Resort holiday rentals in Osceola County

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Top-rated resort rentals in Osceola County

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Resort in Kissimmee

4.67 out of 5 average rating, 3 reviews

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.

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Resort in Kissimmee

Luxury Family Fun Resort/Water Park - Kiss. Fla.

Family Water Park and Resort - Safe, Fence enclosed resort,guided activities for the family, 1-2 Bedroom with Jaccuzzi hot tub. Westgate Town Center Resort · Ship Wreck Island Water Park · Villas range. Furnished, full kitchen, washer/dryer, sleeper sofa for 2, Sports Bar, Restaurants, Pizza, Ice Cream, Gaming Area, basketball, movie theater, discount area theme park tickets, swan paddle boats, swimming pools, bicycle rentals and more. NO TOUR REQUIRED *like cheaper prices require.

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Resort in Kissimmee

Star Island Resort, Beautiful 1-bedroom condo FL!

This resort is located just 4 miles from Disney's Magic Kingdom, is the ideal vacation destination. Whether your plans call for a family getaway or a secluded honeymoon trip, our resort’s all-suite accommodations will serve as your home away from home. Star Island combines the comfort of luxury living with our own version of the “star treatment”. Our brand new Pool Bar and upstairs Star Bar will offer you the best entertainment experience and vacation atmosphere money can buy.

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Resort in Celebration

4.6 out of 5 average rating, 5 reviews

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.

Hotel room in Kissimmee

4.8 out of 5 average rating, 5 reviews

Nature Escape! Outdoor Pool, Parking, Playground!

Surrounded by lakes and trees, but close to attractions and outdoor recreation, this peaceful retreat provides the perfect setting for a getaway or a fun vacation. Within minutes of the property, guests can enjoy horseback riding, airboat rides, golfing, and fishing, along with plenty of attractions, like the Disney Wilderness Preserve. Take advantage of this quiet and relaxing property while still enjoying convenience to everything the area has to offer!

Guest favourite

Resort in Kissimmee

4.92 out of 5 average rating, 13 reviews

Wyndham Star Island

Two-bedroom Lockout. A 10-minute drive from a Walt Disney World. Set alongside a scenic fountain lake, there are two pools, one with a waterfall, and indoor and outdoor hot tubs. Jet Ski and paddle boat rentals available. A spa providing massages and a sauna are onsite. There are nine tennis courts, a basketball and volleyball court, a putting green, and golf and tennis pro are available for lessons. A game room and arcade are available for children.

Resort in Kissimmee

4.68 out of 5 average rating, 314 reviews

Club Wyndham Cypress Palms One Bedroom

This spacious one-bedroom resort suite measures approximately 513 square feet. You will enjoy a king bed in the master bedroom and one queen sleeper sofa in the living room. Additional amenities include a kitchenette and dining area. Unwind in one of the two outdoor heated swimming pools or squeeze in a morning workout at the fitness center. Discover a host of activities like golf, tennis, water skiing and boating right at their doorstep.

Resort in Kissimmee

4.9 out of 5 average rating, 10 reviews

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.

Resort in Kissimmee

4.75 out of 5 average rating, 20 reviews

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.

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Resort in Kissimmee

4.8 out of 5 average rating, 5 reviews

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.

Guest favourite

Resort in Kissimmee

4.93 out of 5 average rating, 15 reviews

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.