
Resort holiday rentals in Kissimmee
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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.

Bonnet Creek Resort 2 bd
Bonnet Creek is a serene resort destination nestled within a lush, natural preserve just minutes from the excitement of Central Florida’s world-famous theme parks. Designed to offer a peaceful escape without sacrificing convenience, the area blends upscale accommodations, scenic surroundings, and refined amenities into a polished resort experience. One of Bonnet Creek’s greatest advantages is its location. While it maintains a secluded, feel, it is conveniently close to major attractions.

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.

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.

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.

Luxury Westgate Resort Suite near Disney! 1B/1Ba
This 510 sq ft deluxe suite 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 large equipped kitchen, indoor jacuzzi, porch area, 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.

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.

Wyndham Bonnet Creek - 2 Bedroom Condo
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

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

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

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

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

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

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

Wyndham Cypress Palms | 1BR/1BA 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 Star Island Resort|2BR/2BA King Blc Suite
Resort rentals with a gym

Orlando Magical Resort 2BR | Sleeps 6 Near Parks

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

Bonnet Creek - Beautiful 2 Bdrm 2 Bath w/Balcony

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

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

Hilton Tuscany Village - Studio

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

Wyndham Bonnet Creek Resort | 1BR/1BA King 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 $68 NZD per night before taxes and fees

Verified guest reviews
Over 40 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

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
30 of Kissimmee holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Kissimmee rentals
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- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Disney Springs
- SeaWorld Orlando
- Walt Disney World Resort Golf
- Magic Kingdom Park
- Disney's Animal Kingdom Theme Park
- Old Town
- Epcot
- ESPN Wide World of Sports
- Kia Center
- Reunion Resort Golf Courses - Palmer & Watson
- Universal's Volcano Bay
- Discovery Cove
- Aquatica
- Island H2O Water Park
- Disney's Hollywood Studios
- ICON Park
- Southern Dunes Golf and Country Club
- ChampionsGate Golf Club
- Universal's Islands of Adventure
- Ventura Country Club
- Shingle Creek Golf Club






