
Resort holiday rentals in Kissimmee
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Top-rated resort rentals in Kissimmee
Guests agree: these resort rentals 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.

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.

Disney World 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

Sheraton Vistana Villages 2 bedroom/2 bath Villa
Sheraton Vistana Villages 2 bdrm/2 bath Villa w/ full Kitchen 1050 sq ft 7 night stay only June 20-27 At Sheraton Vistana Villages, you’ll be within minutes to Disney Springs™, Universal Studios Orlando, Walt Disney World® Resort, Sea World as well as water parks, golfing, shopping and more. With three themed pools, waterslides, three fitness centers, game rooms, restaurants, activity programs, and more, Sheraton Vistana Villages is the perfect family vacation

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!

2BR Lakefront Paradise in Orlando
Enjoy exclusive accommodations in the heart of Orlando's world famous attractions area. You’ll stay in a spacious 2 bedroom villa with access to a resort. Appreciate the extensive list of amenities and activities that the entire family will enjoy. From tropical swimming pools and other recreational opportunities, you'll be eager to return to the resort after a fun-filled day at Orlando's theme parks and attractions like Disney World and Universal Orlando.

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. 5.6 MILES FROM DISNEY WORLD

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.

Bonnet Creek Resort 2 bdrm no resort fees disney
Discover a magical resort less than a mile from the gates of Walt Disney World®. When it's time to take a day off from the parks, chill out at the resort's five pools, lazy rivers and private rental 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." This is a 2 bdrm /2 bath just a mile from Disney Springs.

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 resort rentals in Kissimmee
Family-friendly resort rentals

Two Bedroom 700 sq ft Villa in a Beautiful Resort!

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

Wyndham Bonnet Creek Resort: 2-Bedroom Deluxe

Stay in Resort Christmas @ Disney! 3 bedroom Villa

Bonnet Creek Disney Golf and more 2 BR/2 BA Deluxe
Resort rentals with a pool

Hilton Tuscany Village - Studio

Lakeshore Reserve - 1 Bedroom

Barefoot'n Resort - 2 Bedroom Condo

Wyndham Bonnet Creek near Disney

Wyndham Bonnet Creek 2 BD/2 BA inside Disney World

Deluxe Villa 2 B 2 Bath 8 guestsResort next/Disney

Hilton Parc Soleil - 1 Bedroom Penthouse

Orlando Resort and Spa: 1BR Studio, Sleeps up to 4
Resort rentals with a gym

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

Bonnet Creek - Beautiful 2 Bdrm 2 Bath w/Balcony

Cypress Pointe Resort - Studio

Orange lake resort, Orlando

Delightful 1 Bedroom

Westgate Vacation Villas

2 bdrm villa during Christmas week

Near Orlando Theme Parks - 2 Bedrooms - 2 Baths
Quick stats about resort rentals in Kissimmee

Total holiday rentals
Explore 30 holiday rentals in Kissimmee

Nightly prices starting at
Kissimmee holiday rentals start at $51 SGD per night before taxes and fees

Verified guest reviews
Over 50 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Holiday rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
30 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
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- Resort rentals Osceola County
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- Resort rentals United States
- Walt Disney World Resort
- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Walt Disney World Resort Golf
- Disney Springs
- SeaWorld Orlando
- Universal's Volcano Bay
- Orlando / Kissimmee KOA
- 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
- Give Kids the World Village
- Camping World Stadium
- Aquatica
- Disney's Hollywood Studios
- ICON Park
- Island H2O Live!
- ChampionsGate Golf Club






