
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 £15 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 & child-friendly amenities

Pet-friendly holiday rentals
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

Wifi availability
3,470 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
Top-rated house rentals in Kissimmee
Guests agree: these houses are highly rated for location, cleanliness and more.

Affordable Disney Family Townhome Pool/BBQ/Gym
Welcome to your modern 3-bedroom, 2.5-bath townhouse in a resort community just minutes from Disney. Enjoy a spacious open-plan living area, fully equipped kitchen and private screened patio. Resort-style amenities include pools, clubhouse and fitness center. In a quiet, secure neighborhood, this home offers easy access to Orlando’s world-famous theme parks, shopping centers and restaurants. Perfect for families or groups looking to experience the magic of Florida with all the comforts of home.

Perfect Disney Holiday! Private Pool, Spa
Welcome to Perfect Disney Getaway! This beautiful 5-bedroom 5 bath home is located in the Paradise Palms Resort, a gated community very close to Disney and other parks. Enjoy a dip in your private pool - with no rear-facing neighbors! Have a soak in your spill-over jacuzzi hot tub. With a TV in every room and a movie theater, catch up on your favorite movies and shows. Bring the whole family to this great place with lots of room for fun and enjoy the Perfect Disney Getaway!

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. **

Themed Rooms, Pool, Theater & Arcade | Sleeps 22
Pool, fire pit, and nine themed bedrooms, from the Dragon Cave and Avatar Forest to Moana Island, bring the whole group together under one roof. Kids can dive into the Jurassic theater, Cars game room, and resort access, while adults enjoy a stay that feels easy and relaxing. Perfectly set up for days at the theme parks and evenings everyone will actually enjoy, this home makes every moment count. Book your stay and turn Disney days into lasting family memories.

Modern 4bdr Storey Lake w/themed rooms near disney
Have fun with the whole family at this stylish place: themed bedrooms and a peaceful feeling. With Disney just 5 miles away and Universal Studios 15-20 minutes away, the resort offers endless fun. Storey Lake Resort also has many nearby shopping malls and dining options. From its resort-style pool, splash pad, and watersides to its clubhouse, poolside bars, fitness center, and lake-based activities, Storey Lake is the happy ending to your vacation rental search.

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.

Lakefront Villa w/pool 4mi to Walt Disney World
"Private South-Facing Pool (Sun All Day!)" and "Peaceful Lakefront Views with Local Wildlife "are just some of our guest's comments. Please see house rules. Located in beautiful Sunset Lakes – it's hard to find a vacation home closer to Walt Disney World with all that's offered at Mickey’s Lakefront Villa. Be amazed at how quiet and secluded you will feel yet just minutes away from all of the entertainment that you came here to enjoy.

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?

Exquisite Luxury Home Minutes from All Theme Parks
Luxurious Mid Century Modern decorated and newly renovated stylish home at the heart of Orlando in the famous Dr. Phillips area, just minutes away from all Orlando major theme parks, the famous restaurant row with variety of major chain/award wining restaurants and specialty grocery stores. Perfect for family or group up to 8 people to enjoy a comfortable stay. Enjoy!

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.

2026 Themed NEW 08 Bedrooms At Solara Resort
Our vacation homes will bring you to experience beyond a simple stay. You will be near the most famous themed parks in the world while feeling the comfort of your home, plus having the highest standard of luxury and modernity, with everything a vacation home in Orlando can offer you.

2602SN - Stunning Home 5 Ensuites Near Disney
Sonoma Resort is in the perfect spot, right next to "The Loop," a top-notch shopping and entertainment hub. Plus, you're just minutes away from all the fun at Disney World, Universal Studios, SeaWorld, and some of the best outlets, malls, and golf courses around.
Popular amenities for house rentals in Kissimmee
House rentals with a pool

Villa Resort Club

4BR Disney & Universal Themed Villa Reunion Resort

Montego Bay Retreat | 15 Min to Disney

Luxury 7BR Orlando Villa | Pool, Spa & Game Room

Gorgeous 5BR at Encore Resort next to Disney - 305

Private Pool Home Near Disney | 4BR Sleeps 10

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

Large Private Home on Golf course by Disney
Weekly house rentals

7 BR Galactic Favorite Davenport

11BR Brand New | Themed Rooms | Sleeps 24 - 11121

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

Family Vacay with Pool near WDW!

Luxury Home w/ Pool & 6 Beds near Disney

New! Dickie's Dream Reunion

Premium 9BR Pool Home at Solara 87SA

Luxury 4 Bedroom Home - Resort Access! Disney!
Private house rentals

Elegant 5B & 3B Private Pool Villa near Disney

Epic Luxe Home W/Free Water Park/ 10 Miles Disney!

Private Pool + Spa | Game Room | Near Disney

10 min to Disney| Themed | Sauna | Pool | Golf Sim

Luxury 4BR Villa Golf View /Theater/Huge Pool&Spa

Magical Stays Near Disney

VillaLumine•PrvtPool•Heater•Aesthetic•NearDisney

Comfy Home with Hot Tub at Kissimmee/Orlando area
When is the best time to visit Kissimmee?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £128 | £133 | £142 | £133 | £116 | £126 | £133 | £116 | £104 | £110 | £121 | £141 |
| 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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- Orlando Holiday rentals
- Miami Beach Holiday rentals
- Tampa Holiday rentals
- Fort Lauderdale Holiday rentals
- Savannah Holiday rentals
- Hollywood Holiday rentals
- Jacksonville Holiday rentals
- St. Augustine Holiday rentals
- Hilton Head Island Holiday rentals
- Key West Holiday rentals
- Rentals with an accessible-height toilet Kissimmee
- Rentals with a cinema Kissimmee
- Family-friendly rentals Kissimmee
- Mansion rentals Kissimmee
- Rentals with a washing machine and dryer Kissimmee
- Rentals with an accessible-height bed Kissimmee
- Rentals with lake access Kissimmee
- Beachfront rentals Kissimmee
- Rentals with a sauna Kissimmee
- Lakehouse rentals Kissimmee
- Rentals with breakfast Kissimmee
- Resort rentals Kissimmee
- Cottage rentals Kissimmee
- Rentals with pools Kissimmee
- Rentals with a patio Kissimmee
- Smoking-friendly rentals Kissimmee
- Waterfront rentals Kissimmee
- Rentals with a firepit Kissimmee
- Townhouse rentals Kissimmee
- Villa rentals Kissimmee
- Beach house rentals Kissimmee
- Rentals with a hot tub Kissimmee
- Rentals with a kayak Kissimmee
- Rentals with an EV charger Kissimmee
- Flat rentals Kissimmee
- Cabin rentals Kissimmee
- Ski-in/ski-out rentals Kissimmee
- Rentals with beach access Kissimmee
- Fitness-friendly rentals Kissimmee
- Pet-friendly rentals Kissimmee
- Hotel rooms Kissimmee
- Rentals with a fireplace Kissimmee
- Serviced apartment rentals Kissimmee
- Rentals with outdoor seating Kissimmee
- Tiny house rentals Kissimmee
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- Private suite rentals Kissimmee
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- Apartment rentals Kissimmee
- House rentals Osceola County
- House rentals Florida
- 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
- Magic Kingdom Park
- Camping World Stadium
- 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
- Aquatica
- ICON Park
- Tinker Field
- ChampionsGate Golf Club







