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The Best Hotels for a Weekend Getaway in Kissimmee

Are you deciding where to to stay for a weekend in Kissimmee, Florida? We've analyzed all of the hotels based on key criteria and have found the best options for a 3-day or 2-day trip. Whether you're with your family or on a romantic getaway, we've got the perfect weekend hotel in Kissimmee for you. These selected hotels offer affordable rates with top-notch amenities, comfortable and relaxing rooms, and prime locations for sightseeing and exploring for a perfect long weekend trip. From museums to scenic walks and outdoor adventures, there's plenty of things to do in Kissimmee over a weekend retreat. And when you're ready to refuel, these hotels are located near some of the best restaurants in the area. So why wait? Book your weekend getaway in Kissimmee at one of these top hotels and get ready to experience all that the area has to offer.

(Prices are listed in U.S. Dollars.)

The Bears Den Resort Orlando by Rentyl

5-star Resort with prices starting at $911 (before taxes) - See All Prices
A Great Stay for a Weekend Trip to Kissimmee
  • High Quality: guest ratings are higher than average.
  • Outdoor pool
  • Pets allowed
  • Spa
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Location on Map

Located at 7880 Nicklaus Clubhouse Lane, The Bears Den Resort Orlando by Rentyl has great rooms from $911 (before taxes). It offers an outdoor pool, a pool bar, room service, a water park, and a restaurant. It has a terrific 9.80 rating out of 10 from previous guests who have stayed here. Only 11.3 miles from the city center, visitors will especially love a fitness center, a bar, rooms with kitchens, golf, and pet-friendly rooms at this convenient hotel. The pool bar here is a fun spot to relax while you unwind on your trip.

Weekend Trip Hotel Amenities
  • Outdoor pool
  • Room service
  • Water park
  • Kitchen
  • Pets allowed
  • Hot tub
  • Spa
  • Bicycle rental
  • Golf
More Great Amenities
  • Pool bar
  • Restaurant
  • Fitness center
  • Bar/Lounge
  • Free parking
  • Family rooms
  • Private pool
  • Tennis
  • Microwave
  • Refrigerator
  • Playground
  • Infinity pool
  • Kids' club
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Star Island Resort and Club

3-star Resort with prices starting at $112 (before taxes) - See All Prices
A Great Hotel for the Ultimate 3 Days in Kissimmee
  • Great Value: the price is lower than average for 3-star hotels.
  • Family-Friendly
  • Outdoor pool
  • Spa
  • Heated pool
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Location on Map

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A great place to stay is Star Island Resort and Club which has nice rooms starting at $112. Offering an outdoor pool, a pool bar, room service, a restaurant, and a fitness center, it also has a great guest rating of 8.40 out of 10 from many previous guests. It's located at 5000 Avenue Of The Stars. This fun hotel is also nice because it offers a bar, hiking, rooms with kitchens, rooms with kitchenettes, and child care which weekend visitors will enjoy. Also, it's just 4.4 miles from the city center. The kitchen in the room is great, because you can cook your own meals to save time and money. It's also less than the average price for weekend trip hotels, so it's a great value.

Weekend Trip Hotel Amenities
  • Outdoor pool
  • Room service
  • Kitchen
  • Hot tub
  • Spa
  • Child pool
  • Airport shuttle
  • Family-Friendly
  • Golf
More Great Amenities
  • Pool bar
  • Restaurant
  • Fitness center
  • Bar/Lounge
  • Hiking
  • Kitchenette
  • Babysitting / Child Care
  • Game room
  • Free parking
  • Family rooms
  • Heated pool
  • Tennis
  • Microwave
  • Refrigerator
  • Playground
View Prices and Reviews


Gaylord Palms Resort & Convention Center

4-star Resort with prices starting at $300 (before taxes) - See All Prices
Perfect for 2 Days in Kissimmee
  • High Quality: guest ratings are higher than average.
  • Family-Friendly
  • Outdoor pool
  • Spa
  • Heated pool
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Location on Map

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We found Gaylord Palms Resort & Convention Center to be a great place to stay, and the price starts at $300. We loved that is has an outdoor pool, a pool bar, room service, a water park, and a restaurant, and it also has a terrific guest rating of 9.10 out of 10 from previous guests. It's located at 6000 West Osceola Parkway. You'll also find a fitness center, a bar, parking, child care, and laundry services which weekend travelers will love. And this comfortable hotel is just 7.1 miles from the center of town. You'll love relaxing in the hot tub at the end of the day, too.

Weekend Trip Hotel Amenities
  • Outdoor pool
  • Room service
  • Water park
  • Parking
  • Hot tub
  • Spa
  • Child pool
  • Airport shuttle
  • Family-Friendly
  • Golf
More Great Amenities
  • Pool bar
  • Restaurant
  • Fitness center
  • Bar/Lounge
  • Babysitting / Child Care
  • Laundry service
  • Game room
  • Family rooms
  • Heated pool
  • Coffee shop
  • Microwave
  • Refrigerator
  • Breakfast in the room
View Prices and Reviews


Spectrum Resort Orlando by Rentyl

4-star Hotel with prices starting at $239 (before taxes) - See All Prices
A Great Weekend Getaway Hotel
  • High Quality: guest ratings are higher than average.
  • Outdoor pool
  • Pets allowed
  • Spa
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Location on Map

With terrific rooms from $239, Spectrum Resort Orlando by Rentyl, at 7750 Sandy Ridge Drive provides an outdoor pool, a water park, a restaurant, a fitness center, and a bar. Its terrific guest rating is 8.80 out of 10 from previous guests staying here. Travelers will really like this relaxing hotel which also offers rooms with kitchens, golf, pet-friendly rooms, a hot tub, and a spa. It's located just 10.7 miles from the city center, too. Unwinding at the restaurant after sightseeing is a nice way to end the day.

Weekend Trip Hotel Amenities
  • Outdoor pool
  • Water park
  • Kitchen
  • Pets allowed
  • Hot tub
  • Spa
  • Horse riding
  • Bicycle rental
  • Golf
More Great Amenities
  • Restaurant
  • Fitness center
  • Bar/Lounge
  • Free parking
  • Family rooms
  • Tennis
  • Microwave
  • Playground
  • Infinity pool
  • Kids' club
View Prices and Reviews


Fantasyworld Resort

4-star Resort with prices starting at $130 (before taxes) - See All Prices
A Terrific Hotel for a Long Weekend in Kissimmee
  • Great Value: the price is lower than average for 4-star hotels.
  • High Quality: guest ratings are higher than average.
  • Outdoor pool
  • Pets allowed
  • Spa
  • Heated pool
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Location on Map

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Fantasyworld Resort has a great guest rating of 8.80 out of 10, and offers an outdoor pool, a pool bar, room service, a water park, and a restaurant. The great rooms here start at $130 before taxes and depending on the season. It can be found at 5005 Kyng's Heath Road. Furthermore, it also offers a fitness center, a bar, rooms with kitchens, child care, and golf, which is nice for visitors. Just 4.7 miles from the city center, this terrific hotel is a terrific choice. Make sure to set aside some time for swimming in the pool, too. We found the price of this hotel to be a great value because the price is less than average for weekend trip hotels.

Weekend Trip Hotel Amenities
  • Outdoor pool
  • Room service
  • Water park
  • Kitchen
  • Pets allowed
  • Hot tub
  • Spa
  • Airport shuttle
  • Golf
More Great Amenities
  • Pool bar
  • Restaurant
  • Fitness center
  • Bar/Lounge
  • Babysitting / Child Care
  • Game room
  • Free parking
  • Family rooms
  • Heated pool
  • Tennis
  • Microwave
  • Refrigerator
  • Playground
  • Kids' club
View Prices and Reviews


Reunion Resort & Golf Club

5-star Resort with prices starting at $212 (before taxes) - See All Prices
A Great Stay for a Weekend Escape
  • Great Value: the price is lower than average for 5-star hotels.
  • Outdoor pool
  • Spa
  • Heated pool
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Location on Map

The great guest rating of Reunion Resort & Golf Club is 8.60 out of 10. This place has an outdoor pool, a pool bar, room service, a water park, and a restaurant. Prices for the terrific rooms are from $212, and it's located at 7593 Gathering Drive. We also love the a fitness center, a bar, parking, rooms with kitchens, and child care which are great for weekend visitors. And since it's just 10.7 miles from the center of the town, the location is great, too. It's always nice having a heated pool to relax in.

Weekend Trip Hotel Amenities
  • Outdoor pool
  • Room service
  • Water park
  • Parking
  • Kitchen
  • Hot tub
  • Spa
  • Child pool
  • Bicycle rental
  • Golf
More Great Amenities
  • Pool bar
  • Restaurant
  • Fitness center
  • Bar/Lounge
  • Babysitting / Child Care
  • Laundry service
  • Family rooms
  • Heated pool
  • Tennis
  • Microwave
  • Refrigerator
  • Playground
View Prices and Reviews


SpringHill Suites by Marriott Orlando Lake Buena Vista South

3-star Hotel with prices starting at $90 (before taxes) - See All Prices
A Nice Option for a Weekend Retreat
  • Great Value: the price is lower than average for 3-star hotels.
  • Outdoor pool
  • Spa
  • Heated pool
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Location on Map

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A cool place is SpringHill Suites by Marriott Orlando Lake Buena Vista South because it has great rooms that start at $90. It has an outdoor pool, a pool bar, a water park, a restaurant, and a fitness center, it also earned a great guest rating of 8.10 out of 10 from people who have stayed here before. It's found at 4991 Calypso Cay Way. Only 4.7 miles from the city center, weekend travelers will especially love a bar, parking, rooms with kitchenettes, laundry services, and golf at this fun hotel. It's always nice to have a kitchenette to cook some basic meals or have an easy breakfast. It's also less than the average price for weekend trip hotels, so it's a great value.

Weekend Trip Hotel Amenities
  • Outdoor pool
  • Water park
  • Parking
  • Free breakfast
  • Hot tub
  • Spa
  • Child pool
  • Horse riding
  • Bicycle rental
  • Airport shuttle
  • Golf
More Great Amenities
  • Pool bar
  • Restaurant
  • Fitness center
  • Bar/Lounge
  • Kitchenette
  • Laundry service
  • Family rooms
  • Heated pool
  • Tennis
  • Microwave
  • Refrigerator
View Prices and Reviews


The Berkley, Orlando

4-star Resort with prices starting at $140 (before taxes) - See All Prices
Perfect Hotel for a 3-day trip in Kissimmee
  • Great Value: the price is lower than average for 4-star hotels.
  • High Quality: guest ratings are higher than average.
  • Outdoor pool
  • Pets allowed
  • Spa
View Prices on Kayak Hidden Price
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Location on Map

The Berkley, Orlando offers an outdoor pool, a restaurant, a fitness center, rooms with kitchens, and rooms with kitchenettes which we really like. The terrific rooms here start at $140 (before taxes). It's located at 8545 W. Irlo Bronson Highway and has earned a guest rating of 9.30/10. This comfortable hotel is also nice because it offers golf, pet-friendly rooms, a hot tub, a game room, and a spa which travelers will enjoy. Also, it's just 13.2 miles from the city center. It's a great value, too, because it's less than the average price for weekend trip hotels.

Weekend Trip Hotel Amenities
  • Outdoor pool
  • Kitchen
  • Pets allowed
  • Hot tub
  • Spa
  • Airport shuttle
  • Golf
More Great Amenities
  • Restaurant
  • Fitness center
  • Kitchenette
  • Game room
  • Free parking
  • Family rooms
  • Microwave
  • Refrigerator
View Prices and Reviews


Magic Village Yards, Trademark Collection by Wyndham

4-star Hotel with prices starting at $238 (before taxes) - See All Prices
A Great Stay for a Weekend Trip to Kissimmee
  • High Quality: guest ratings are higher than average.
  • Outdoor pool
  • Heated pool
View Prices on Kayak Hidden Price
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Location on Map

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Located at 3151 Pantanal Lane, Magic Village Yards, Trademark Collection by Wyndham has great rooms from $238 (before taxes). It offers an outdoor pool, room service, a restaurant, a fitness center, and a bar. It has a terrific 8.90 rating out of 10 from previous guests who have stayed here. You'll also find rooms with kitchens, rooms with kitchenettes, child care, laundry services, and golf which visitors will love. And this relaxing hotel is just 11.1 miles from the center of town. The room service is especially nice after a long day.

Weekend Trip Hotel Amenities
  • Outdoor pool
  • Room service
  • Kitchen
  • Hot tub
  • Bicycle rental
  • Golf
More Great Amenities
  • Restaurant
  • Fitness center
  • Bar/Lounge
  • Kitchenette
  • Babysitting / Child Care
  • Laundry service
  • Free parking
  • Heated pool
  • Microwave
  • Refrigerator
  • Breakfast in the room
View Prices and Reviews


Fairfield Inn & Suites by Marriott Orlando Kissimmee/Celebration

3-star Hotel with prices starting at $96 (before taxes) - See All Prices
A Great Hotel for the Ultimate 3 Days in Kissimmee
  • Great Value: the price is lower than average for 3-star hotels.
  • Outdoor pool
  • Pets allowed
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Location on Map

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A great place to stay is Fairfield Inn & Suites by Marriott Orlando Kissimmee/Celebration which has nice rooms starting at $96. Offering an outdoor pool, room service, a fitness center, laundry services, and golf, it also has a great guest rating of 8.50 out of 10 from many previous guests. It's located at 6073 West Irlo Bronson Memorial Highway. Weekend visitors will really like this terrific hotel which also offers pet-friendly rooms, free parking, laundry facilities, bicycle rental, and family rooms. It's located just 7 miles from the city center, too. We found the price of this hotel to be a great value because the price is less than average for weekend trip hotels.

Weekend Trip Hotel Amenities
  • Outdoor pool
  • Room service
  • Pets allowed
  • Bicycle rental
  • Golf
More Great Amenities
  • Fitness center
  • Laundry service
  • Free parking
  • Family rooms
  • Microwave
  • Refrigerator
View Prices and Reviews


Also, take a look at the weekend trip hotels in nearby destinations: Orlando, Kissimmee, Lake Buena Vista, Daytona Beach, and Davenport.

For more terrific hotel ideas in Orlando, make sure you also see Best Family-Friendly Hotels in Orlando, Best Luxury Hotels in Orlando, Best Pet-Friendly Hotels in Orlando, Best Hotels for First Time Visitors in Orlando, Best Hotels for a Weekend Getaway in Orlando, Best Hotels for One Week in Orlando, Best Hotels for One Night in Orlando, Best Romantic Hotels for Couples in Orlando, Best Party Hotels in Orlando, Best Business Hotels in Orlando, or Best Party Hotels in Orlando.


How much do hotels for a weekend visit cost in Kissimmee?

Kissimmee Average Weekend Trip Hotel Price
$158

Travelers to Kissimmee, Florida will have a large number of terrific weekend trip accommodation options with a variety of great prices. The price of weekend trip hotels here can vary by amenities, dates, and the neighborhood. Based on thorough data from 54 weekend trip hotels, their average price is a very reasonable $158. If you're interested in more information about hotels here, see our guide to hotel prices in Kissimmee.

The average prices of our suggested weekend trip hotels by star rating:

  • 5-star hotels: $411
  • 4-star hotels: $188
  • 3-star hotels: $124


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