
House holiday rentals in Kissimmee
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Top-rated house rentals in Kissimmee
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Private Suite with Independent Entrance
Private Suite with Independent Entrance Kissimmee, Fl Enjoy a modern and fully equipped private suite, perfect for couples or travelers looking for comfort, privacy, and a relaxing stay just minutes away from Orlando’s top attractions. 📍Perfect Location Conveniently located in Kissimmee, just minutes from: 🎢 Disney World 🎬 Universal Studios 🌊 SeaWorld and Aquatica You’ll also find restaurants, supermarkets, outlets, and gas stations nearby an excellent location for your Orlando vacation!

Cozy Disney Oasis Pool Home 10 Mins from Parks!
Our charming, pet-friendly home is located in the prime area of Kissimmee, Florida. Your family will be close to Disney parks, restaurants, Old Town, and Downtown Disney. Just bring your bag—we have everything you need! Settle into our fully equipped home, thoughtfully designed to create lasting memories with family and friends. Enjoy the Florida weather by cooling off in our open-air pool or grilling by the poolside lounges. Relax in our airy bedrooms, including Mickey and Minnie themed rooms!

Vacation Home 3 bedroom/2 full bath/private pool
Bring the whole family to this great place with lots of room for fun. This house is perfect for you, your family, and friends! Spacious 3 bedrooms and 2 full baths that can accommodate up to 9 people. The house is fully air conditioned and has a pool. Indoor entertainment such as board games, ping pong table and TV cable. Please note smoking or parties are NOT allowed in house premises. No pool heater available during May through October. **You also MUST be 21 or older to rent this property**

Awesome Vacation Home w/ Private Heated Pool/Spa
Sunshine living at its best! The Abbey at West Haven is an enclave of exclusive vacation homes. This gem has been totally redesigned and upgraded for your vacationing pleasure and is the IDEAL choice for your next family vacation or getaway in Central Florida. Stores, restaurants and golf courses are all within 5 mins and Disney just 15 mins away. After a long day at the Theme Parks or a round of golf, relax at the private, pool and spa or enjoy a BBQ on the enormous covered patio.

Disney & Universal Retreat| Heated Pool | Fire Pit
Sit back and relax in this stylish home with all the amenities you need for a fun family getaway. This home has a spacious layout with 3 bedrooms and 2 baths. We have thought of everything so you don't have to-toiletries,washer/dryer, and wifi. Enjoy your morning coffee in the screened in pool area with a beautiful sunrise and lake view or sip a glass of wine while floating in the pool. Just minutes to Theme Parks and major highways, this is the dream home you have been waiting for!

Modern 4bd house/heated pool,Close to Disney
Welcome to Kissimmee, and a beautiful 4bd 2 bath fully updated house with screened heated pool, 20 minutes drive to Disney and 25 min drive to Universal studios! Perfect for families, and students, and traveling nurses! House also has a custom made play room with miniature golf:) Located in a col-de-sac so you will get a lot of privacy while you staying! Sleeping Arrangements: Bedroom 1- King Size Bed Bedroom 2- Queen Size Bed Bedroom 3- Queen Size Bed Bedroom 4- Queen Size Bed

Disney New Neighbor
-Less than 10 minutes to Disney -20 minutes to Universal Studio -10 minutes to International Drive -20 minutes to Orlando International Airport -5 minutes to Orlando outlet -10 minutes to Disney spring I am thrilled to welcome you all from around the world to my home! I travel a lot for work and I know how it feels to rest when on the go. I want to make your stay as convenient and peaceful as possible. Please message me if you have any questions with booking

No Airbnb Fee | Newly Renovated 4BR w/ Pool!
**We offer EV Charger for FREE!!! The magic of Orlando starts at home! This incredible house has much more than you need; it has everything you WANT! We offer guests comfort, convenience and an amazing experience!! Transparency and communication is very important to us! We want to make it clear, that we are here at your disposal for any doubts or suggestions. We can't wait to have you here enjoying peace and quiet and having lots of fun!

*Private Modern Oasis: Pool, Spa, Cinema, Arcades
Experience the perfect blend of STYLISH DESIGN, LUXURIOUS COMFORT & ENDLESS ENTERTAINMENT in this stunning home at Reunion Resort. Enjoy a sprawling 2400 ft² southwest-facing pool deck with outdoor kitchen, private pool & overflow spa, plus no rear neighbors. Inside, find a movie room, billiards game room, STAR WARS & FROZEN II kids’ theme rooms with tube slide, and both Xbox & PlayStation for nonstop fun.

3BD/3BA Themed House Near Disney
Welcome to our charming 3-bedroom, 3-bathroom house, thoughtfully created to create magical moments for your entire family! Immerse yourself in our themed rooms, each capturing the magic of beloved stories like Happy Potter and Mickey Mouse. Accommodating up to 10 guests, your Disney adventure starts here! The following extra services include additional costs: Grill Early Check-in Late Check-out

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.

7485 - Luxurious 3 Bedroom Townhouse behind Disney
Welcome to your ultimate vacation getaway at Magic Village Views! Experience a stylish, centrally-located stay at this beautiful 3-bedroom vacation townhouse in Kissimmee, perfect for up to six guests. Just 10 minutes from Walt Disney World and 20 minutes from Universal Studios and Volcano Bay, this home offers comfort, convenience, and a touch of luxury.
Popular amenities for house rentals in Kissimmee
House rentals with a pool

Family-Friendly Disney Retreat

Family Pool Home w/ Game Room & Themes

Disney Area 3BR Pool Home | Family-Friendly

4BD 2BA Kissimmee Pool House near Disney

PrivatePool*NearDisney*EpicGameRoomTropicalGetaway

Family Vacay with Pool near WDW!

6 Bd/ 5.5 Ba Sleeps 10! Bella Vida (1131 MB)

Luxury Home w/ Pool & 6 Beds near Disney
Weekly house rentals

Blissful Pool Villa • Bears Den • 6mi to Disney

Private Ranch Style Home on Lake

Modern home with Private Pool near Disney

15 Min to Disney•Cozy Home Heated Pool & Game Room

The Denmark

2366 S 6B - Dream House - Sunny Pool - Near Disney

Magic Village Resort Gated Community Disney World

4BR/3BA Townhouse w/ Private Pool in Storey Lake
Private house rentals

Gorgeous 5BR @Encore next to Disney - 7710

Designer House <Next to Disney> Gated Resort

Modern Family Home Near Disney - Pool & Lake View

Cozy Home close to Disney with a Heated pool!

Modern 3-Bed Townhouse with Game Room & Hot Tub

New! Resort home with spa 10 min from Disney

Premium 7BD/6.5BA Sleeps 20 Solara Resort (2317SW)

Megan and Josh's Place
When is the best time to visit Kissimmee?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $207 SGD | $211 SGD | $227 SGD | $225 SGD | $196 SGD | $213 SGD | $226 SGD | $196 SGD | $176 SGD | $193 SGD | $203 SGD | $239 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 3,580 holiday rentals in Kissimmee

Verified guest reviews
Over 99,310 verified reviews to help you choose

Family-friendly holiday rentals
3,100 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 590 rentals that welcome pets

Holiday rentals with a pool
3,260 properties feature pools

Rentals with dedicated workspaces
1,830 properties have a dedicated workspace

Wifi availability
3,540 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
- Disney Springs
- SeaWorld Orlando
- Walt Disney World Resort Golf
- Magic Kingdom Park
- Disney's Animal Kingdom Theme Park
- Old Town
- Epcot
- ESPN Wide World of Sports
- Kia Center
- Reunion Resort Golf Courses - Palmer & Watson
- Universal's Volcano Bay
- Discovery Cove
- Aquatica
- Island H2O Water Park
- Disney's Hollywood Studios
- ICON Park
- Southern Dunes Golf and Country Club
- ChampionsGate Golf Club
- Universal's Islands of Adventure
- Ventura Country Club
- Shingle Creek Golf Club






