
Resort vacation rentals near Old Town Kissimmee
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Top-rated resort rentals near Old Town Kissimmee
Guests agree: these 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.

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.

Celebration Suites - 2 Miles from Disney - For 6
1-bedroom PRIVATE apartment suite with a full kitchen including all cookware/utensils, and 2 TVs in this suite in total. The room includes 3 full-sized beds. The bedroom has your choice of 2 full-sized beds or 1 King bed. Let us know after you confirm what you prefer. 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.

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.

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

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.

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.

Three-Bedroom Villa, Westgate Lakes Resort and Spa
*Weekly availability only from Dec 20-27, 2025* The wonderfully decorated and spacious Three-Bedroom Villa at Westgate Resorts in Orlando offers astonishing spaciousness – 1,690 square feet of space and room for up to 12 guests. The Three-Bedroom Villa gives families plenty of room to spread out and enjoy the space. Relax and unwind on your private balcony or patio!
Popular amenities for resort rentals near Old Town Kissimmee
Family-friendly resort rentals

Timeshare at Westgate town center

Westgate Town Center Resort & Spa

Harbour Lake - Studio

Best Resort for Family Vacation in the Nation

Luxury Studio at Marriott's Grande

Spacious unit w/access to 7 pools

The Fountains - 2 Bedroom Condo

New 5BR Home w/ Pool, Game Room & Themed Rooms
Resort rentals with a pool

Two Bedroom 700 sq ft Villa in a Beautiful Resort!

Christmas in Resort close to Disney theme parks

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

Sheraton Vistana - Sleeps 8 -Disney & Universal

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

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

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

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

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

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

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

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

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

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

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

Wyndham Bonnet Creek Resort | 1BR/1BA King Suite
Other resort vacation rentals

Celebration Suites - 2 Miles from Disney - For 4

Las Palmeras, Hilton - Studio

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

Las Palmeras, Hilton - Studio

Studio Close to Disney Marriott Grande Vista

Celebration Suites - 2 Miles from Disney - For 4

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

Celebration Suites - 2 Miles from Disney - For 6
Quick stats about resort rentals near Old Town Kissimmee

Total vacation rentals
Explore 20 vacation rentals in Old Town Kissimmee

Nightly prices starting at
Old Town Kissimmee vacation rentals start at € 103 per night before taxes and fees

Verified guest reviews
Over 70 verified reviews to help you choose

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Vacation rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
20 of Old Town Kissimmee vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Old Town Kissimmee rentals

4.6 Average rating
Old Town Kissimmee stays receive an average rating of 4.6 out of 5 from guests
Destinations to explore
- Rentals with a washer and dryer Old Town Kissimmee
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- Rentals with breakfast Old Town Kissimmee
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- Pet-friendly rentals Old Town Kissimmee
- Rentals with a hot tub Old Town Kissimmee
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- Condo rentals Old Town Kissimmee
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- Resort rentals Kissimmee
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- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Universal's Volcano Bay
- Disney Springs
- SeaWorld Orlando
- Disney's Animal Kingdom Theme Park
- Magic Kingdom Park
- Walt Disney World Resort Golf
- Epcot
- ESPN Wide World of Sports
- Amway Center
- Reunion Resort Golf Courses - Palmer & Watson
- 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
- Kissimmee Lakefront Park
- Shingle Creek Golf Club




