Osceola County

Boutique Hotels in Osceola County

Enter your dates to find boutique hotels in Osceola County that offer unique style and charm.

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Top Boutique Hotels Osceola County

Discover the best boutique hotels in Osceola County, celebrated for their unique style and personality.
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Modern Peaceful Pool Home, 25 Mins To Theme Parks!
Modern Peaceful Pool Home, 25 Mins To Theme Parks!Modern Peaceful Pool Home, 25 Mins To Theme Parks!Modern Peaceful Pool Home, 25 Mins To Theme Parks!Modern Peaceful Pool Home, 25 Mins To Theme Parks!Modern Peaceful Pool Home, 25 Mins To Theme Parks!Modern Peaceful Pool Home, 25 Mins To Theme Parks!
22
Hotels in Osceola County
Featured facilities: Pool
Amazing
5 reviews
9.6/10
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Cozy 3-bedroom in Golf & Gated Community- private pool and firepit
Cozy 3-bedroom in Golf & Gated Community- private pool and firepitCozy 3-bedroom in Golf & Gated Community- private pool and firepitCozy 3-bedroom in Golf & Gated Community- private pool and firepitCozy 3-bedroom in Golf & Gated Community- private pool and firepitCozy 3-bedroom in Golf & Gated Community- private pool and firepitCozy 3-bedroom in Golf & Gated Community- private pool and firepit
45
Hotels in Osceola County
Featured facilities: Pool
Outstanding
2 reviews
10.0/10
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Family house in Kissimmee.
Family house in Kissimmee.Family house in Kissimmee.Family house in Kissimmee.Family house in Kissimmee.Family house in Kissimmee.Family house in Kissimmee.
14
Hotels in Osceola County
Astonishing villa, with Pool, and lake front, family friendly gated private community, peaceful and centrally located. Few miles away from Disney world, and all attractions and adventures that you and your family will definitely enjoy during your stay.Loaded with amazing features in and out, fully renovated and brand new furnished, fully equipped to make you feel home, to guarantee your full satisfaction.Come and enjoy the sunset on the pool and spend great time with your family and friends.About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 18.About events:No events allowed.
Very Good
4 reviews
8.0/10
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Osceola County
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Charming  Pool 4-bedroom house with Wi-Fi And AC
Charming  Pool 4-bedroom house with Wi-Fi And ACCharming  Pool 4-bedroom house with Wi-Fi And ACCharming  Pool 4-bedroom house with Wi-Fi And ACCharming  Pool 4-bedroom house with Wi-Fi And ACCharming  Pool 4-bedroom house with Wi-Fi And ACCharming  Pool 4-bedroom house with Wi-Fi And AC
25
Hotels in Osceola County
This lovely house in Kissimmee boasts 4 bedrooms, including a king, 2 queens, and 2 twins, perfect for families or groups of friends. With 3 bathrooms and essential amenities like a hair dryer, washing machine, and WiFi, guests can relax and unwind after a day of exploring. Experience what Kissimmee has to offer with a stay at our house.About pets:Pets allowed: dogs and cats less than 20 lbs per pet (limit one pet total).About children:Children allowed: ages 0-17.About smoking:Smoking is not permitted.About events:No events allowed.
Very Good
5 reviews
8.4/10
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The Temple & Glamping + Hot Tub, 15 Min Away from MCO, 25 min from Theme Parks
The Temple & Glamping + Hot Tub, 15 Min Away from MCO, 25 min from Theme ParksThe Temple & Glamping + Hot Tub, 15 Min Away from MCO, 25 min from Theme ParksThe Temple & Glamping + Hot Tub, 15 Min Away from MCO, 25 min from Theme ParksThe Temple & Glamping + Hot Tub, 15 Min Away from MCO, 25 min from Theme ParksThe Temple & Glamping + Hot Tub, 15 Min Away from MCO, 25 min from Theme ParksThe Temple & Glamping + Hot Tub, 15 Min Away from MCO, 25 min from Theme Parks
20
Hotels in Osceola County
How this Airbnb was born? Me and my husband wanted to create a space to enhanced our soul, power our mind, fuel ourselves, to meditate, to create ideas, to be a part from the world, The Temple.Glamorous Camping idea came across, oh my!, once you go inside this tent, you don't want to come out. Friends and family started asking, can I stayed?, day by day closer people want it to live this experience and more positive comments we were getting, so we decided, why don't let others try it? Welcome.About pets:Pets allowed: dogs and cats less than 50 lbs per pet (limit 2 pets total).About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking allowed: in designated areas.About events:Events allowed: family gatherings, birthday parties, weddings.Maximum event attendees: 10.
Outstanding
1 review
10.0/10
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4 Bedrooms/2 Bathrooms AMAZING HOME! PRIVATE POOL!
4 Bedrooms/2 Bathrooms AMAZING HOME! PRIVATE POOL!4 Bedrooms/2 Bathrooms AMAZING HOME! PRIVATE POOL!4 Bedrooms/2 Bathrooms AMAZING HOME! PRIVATE POOL!4 Bedrooms/2 Bathrooms AMAZING HOME! PRIVATE POOL!4 Bedrooms/2 Bathrooms AMAZING HOME! PRIVATE POOL!4 Bedrooms/2 Bathrooms AMAZING HOME! PRIVATE POOL!
33
Hotels in Osceola County
Featured facilities: Pool
Amazing
11 reviews
9.4/10
Check Availability
Kissimmee Studio 16 min from Disney World
Kissimmee Studio 16 min from Disney WorldKissimmee Studio 16 min from Disney WorldKissimmee Studio 16 min from Disney WorldKissimmee Studio 16 min from Disney WorldKissimmee Studio 16 min from Disney WorldKissimmee Studio 16 min from Disney World
12
Hotels in Osceola County
Kissimmee Studio IS YOUR BEST OPTION. Perfect for couples, explorers, and vacations!. The location is very close to all of Orlando Florida`s theme parks (Disney, Universal, Seaworld, Aquatica, Icon,etc)The place has capacity for 2 people, with a queen size bed.Unit BThere is a house next door, our entrance is B (we are NOT the house)Total privacy, it has its own private entrance, parking for one vehicle only (MUST park vehicle on the left side of the driveway).This unit has a beautiful and quiet patio.Completely clean and disinfected before your arrival.Enjoy our quiet and central accommodation.Our home is always kept impecably clean and with sublime fragrances. We owe that to Celia, who is very kind and is always willing to guide you in everything you need.Amenities are within 4 - 24 minutes drive time Walmart Neighborhood Market 6 minTaco Bell 5 minWalt Disney World Resort 18 minOrlando International Airport 16 min Universal Studios/Sea World 23 minThe Loop Kissimmee 16 min Gatorland 12 minWalgreens Pharmacy 4 minAbout pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 18.About events:No events allowed.
Great
5 reviews
9.0/10
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An Oasis of 4 bedrooms 4 baths with private pool
An Oasis of 4 bedrooms 4 baths with private poolAn Oasis of 4 bedrooms 4 baths with private poolAn Oasis of 4 bedrooms 4 baths with private poolAn Oasis of 4 bedrooms 4 baths with private poolAn Oasis of 4 bedrooms 4 baths with private poolAn Oasis of 4 bedrooms 4 baths with private pool
13
Hotels in Osceola County
Featured facilities: Private pool
Outstanding
10.0/10
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Luxurious 5-Bedroom Retreat: Gold Accents, Modern Amenities, & Fun
Luxurious 5-Bedroom Retreat: Gold Accents, Modern Amenities, & FunLuxurious 5-Bedroom Retreat: Gold Accents, Modern Amenities, & FunLuxurious 5-Bedroom Retreat: Gold Accents, Modern Amenities, & FunLuxurious 5-Bedroom Retreat: Gold Accents, Modern Amenities, & FunLuxurious 5-Bedroom Retreat: Gold Accents, Modern Amenities, & FunLuxurious 5-Bedroom Retreat: Gold Accents, Modern Amenities, & Fun
41
Hotels in Osceola County
### Welcome to Your Luxurious 5-Bedroom Retreat!Nestled on a sprawling 1-acre lot, our exquisite modern home awaits to offer you an unforgettable experience. Perfectly designed for families or groups, this luxurious retreat features five spacious bedrooms, each adorned with plush king-size beds & sofa bed queen size ensuring a restful night’s sleep for everyone. For added convenience, we provide two extra queen air beds, accommodating up to 24 guests comfortably.Our home boasts three full bathrooms, each featuring modern, touchless toilets that add a touch of elegance and convenience to your stay. You’ll appreciate the generous space in each room, designed to provide a relaxed atmosphere for both relaxation and entertaining. Whether you’re enjoying a quiet evening with loved ones or hosting a lively gathering, our spacious layout caters to all your needs.Entertainment is at the heart of our home. Gather in the living area to watch your favorite shows on the large TV, or indulge your musical talents on the Yamaha piano or guitar available for your use. For some friendly competition, challenge your family or friends to a game of air hockey or foosball, ensuring endless fun during your stay.Step outside to discover our lovely outdoor living space. The pergola provides a perfect setting for alfresco dining, while the barbecue pit invites you to grill up a feast under the stars. Enjoy the tranquil ambiance of the night as you relax in the outdoor space, creating lasting memories with your loved ones.Our home is elegantly decorated with opulent gold accents, including stunning crystal chandeliers and gold-colored chairs, creating a sense of luxury and sophistication. Every detail has been thoughtfully curated to ensure that you feel special and pampered throughout your stay.Located just 12 miles from the magic of Disney World, our home is ideally situated for those looking to explore the area’s attractions. After a day of adventure, return to your peaceful retreat to unwind and recharge. If you’re in the mood for a beach day or a night at the casino, both are conveniently located about 60-70 miles away, making it easy to enjoy all that the region has to offer.Whether you’re planning a family vacation, a group getaway, or a special celebration, our luxurious 5-bedroom home provides the perfect setting for an unforgettable experience. With modern amenities, spacious interiors, and an array of entertainment options, you’ll find everything you need for a relaxing and enjoyable stay.We invite you to make our home your home away from home, where luxury meets comfort, and every moment is filled with joy. Book your stay today and experience the perfect blend of elegance, relaxation, and fun in this stunning retreat!About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 18.About events:Events allowed: family gatherings, birthday parties, weddings.Maximum event attendees: 16,Please do not make a lot of noise.
Outstanding
10.0/10
Check Availability
Luxury Home with Pool & 6 Beds near Disney
Luxury Home with Pool & 6 Beds near DisneyLuxury Home with Pool & 6 Beds near DisneyLuxury Home with Pool & 6 Beds near DisneyLuxury Home with Pool & 6 Beds near DisneyLuxury Home with Pool & 6 Beds near DisneyLuxury Home with Pool & 6 Beds near Disney
42
Hotels in Osceola County
Featured facilities: Pool
Amazing
9.6/10
Check Availability
See All Boutique Hotels in Osceola County

FAQs

Which hotels in Osceola County are family-friendly?

What's the best pet-friendly accommodation in Osceola County?

Where can I find the best hotel discounts in Osceola County?

Trip.com provides various promotions and discounts for users all year round. You can check the promotions page to see what promotions are available on Trip.com.

Which hotels are recommended near Old Town in Osceola County?

For Osceola County hotels near Old Town, many travelers recommend Fairfield Inn & Suites Orlando Kissimmee/Celebration (from SGD 138) and Hilton Vacation Club Polynesian Isles Kissimmee (from SGD 131) for their great location and service.

What is the average price of hotels in Osceola County for this weekend?

The average hotel prices in Osceola County for this weekend are as follows:
3-star hotels: SGD 395
4-star hotels: SGD 599
5-star hotels: SGD 894

What is the average price of hotels in Osceola County on weekdays?

On average, weekday hotel prices in Osceola County are:
3-star hotels– SGD 358
4-star hotels– SGD 559
5-star hotels– SGD 821