
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.

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.

Beautiful 4 Bedroom Pool Villa Near Disney World
This sunny single story home has 4 beautiful bedrooms (2 master suites) and 3 full bathrooms with its own private screened pool. It is an ideal accommodation for 2 families to share, or one large family. This villa is located in the gated community, a small peaceful community set away from any main road traffic. The home is situated approximately 15 minutes from the Walt Disney World, and is conveniently located from all major Orlando attractions, nearby restaurants and shopping.

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.

OMG Private Pool Oasis! LED Lights! Mini Golf!
This is the place! Look no further for the most magical immersive dream vacay! Welcome to your own private tropical paradise oasis minutes from Disney World! In Encore Resort by Reunion (gated community) enjoy your private pool, hot tub/jacuzzi, hammock swings, tiki bar, unique mini golf experience. The LED lighting in the backyard & throughout the house will wow you! Gorgeous decor and immersive themed rooms for the kids! The perfect place for your dream family vacation!

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**

Guest Favorite 6BR Close to Disney Free Pool Heat
Immaculate and well equipped Stargazer Villas vacation home at Storey Lake Resort! A short drive to Disney & within easy reach of attractions, shopping and dining. This Orlando area vacation home is a guest favorite and has a heated pool (no extra charge) for your family to relax in after a busy day at the parks. Featuring themed Toy Story & Mickey bedrooms, as well as three primary suites, along with Star Wars movie loft & Avatar game room!

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

Family villa w/ private pool & hot tub
Welcome to a warm and welcoming Kissimmee villa where family time and easy relaxation come together near Orlando’s top attractions. - Sleeps 14 | 5 bedrooms | 8 beds | 5 baths - Private pool & hot tub with patio seating - Harry Potter-themed game room w/ arcade & foosball - Fully equipped kitchen & open living area - Fast Wi-Fi, TVs & in-unit washer/dryer - Storey Lake resort access w/ pools, lazy river & gym

Family Retreat Near Disney & Lake Louisa: Sleeps 7
Relax and enjoy a peaceful vacation with family and friends at our beautiful Contact Free Check in and full renovated home. This exceptional 3 bedroom, 3 bathroom with pool, home is splendid for families or groups up to 7 guests. Located in Four Corners, with just short drive away from Magic Kingdom, Epcot, Animal Kingdom, Hollywood Studios, Disney Springs, Universal Studios, Sea World, and more.

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

Charming 3BR Villa, Pool & Near Disney

Magical Disney House-Pool & Hot Tub,Free Waterpark

9 Bed Lux Family Villa, Pool, Water View+Game Room

Villa Near Parks/Hot Tub/Pool/Golf/Sunset Views

WaterView 4 miles to Disney 3Br 2Ba Pool Home

⁕ Disney parks! Luxury resort villa • Private pool

Villa w/ NBA Game Room + Pvt Pool | Disney

The Balmoral Manor: Luxurious & Bright 5BR Oasis
Luxury villa rentals

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

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

Luxury Villa/15min2parks/Lakeview/Vgames/Theater

Mad Men Magic Kingdom House*FAB POOL*OutdoorMOVIE

Brand New Storey Lake 10 Bedroom Villa with Pool &

Sleeps 24✦Free Pool Heat✦15 min to Disney✦Hot Tub

Storey Lake•9BR•Fire Pit•Pool•Hot Tub•Game•EV

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

The Citrus Villa | An Entertainer's Delight

Luxury 4 Bedrooms, 3.5 Bathrooms with pool.

Luxury Townhouse Near Disney | 3BR

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

6 BD/4.5 Ba Sleeps 14! Lily Pad At Solterra Resort

Luxury Villa! /Game Room/ Pool Heater

Beautiful 4 bedrooms with South/West facing pool

6BR+Spa&Pool+Walk to Clubhouse+Theater+ThemedRooms
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






