Vacation rentals in Osceola County

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Top-rated vacation rentals in Osceola County

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Top guest favorite

The villa features a modern exterior with a sloped roof and a two-car garage. Palm trees are landscaped around the front yard, which is bordered by well-maintained grass. A clear blue sky provides a bright backdrop to the welcoming entrance.

Home

4.87 out of 5 average rating, 250 reviews

3 bedroom Villa in Kissimmee

The villa is in a residential area within a 5-min drive to local amenities including, a pharmacy, 3 supermarkets and 2 gas stations. The property is between 15 - 40 mins drive from Disney, Epic Universe, SeaWorld, Gatorland & Universal Studios. Orlando International Airport is only about 17 mins drive away. Osceola Heritage Park, the home of the world’s largest collector car auction is only 4 mins drive from the villa. The Florida Turnpike that runs through Miami is 6 mins from the property.

Guest favorite

A spacious clubhouse is reflected in the clear waters of an expansive pool. Tall palm trees frame the scene, emphasizing the resort's tropical atmosphere. The building features a prominent tower and outdoor seating areas, offering a welcoming space for relaxation and gatherings.

Apartment in Four Corners

4.92 out of 5 average rating, 73 reviews

Luxury 3/2 Condo at Golf Resort near Disney

Stay at a 5 star golf resort called Reunion which is located only 6 miles from the gates of Disney World , 35 minutes from Orlando Int. Airport and close to Universal and Sea World. Enjoy your luxury stay at this modern, open floor 3 bedrooms 2 full bathrooms condo with a fully equipped kitchen with appliances & utensils plus equipped with all you need for a comfortable stay, with washer & dryer, and TV'S in all rooms. This condo is located in a gated community w/over 7 pools & free parking.

Guest favorite

An open-concept living area features a blue accent wall and a comfortable seating arrangement with a large sofa. A dining table sits adjacent to the kitchen, which includes modern appliances and bar seating. Natural light enters through windows, enhancing the spacious atmosphere.

Townhouse in Davenport

4.96 out of 5 average rating, 162 reviews

Luxury Townhouse. Great location nearby Disney.

Beautiful 3 beds, 2-1/2 baths townhome, professionally decorated with all the comforts of home. Perfect place for those who would love to spend time with family and friends to visit the attractions, relax or just to get away. This gorgeous home is the ideal place for your Orlando vacation, look no further, book while it lasts! This property is just 18 mins away from Disney and less than 35 minutes away from Universal , Airport and Downtown. Close to restaurants, supermarkets, pharmacies, etc.

Guest favorite

A serene bedroom features a queen bed with light blue linens and an elegant headboard. A cozy wingback chair and a full-length mirror offer additional comfort. A woven rug complements the space, while windows allow natural light to brighten the room.

Guesthouse in Kissimmee

5 out of 5 average rating, 13 reviews

The Forrestry

The Forrestry is the ideal launching pad for visits to the parks. Perfectly priced so you can enjoy Disney, SeaWorld, Legoland & Universal's Epic Universe. The garden gate opens to a spacious patio. This cozy retreat is a great room concept. A coffee bar with snacks greets you on entry into the living room, with a comfortable sofa bed and a multi-use table for games and dining. A well-equipped kitchen and laundry room flank it. The bedroom suite has a spacious walk-in closet and bathroom.

Top guest favorite

The entrance to the studio is shown, featuring a solid grey door with a simple handle. A small welcome mat is placed at the door. A wooden fence provides privacy, while a small porch area is seen beside the entrance.

Apartment in Kissimmee

5 out of 5 average rating, 54 reviews

Studio Apartment

The apartment is attatched to the main house, but has its own entrance. The studio will provide guest with complete privacy The kitchen is equipped with a fully furnished setup; including pots, pan oven, fridge and more. Full size bed is provided. Bathroom will have towels, soap, shampoo, conditioner, and hair dryer Othe amenities include a TV with Netflix, wifi, Alexa, window AC unit, parking right in front, and a quiet neighborhood. Any questions or concerns you can contact me.

Top guest favorite

A cozy sleeping area features a king-size bed with a light blue coverlet. Adjacent to the bed, a small armchair provides additional seating. Decorative window frames are mounted on the wall, and a wall-mounted TV complements the modern design. Natural light enters through dark curtains.

Tiny home in St. Cloud

5 out of 5 average rating, 22 reviews

Charming Private Tiny House 30 mi To Disney Parks

Enjoy the peace and privacy of having the entire "Tiny House" to yourself, complete with a private entrance and fully separate from the main residence. Can sleep up to 3 guests with a king-size bed, and twin sleeper chair. An additional young child may be accommodated. You will have access to a large half acre yard perfect for relaxing or playing. Ideally situated 30 minutes from the theme parks and 45 minutes from the beach, it's the perfect base for your Central Florida adventure

Superhost

An open-concept kitchen and living area showcase a stylish design. A cozy sofa and armchair are paired with a light-colored rug. The kitchen features modern stainless steel appliances, white cabinetry, and two gold-accented bar stools positioned by the kitchen island.

Apartment in Kissimmee

4.86 out of 5 average rating, 7 reviews

*NEW* Rosé Dreams • 2BR Near Disney & Old Town

Rosé Dreams: Chic 2BR near Disney & Old Town. Resort pool, balcony, and IG worthy decor for the ultimate Florida getaway. Welcome to Rosé Dreams in Kissimmee! Step into a dreamy, all-pink escape designed for unforgettable memories. This stylish 2-bedroom, 2-bath retreat is perfect for girls’ trips, bachelorette parties, small families, or anyone who loves chic design, bold colors, and Florida fun. Just minutes from Disney, Universal, and a short drive to Old Town Kissimmee.

Top guest favorite

A treehouse is illuminated by warm string lights, nestled among large branches under a deep blue sky. The structure features large windows allowing views of the surrounding greenery, with a cozy seating area visible inside. A wooden walkway leads to the entrance.

Treehouse in St. Cloud

4.96 out of 5 average rating, 1,009 reviews

TreeHouse in the Cloud, (Close toTheme Parks

The treehouse is a private getaway for a couple that want to experience the magic. Check out video tours on U-Tube. Type in Treehouse in the Cloud. There have been several movie and other photo shoots done on property. Please text request and details, and we can negotiate fees. Our other AirBnB is just next door; Country gem horses close to Theme parks [link] Which is 1,000 sq ft and sleeps six.

Guest favorite

A dining area with a rectangular table set for six features simple decor and a centerpiece. A cozy living space is visible with a sofa, chairs, and a TV. Light streams in through large windows, accentuating the open layout and inviting atmosphere.

Townhouse in Osceola County

4.99 out of 5 average rating, 85 reviews

Amazing townhouse near Orlando theme parks

Welcome! This is your place to gather, relax and enjoy, near everything! Orlando theme parks are only between 6 to 20 miles away, and other attractions for all ages and preferences are also nearby. This spacious 4 beds and 2.5 baths home is fully equipped. It is also family friendly, so you will have the basic items for your children's stay. We are sure that you will experience a cozy ambience and that you will enjoy your stay here!

Guest favorite

A serene landscape captures two shipping container structures amidst lush greenery. Soft colors of the sunset blend with a gentle rainbow, enhancing the natural surroundings. The garden features various plants and mulch, creating a peaceful retreat atmosphere.

Shipping container in Osceola County

4.96 out of 5 average rating, 50 reviews

Beautiful off-grid tiny home cottage #3

Retreat to the food covered grounds of this off-grid oasis in Central Florida, reconnect to the beauty and vibrancy of nature, and experience the magnitude of freedom and abundance it has to offer on your sustainable getaway. Your shipping container has a full kitchen, mini-split cooler and spacious shower with an on-demand water heater fed by pristine well water... you would never know you're off-grid!

Guest favorite

A spacious resort-style pool is enveloped by tropical palm trees and vibrant pink flowers. Comfortable lounge chairs line the pool area, with yellow umbrellas providing shade. The surrounding pavement pathway leads to a central pavilion, enhancing the inviting atmosphere for relaxation and socializing.

Apartment in Kissimmee

4.92 out of 5 average rating, 38 reviews

Spacious King Bed, Pet-Friendly, 15 Min from Parks

Welcome to our Cozy 1-Bedroom, 1-Bathroom Apartment in Kissimmee, FL! This modern and charming apartment offers the perfect vacation retreat with resort-style amenities and a prime location just minutes from Disney and other Central Florida attractions. We’re also pet-friendly, so your furry friends are welcome too! Please reach out for any potential additional multi-day discounts available

Guest favorite

A functional kitchen area features dark blue cabinetry complemented by light countertops. An adjacent dining table with four high-backed chairs is positioned near a window. A wall-mounted television displays colorful imagery, while warm lighting enhances the inviting atmosphere.

Cottage in Kissimmee

4.93 out of 5 average rating, 107 reviews

Tropical Cottage

Cozy, Rustic and very private Cottage with its own washer and dryer, it's centrally located, just minutes from all major theme parks, attractions, restaurants, and much more. Only 4 miles to Disney. Nice Manufacture home with rustic and country touches in the beautiful Encore Sherwood Forest, a community full of tranquility with a stunning poll to enjoy and relax.