
Resort holiday rentals in Kissimmee
Find and book unique resort rentals on Airbnb
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.

Easter Westgate Lakes 2 BedRm Spacious Villa
The beautifully decorated two-bedroom, two-bath villa at Westgate Lakes offers extensive living space while accommodating up to 8 guests. These exceptional villas feature a king bed in the master bedroom, two double beds in the second bedroom, and a queen sleeper sofa in the living area. You'll also enjoy a fully equipped kitchen, large flat screen TV with DVD player, free Wifi access, private balcony or patio, full bath with jetted tub and washer/dryer and a variety of other comforts.

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.

WorldMark Orlando Kingstown Reef Studio Deluxe
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 Studio Deluxe resort suite comfortably sleeps up to two guests in 430 square feet and features one queen murphy bed. You will appreciate the convenience of a partial kitchen, a washer/dryer, private balcony/terrace and Wi-Fi throughout.

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.

Luxury Westgate Resort Villa near Disney! 1B/1Ba
This 510 sq ft deluxe villa is located at Westgate Resorts Town Center. It includes 1 bedroom & 1 bath while accommodating up to 4 guests. It features a king bed, a queen sleeper sofa, separate living and sleeping areas, a small equipped kitchen, and a washer/dryer. Enjoy access to all the usual amenities like a 27-inch color TV, a large flat screen television in the living area, DVD player, WiFi, and more.

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.

Luxury Studio at Marriott's Grande
Enjoy a luxurious resort in Orlando, Florida. With 164 acres, it features Mediterranean architecture and tropical gardens. It offers 4 pools, golf courses, tennis, gym, playground, store, and restaurant. Plus, it's close to major attractions! Please continue reading before booking, thank you.

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 access. Your perfect getaway awaits!
Popular amenities for resort rentals in Kissimmee
Family-friendly resort rentals

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 Cypress Palms | 1BR/1BA King Bed Suite

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

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

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

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

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

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

4 Bedroom Westgate Lakes Resort & Spa

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

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

Wyndham Bonnet Creek Resort | 1BR/1BA King Suite
Resort rentals with a gym

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

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

Hilton Tuscany Village - Studio

Wyndham Bonnet Creek 2 BD/2 BA inside Disney World

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

Orlando Resort and Spa: 1BR Studio, Sleeps up to 4

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

Wyndham Bonnet Creek Resort | 2BR/2BA King Bed
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 £30 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
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
- Four Corners Holiday rentals
- Tampa Holiday rentals
- Key West Holiday rentals
- Tampa Bay Holiday rentals
- Cottage rentals Kissimmee
- Ski-in/ski-out rentals Kissimmee
- Rentals with pools Kissimmee
- Villa rentals Kissimmee
- Flat rentals Kissimmee
- Rentals with an accessible-height bed Kissimmee
- Lakehouse rentals Kissimmee
- Rentals with a sauna Kissimmee
- Apartment rentals Kissimmee
- Guest house rentals Kissimmee
- Waterfront rentals Kissimmee
- Mansion rentals Kissimmee
- Family-friendly rentals Kissimmee
- Beach house rentals Kissimmee
- Cabin rentals Kissimmee
- Rentals with a fireplace Kissimmee
- Serviced apartment rentals Kissimmee
- Private suite rentals Kissimmee
- Holiday home rentals Kissimmee
- Rentals with a cinema Kissimmee
- Hotel rooms Kissimmee
- Rentals with outdoor seating Kissimmee
- Rentals with a patio Kissimmee
- Smoking-friendly rentals Kissimmee
- Rentals with beach access Kissimmee
- Rentals with a washing machine and dryer Kissimmee
- Rentals with a kayak Kissimmee
- Rentals with an EV charger Kissimmee
- Rentals with a hot tub Kissimmee
- House rentals Kissimmee
- Pet-friendly rentals Kissimmee
- Beachfront rentals Kissimmee
- Rentals with breakfast Kissimmee
- Rentals with lake access Kissimmee
- Rentals with a firepit Kissimmee
- Townhouse rentals Kissimmee
- Rentals with an accessible-height toilet Kissimmee
- Tiny house rentals Kissimmee
- Fitness-friendly rentals Kissimmee
- Resort rentals Osceola County
- Resort rentals Florida
- Resort rentals United States
- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Give Kids the World Village
- Disney Springs
- Walt Disney World Resort Golf
- SeaWorld Orlando
- Orlando / Kissimmee KOA
- Magic Kingdom Park
- ESPN Wide World of Sports
- Disney's Animal Kingdom Theme Park
- Epcot
- Old Town
- Kia Center
- Reunion Resort Golf Courses - Palmer & Watson
- Universal's Volcano Bay
- Discovery Cove
- Aquatica
- Bluegreen Vacations Fountains, Ascend Resort Collection
- Disney's Hollywood Studios
- Island H2O Live!
- ICON Park
- Southern Dunes Golf and Country Club
- ChampionsGate Golf Club






