Boutique hotel vacation rentals in Osceola County

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Top-rated boutique hotel rentals in Osceola County

Guests agree: these boutique hotel rentals are highly rated for location, cleanliness, and more.

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Hotel room in Kissimmee

4.69 out of 5 average rating, 62 reviews

Disney Retreat VIII

FREE shuttle to Parks This Beautiful Room is centrally located to all the fun: Disney World Theme Parks: 3.9 Miles ESPN Wide World of Sports: 5.4 Miles Universal Studios: 11 Miles Sea World: 7.5 Miles Disney Springs: 7.2 Miles Aquatica: 5.5 Miles Old Town: 1.5 Miles Medieval Times: 3.2 Miles Fun Spot America: 1.5 Miles Orlando International Premium Outlets: 13 Miles International Drive: 7.1 Miles Walmart: 1.1 Miles Aldi Supermarket: 900 Ft Publix Supermarket: 1.6 Miles CVS Pharmacy: 0.3 Miles

Guest favorite

Hotel room in Kissimmee

4.82 out of 5 average rating, 39 reviews

Sunshine Retreat, few min to Disney and Universal!

This Beautiful and Modern Room is centrally located to all the fun: Courtesy Disney Shuttle Available Disney World Theme Parks: 3.9 Miles ESPN Wide World of Sports: 5.4 Miles Universal Studios: 11 Miles Sea World: 7.5 Miles Disney Springs: 7.2 Miles Aquatica: 5.5 Miles Old Town: 1.5 Miles Medieval Times: 3.2 Miles Fun Spot America: 1.5 Miles Orlando International Premium Outlets: 13 Miles International Drive: 7.1 Miles Walmart: 1.1 Miles Publix Supermarket: 1.6 Miles CVS Pharmacy: 0.3 Miles

Hotel room in Kissimmee

4.64 out of 5 average rating, 541 reviews

Sonder Cirrus | Superior Double Queen Room

Prepare for an action-packed Orlando stay at Cirrus. Before your adventures begin, why not unwind under the palm trees at the outdoor pool? Inside, each contemporary space has a sofa bed, coffee maker, and desk. Plus, there's complimentary shuttle transportation. In the neighborhood, The Walt Disney World Resort has fun parks, rides, and attractions. And Disney Animal Kingdom offers the chance to see exotic animals up close. You're never too far from the fun at Cirrus.

Superhost

Hotel room in Kissimmee

4.88 out of 5 average rating, 8 reviews

2-bedroom/2-bath suite Sleeps 10 - 2 miles to WDW

2-bedroom PRIVATE apartment suite with a full-kitchen including all cookware/utensils, and 3 TV's. This suite includes 5 beds total: 2 Kings and 3 Full-Sized beds. Sleeps up to 10 persons maximum. Also available is a great fitness center and guest laundry rooms so that you can wash/dry clothing during your stay. Wi-Fi is free and fast. You can pick up keys easily as our Front desk staff is on-site 24-hours per day and speaks English, Spanish, and Portuguese.

Superhost

Hotel room in Kissimmee

4.83 out of 5 average rating, 173 reviews

Disney Hideaway/ Free Shuttle/ Parking/WiFi

Modern unit with tropical accents on the second level, accessible by stairs, overlooking the garden lounge, located in a private area of the condominium. Tourist area, close to parks, shopping centers, restaurants and other attractions. The unit is part of a recently renovated condominium, furnished with a modern design and good taste. You will find yourself in a very welcoming environment with complimentary snacks, Disney transportation and excellent service.

Superhost

Hotel room in Kissimmee

5 out of 5 average rating, 3 reviews

2-bedroom/2-bath suite Sleeps 12 - Near Disney

2-bedroom PRIVATE apartment suite with a full-kitchen including all cookware/utensils, and 3 TV's. This suite includes 6 beds total: 2 Kings and 4 Full-Sized beds. Sleeps up to 12 persons maximum. Also available is a great fitness center and guest laundry rooms so that you can wash/dry clothing during your stay. Wi-Fi is free and fast. You can pick up keys easily as our Front desk staff is on-site 24-hours per day and speaks English, Spanish, and Portuguese.

Guest favorite

Hotel room in Kissimmee

4.89 out of 5 average rating, 211 reviews

Disney Gateway/Free Shuttle/Parking/WiFi

Discover the perfect blend of style & comfort at this inviting second-floor condo, offering a serene pool view. Ideally situated on Avenue 192, in the heart of the tourist district, you'll be just minutes from world-famous theme parks, a wide array of attractions, & excellent dining options. Enjoy complimentary gifts, excellent service & shuttle transportation to the parks. Book now and explore the magic & excitement of the area!

Superhost

Hotel room in Kissimmee

4.8 out of 5 average rating, 5 reviews

3-Bedrooms /Sleeps 12 Persons 2 miles from Disney

6 beds! 1 Queen and 5 Full Sized beds in a 1,200 square foot private apartment. Located only 2 miles from Disney World and walking distance to Old Town (URL HIDDEN) and Fun Spot America. Walking distance to Denny's, Walgreens, Logan's Steakhouse, Dunkin' Donuts, 7-11, Mcdonalds, Burger King, and we have an onsite cafe with great lattes and espresso! This huge suite includes a FULL Kitchen and FREE Parking and FREE Wi-Fi!

Guest favorite

Hotel room in Kissimmee

4.95 out of 5 average rating, 43 reviews

Celebration Suites - 2 Miles from Disney - For 2

1-bedroom PRIVATE apartment suite with a full kitchen including all cookware/utensils, and 2 TVs in this suite in total. The room includes 1 king-sized bed. We also offer a great fitness center and guest laundry rooms so you can wash/dry clothing. You can pick up keys easily as our Front desk staff is on-site 24-hours per day and speaks English, Spanish, and Portuguese.