
Resort vacation rentals in Kissimmee
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Top-rated resorts in Kissimmee
Guests agree: these resorts 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.

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.

Disney World Marriott Grande Vista Studio
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. 8 miles to Disney World 8.3 miles to Universal Orlando 2.4 miles to Sea World

MYSTIC DUNES RESORT & GOLF CLUB 1bd
Minutes from Disney World. An international tourism hub, the markedly picturesque sun-drenched landscape and lush wetlands of Orlando beckon visitors to discover its subtropical climate and natural beauty. With beautiful lakes and swamps comprising much of the scenery, diverse wildlife and vegetation flourish. This vibrant city, deemed the epicenter of theme park entertainment, offers the ultimate setting for year-round family friendly activities, adventure and exploration.

Holiday Week Special! Luxury Westgate Lakes Villa
Perfect for families spending the holidays at Disney or Universal Avoid $300–$500/night hotel prices Full resort access (pools, waterpark, mini golf) 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!

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.

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.

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.
Popular amenities for Kissimmee resorts
Family-friendly resorts

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

4 Bedroom Westgate Lakes Resort & Spa

Special Offers at Mystic Dunes Resort 2 Bedrooms
Resort rentals with a pool

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

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

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

Two Queens Room + Breakfast|Near Old Town

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

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

Wyndham Star Island Resort|2BR/2BA King Blc Suite

Wyndham Cypress Palms | 2BR/2BA King Bed Suite
Resort rentals with a gym

Orlando Magical Resort 2BR | Sleeps 6 Near Parks

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

Hilton Tuscany Village - Studio

XMAS @ Hilton Grand Vac @ Tuscany Dec. 19-26, 2025

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

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

Seaworld Orlando, Hilton - Studio

Disney World - West Gate Town Center Resort & Spa
Quick stats about resort rentals in Kissimmee

Total vacation rentals
Explore 30 vacation rentals in Kissimmee

Nightly prices starting at
Kissimmee vacation rentals start at $55 CAD per night before taxes and fees

Verified guest reviews
Over 40 verified reviews to help you choose

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

Vacation rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
30 of Kissimmee vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Kissimmee rentals
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- Resort rentals Osceola County
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- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Disney Springs
- SeaWorld Orlando
- Magic Kingdom Park
- Disney's Animal Kingdom Theme Park
- Old Town Kissimmee
- Walt Disney World Resort Golf
- Epcot
- ESPN Wide World of Sports
- Amway 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






