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

Total holiday rentals
Explore 3,340 holiday rentals in Kissimmee

Nightly prices starting at
Kissimmee holiday rentals start at $17 NZD per night before taxes and fees

Verified guest reviews
Over 106,200 verified reviews to help you choose

Family-friendly holiday rentals
2,860 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 610 rentals that welcome pets

Holiday rentals with a pool
3,040 properties feature pools

Rentals with dedicated workspaces
1,690 properties have a dedicated workspace

Wi-Fi availability
3,330 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.

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!

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.

Heated Pool 15 Minutes to Disney PS5 l Switch
Spacious 4BR Home with a Private Heated Pool – 15 Minutes from Disney! Enjoy a large south-facing pool, Propane grill, Smart TVs with Disney+ in every room. Nintendo Switch in Living Room and an 85" screen with a PS5 in a temperature-controlled garage / game room. Fast WiFi, shuffleboard, pool table and plenty of board games. 🌴 Outdoor Fun Patio Seating for 14 + two lounge chairs. Propane Grill: $50 for length of stay Pool heat: $200 per stay (24-hour 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!

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. **

Orlando Dream Escape | Private Pool | Disney
Welcome to your perfect Orlando getaway! Enjoy this beautifully renovated home with a private pool, just 20 minutes from Disney, Universal, and SeaWorld. Perfect for families and groups of up to 8 guests. Features 3 bedrooms, 2 full bathrooms, a fully equipped kitchen, fast Wi-Fi, washer & dryer, free parking, and self check-in. Relax, unwind, and create unforgettable memories close to Orlando’s best attractions, shopping, and restaurants. 🏊♀️ Private Pool

4BR Disney & Universal Themed Villa Reunion Resort
Welcome to our newly remodeled 4BR/4BA luxury villa in Reunion, designed for families and groups seeking comfort, style, and a magical Orlando escape. Enjoy brand-new furnishings, modern finishes, Toy Story and Mickey themed bedrooms, a spacious open living area with massage chair, and a fully equipped game room featuring air hockey, arcade basketball, and PlayStation. Relax in your private screened pool with optional heating after unforgettable park days.

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! 🌍✨

*NEW* Space Odyssey: Pool, Spa, Cinema, Games+PS5
Stylish Design, Luxurious Comfort & Endless Entertainment, with a sprawling 2200 ft2 southwest facing pool deck & outdoor kitchen, no rear neighbors on a beautiful forest in the stunning 3.5 square mile Reunion Resort. You will have your own private pool with overflow spa, movie room, billiards - game room, 4 theme rooms: OUTER SPACE, MARVEL SUPERHEROES with a TUBE SLIDE, FROZEN II, HARRY POTTER CUPBOARD, PS5, within minutes to Disney.

Private Pool + Spa Game Room •4m Disney •Pinball
Superhost Disney Pool Home with Game Room & Spa Stay 4 miles from Disney at this fun-filled family vacation home. Private pool & spa, Marvel pinball, pool table, diner themed game room, Roku TVs, king master suite, and fast 1GB WiFi. Pet friendly with fully fenced yard. Pool heat optional, hot tub always free. Managed by My Mickey Homes, trusted Superhosts known for clean homes and 5⭐ stays families love. Read our reviews

Luxe Family Retreat | Pool Villa Near Disney & MCO
Escape to this beautifully designed family retreat featuring a private screened pool, BBQ gazebo, foosball table, spacious open-concept living areas, and a fully equipped kitchen. Ideally located near Disney, MCO Airport, outlets, shopping, restaurants, and Orlando’s top attractions. Perfect for family vacations, group trips, or a relaxing getaway with all the comforts of home.

No Airbnb Fee | Luxury 7BR w/ Cinema & EV Charger!
**We offer a FREE EV Charger! We know that this may be a lot to read, but we suggest that you read everything and ask any questions you may have to see if it really is the right place for you and your group! :) Transparency and communication is very important to us! We want to make it clear, that we are here available, for any questions or suggestions.
Popular amenities for Kissimmee house rentals
House rentals with a pool

2026 Themed NEW 08 Bedrooms At Solara Resort

Private Villa | Pool | Game Room | Near Disney

Montego Bay Retreat | 15 Min to Disney

ChampionsGate Villa: Pool, Golf Theater & F1

Luxury Retreat at Reunion Resort

Luxury Home w/ Pool & 6 Beds near Disney

Exquisite Luxury Home Minutes from All Theme Parks

7851 Luxury 5BR Home w/ Private Pool Near Disney
Weekly house rentals

New and Unique Disney Airbnb!

VillaLumine•PrvtPool•Heater•Aesthetic•NearDisney

Large Private Home on Golf course by Disney

5 Bd/ 3.5 Ba Sleeps 16! Cumbrian Lakes (4645 CL)

Brand New Home with 4 En-Suites, near Disney

7490 Magic Village 8 guests 4,5 baths 8 min Disney

New! Epic Dream House with Pool

*Modern Condo Resort/Pool/Spa/15 Min to Disney*
Private house rentals

Star Wars & Wizard Themed XL Pool Home Near Disney

Elegant 5B & 3B Private Pool Villa near Disney

Luxury 4 Bedroom Home - Resort Access! Disney!

Disney/Orlando Animal Kingdom Luxy Stay

Comfy Home with Hot Tub at Kissimmee/Orlando area!

The Ultimate Family Getaway Near Disney

5390 Vacation Sunset House Private Pool Grill

Affordable Disney Family Townhome Pool/BBQ/Gym
When is the best time to visit Kissimmee?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $283 NZD | $293 NZD | $314 NZD | $323 NZD | $281 NZD | $296 NZD | $294 NZD | $256 NZD | $229 NZD | $243 NZD | $268 NZD | $311 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
- Four Corners Holiday rentals
- Miami Beach Holiday rentals
- Orlando Holiday rentals
- Fort Lauderdale Holiday rentals
- Tampa Holiday rentals
- Savannah Holiday rentals
- Hollywood Holiday rentals
- Jacksonville Holiday rentals
- Hilton Head Island Holiday rentals
- Key West Holiday rentals
- St. Augustine Holiday rentals
- Family-friendly rentals Kissimmee
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- Rentals with pools Kissimmee
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- Rentals with a hot tub Kissimmee
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- Private suite rentals Kissimmee
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- Condo rentals Kissimmee
- Rentals with an accessible height toilet Kissimmee
- Rentals with an accessible height bed Kissimmee
- Rentals with lake access Kissimmee
- House rentals Osceola County
- House rentals Florida
- House rentals United States
- Walt Disney World Resort
- Universal Studios Florida
- Disney Springs
- SeaWorld Orlando
- Orange County Convention Center
- Universal Orlando Resort
- Orlando / Kissimmee KOA
- Universal's Volcano Bay
- Epcot
- Kia Center
- Camping World Stadium
- Disney's Animal Kingdom Theme Park
- University of Central Florida
- Reunion Resort Golf Courses - Palmer & Watson
- Discovery Cove
- Tinker Field
- Old Town
- LEGOLAND Florida Resort
- Disney's Hollywood Studios
- ESPN Wide World of Sports
- ChampionsGate Golf Club
- ICON Park
- Aquatica
- Southern Dunes Golf and Country Club







