
Resort holiday rentals in Kissimmee
Find and book unique resort stays on Airbnb
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 $68 NZD per night before taxes and fees

Verified guest reviews
Over 60 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space and kid-friendly amenities

Holiday rentals with a pool
30 properties feature pools

Wi-Fi availability
30 of Kissimmee holiday rentals include Wi-Fi 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
Top-rated resort stays in Kissimmee
Guests agree: These resort stays 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.

2 Bedroom at Bonnet Creek Resort Near Disney!
Important: Please send an inquiry before requesting your stay. This allows me to verify real-time availability through the Club Wyndham Owner Portal and confirm your dates right away. Club Wyndham Bonnet Creek is the perfect home-base for easy access to Central Florida's most popular attractions. The magic of Disney. The thrills of Universal Studios. The aquatic animals of SeaWorld. Plus, hang out at the shops and restaurants at Disney Springs, Universal CityWalk, Mall at Millenia, and more!

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

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.

Bonnet Creek Resort 1 bdrm near disney springs
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 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 1 bdrm with a King bed and a pull out sofa bed in the living room please a full kitchen.

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.

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.

1 BR Sheraton near Disney Luxury
Located in Lake Buena Vista near Disney Springs and other famous attractions. This 1 bedroom villa provides everything needed to offer you a relaxing stay. The comfortable surroundings invite you to unwind. MUST BE 21 TO CHECK IN. Disney World 3 miles Universal 8 miles This is a new ad - I HAVE OVER 1000 REVIEWS YOU CAN READ ON MY OTHER ADS! BOOK WITH CONFIDENCE.

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.
Popular amenities for Kissimmee resort stays
Family-Friendly Resort Stays

Two Bedroom 700 sq ft Villa in a Beautiful Resort!

3 Bedroom Deluxe Suite on Beautiful Florida 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

Wyndham Bonnet Creek 2 BD/2 BA inside Disney World
Resort rentals with a pool

Disney-1 Bedroom Resort Suite for 4 w/ Kitchenette

Luxury 2BR Resort Villa Near Disney-Sleeps up to 6

Wonderful Vacation Location for 4

Hilton Tuscany Village - Studio

Charming 2 Bedroom Villa Resort in Orlando FL

Wyndham Bonnet Creek near Disney

Westgate Vacation Villas

2 bdrm villa during Christmas week
Resort rentals with a gym

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

Reunion • Golf Resort Group Stay • Pool + Golf •3B

Hilton Parc Soleil - Penthouse Studio

Orange lake resort, Orlando

Marriotts Lakeshore Reserve - 1 Bedroom

Resort hotel 5 mi. from Disney & Universal Parks

Orlando • Couples Park Adventure • Pool + Hot Tub

Vacation Village at Parkway Orlando FL 7 Night
Destinations to explore
- Seminole Holiday rentals
- Central Florida Holiday rentals
- Miami Holiday rentals
- St Johns River Holiday rentals
- Orlando Holiday rentals
- Gold Coast Holiday rentals
- Miami Beach Holiday rentals
- Fort Lauderdale Holiday rentals
- Tampa Holiday rentals
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- Key West Holiday rentals
- Tampa Bay Holiday rentals
- Cottage rentals Kissimmee
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- Rentals with pools Kissimmee
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- Rentals with a fire pit Kissimmee
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- Rentals with a washing machine and dryer Kissimmee
- Cabin rentals Kissimmee
- Pet-friendly rentals Kissimmee
- Rentals with outdoor seating Kissimmee
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- Rentals with a patio Kissimmee
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- Rentals with a hot tub Kissimmee
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- Tiny house rentals Kissimmee
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- Hotel rooms Kissimmee
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- Apartment rentals Kissimmee
- Rentals with lake access Kissimmee
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- Rentals with a sauna Kissimmee
- Resort rentals Osceola County
- Resort rentals Florida
- Resort rentals United States
- Universal Studios Florida
- Walt Disney World Resort
- Universal Orlando Resort
- Walt Disney World Resort Golf
- Orange County Convention Center
- Disney Springs
- SeaWorld Orlando
- Magic Kingdom Park
- Universal's Volcano Bay
- Orlando / Kissimmee KOA
- Discovery Cove
- 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
- University of Central Florida
- ChampionsGate Golf Club







