Boutique hotel vacation rentals in Osceola County

Find and book unique boutique hotel rentals on Airbnb

Top-rated boutique hotel rentals in Osceola County

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Boutique hotel in Kissimmee

4.69 out of 5 average rating, 54 reviews

Disney Retreat VIII

This Beautiful and Modern 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 Explore More

Sep 9 – 16

G$13,065 GYD per night

Superhost

Boutique hotel in Kissimmee

4.82 out of 5 average rating, 142 reviews

Disney & Universal Hideaway/ Free Wi-Fi/ Parking

Walt Disney World Maingate: Within 3 miles (10 minutes drive). Universal Studios: About 11 miles (15 minutes drive). Orlando Premium Outlets: Roughly 11 miles (15 minutes drive). Old Town: About 2.2 km (1.4 miles, 5 minutes drive). Celebration Town Center: About 4 miles (short drive away). SeaWorld Orlando: Approx. 11 miles (20 minutes drive). Lake Buena Vista Factory Stores: Roughly 4-5 miles (10-15 minutes drive). Disney Springs: About 6 miles (15 minutes drive). Cozy and stylish unit.

Jun 27 – Jul 4

G$18,538 GYD per night

Superhost

Boutique hotel in Kissimmee

4.83 out of 5 average rating, 24 reviews

Sunshine Retreat, few min to Disney and Universal!

Dec 12 – 19

G$15,918 GYD per night

Boutique hotel in Kissimmee

4.68 out of 5 average rating, 306 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.

May 27 – Jun 3

G$16,926 GYD per night

Boutique hotel in Kissimmee

Your Dream Restful Vacation! Pool, Gym, Hot Tub

This pet-friendly property is situated in the Kissimmee part of Orlando. Find us off I-4 in Kissimmee. We offer a scheduled shuttle service to Walt Disney World Resort, a Disney Good Neighbor property just three miles away. Two premium outlet malls are within five miles of our place, and Discovery Cove and SeaWorld are a half hour away. Enjoy free WiFi and a hot breakfast. Don't leave without paying a visit to the famous Magic Kingdom Park. We can't wait to host you!

Apr 1 – 8

G$95,385 GYD per night

Superhost

Boutique hotel 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.

Jul 5 – 12

G$49,055 GYD per night

Superhost

Boutique hotel in Kissimmee

STUDIO - SUITE STYLE - ORLANDO AREA GETAWAY

ORLANDO AREA VACATION GETAWAY The Perfect Family or Couples Getaway Located in a Beautiful Sunny Florida (10-15 Minutes From ALL MAJOR THEME PARKS) This Gated Community has all the fixings. The Unit has ALL AMENITIES. There is Plenty of Parking. All guest are allowed to use the following: Tennis Courts Pool(s) Fitness Center Business Center Basketball Court etc. Waterpark Miniature Golf Childrens Playground on premises

Sep 27 – Oct 4

G$43,239 GYD per night

Superhost

Boutique hotel in Kissimmee

5.0 out of 5 average rating, 4 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!

Jun 11 – 18

G$53,824 GYD per night

Guest favorite

Boutique hotel in Kissimmee

4.88 out of 5 average rating, 181 reviews

Airbnb near Disney & Universal Orlando

Organic Look, Comfortably and Inviting, with pool view, at 2nd level through stairs. Located at the touristic area in #192 avenue, super close to the parks, lots of other attractions and restaurants. The unit is part of a recently renovated condo furnished with modern design and great taste. You will find yourself in a very accommodating environment with complimentary gifts and great service.

Jul 28 – Aug 4

G$18,538 GYD per night

Guest favorite

Boutique hotel in Kissimmee

4.95 out of 5 average rating, 41 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.

Mar 2 – 9

G$119,231 GYD per night

Boutique hotel in Kissimmee

Beautiful apartament - Vacation Village at Parkway

Luxurius suites in Kissimmee just minutes from Orlando's theme parks, restaurants and outlets. At the resort, you can relax in one of 7 heated pools or 7 hot tubs, meander through 3 natures trails, or kick back at 22 barbecue grills in the resort's picnic areas. The resort also has a fitness center, children's playground and shuttle service to the theme parks!

Jun 26 – Jul 3

G$42,787 GYD per night

Boutique hotel in Kissimmee

4.65 out of 5 average rating, 164 reviews

Beautiful room for 4 people en orlando, florida

The room has everything you need for your vacation. tv with cable service, mini fridge, microwave, closet. The hotel is a 10-minute drive from the first entrance to Walt Disney World and has free parking for guests Do not hesitate to visit us, we are waiting for you

Jan 1 – 8

G$14,544 GYD per night