/ POOL TABLE & FOOSBALL - Large backyard with outdoor shower - Private heatable pool & whirlpool spa - Mickey Mouse-Themed Bedroom -Dedicated Workspace - Smart TVs

3111 - Mickeys Hideaway - Water park Included
Discover the perfect vacation retreat in this beautiful 4-bedroom, 3-bathroom townhouse located in the heart of Storey Lake Resort in Kissimmee. Designed to comfortably accommodate up to 10 guests, this inviting home features a private splash pool and modern amenities, making it ideal for families and groups visiting Orlando.

5Bd/ 5 Ba Sleeps 12! Storey Lake (4729 SH)
• Community: Storey Lake • 5 Bedrooms/5 Bathrooms/Sleeps 12 • Disney World® (4.9 miles) SeaWorld (8.7 miles) • Convention Center (9.4 miles) ICON Park (11.0 miles) • Universal Studios (12.1 miles) Epic Universe (11.4 miles) • Location: Sleepy Hollow Drive, Kissimmee FL 34747
Popular amenities for house rentals in Kissimmee
House rentals with a pool

Dream Villa at ChampionsGate -15 minutes to Disney

Restful 4BR / 3BA with BBQ, Heated Pool & SPA.

Disney Retreat - 6BR 17ppl Pool, Spa - Storey Lake

Amazing Solara 7BR/ Pool /Spa /Free Waterpark

Heated Pool•Game Room Fun•8mi Disney•Walk to GKTW

Getaway w/ Private Pool & SPA + BBQ | 10min Disney

Mi Casita Near Disney/Universal

4BD Near Disney | Pool, BBQ & Ping Pong Fun
Weekly house rentals

Group Getaway • 14 Beds • Sleeps Up to 20

New Resort | Themed | Private Pool | Near Disney

4717 4BD - Beautiful Home with Charming Lake Views

4392-SL Great 6 Bd Home, Game Room + Pool & SPA

Home mins to Disney, pool, arcade, waterslides

Magical 5BR Villa | Themed Rooms | Private Pool

No cleaning fee, pool, lakeview, parking, cozy

FL Palm Vibes-4 Bdrm Pool- Perfect for Family
Private house rentals

Epic Villa Near Disney w Arcade, Theater, Spa Pool

Just Renovated - Beautiful 4 BD at Champions Gate

Spacious 4BR Home, Pool, Games, Pets Welcome

PP9038 - Spacious 4 Bed 3 Bath pool Home

Bohanan Villa 5 bed *FREE POOL HEAT with spa*

Modern 4 bedroom Home with Game Room in Encore

Full House at Reunion Village

Fun & Luxury: Home & Water Park Included
When is the best time to visit Kissimmee?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $205 SGD | $209 SGD | $226 SGD | $223 SGD | $195 SGD | $212 SGD | $224 SGD | $195 SGD | $175 SGD | $185 SGD | $204 SGD | $237 SGD |
| Avg. temp | 16°C | 18°C | 20°C | 22°C | 25°C | 27°C | 28°C | 28°C | 27°C | 24°C | 20°C | 17°C |
Quick stats about house rentals in Kissimmee

Total holiday rentals
Explore 3,600 holiday rentals in Kissimmee

Nightly prices starting at
Kissimmee holiday rentals start at $26 SGD per night before taxes and fees

Verified guest reviews
Over 99,510 verified reviews to help you choose

Family-friendly holiday rentals
3,090 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 630 rentals that welcome pets

Holiday rentals with a pool
3,260 properties feature pools

Rentals with dedicated workspaces
1,880 properties have a dedicated workspace

Wifi availability
3,570 of Kissimmee holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Kissimmee rentals

4.7 Average rating
Kissimmee stays receive an average rating of 4.7 out of 5 from guests
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- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Walt Disney World Resort Golf
- Disney Springs
- Universal's Volcano Bay
- Orlando / Kissimmee KOA
- Magic Kingdom Park
- Discovery Cove
- Give Kids the World Village
- ESPN Wide World of Sports
- Epcot
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- Kia Center
- Old Town
- Aquatica
- Camping World Stadium
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- ICON Park
- Island H2O Live!
- Southern Dunes Golf and Country Club
- ChampionsGate Golf Club
- Shingle Creek Golf Club
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