
Resort vacation rentals in Kissimmee
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Top-rated resorts in Kissimmee
Guests agree: these resorts are highly rated for location, cleanliness, and more.

Vacation Villas at Fantasy World (by Disney World)
The resort is located about 10 minutes (4 miles) Disney World. This two-story, Mediterranean townhouse features 2-bedrooms, one with a queen-sized bed and the second with two twin-sized beds, two full baths and a fully equipped kitchen, sitting area with pull sofa, dining area, breakfast bar and screened-in patio. Amenities include: 3 swimming pools, 2 lighted tennis courts, an activities center, business center, exercise room, and a pool bar. Complimentary transportation to theme parks.

Wyndham Bonnet Creek Resort: 2-Bedroom Deluxe
Experience the ultimate Orlando getaway at Club Wyndham Bonnet Creek's 2-bedroom suite, accommodating up to eight guests. The master bedroom features a king bed, the second bedroom offers two double beds, and a queen sleeper sofa is in the living area. Enjoy a fully equipped kitchen, two bathrooms, and a private balcony. Resort amenities include five outdoor pools, two lazy rivers, six hot tubs, and a fitness center. It is adjacent to Disney World, minutes from Orlando's top attractions.

Bonnet Creek Resort 2 bd
Discover a magical resort less than a mile from the gates of Walt Disney World®. Bonnet Creek Resort offers everything you need for a memorable adventure, including transportation to and from the Disney® theme parks. When it's time to take a day off from the parks, chill out at the resort's five pools, lazy rivers and private cabanas or schedule time for some pampering at the spa. Ranked No. 10 on Condé Nast Traveler's "Best Resorts in Orlando, Florida: Readers' Choice Awards 2015."

Cozy Orlando Condo 4Mi from Disney
Get ready for a memorable vacation when you stay at this 2-bedroom, 2-bathroom rental on Floridays Resort Drive. This condo is located in a beautiful 4.5 star rated resort community where you experience upscale living at its finest. Spend your days visiting local attractions like Universal Studios, Walt Disney World, Sea World, and many more. After a day of fun, return home to hang by the pool, have a family game night in the arcade, or enjoy the Florida scenery from your balcony.

By Universal Orlando Marriott Grande Vista studio
Explore popular attractions, including Walt Disney World®, Universal Orlando and SeaWorld®, Start your day with a few swings at the Grande Vista Golf Club or a lesson from the experts at Marriott Golf Academy. Refresh yourself in the outdoor swimming pools and reenergize at our fitness center. Find tasty American cuisine at The Grill at Grande Vista and delectable poolside fare at Copa Loca Bar & GrilL. 8 miles to Disney World 8.3 miles to Universal Orlando 2.4 miles to Sea World

WorldMark Reunion Three Bedroom
Just seven miles from Walt Disney World Resort, Club Wyndham Reunion is an exclusive 2,300-acre resort that features spacious three-bedroom suites that comfortably sleep eight guests. You will appreciate private bedrooms, a full kitchen, living/dining area, balcony, washer/dryer and Wi-Fi. Enjoy the five-acre water park with eleven pools, seven hot tubs and a lazy river. Amenities include three golf courses, six tennis courts, three bars, three restaurants and a spa!

Updated Suite Near Universal Studios
Guests 21+ Only. You really can't beat the location of The Enclave Resort and Suites with good amenities and easy access to local hot spots from this newly owned unit. Your stay includes a step-out balcony, onsite breakfast and lunch restaurant, convenience store and gift shop from 7 to 11 a.m., Indoor heated pool and jacuzzi, two outdoor pools and whirlpools, fitness room and laundry facilities right around the corner of your suite plus a tennis court.

Studio Close to Disney Marriott Grand Vista
Explore popular attractions, including Walt Disney World®, Universal Orlando and SeaWorld®, Start your day with a few swings at the Grande Vista Golf Club or a lesson from the experts at Marriott Golf Academy. Refresh yourself in the outdoor swimming pools and reenergize at our fitness center. Find tasty American cuisine at The Grill at Grande Vista and delectable poolside fare at Copa Loca Bar & Grill. MUST BE 18 TO CHECK IN

Westgate Town Center Studio One-Bedroom Deluxe
Property is located just a mile from Walt Disney World. Start with 14 heated outdoor swimming pools and hot tubs, arcade, paddle boats, a Disney movie theater, miniature golf, playgrounds, tennis, basketball, sand volleyball, a fitness center, and scheduled activities. Ship Wreck Island water park featuring multiple slides, tunnel slides, fountains, play areas and a lazy river is available for $25 dollars a day per person.

Holiday Inn Club Vacations at Orange Lake Resort
Please arrange the room at least 7 days before. Available floor-plans: 1Bedroom(King)1Bath/2Bedroom(King+2Queen)2Bath/3Bedroom(King+Queen+2Queen)3Bath. PRICE VARIES FROM FLOORPLANS AND DATES. LISTING PRICE IS FOR A 3BEDROOM UNIT. Perfect for a large group/groups of families and friends. Please MESSAGE FIRST to CONFIRM AVAILABILITY before making an reservation. Thanks for the cooperation and understanding.

Celebration Suites - 2 Miles from Disney - For 4
1-bedroom PRIVATE apartment suite with a full kitchen including all cookware/utensils, and 2 TVs in this suite in total. The room includes 1 king-sized bed and 1 full-sized bed. We also offer a great fitness center and guest laundry rooms so you can wash/dry clothing. You can pick up keys easily as our Front desk staff is on-site 24-hours per day and speaks English, Spanish, and Portuguese.

Disney-Wyndham Bonnet Creek Resort
Closest to Disney Magic! Located in Lake Buena Vista, Wyndham Bonnet Creek Resort is mere minutes from the gates of Walt Disney World®. You’ll will enjoy a very rewarding stay on site. From the full activities calendar to special touches like the tranquil Lazy River, beautiful pool and private lake, this is no ordinary stay. Shuttle available directly to Disney World for a fee.
Popular amenities for Kissimmee resorts
Family-friendly resorts

Christmas in Resort close to Disney theme parks

3 Bedroom Deluxe Suite on Beautiful Florida Resort

Sheraton Vistana - Sleeps 8 -Disney & Universal

Luxurious Westgate Lake Resort suite in Orlando

Stay in Resort Christmas @ Disney! 3 bedroom Villa

Wyndham Bonnet Creek 2 BD/2 BA inside Disney World

4 Bedroom Westgate Lakes Resort & Spa

Special Offers at Mystic Dunes Resort 2 Bedrooms
Resort rentals with a pool

Orlando Magical Resort 2BR | Sleeps 6 Near Parks

Wyndham Cypress Palms | 1BR/1BA King Bed Suite

Wyndham Bonnet Creek Resort | 1BR/1BA King Suite

Wyndham Cypress Palms | 1BR/1BA King Bed Suite

Hilton Tuscany Village - Studio

The Fountains Resort in Orlando

Wyndham Bonnet Creek near Disney

Wyndham Bonnet Creek Resort | 3BR/2BA King Suite
Resort rentals with a gym

*NEW* Luxury 1bd/1bth Resort Condo!Dream getaway!

Wyndham Cypress Palms | 1BR/1BA King Bed Suite

Wyndham Bonnet Creek Resort | 1BR/1BA King Suite

Wyndham Cypress Palms | 1BR/1BA King Bed Suite

2 bdrm villa during Christmas week

Wyndham Cypress Palms | 2BR/2BA King Bed Suite

Wonderful Orlando in a Resort

Wyndham Cypress Palms | 2BR/2BA King Bed Suite
Quick stats about resort rentals in Kissimmee
Total rentals
30 properties
Nightly prices starting at
$56 CAD before taxes and fees
Total number of reviews
40 reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with a pool
30 properties have a pool
Rentals with dedicated workspaces
20 properties have a dedicated workspace
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- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Universal's Volcano Bay
- SeaWorld Orlando
- Disney Springs
- Discovery Cove
- Old Town Kissimmee
- Disney's Animal Kingdom Theme Park
- Magic Kingdom Park
- Epcot
- ESPN Wide World of Sports
- Amway Center
- Reunion Resort Golf Courses - Palmer & Watson
- Aquatica
- Walt Disney World Resort Golf
- Island H2O Water Park
- Disney's Hollywood Studios
- Universal CityWalk
- ICON Park
- ChampionsGate Golf Club
- Southern Dunes Golf and Country Club
- Kissimmee Lakefront Park
- Universal's Islands of Adventure