Find Osceola County Hotels with Rooftop Pools

With a stay at this apartment in Kissimmee, you'll be within a 10-minute drive of Old Town and Orlando Vineland Premium Outlets. This apartment is 5.5 mi (8.9 km) from Disney Springs™ and 6.5 mi (10.5 km) from Walt Disney World® Resort. Take in the views from a garden and make use of amenities such as complimentary wireless internet access. Free self parking is available onsite. Make yourself comfortable in your apartment, which features a DVD player.

With a stay at this apartment in Kissimmee, you'll be a 5-minute drive from Old Town and 10 minutes from Walt Disney World® Resort. This apartment is 5.3 mi (8.5 km) from Disney Springs™ and 6 mi (9.7 km) from Disney's Hollywood Studios®. Take in the views from a garden and make use of amenities such as complimentary wireless internet access. Free self parking is available onsite. Make yourself comfortable in your apartment, which features a DVD player.

When you stay at FantasyWorld Resort in Kissimmee, you'll be in the suburbs, a 3-minute drive from Old Town and 10 minutes from Walt Disney World® Resort. This family-friendly resort is 5.4 mi (8.7 km) from Disney Springs™ and 6.1 mi (9.9 km) from Disney's Hollywood Studios®. Dip into one of the 2 outdoor swimming pools or 2 hot tubs and enjoy other recreational amenities, which include a water park (surcharge). This resort also features complimentary wireless internet access, concierge services, and an arcade/game room. If you're planning a day at a nearby theme park, you can hop on the complimentary shuttle. Enjoy a meal at Rivers Landing Pool Bar or snacks in the resort's coffee shop/cafe. Unwind at the end of the day with a drink at the bar/lounge or the poolside bar. Featured amenities include a computer station, a 24-hour front desk, and multilingual staff. Make yourself at home in one of the 302 guestrooms, featuring kitchens with full-sized refrigerators/freezers and ovens. Your bed comes with premium bedding, and all rooms are furnished with double sofa beds. Rooms have private patios. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment.

Located in Kissimmee, Club Wyndham Cypress Palms is in the entertainment district, within a 15-minute drive of Walt Disney World® Resort and Disney's Hollywood Studios®. This aparthotel is 6.2 mi (10 km) from Disney Springs™ and 8.6 mi (13.8 km) from Orange County Convention Center. Dip into one of the 2 outdoor swimming pools or 2 hot tubs and enjoy other recreational amenities, which include a 24-hour fitness center. This aparthotel also features complimentary wireless internet access, concierge services, and a picnic area. Featured amenities include a business center, a 24-hour front desk, and luggage storage. Free self parking is available onsite. Make yourself at home in one of the 366 guestrooms featuring refrigerators and microwaves. 32-inch flat-screen televisions with cable programming provide entertainment, while complimentary wireless internet access keeps you connected. Conveniences include phones, as well as separate sitting areas and coffee/tea makers.

Located in Kissimmee, Parkway International Resort is within a 15-minute drive of Disney Springs™ and Orange County Convention Center. This family-friendly hotel is 8.2 mi (13.2 km) from Epcot® and 8.4 mi (13.5 km) from Magic Kingdom® Park. Don't miss out on the many recreational opportunities, including an outdoor pool, a hot tub, and a pickleball court. Additional amenities at this hotel include complimentary wireless internet access, concierge services, and a picnic area. At Parkway International Resort, enjoy a satisfying meal at the restaurant. Unwind at the end of the day with a drink at the bar/lounge or the poolside bar. Featured amenities include a 24-hour front desk and laundry facilities. Free self parking is available onsite. Make yourself at home in one of the 144 air-conditioned rooms featuring kitchens with refrigerators and ovens. Rooms have private balconies. Cable programming and DVD players are provided for your entertainment, while complimentary wireless internet access keeps you connected. Bathrooms with shower/tub combinations feature deep soaking bathtubs and complimentary toiletries.

Located in Lake Buena Vista, Disney's All-Star Music Resort is within a 15-minute drive of Disney's Blizzard Beach Water Park and Disney's Hollywood Studios®. This family-friendly resort is 4.7 mi (7.6 km) from Epcot® and 5.2 mi (8.4 km) from Disney's Animal Kingdom® Theme Park. Make use of convenient amenities such as complimentary wireless internet access, concierge services, and babysitting (surcharge). Additional amenities at this resort include an arcade/game room and gift shops/newsstands. If you're planning a day at a nearby theme park, you can hop on the complimentary shuttle. Satisfy your appetite for lunch or dinner at the resort's restaurant, Intermission Food Court, or stay in and take advantage of the room service (during limited hours). Relax with your favorite drink at the bar/lounge or the poolside bar. Self-serve breakfasts are available daily from 6:30 AM to 11:00 AM for a fee. Featured amenities include express check-in, express check-out, and complimentary newspapers in the lobby. Self parking (subject to charges) is available onsite. Make yourself at home in one of the 1706 guestrooms featuring refrigerators and DVD players. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Bathrooms have shower/tub combinations and hair dryers. Conveniences include safes and coffee/tea makers, as well as phones with free local calls.

When you stay at Orbit One Vacation Villas in Kissimmee, you'll be in the suburbs, a 4-minute drive from Walt Disney World® Resort and 7 minutes from Old Town. This family-friendly hotel is 5.3 mi (8.5 km) from Disney's Hollywood Studios® and 7 mi (11.2 km) from Disney Springs™. Dip into one of the 2 outdoor swimming pools or enjoy other recreational amenities including a waterslide and a fitness center. Additional amenities at this hotel include complimentary wireless internet access and concierge services. Featured amenities include a 24-hour front desk, laundry facilities, and a safe deposit box at the front desk. Free self parking is available onsite. Make yourself at home in one of the 116 air-conditioned rooms featuring kitchens with refrigerators and ovens. Rooms have private balconies. Digital programming and DVD players are provided for your entertainment, while complimentary wireless internet access keeps you connected. Private bathrooms with shower/tub combinations feature deep soaking bathtubs and complimentary toiletries.

Daily Resort Charge includes: Guest internet access: mini golf: sports equipment including tennis rackets/balls, pickle ball, basketball, shuffleboard, and ping pong: bicycle rentals: DVD rentals: use of gaming consoles (Wii/Xbox): Disney/Universal parks shuttle. Discover the perfect family getaway at Hilton Vacation Club Mystic Dunes in scenic Celebration. Our resort is tucked among 600 acres of rolling hills, lush Florida nature preserves and the emerald greens and fairways of our championship golf course. Conveniently located just five miles from the entrance to Walt Disney World® and seven miles from Celebration Town Center. On-site amenities include four heated pools, mini golf, full service restaurant, complimentary theme park shuttle, fitness center, and children's activity center. Rest well after a fun day in our comfortable one- to three- bedroom suites, with kitchenette or fully equipped kitchen.

A stay at Quality Inn & Suites By the Parks places you in the heart of Kissimmee, a 10-minute drive from ESPN Wide World of Sports Complex and 10 minutes from Disney's Hollywood Studios®. This family-friendly hotel is 7 mi (11.3 km) from Disney Springs™ and 7.2 mi (11.6 km) from Disney's Animal Kingdom® Theme Park. Be sure to enjoy recreational amenities including an outdoor pool and a fitness center. Additional features at this hotel include complimentary wireless internet access, concierge services, and a television in a common area. If you're planning a day at a nearby theme park, you can hop on the complimentary shuttle. Grab a bite from the snack bar/deli serving guests of Quality Inn & Suites By the Parks. A complimentary buffet breakfast is served daily from 6:30 AM to 9:30 AM. Featured amenities include a 24-hour business center, express check-out, and a 24-hour front desk. Free self parking is available onsite. Make yourself at home in one of the 111 guestrooms featuring refrigerators and LCD televisions. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Private bathrooms with shower/tub combinations feature complimentary toiletries and hair dryers. Conveniences include desks and microwaves, and housekeeping is provided on request.

With a stay at this apartment in Kissimmee, you'll be within a 10-minute drive of Walt Disney World® Resort and Old Town. This apartment is 5.1 mi (8.2 km) from ESPN Wide World of Sports Complex and 5.6 mi (9 km) from Disney's Hollywood Studios®. Take in the views from a garden and make use of amenities such as complimentary wireless internet access. Featured amenities include express check-in and express check-out. Free self parking is available onsite. Make yourself comfortable in your apartment, which features a DVD player. Conveniences include a desk, and housekeeping is provided daily.