
Mansion holiday rentals in Kissimmee
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Top-rated mansion rentals in Kissimmee
Guests agree: these mansions are highly rated for location, cleanliness and more.

Disney Home! Heated Pool/Spa•Arcade•Gated Comm•4BR
This gorgeous private heated pool/Spa home in a gated community is perfect for families, and groups. Located close to major theme parks. Only a short drive from Disney, Universal and the all new Epic Universe! Relax in your own private heated pool & hot tub or enjoy the heated clubhouse pool complete with a water slide, kids splash pad and personal workout center, all within walking distance. Make memories in your private arcade room with a ping pong table, air hockey table and arcade games.

6BR Phenomenal Vacation Home- Free Spa/Pool Heat
Bring the family to this immaculate and well equipped Stargazer Villas vacation home, a guest favorite at Windsor Island Resort, which now features Pickleball! A quick drive to Disney & close to popular attractions, shopping and dining. This immaculately clean villa has a private free heated pool & spa to relax in after a busy day exploring the Orlando area. Family friendly featuring Mickey, Harry Potter, & Avengers themed bedrooms as well as two primary suites and a Star Wars game room!

Gorgeous 6EnSuite PetFriendly @Encore|Disney - 404
New Modern 3,300sf luxury home with 6 suites, at world's renowned Encore Resort at Reunion. Featuring 6 suites, a game room, a beautiful backyard, a private pool and spa, and a garage. 6 Minutes away from Super Walmart and Publix supermarket 15 Minutes away from Disney Parks 15 minutes away from Disney Springs 15 Minutes away from Premium Outlets 20 Minutes away from Universal Studios 20 Minutes away from International Drive attractions *PLEASE MAKE SURE TO READ THE HOUSE RULES*

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!

Luxury Disney Vacation Home on Reunion Golf Resort
This 5 bedroom Luxury family vacation home has one of the most picturesque views in all of Reunion, located on the 14th fairway of the Jack Nicklaus course. 2 MASTER SUITES which looks over your private POOL & SPA. All rooms are professionally decorated with a Disney and a Harry Potter room. Your family will stay busy with the arcade, ping pong table and a large number of board games for all ages. Pool area has a basketball net, New WEBER BBQ and Kamado Joe

A Refined Modern Oasis next to Disney World
An architecturally stunning 2400 square foot corner villa next to Disney World Orlando that is privately owned and designed by the world-renowned Pininfarina Group of Italy embodies modern sophistication with open-concept living, high ceilings, 4 bedrooms (2 master bedrooms – one on each floor), 4 en-suite bathrooms, and a downstairs half bath. All bathrooms each have their own bath and shower supplies. THERE ARE NO CAMERAS ANYWHERE ON OR IN THE PROPERTY.

Relaxing Orlando 4 BR home, pool & water view
Charming home just 10-20 miles away from Disney World, SeaWorld, and Universal Studios, owned by Kim & Shawn Beus. Tranquil neighborhood with walking/running pathways. It is just 10 minutes away from many restaurants, grocery, shopping, and entertainment options like Medieval Times, Fun Spot America, and Give Kids the World. Relax in the private screened in pool (heated for additional fee) and patio and watch birds play in the pond.

Stunning Modern Home!
Family-friendly gated resort in the Kissimmee area of Orlando! Veranda Palms is located in a fantastic location, easily reached from highway 192 where you will find a vast selection of shops and restaurants. Just 3 miles from Old Town Kissimmee, a great family night out. Just 7 miles from Disney Springs and 6 miles from the Loop Kissimmee, where there are many dining and shopping options along with a Regal movie theatre.

I-Gated Resort-5 miles to Disney-2 FREE Water Park
Is this home booked? We have more! Click on the circular profile image, then scroll down till you see James's Listings. Gated/24 hour security. Resort living with 2 main clubhouses and a few other extra quieter pools, playground and a soccer field. 10 min to Disney 15 min to Universal 10 min to the Convention Center Within a 5 min drive: Publix Grocery Walmart Target 10-15 restaurants

South Facing Pool Home! 5 Miles from Disney
Beautiful South Facing Pool Home! 5 Miles from Disney. This beautiful 4-bedroom home with two master bedrooms is located just minutes from Disney World, Sea World, Universal Studios, and other Orlando attractions.The home includes a private fenced in South facing swimming pool. We offer free Pool heat, Gas Grill, and High Speed Wireless internet and Cable TV .

Luxury Vacay Home w/ Pool 5Br/5Bath near Disney
Bring the whole family to this great place with lots of room for fun. Luxury vacation home in Championsgate, a resort community. 5 Bedrooms, private swimming pool w/ tub. Close to Disney World, Sea World & Universal Studios and outlet malls. About 1.5 hour drive to the beaches of Gulf of Mexico or Atlantic Ocean.

Grand 4BD/3BA Townhome w/ private pool #62
This 4BD/3BA townhouse is the perfect spot for your family and friends to create amazing memories, spread out in style with over 1,914 Sq. Ft. of interior space complete with designer finishes and high-end furnishings. Enjoy the sunset with an amazing view from a private pool nestled in the backyard!
Popular amenities for Kissimmee mansion rentals
Luxury mansion rentals

NEW Modern Villa Near Disney w/ Pool & Spa!

Luxury Lakeview Themed Home +Game Room Near Disney

Amazing 8Bdrms-5Bath/Game room/Pool

"Sunny Oasis" Huge Pool Deck/Movie Theatre/Arcade

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

Pool Movies|Water Park|Movie Theater|Arcade|Themed

*NEW* Space Odyssey: Pool, Spa, Cinema, Games+PS5

8 BR Villa, Private Pool, Theater, Min to Disney!
Pet-friendly mansion rentals

Premium 6BR | Theater, Games & Heated Pool

Beautiful home. Private pool. Close to Disney!

4BR/Close to Disney/Free BBQ&Storey Lake WaterPark

Dream journey/New Storey lake/unforgettable times

Great Lake View - Pet Friendly

OMG! Disney Area, Movie Theater, Game Room & Pool!

"Disney Serenity": Luxe 8BR Villa/ Privacy/ Pool

Private Pool Villa near Disney & Orlando sleeps 12
Mansion rentals with a pool

Amazing Retreat at Lake Berkley

Private Pool Resort Home Near Disney | Sleeps 12

Cozy 4BR Pool Home Near Disney

Epic Elegant Home W/Free Water Park/ Disney10miles

Close to Disney! Pool, Spa, Game, & Movie Room!

Luxury 4 Bedroom Home - Resort Access! Disney!

6B Solara Home with Private Pool&LED2025/GameRoom

No Airbnb Fee | Luxury 7BR w/ Cinema & EV Charger!
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- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Walt Disney World Resort Golf
- Disney Springs
- SeaWorld Orlando
- Orlando / Kissimmee KOA
- Universal's Volcano Bay
- Give Kids the World Village
- Magic Kingdom Park
- Discovery Cove
- ESPN Wide World of Sports
- Epcot
- Disney's Animal Kingdom Theme Park
- Kia Center
- Old Town
- Reunion Resort Golf Courses - Palmer & Watson
- Aquatica
- Disney's Hollywood Studios
- Camping World Stadium
- ICON Park
- Island H2O Live!
- Southern Dunes Golf and Country Club
- ChampionsGate Golf Club






