
Villa holiday rentals in Kissimmee
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Top-rated villa rentals in Kissimmee
Guests agree: These villas are highly rated for location, cleanliness and more.

Villa Sol Quite Family Pool/Hot tub Home
Close to all major attractions, and airport sits this private villa. It has a little something for all ages! Your family can play in the pool or relax in the hot tub. Enjoy fun game nights with a cabinet full of games, or play a game of basketball, pickleball, or tennis right outside our pool. Fun on the playground or enjoy the clubhouse gym. All of your needs for the beach trips or the ball games. All of your baby's needs are covered as well. Ask about Stroller and cart rentals. We have it all

Charming 4 Bdr~ Villa near Disney
We offer a Luxurious Villa with the things you need to enjoy your stay in the most wonderful experience possible. 4 bedrooms, 3 bathrooms,dedicated game room and private pool you will be able to enjoy all day fun while still having space to relax after a long day at Disney World. Brand new Villa extremely comfortable and well-equipped for up to 8 people, free parking,free wifi and more make it a great choice for families or groups of friends. Have fun with the whole family at this stylish place.

Near Disney Gated LakeView Pvt Heated Pool
FREE CLEANING FEE FOR BOOKING 2 WKS OR MORE! LOWEST CLEANING FEE! Military dscnts. New Pool Heatr, Dolby ATMOS, wall mnt 65" LED TV w/ Airplay. Remote office setup. Sunset Lakes a secure gated comnty ~12 min from Disney & other parks. Villa offers Lake View pvt pool, gorgeous sunset, Playroom, Fishing dock. Fully furnished & sparkling clean w/ 5 beds - 1 King, 2 Queens, 2 Twin beds w/ 3 baths, kitchen & laundry. Come & enjoy your next trip to Disney & leave everything to a fantastic experience!

OMG! Disney Area, Movie Theater, Game Room & Pool!
"Guest favorite" - This home is in the top 10% of eligible listings based on ratings, reviews, and reliability. Comfort and Space in an Elegant home with a lot of amenities, 4Bed/3Bath. Private Movie Theater, Game Room, Pool and Themed Rooms. A well equipped Kitchen, Laundry, 3 parking spaces, WiFi, Smart TVs. Located at Crystal Cove Resort, a gated community, close to Disney. Few minutes to Walmart, Target, Sams Club, Publix, Outlets, Restaurants, Disney, Sea World, OCCC, EPIC and Universal.

Luxury Fun Stay w/Pool/Spa/WaterPark
This stunning 5BR pool home is in the sought-after Champions Gate resort. Just 12 miles to Disney and 19 miles to Universal Studios, it's a short 9-min walk to the clubhouse, offering free access to the lazy river, fitness center, water park, movie theater, and more. With exceptional facilities, the villa comfortably accommodates up to 14 guests, making it perfect for family fun and gatherings. Enjoy a relaxing retreat near top restaurants, attractions, landmarks, and the famous Disney World!

4mi to Disney | Games | Private Pool
Get ready to make memories of a lifetime just over 3 miles to Disney when you stay at this newly renovated Star Wars and Lego-themed private pool villa. Located in Formosa Gardens Estates, a prestigious gated community, our home is professionally furnished with multigenerational families in mind and can comfortably sleep up to 15 guests. After a trip to the parks, enjoy a refreshing dip in the private pool and rest those tired feet in the spa (pool heat included in stays after 10 Dec 2025!).

Beautiful Villa with pool near Orlando attractions
This home with a private pool is just what your family needs for that memorable vacation in Orlando. The privacy fence around the house provides the privacy you deserve to enjoy your private backyard and pool to the max! we focus the design to create the story of a perfect vacation for you, your family, and your friends. Enjoy the game room full of gaming options. Our Home is close to major parks and attractions such as Disney, Universal, Sea World, Gift shop, and Outlets.

Mr. Clean's Cozy Disney Home w/ Luxury Finishes
• Newest house in the #1 resort community in the Disney Area, Windsor Hills • ALL Mattresses & Pillows are encased in waterproof SANITIZED covers. • 2 FUN children themed rooms (Star Wars, & Frozen) • Onsite, driveway parking for 3 vehicles • FREE pool heat + BBQ with ALL rentals • Fully equipped + stocked kitchen; including Keurig machine • Self check-in with digital lock • Super FAST Wi-Fi wireless internet speed at +1,000 Mbps!! • Property is managed directly by owner

Gorgeous 3 bed, 2 bath villa w/ pool and jacuzzi
Gorgeous 3 bedroom, 2-bathroom villa set on a 1/4 acre of land, with our own screened, private, heated swimming pool & Jacuzzi, and high speed internet. Situated in a quiet residential community on the sought after Sunridge Woods in Davenport, only 9 miles from Disney. 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**

Modern Coastal Farm House/Pool+Jacuzzi/near Disney
Welcome to Florida!!! Have fun with the whole family at this stylish place, equipped with everything you need for your staying. Our gorgeous modern coastal farm house is sitting in one of the most desirable communities for those wishing to vacation around the Disney and Kissimmee/Orlando areas. Drive time to Disney is 10 to 15 minutes and the community is also nearby Hwy 192 with a variety of shopping, dining, and entertainment.

Amazing Villa near DisneyWorld FREE heated-pool
Have fun with the whole family at this stylish place. Our home has everything you will need for you and your guest to have a great experience. This home is a short drive from Walt Disney World and Orlando Attractions!! Don’t wait book with us now and give you and your family the vacation you all deserve. We can’t wait to welcome you . BBQ ( free to use ) Heated pool (free) Dogs friendly! Extra fee $120 per stay

Disney area 4-bedrooms spacious villa for rent
Our villa offers a pleasant and relaxing place for families at an affordable price. Rent a private villa with a gorgeous swimming pool in a family-oriented residential neighbourhood. It has an excellent conservation view and outdoor space with a small pond. This home is in Eagle Point, Poinciana Blvd. in Kissimmee, near the Walt Disney World Resort.
Popular amenities for Kissimmee villa rentals
Private villa rentals

Fabulous 3 bed villa - Privacy & South facing pool

4 Miles to Disney - Pretty In Pink

Luxury 4 Bedrooms, 3.5 Bathrooms with pool.

Luxury Townhouse Near Disney | 3BR

8Bd 4K Movie Theater 155 Inch Screen Pool & Spa

Evansvilla only 10 mins from Disney

The Balmoral Manor: Luxurious & Bright 5BR Oasis

Quiet Villa w/ pool close to Theme Parks and golf!
Luxury villa rentals

Sleeps 20✦Free Pool Heat✦15 min to Disney✦Hot Tub

Blue Paradise 15BR 11BA, Sleeps 36, Theater/GameRm

Poolside Movies | 3Min.Walk to Waterpark| Game Roo

Magical Disney House-Pool & Hot Tub,Free Waterpark

❤NEW Gorgeous 5br/3.5ba|POOL| Game ROOM| Disney

Mad Men Magic Kingdom House*FAB POOL*OutdoorMOVIE

Epic Disney Villa • Hidden Arcade & Playroom!

Luxury Themed Villa 9 BR | Close to Disney
Villa rentals with a pool

Relaxing Vacation Resort Villa

Windsor Hills, Disney/Universal, Pool/SPA, 5BR5BA

Themed Resort Villa | Pool | Spa | Mins to Disney

4 Suites Villa near Disney+ Hot Tub@ Magic Village

* Top-Rated Villa - Sleeps 14 - Free Resort *

Spacious 4BR Pool Home - Near Disney & Universal

Reunion Resort 5 Star Resort Near Disney World

4BR Jungle Cruise Villa w/Pool & Spa Near Disney
When is the best time to visit Kissimmee?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $330 AUD | $354 AUD | $341 AUD | $335 AUD | $296 AUD | $341 AUD | $364 AUD | $298 AUD | $274 AUD | $289 AUD | $330 AUD | $379 AUD |
| 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 villa rentals in Kissimmee

Total holiday rentals
Explore 760 holiday rentals in Kissimmee

Nightly prices starting at
Kissimmee holiday rentals start at $44 AUD per night before taxes and fees

Verified guest reviews
Over 21,710 verified reviews to help you choose

Family-friendly holiday rentals
750 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 90 rentals that welcome pets

Holiday rentals with a pool
710 properties feature pools

Rentals with dedicated workspaces
490 properties have a dedicated workspace

Wi-Fi availability
760 of Kissimmee holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Kissimmee rentals

4.6 Average rating
Kissimmee stays receive an average rating of 4.6 out of 5 from guests
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- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Give Kids the World Village
- Walt Disney World Resort Golf
- Disney Springs
- SeaWorld Orlando
- Orlando / Kissimmee KOA
- Discovery Cove
- Magic Kingdom Park
- ESPN Wide World of Sports
- Disney's Animal Kingdom Theme Park
- Epcot
- Old Town
- Kia Center
- Reunion Resort Golf Courses - Palmer & Watson
- Universal's Volcano Bay
- Aquatica
- Bluegreen Vacations Fountains, Ascend Resort Collection
- Disney's Hollywood Studios
- Island H2O Live!
- ICON Park
- Southern Dunes Golf and Country Club
- ChampionsGate Golf Club






