
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.

WorldMark Orlando Kingstown Reef 2 Bedroom Double
Located on popular International Drive, WorldMark Orlando - Kingstown Reef is just minutes away from Orlando's theme parks, water parks, dinner theaters, fabulous shopping, golfing, restaurants and nightlife. This spacious two-bedroom resort suite features one king bed in the master bedroom, two double beds in the guest room and a sleeper sofa in the living area. You'll appreciate the convenience of a full kitchen, two full bathrooms, separate living/dining areas, and Wi-Fi throughout.

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.

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

Westgate Town Center 1 BR Villa
AVAILABLE 3/15 - 3/22 Spacious 1-bedroom apartment at Westgate Town Center Resort is just minutes from world-famous attractions like Disney World and Universal Studios. It features a cozy king-size bed (or two queen beds) and a pull-out sofa, accommodating up to 4 guests. Enjoy the resort’s fantastic amenities, including Shipwreck Island Waterpark, pools, poolside bars, a fitness center, a spa, mini golf, volleyball, basketball, tennis courts, and bike rentals.

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.

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.

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.

Orlando • Pool + Near Disney Magic Stay
Orlando Resort Next to Disney Magic | Lazy River + Fire Pit Start your morning with coffee on your private balcony, just minutes from Walt Disney World. After a fun-filled day, float along the lazy river, soak in one of the outdoor hot tubs, or unwind by the fire pit under the stars.

Updated Private Suite Near Universal and Epic
Escape to our modern lakeside studio at The Enclave! This stylish retreat in the private Tower 2 is perfect for two. Enjoy a king bed, private balcony, and full access to resort amenities including indoor/outdoor pools, a fitness room, and lake view. Your perfect getaway awaits!
Popular amenities for resort rentals in Kissimmee
Family-friendly resort rentals

Two Bedroom 700 sq ft Villa in a Beautiful Resort!

Luxurious Westgate Lake Resort suite in Orlando

Wyndham Bonnet Creek Resort: 2-Bedroom Deluxe

Stay in Resort Christmas @ Disney! 3 bedroom Villa

Marriotts Harbour Lake - Studio

Holiday Inn Club Vacations at Orange Lake Resort

Bonnet Creek Disney Golf and more 2 BR/2 BA Deluxe

Near Orlando Theme Parks - 2 Bedrooms - 2 Baths
Resort rentals with a pool

Disney-1 Bedroom Resort Suite for 4 w/ Kitchenette

3 Bedroom Deluxe Suite on Beautiful Florida Resort

2BR perto da Universal e do Walt Disney World e SW

Wyndham Bonnet Creek 2 BD/2 BA inside Disney World

Deluxe Villa 2 B 2 Bath 8 guestsResort next/Disney

4 Bedroom Westgate Lakes Resort & Spa

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

Wyndham Star Island Resort|2BR/2BA King Blc Suite
Resort rentals with a gym

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

Wyndham Bonnet Creek Resort | 2BR/2BA King Bed

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

Westgate Vacation Villas

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

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

Wyndham Bonnet Creek Resort | 3BR/2BA King Suite

Wyndham Cypress Palms | 2BR/2BA King Bed Suite
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
- Magic Kingdom Park
- SeaWorld Orlando
- Universal's Volcano Bay
- Discovery Cove
- Orlando / Kissimmee KOA
- ESPN Wide World of Sports
- Epcot
- Disney's Animal Kingdom Theme Park
- Kia Center
- Old Town
- Reunion Resort Golf Courses - Palmer & Watson
- Camping World Stadium
- Aquatica
- Disney's Hollywood Studios
- ICON Park
- Island H2O Live!
- Southern Dunes Golf and Country Club
- ChampionsGate Golf Club






