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

Total vacation rentals
Explore 3,340 vacation rentals in Kissimmee

Nightly prices starting at
Kissimmee vacation rentals start at G$2,089 GYD per night before taxes and fees

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

Family-friendly vacation rentals
2,860 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 610 rentals that welcome pets

Vacation 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 vacation 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.

Magic Palms Villa
Welcome to Magic Palms Villa — Your Perfect Orlando Getaway Located just 10 minutes from Disney, Universal, Old Town, Walmart, and Publix, Family‑friendly 6BR home. Private pool + jacuzzy game room, fast WiFi, Smart TVs, full kitchen, and free parking. Gated community with clubhouse, gym, and playground. Sleeps 14—ideal for large families and groups seeking comfort, space, and fun. Pool and spa heating are available for an additional fee of $60 per night and must be requested before arrival.

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.

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!

New! Eights Mansion Themed House w/pool by Disney
Enjoy soft opening rates!! Unbeatable location minutes from Disney Parks and Restaurant Row! This guarded, gated home is perfect for family trips and sleeps up to 16 guests. Enjoy a Stunning Christmas 12-ft tree, 8 bedrooms , themed rooms including Mickey, Princess, Cabin, StarWars, Moana, and Mario, 2 Master bedrooms and a large private movie theater for unforgettable nights. Perfect for families seeking comfort, fun, & holiday magic close to the parks year-round

Private Pool + Spa | Game Room | Near Disney
Enjoy this peaceful, family-friendly home just 15 minutes from Disney Parks. Perfect for families or groups, the house features 3 bedrooms, 2 bathrooms, a bright living space, and a fully equipped kitchen. Relax in your private pool and spa, or have fun in the game room with ping pong and foosball. Located near restaurants and shopping, you’re close to all the action while enjoying a quiet neighborhood. Book your stay and make unforgettable memories in Orlando!

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.

Orlando Dream Escape | Private Pool | Disney
Enjoy this beautiful renovated house with a private pool in Kissimmee. Ideal for families and groups of up to 8 guests. It has 3 bedrooms, 2 bathrooms, a sofa bed, a fully equipped kitchen, Wi-Fi, a washer, a dryer and free parking. Located near Disney, Universal, SeaWorld, restaurants, and stores. Relax, enjoy the sun, and create unforgettable memories with family and friends. Just minutes from Orlando's top attractions! ✅ Private pool

7 BR Galactic Favorite Davenport
Relax and un-wind in our beautiful seven bedroom family-friendly resort inspired vacation home, just 15 minutes away from Disney World. Our spacious fully-furnished two-storey home is perfect for family getaways or gatherings with friends. Enjoy preparing your dinner in your fully equipped kitchen with high-end appliances and dining alfresco by your private pool and hot tub or get cozy in the galaxy-inspired theatre for a family movie night!

Montego Bay Retreat | 15 Min to Disney
Enjoy a stylish stay in this newly renovated 3-bedroom, 2-bath home, perfect for families and groups of up to 9 guests. Located only 15 minutes (8 miles) from Disney and close to Orlando’s top attractions, restaurants, and shopping. Relax in modern, comfortable spaces after a fun day at the parks. Outdoor grill available for $30/day (gas included). The perfect mix of location, comfort, and convenience for your Florida vacation! ✨

9BR Home at Storey Lake - Pool, Game Room, Spa
Make magical memories in this 9BR/5BA themed villa at Storey Lake Resort! Sleeps 27 with custom bedrooms (Harry Potter, Rapunzel, Smurfs & more). Enjoy a south-facing private pool & spa, game room with arcade, and fully equipped kitchen. Resort perks included—lazy river, water slide, mini golf, splash pad, fitness center & more. Just 15 mins to Disney, Universal & outlets. The perfect home base for your Orlando adventure!

7851 Luxury 5BR Home w/ Private Pool Near Disney
Create unforgettable memories in this modern 5-bedroom, 5-bathroom home in Reunion Village, near Disney. Enjoy a private screened-in pool, game room, second-floor loft, open-concept living and dining area, modern kitchen, multiple king-sized bedrooms, themed bedrooms, high-speed Wi-Fi, TVs, washer/dryer, free parking, self check-in, and access to eligible Encore Club amenities. Ideal for families and groups.

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

Dream Haven 15BR 15.5BA, Sleeps36, 20ft Videowall

Brand New - 12br - Sleeps 34 - Theatre/Arcade/Pool

Sleeps 13·Pvt Pool+Spa·Game Room·Clubhouse

251 8BD Huge sunny pool/ Game room/ Private cinema

Perfect Disney Holiday! Private Pool, Spa

The Venue Mansion 15BR 16BR Lake Pool Near Disney

Spacious 9BR Family Retreat at Solara 87SA

9BR Retreat | Sleep 27 | Theater | Huge Pool & Spa
Weekly house rentals

No Airbnb Fees! Pvt Pool/Game Room/Cinema 2159871!

5961PG-The Best Home Perfect Resort Near Disney

9 Themed Bedrooms, Pool & Jurassic Theater

6 miles from Disney ! Private pool ! 4 bedrooms

Family Vacay with Pool near WDW!

Luxury Home w/ Pool & 6 Beds near Disney

VillaLumine•PrvtPool•Heater•Aesthetic•NearDisney

Modern 5BR Home with Game Room and Pool at Windsor
Private house rentals

The Magic Kingdom 9BR Resort Pool Home Near Disney

Theater | Heated Pool | Spa | Sleeps 22 | Disney

Reunion Resort | Water Park | Pool Spa | Disney

Lakeside Haven at Windsor Hills Resort

Rare Gem-20 Minutes from Disney

Disney Home @ Resort • Free Heated&Cooled Pool/Spa

Home Away from Home + 2 suites

NEW! Disney-Themed Escape | Private Pool | Villans
When is the best time to visit Kissimmee?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$35,309 GYD | G$36,563 GYD | G$39,279 GYD | G$36,563 GYD | G$31,966 GYD | G$34,683 GYD | G$36,772 GYD | G$31,966 GYD | G$28,624 GYD | G$30,295 GYD | G$33,429 GYD | G$38,861 GYD |
| 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 |
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- Walt Disney World Resort
- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Disney Springs
- SeaWorld Orlando
- Orlando / Kissimmee KOA
- Magic Kingdom Park
- Universal's Volcano Bay
- Epcot
- Camping World Stadium
- Kia Center
- Disney's Animal Kingdom Theme Park
- University of Central Florida
- Discovery Cove
- Reunion Resort Golf Courses - Palmer & Watson
- Old Town
- Tinker Field
- ESPN Wide World of Sports
- Disney's Hollywood Studios
- LEGOLAND Florida Resort
- ICON Park
- ChampionsGate Golf Club
- Aquatica







