Hotels in Kissimmee

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Check prices for these dates

Next weekend
May 22 - May 24
In two weeks
May 29 - May 31

Where to stay in Kissimmee?

6 outdoor pools, free cabanas, pool umbrellas

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, (5,494 reviews)
The price is $119
$134 total
includes taxes & fees
Jun 7 - Jun 8
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
Aerial view

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, (9,881 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 $165
$241 total
includes taxes & fees
May 21 - May 22
The Grove Resort & Water Park Orlando
4 outdoor pools, open 7:00 AM to 11:00 PM, cabanas (surcharge)

Marriott's Grande Vista

Marriott's Grande Vista
4.0 star property
Orlando
9.0 out of 10, Wonderful, (4,323 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
Jun 9 - Jun 10
Marriott's Grande Vista
Exterior

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, (6,770 reviews)
The price is $65
$101 total
includes taxes & fees
Jun 1 - Jun 2
DoubleTree by Hilton Orlando Theme Park Resort
Poolside Family Suite - Exterior Entry (Includes Early Park Admission*) | View from room

Universal's Cabana Bay Beach Resort

Universal's Cabana Bay Beach Resort
3.5 star property
Florida Center
9.0 out of 10, Wonderful, (6,809 reviews)
The price is $150
$169 total
includes taxes & fees
May 18 - May 19
Universal's Cabana Bay Beach Resort
Exterior

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, (3,440 reviews)
The price is $124
$140 total
includes taxes & fees
Jun 7 - Jun 8
Sheraton Vistana Villages Resort Villas, I-Drive/Orlando
2 outdoor pools, a heated pool, open 8:00 AM to 10:00 PM, pool umbrellas

Lake Buena Vista Resort Village & Spa

Lake Buena Vista Resort Village & Spa
4.0 star property
Orlando
8.4 out of 10, Very Good, (9,898 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
Property entrance

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, (438 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 $81
$135 total
includes taxes & fees
Jun 4 - Jun 5
Holiday Inn Resort Orlando Suites - Waterpark by IHG
Exterior

Caribe Royale Orlando

Caribe Royale Orlando
4.5 star property
Orlando
9.2 out of 10, Wonderful, (5,030 reviews)
The price is $159
$222 total
includes taxes & fees
May 26 - May 27
Caribe Royale Orlando
2 outdoor pools, open 9:00 AM to 10:00 PM, pool umbrellas, sun loungers

Rosen Inn Lake Buena Vista

Rosen Inn Lake Buena Vista
3.5 star property
Orlando
8.6 out of 10, Excellent, (5,737 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 $92
$103 total
includes taxes & fees
May 25 - May 26
Rosen Inn Lake Buena Vista
Children's play area - outdoor

Floridays Resort Orlando

Floridays Resort Orlando
3.5 star property
International Drive District
8.6 out of 10, Excellent, (11,892 reviews)
The price is $147
$205 total
includes taxes & fees
May 19 - May 20
Floridays Resort Orlando
Outdoor pool, a heated pool, pool umbrellas, sun loungers

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, (3,976 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
Exterior

Wyndham Grand Orlando Resort Bonnet Creek

Wyndham Grand Orlando Resort Bonnet Creek
4.0 star property
Orlando
9.0 out of 10, Wonderful, (2,931 reviews)
The price is $144
$209 total
includes taxes & fees
Jun 14 - Jun 15
Wyndham Grand Orlando Resort Bonnet Creek
Terrace/patio

Hilton Vacation Club Grande Villas Orlando

Hilton Vacation Club Grande Villas Orlando
3.5 star property
Orlando
9.2 out of 10, Wonderful, (2,883 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 25 - May 26
Hilton Vacation Club Grande Villas Orlando
3 outdoor pools, open 7 AM to 10:00 PM, cabanas (surcharge)

Hyatt Regency Grand Cypress

Hyatt Regency Grand Cypress
4.0 star property
Orlando
9.2 out of 10, Wonderful, (2,297 reviews)
The price is $188
$268 total
includes taxes & fees
May 22 - May 23
Hyatt Regency Grand Cypress
Lake

Rosen Shingle Creek

Rosen Shingle Creek
4.5 star property
Orlando
9.4 out of 10, Exceptional, (4,788 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 26 - May 27
Rosen Shingle Creek
Exterior

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, (4,091 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 $84
$135 total
includes taxes & fees
May 25 - May 26
Wyndham Garden Lake Buena Vista – Disney Springs® Area
Outdoor pool, sun loungers

Drury Plaza Hotel Orlando - Disney Springs Area

Drury Plaza Hotel Orlando - Disney Springs Area
4.0 star property
Lake Buena Vista
9.8 out of 10, Exceptional, (5,867 reviews)
The price is $153
$172 total
includes taxes & fees
May 26 - May 27
Drury Plaza Hotel Orlando - Disney Springs Area
Porch

Kapp and Kappy B&B

Kapp and Kappy B&B
3.5 star property
Historic Downtown Kissimmee
9.8 out of 10, Exceptional, (140 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 $146
$165 total
includes taxes & fees
May 18 - May 19
Kapp and Kappy B&B
Reception

Seasons Florida Resort

Seasons Florida Resort
2.0 star property
Kissimmee
9.0 out of 10, Wonderful, (3,563 reviews)
The price is $60
$68 total
includes taxes & fees
May 18 - May 19
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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Showing deals for:May 17 - May 18
Reception
Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks
3.0 star property
Kissimmee
9.4 out of 10, Exceptional, (4,035 reviews)
The price is $28
per night
$76 total
includes taxes & fees
MOD
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Kompose Boutique Resort at Theme Parks
Showing deals for:May 18 - May 19
Reception
Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks
3.0 star property
Kissimmee
9.4 out of 10, Exceptional, (4,035 reviews)
The price is $28
per night
$76 total
includes taxes & fees
MOD
Sign in for extra savings
Kompose Boutique Resort at Theme Parks
Showing deals for:May 22 - May 24
7 outdoor pools, pool umbrellas, sun loungers
Vacation Village Orlando, Celebration

Vacation Village Orlando, Celebration

Vacation Village Orlando, Celebration
3.0 star property
Kissimmee
8.6 out of 10, Excellent, (4,147 reviews)
The price is $90
per night
$254 total
includes taxes & fees
MOD
Sign in for extra savings
Vacation Village Orlando, Celebration

Check out pet-friendly hotels in Kissimmee

Reception
Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks
3.0 star property
Kissimmee
9.4 out of 10, Exceptional, (4035)
The price is $28
$76 total
includes taxes & fees
May 18 - May 19
Kompose Boutique Resort at Theme Parks
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You may also like hotels with pools in Kissimmee

Reception
Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks
3.0 star property
Kissimmee
9.4 out of 10, Exceptional, (4035)
The price is $28
$76 total
includes taxes & fees
May 18 - May 19
Kompose Boutique Resort at Theme Parks
View all properties

You can also stay at family-friendly hotels in Kissimmee

Lobby
Quality Inn & Suites Heritage Park

Quality Inn & Suites Heritage Park

Quality Inn & Suites Heritage Park
2.5 star property
Kissimmee
8.2 out of 10, Very Good, (1043)
The price is $67
$76 total
includes taxes & fees
Jun 7 - Jun 8
Quality Inn & Suites Heritage Park
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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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 May
Currently viewing crowd sizes and weather for May.
Typical weather for Kissimmee
May
High 30°C / low 21°C. Sunny most days.
View properties in May
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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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April, no crowd data, average high temperature 28 degrees Celsius, average low temperature 18 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.

Kissimmee_HistoricDowntownKissimmee_800089_04

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.

Southern live oak trees (Quercus virginiana) covered in Spanish moss (Tillandsia usneoides) - Clermont, Florida, USA

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.

Sunset at the Twin Oaks Conservation Area near Kissimmee, Florida.

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.

Celebration Florida Wide Aerial Panorama. July 3, 2025.

Lake Berkley

Kissimmee's Lake Berkley neighborhood offers attractions including beach near Lake Berkley.

Top landmarks in Kissimmee

EyeEm Custom Shoots Q4 2018

Old Town

4.3/5 (14,011 reviews)
Why not give yourself a treat with a trip to Old Town, one of the most popular family attractions located 7.1 mi (11.4 km) from central Kissimmee. It's also full of great shops and restaurants, so you can spend the afternoon having a wander. If you have fun at Old Town, you'll love Fun Spot America, just a short walk away.
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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.

See all hotels in Kissimmee
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Check out reviews of Kissimmee hotels guests love

Margaritaville Resort Orlando with H2O Waterpark

Margaritaville Resort Orlando with H2O Waterpark

10/10 Excellent
"It is a great resort. The water park and pools are the best. And they are included with your say. Even the last day when you check out you can hit the pool one last time. I’m definitely going to stay there whenever I visit Orlando."
Daniel 3-night trip
Posted 1 hour ago
Margaritaville Resort Orlando with H2O Waterpark

Frequently asked questions

What hotels do travelers like in Kissimmee?
Guests like Vacation Village Orlando, Celebration, Palazzo Lakeside Hotel and Delta Hotels by Marriott Orlando Celebration.
Where can I find free parking with my stay in Kissimmee?
Park your car for free at these properties: FantasyWorld Resort, Enchanted Fantasy and Magical Dreams. There are 8 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?
Seasons Florida Resort, Ramada by Wyndham Kissimmee Gateway and Galleria Palms Hotel 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 1590 vacation homes. In addition, there are 98 apartments and 176 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.