Hotels in Kissimmee

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Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
4.0 star property
Orlando
9.2 out of 10, Wonderful, (5,260 reviews)
The price is $107
$121 total
includes taxes & fees
May 18 - May 19
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
The Grove Resort & Water Park Orlando
The Grove Resort & Water Park Orlando
4.0 star property
Winter Garden
8.0 out of 10, Very Good, (9,622 reviews)
Set in Four Corners, this vibrant family-friendly resort boasts a free water park with a lazy river just minutes from Disney's Animal Kingdom. Three restaurants, six outdoor pools, and three poolside bars create an entertaining vacation atmosphere with convenient Orlando airport access.
The price is $169
$245 total
includes taxes & fees
May 3 - May 4
The Grove Resort & Water Park Orlando
Marriott's Grande Vista
Marriott's Grande Vista
4.0 star property
Orlando
9.0 out of 10, Wonderful, (4,211 reviews)
Unwind at this Orlando resort's 4 outdoor pools and full-service spa. The Grill at Grande Vista serves American cuisine while guests rave about the helpful staff. Located within driving distance of Disney Springs™ and Florida Mall, with golf course access.
The price is $119
$134 total
includes taxes & fees
May 18 - May 19
Marriott's Grande Vista
DoubleTree by Hilton Orlando Theme Park Resort
DoubleTree by Hilton Orlando Theme Park Resort
4.0 star property
International Drive District
7.6 out of 10, Good, (6,667 reviews)
The price is $65
$102 total
includes taxes & fees
May 7 - May 8
DoubleTree by Hilton Orlando Theme Park Resort
Universal's Cabana Bay Beach Resort
Universal's Cabana Bay Beach Resort
3.5 star property
Florida Center
9.0 out of 10, Wonderful, (6,655 reviews)
The price is $133
$150 total
includes taxes & fees
May 25 - May 26
Universal's Cabana Bay Beach Resort
Sheraton Vistana Villages Resort Villas, I-Drive/Orlando
Sheraton Vistana Villages Resort Villas, I-Drive/Orlando
4.0 star property
International Drive District
9.2 out of 10, Wonderful, (3,329 reviews)
The price is $100
$113 total
includes taxes & fees
May 14 - May 15
Sheraton Vistana Villages Resort Villas, I-Drive/Orlando
Lake Buena Vista Resort Village & Spa
Lake Buena Vista Resort Village & Spa
4.0 star property
Orlando
8.4 out of 10, Very Good, (9,812 reviews)
Just minutes from Disney Springs™, this lakeside Orlando condo offers 2 outdoor pools, 3 restaurants including Frankie Farrells Irish Pub, and full spa services. Rooms feature jetted tubs and complete kitchens, with Walt Disney World® Resort and Old Town both a short drive away.
Lake Buena Vista Resort Village & Spa
Holiday Inn Resort Orlando Suites - Waterpark by IHG
Holiday Inn Resort Orlando Suites - Waterpark by IHG
3.5 star property
Orlando
7.4 out of 10, Good, (242 reviews)
Splash into 2 outdoor pools and a vibrant waterpark at this resort with 5 restaurants serving American cuisine. Located minutes from Walt Disney World® Resort and surrounded by shopping options, guests love the relaxing atmosphere and convenient family amenities.
The price is $74
$127 total
includes taxes & fees
May 21 - May 22
Holiday Inn Resort Orlando Suites - Waterpark by IHG
Caribe Royale Orlando
Caribe Royale Orlando
4.5 star property
Orlando
9.2 out of 10, Wonderful, (4,924 reviews)
The price is $169
$233 total
includes taxes & fees
May 14 - May 15
Caribe Royale Orlando
Rosen Inn Lake Buena Vista
Rosen Inn Lake Buena Vista
3.5 star property
Orlando
8.6 out of 10, Excellent, (5,709 reviews)
Surrounded by peaceful gardens near Disney Springs™ and Orlando Vineland Premium Outlets, this family-friendly hotel offers 2 outdoor pools. Guests love the convenient location for attractions, shopping, and restaurants, plus the serene atmosphere.
The price is $80
$90 total
includes taxes & fees
May 14 - May 15
Rosen Inn Lake Buena Vista
Floridays Resort Orlando
Floridays Resort Orlando
3.5 star property
International Drive District
8.6 out of 10, Excellent, (11,853 reviews)
The price is $141
$198 total
includes taxes & fees
May 19 - May 20
Floridays Resort Orlando
Holiday Inn Resort Orlando - Lake Buena Vista by IHG
Holiday Inn Resort Orlando - Lake Buena Vista by IHG
3.5 star property
Orlando
8.6 out of 10, Excellent, (3,933 reviews)
Just a 5-minute drive from Disney Springs™ and Orlando Vineland Premium Outlets, this tranquil resort offers an inviting outdoor pool, 2 hot tubs, and on-site dining at Applebees. Guests consistently praise the comfortable accommodations and helpful staff.
The price is $76
$119 total
includes taxes & fees
May 25 - May 26
Holiday Inn Resort Orlando - Lake Buena Vista by IHG
Wyndham Grand Orlando Resort Bonnet Creek
Wyndham Grand Orlando Resort Bonnet Creek
4.0 star property
Orlando
9.0 out of 10, Wonderful, (2,909 reviews)
The price is $150
$216 total
includes taxes & fees
May 25 - May 26
Wyndham Grand Orlando Resort Bonnet Creek
Hilton Vacation Club Grande Villas Orlando
Hilton Vacation Club Grande Villas Orlando
3.5 star property
Orlando
9.2 out of 10, Wonderful, (2,840 reviews)
This Orlando retreat features 2 outdoor pools with a poolside bar where you can unwind after theme park adventures. Convenient to Epcot®, the hotel offers free WiFi, parking, and dining options while maintaining a peaceful atmosphere praised by guests.
The price is $84
$117 total
includes taxes & fees
May 5 - May 6
Hilton Vacation Club Grande Villas Orlando
Hyatt Regency Grand Cypress
Hyatt Regency Grand Cypress
4.0 star property
Orlando
9.2 out of 10, Wonderful, (2,276 reviews)
The price is $179
$258 total
includes taxes & fees
May 20 - May 21
Hyatt Regency Grand Cypress
Rosen Shingle Creek
Rosen Shingle Creek
4.5 star property
Orlando
9.4 out of 10, Exceptional, (4,708 reviews)
Escape to this luxurious Orlando hotel featuring a golf course, spa treatments, and 4 outdoor pools. Just minutes from The Orlando Eye and Aquatica, you'll find 11 restaurants including A Land Remembered serving American cuisine. Travelers praise the comfortable beds and helpful staff.
The price is $119
$134 total
includes taxes & fees
May 2 - May 3
Rosen Shingle Creek
Wyndham Garden Lake Buena Vista – Disney Springs® Area
Wyndham Garden Lake Buena Vista – Disney Springs® Area
3.5 star property
Lake Buena Vista
8.2 out of 10, Very Good, (4,040 reviews)
Dive into a magical vacation at this Lake Buena Vista resort with refreshing pools and a poolside bar. Just a quick drive to Disney Springs and Walt Disney World, you'll enjoy three restaurants, a 24-hour fitness center, and free WiFi.
The price is $89
$140 total
includes taxes & fees
May 11 - May 12
Wyndham Garden Lake Buena Vista – Disney Springs® Area
Drury Plaza Hotel Orlando - Disney Springs Area
Drury Plaza Hotel Orlando - Disney Springs Area
3.0 star property
Lake Buena Vista
9.8 out of 10, Exceptional, (5,801 reviews)
The price is $153
$172 total
includes taxes & fees
May 21 - May 22
Drury Plaza Hotel Orlando - Disney Springs Area
Kapp and Kappy B&B
Kapp and Kappy B&B
3.5 star property
Historic Downtown Kissimmee
9.8 out of 10, Exceptional, (139 reviews)
Wake up to a complimentary full breakfast at this charming Kissimmee B&B. The tranquil garden and terrace create a peaceful atmosphere, while the convenient location puts you near Kissimmee Lakefront Park and Osceola Square Mall with free parking and WiFi.
The price is $150
$170 total
includes taxes & fees
May 8 - May 9
Kapp and Kappy B&B
Seasons Florida Resort
Seasons Florida Resort
2.0 star property
Kissimmee
9.0 out of 10, Wonderful, (3,501 reviews)
The price is $60
$68 total
includes taxes & fees
Apr 27 - Apr 28
Seasons Florida Resort
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

When is the best time to visit Kissimmee?

Our prices for hotels in Kissimmee are cheapest in May
Price trends for hotels in Kissimmee
Pricing is based on two traveler single night rates
View properties in April
Currently viewing crowd sizes and weather for April.
Typical weather for Kissimmee
April
High 28°C / low 18°C. Sunny most days.
View properties in April
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April, no crowd data, average high temperature 28 degrees Celsius, average low temperature 18 degrees Celsius. Sunny most days.
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May, no crowd data, average high temperature 30 degrees Celsius, average low temperature 21 degrees Celsius. Sunny most days.
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June, no crowd data, average high temperature 31 degrees Celsius, average low temperature 24 degrees Celsius. Sunny most days.
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July, no crowd data, average high temperature 32 degrees Celsius, average low temperature 25 degrees Celsius. Sunny most days.
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August, no crowd data, average high temperature 32 degrees Celsius, average low temperature 25 degrees Celsius. Partly sunny.
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September, no crowd data, average high temperature 31 degrees Celsius, average low temperature 24 degrees Celsius. Sunny most days.
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October, no crowd data, average high temperature 28 degrees Celsius, average low temperature 21 degrees Celsius. Sunny most days.
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November, no crowd data, average high temperature 25 degrees Celsius, average low temperature 17 degrees Celsius. Sunny most days.
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December, no crowd data, average high temperature 23 degrees Celsius, average low temperature 14 degrees Celsius. Sunny most days.
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January, no crowd data, average high temperature 21 degrees Celsius, average low temperature 12 degrees Celsius. Sunny most days.
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February, no crowd data, average high temperature 23 degrees Celsius, average low temperature 14 degrees Celsius. Sunny most days.
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March, no crowd data, average high temperature 25 degrees Celsius, average low temperature 15 degrees Celsius. Sunny most days.
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Monthly weather averages (˚C)

Top neighborhoods in Kissimmee

Reunion

Reunion is a golfer's paradise just outside Orlando with three legendary courses designed by Palmer, Nicklaus, and Watson. After teeing off, splash around at the resort water park or lounge by multiple pools scattered throughout this upscale community. When you're ready for theme parks, Disney and Universal are just 20 minutes away. Vacation homes with private pools dominate the accommodation scene, giving families plenty of space to spread out. Resort restaurants serve upscale meals, though you'll need a car to explore beyond the community's Mediterranean-style grounds. The quiet, manicured setting feels worlds away from Orlando's tourist bustle.

Historic Downtown Kissimmee

Historic Downtown Kissimmee captures Florida's past with its stunning 1890s courthouse and Victorian storefronts along Broadway Street. Stroll under heritage oaks while exploring unique shops filled with antiques and local crafts. Weekend farmers markets and street festivals bring the area to life, celebrating the region's cowboy heritage and diverse community. The lakefront area offers peaceful fishing spots and scenic views of Lake Tohopekaliga. A mix of Southern comfort food, Cuban cafes, and barbecue joints fuel your adventures. Most attractions are within the walkable six-block historic core, making it easy to explore this charming slice of old Florida.

Windsor Hills

Windsor Hills offers a perfect home base for Disney adventures with resort-style amenities just minutes from major attractions. Families love the gated communities with pools, game rooms, and themed vacation rentals ranging from cozy condos to luxury villas. After exhilarating theme park days, this quiet residential haven provides a peaceful retreat. Dining options are limited within the neighborhood, so most visitors drive 10-15 minutes to nearby tourist areas for meals. Rental cars are essential for getting around, though rideshares are readily available. The Mediterranean-style properties with private pools make Windsor Hills ideal for groups seeking comfort between park visits.

Orange Lake

Orange Lake revolves around vacation vibes with the massive Orange Lake Resort at its center. Championship golf courses, sparkling pools, and family-friendly recreation areas keep visitors entertained without leaving the neighborhood. Disney World is just minutes away, making this Four Corners spot perfect for theme park enthusiasts who want amenities galore after a day of adventure. Resort shuttles and rideshares make getting to attractions easy since public transit is limited. Dining options stick mostly to resort restaurants and nearby chains. Vacation villas and timeshare units dominate the accommodation scene, offering spacious digs with full kitchens and multiple bedrooms for families.

Top landmarks in Kissimmee

Learn more about Kissimmee

Immerse yourself in the magic of theme parks, from Disney's enchanted kingdoms to Universal's movie-inspired thrills. Airboat through gator-filled swamps or soar above it all in a hot air balloon for unforgettable Florida adventures.

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Frequently asked questions

What hotels do travelers like in Kissimmee?
Where can I find free parking with my stay in Kissimmee?
Park your car for free at these properties: FantasyWorld Resort, Oasis Private Ensuite Room Shared Home and Enchanted Fantasy. There are 7 choices you may want to check out on our site.
Can I book refundable accommodations in Kissimmee?
If you need the flexibility to change your plans to Kissimmee, most accommodations provide refundable* rates you can book. You can see these accommodations by searching our site and using the "fully refundable" filter to narrow the results down.
Where can I stay in Kissimmee if I'm looking for a budget-friendly accommodation?
Ramada by Wyndham Kissimmee Gateway, Seasons Florida Resort and The Adventure Hotel by the parks are a few accommodations you might want to consider that'll save you money. You may want to browse all 20 choices on our site.
Where can I stay in Kissimmee if I want a vacation home instead of a traditional hotel?
If you want a good alternative to a hotel, look over our selection of 1591 vacation homes. In addition, there are 91 apartments and 188 condos.
What will the weather in Kissimmee be like during my vacation?
July and August are typically the warmest months in Kissimmee when the average temp is 81°F. January and February are the coldest months when the average temperature is 64°F. August and July are the months with the most rain.
Why should I book my Kissimmee hotel through Hotels.com?
There are lots of reasons to book your Kissimmee trip with us: our free cancellations on selected hotels gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.