
House holiday rentals in Kissimmee
Find and book unique houses on Airbnb
Quick stats about house rentals in Kissimmee

Total holiday rentals
Explore 3,470 holiday rentals in Kissimmee

Nightly prices starting at
Kissimmee holiday rentals start at $34 NZD per night before taxes and fees

Verified guest reviews
Over 101,570 verified reviews to help you choose

Family-friendly holiday rentals
2,910 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 590 rentals that welcome pets

Holiday rentals with a pool
3,200 properties feature pools

Rentals with dedicated workspaces
1,700 properties have a dedicated workspace

Wi-Fi availability
3,470 of Kissimmee holiday rentals include Wi-Fi 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
Top-rated house rentals in Kissimmee
Guests agree: These houses are highly rated for location, cleanliness and more.

Kids Love It More Than Disney! Pool + Games
Happy 2026 from Kissimmee! Westside Villa has just a few openings - snag it while you can! -20 minute drive to all Disney Parks -Private, heated pool; gas grill; EV charge on-site -Modern arcade: racing simulators, virtual reality, vintage games -3 king size suites with smart TVs; dedicated work space -2 pack-n-plays, highchair, strollers, wagon -Resort access: lazy river, splash pad, tiki bar, fitness center Arriving early in the day or leaving late? Ask about our half day add-on, if our cal

Amazing 6BR Disney - Universal - Encore Resort 460
Newly renovated and situated in the best location of the Kissimmee/Orlando Area, at the renowned Encore Resort at Reunion This modern luxury home has everything you, your family & friends need for the perfect vacation experience! Our gorgeous house is only: * 6 Minutes to Publix Supermarket & Super Walmart * 15 Minutes to Disney parks, Disney Springs and Premium Outlets *20 Minutes to Universal Studios & International Drive *PLEASE MAKE SURE TO READ "OTHER THINGS TO NOTE" FOR OUR HOUSE RULES*

Villa Resort Club
VILLA LUJOSA - BARRIO SÚPER HERMOSO POOL HEATER HOUSE - Diviértete con toda la familia en este alojamiento con estilo moderno , te encantará el área de picnic frente de la casa , el área de juegos y piscina con calentador , un espacioso lugar de hierba artificial para jugar tus niños y en una zona muy trankila cerca de los parques de Disney y del aereopuerto MCO . TE ENCANTARÁ LA CASA Local utility or county personnel may access exterior areas for maintenance without prior notice.

10 Min 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!

Waterfront Wizarding Near Universal's Harry Potter
This spellbound stay, situated in the prestigious Lake Berkley Resort, boasts lake views & private pool. With 6 bedrooms, 3 bathrooms, well equipped kitchen & comfy living spaces, this thematic home is ideal for families & friends seeking an immersive vacation. A 10min drive to Disney, 15min to Sea World & 20min to Universal's Wizarding World of Harry Potter, this magical manor provides a convenient home base for exploring Orlando's famous attractions.

Luxury Home w/ Pool & 6 Beds near Disney
Welcome to your modern escape in Kissimmee! Just 15 minutes from Orlando International Airport, this beautifully renovated 3-bedroom, 2-bath home offers the perfect blend of comfort and luxury. Every detail has been thoughtfully upgraded—from the brand-new kitchen and spa-like bathrooms to the pristine private pool area—ensuring a relaxing stay. With sleeping arrangements for up to 9 guests across six beds, there’s plenty of space to unwind.

Pet-Friendly Pool Home Near Orlando
Welcome to your perfect Orlando retreat! This beautiful and spacious home offers a blend of modern comfort, stylish design, and exceptional amenities — all just minutes from the top parks and attractions. Enjoy a private screened-in pool, elegant interiors, and thoughtfully designed spaces ideal for families, groups, or long stays. Every detail has been curated to provide comfort, relaxation, and an unforgettable vacation experience.

Amazing 8Bdrms-5Bath/Game room/Pool
The Space * Accommodates: 22 * Bedrooms: 8 * Bathrooms: 5 * Property type: Luxury House * Location: Storey Lake * 12 miles from Magic Kingdom * 10 miles from Animal Kingdom * 16 miles from Universal Studios * 2.4 miles from Lake Buena Vista Factory Stores (Outlet) * 4 miles from The Loop (Outlet) * 22 miles from MCO * Located close to Highways 192 and 535, the property is located close to the main restaurants, pharmacies, markets.

Cozy House with Private Pool. Kissimmee/Orlando
Travelers will love staying at this home for its perfect mix of comfort and fun. Enjoy a private pool to relax after a long day, plus a gas BBQ included for easy outdoor meals with family or friends. The spacious and cozy layout is ideal for unwinding, while the peaceful setting makes it feel like a true getaway. Whether you’re here to relax or explore, this home offers everything you need for an unforgettable stay.

4418 Le Reve 4BDRM townhouse close to Disney
Our townhouse can accommodate up to 8 people, with 4 bedrooms and 3.5 bathrooms and has a small jacuzzi for you to relax after a long day at the parks or outlets. Our property is only 10 miles to Disney’s theme parks and 15 miles to Universal Studios and major Outlets. It has many restaurants and supermarkets (Walmart, Target, Sam’s Club) nearby. Walmart Superstore is just 0.2 miles or 5 minutes walk.

Private Pool/Grill-Free Water Park-15Min to Disney
We have made sure that you and your family have the best nights and the greatest times during the day, where distances will not be a problem since the house is located near the most emblematic sites to visit in Orlando Florida, 17 minutes from Disney, 23 minutes from Universal, the house features a private pool and barbecue grill, Unlimited parking, and a gorgeous clubhouse.

Private Pool Home Near Disney | 4BR Sleeps 10
Modern designer home with private pool, perfect for families and groups near Disney. Sleeps 10 in 4 stylish bedrooms and features a chef-style quartz kitchen, elegant dining for 8, spacious living area, and a fun kids’ room. Located in a quiet upscale community just 20–25 minutes from Disney, with easy access to Universal and Orlando’s top attractions.
Popular amenities for Kissimmee house rentals
House rentals with a pool

Sleeps 8·Pvt Pool·Game Room·Clubhouse Amenities

Luxury Villa with Private Pool Near Disney World

Aurora Lux| Heated Pool| Games Room| Mini Golf|BBQ

New and Unique Disney Airbnb!

Exquisite Luxury Home Minutes from All Theme Parks

2602SN - Stunning Home 5 Ensuites Near Disney

6BR Oasis w/ Private Pool, Game Room & Lanai

Disney/Orlando Animal Kingdom Luxy Stay
Weekly house rentals

4BR Disney & Universal Themed Villa Reunion Resort

Near Disney • 8 Guests

Spacious Home | Near Disney | Perfect for families

Kissimmee

Near clubhouse new Storey Lake 15 guests pool&spa

Comfy Home with Hot Tub at Kissimmee/Orlando area

The Eights House by Disney. Themed Island Dream

Large Private Home on Golf course by Disney
Private house rentals

Elegant 5B & 3B Private Pool Villa near Disney

Luxury 6 bd w/ gameroom / private pool / themed

Luxury Villa with Elegant Living Space at Reunion

Harmony | Heated Pool | 10 min Universal & Epic.

Luxury Escape w/ Private Pool Near Disney

Orlando Getaway | 5BR Villa w/ Private Pool Disney

6BR Disney Villa | Pool, Spa & Theater | Sleeps 14

Cozy 4BR Pool Home Near Disney
When is the best time to visit Kissimmee?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $290 NZD | $300 NZD | $323 NZD | $300 NZD | $263 NZD | $285 NZD | $302 NZD | $263 NZD | $235 NZD | $249 NZD | $275 NZD | $319 NZD |
| 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 |
Destinations to explore
- Miami Holiday rentals
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- House rentals Osceola County
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- House rentals United States
- Walt Disney World Resort
- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Disney Springs
- SeaWorld Orlando
- Orlando / Kissimmee KOA
- Camping World Stadium
- Magic Kingdom Park
- Epcot
- Universal's Volcano Bay
- Kia Center
- Disney's Animal Kingdom Theme Park
- Reunion Resort Golf Courses - Palmer & Watson
- Discovery Cove
- University of Central Florida
- Old Town
- ESPN Wide World of Sports
- LEGOLAND Florida Resort
- Disney's Hollywood Studios
- ICON Park
- Aquatica
- ChampionsGate Golf Club
- Tinker Field







