Guesthouse vacation rentals in Osceola County

Top guest favorite

Guest favorite

Secluded nature retreat on 2.5 acres near the city

Escape to this peaceful, stylish guest house tucked away in a private corner of St. Cloud, surrounded by nature. With a fully equipped kitchen, cozy loft bedroom with a double bed, and living room with a queen sleeper bed, the house can sleep up to 4 guests. Grill outdoors or relax in the large screened porch. With a ping-pong table, cornhole and board games, it blends comfort, fun, and serenity. Close to Wild Florida, Downtown St Cloud, Kissimmee, theme parks and less than an hour to the beach.

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Guest favorite

New Modern Guest House! Great location. Smoke-Free

New, modern, well located Guest House, with private entrance for your complete privacy; we are 3 minutes away from Port 27, 10 min away from Legoland, 40 min out from the major Parks and one hour from Bush Garden Tampa. One bedroom, one bathroom, living room with kitchenette (No Stove), Hotel Style Suite. Up to 4 guest, room with a queen bed and a sofa bed in the living area. Wi-fi included. Parking for one car. Is a quiet and comfy guest house separated by a door from the rest of the house

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Guest favorite

Brand New Cozy Space - 15 Min From Disney & Shops.

Welcome to our newly built, cozy private studio guest house, designed with comfort and convenience in mind—perfect for couples and small families. Located just 20 minutes from Orlando International Airport (MCO) and 15 -20 minutes from Disney and Universal Studios. Situated in a safe, gated community, guests have access to wonderful family-friendly amenities, including a pool and, gym. Walmart, Publix, and Walgreens are conveniently located just outside the community gate.

Top guest favorite

Guest favorite

"Little Blue House" Getaway Near the Disney Parks

"Blue House" , Your Home Away from Home! Enjoy a comfortable and relaxing stay in our cozy Blue House. This completely independent accommodation features a bedroom with a Queen bed, private bathroom, living room with a sofa bed, dining area, and fully equipped kitchen. One designated parking space is included for 1 vehicle only. The vehicle must be parked only in the designated Blue House parking space. Parking on the grass or on the neighboring property is not permitted.

Top guest favorite

Guest favorite

The Forrestry with private entrance washer & dryer

The Forrestry is the ideal launching pad for visits to the parks. Perfectly priced so you can enjoy Disney, SeaWorld, Legoland & Universal. 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 sofabed 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.

Winsome Farm Guest House

*Rest, *Relax, *Refresh, *Renew Here! Business travel? Vacationing? Escape the hectic pace but be nearby to all Central Florida amusements, restaurants, shopping, theater. Mid-way between east and west coast beaches. Large screened back porch overlooks nature conservancy. Farm to table fresh vegetables and fruits in seasonal garden right out your door and daily fresh eggs, should you choose to cook in fully outfitted kitchen or electric grill outside.​

Magical vacation getaway - 3 miles from Disney!

Located just a few miles of Disney World and minutes away from Universal Studios, SeaWorld, and all major convention centers in the Orlando area. This studio is located in an exclusive gated resort with high-end amenities including two pools, fitness center, spa, sauna, tennis courts, paved nature walk and more! Private Suite has an outside entrance with keypad. No shared spaces. (ALL SERVICES AND AMENITIES ARE INCLUDED IN YOUR STAY)

Private Suite Independent Entrance, All Amenities

Enjoy a cozy private guest suite with a separate entrance, ideally located near the airport and major theme parks. Perfect for two guests, this space offers comfort, privacy, and convenience. Includes a fully equipped kitchen, dining area, and everything you need for a relaxing stay. Self check-in makes arrival easy, and the quiet area is perfect to rest after a day of travel or park adventures. Ideal for couples or short stays..

Nature Escape

Enjoy the tranquility of this cozy apartment surrounded by greenery, an intimate space perfect for couples or solo travelers. Complete privacy and direct contact with nature are ideal for rest and relaxation. A place designed for those seeking peace, inspiration, and unique moments amidst a natural setting. It is located 25 minutes from Orlando International Airport and 30 minutes from Disney and Universal Studios Florida.

Top guest favorite

Guest favorite

Quiet Room Close to Disney and Attractions

Quaint and quiet retreat just minutes from attractions. Private in-law suite and bathroom, detached from main house. Features all the basic amenities of a hotel room with the feeling of home. Room is perfect for up to three persons. Queen bed and additional sleeper sofa. Located in Reunion Resort. There is a pool, gym, and spa located within the resort but not on the property and is for Reunion club members only.

Charming Studio | Near Disney & Universal

Welcome to my independent apartment in my house, I have a great location and you can enjoy easy access to popular shops, restaurants and parks from this charming place to stay with a great location. MCO 30 Min Kissimmee gateway Airport 3 miles-7min Osceola hospital 2.7 miles-7min Disney world and Disney parks are 11-12 miles Universal Studios/ aventure Island is 18 miles The Loop Shopping center is 5.7 miles

Beautiful room for couples

Here you will find everything you need for a pleasant and cozy stay, enjoying your trip with total privacy, with your own entrance, bathroom, kitchen and laundry just for you. Ideal for couples, just 20 minutes from almost all the attractions of Disney World, Sea World, Universal Orlando, Volcano Bay, Fun Spot and much more. Sorry, no large trucks or trailers allowed.