Guesthouse vacation rentals in Osceola County

Brand new nature studio loft cottage

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.

Family · Amenities · Hospitality

Unique Studio Minutes From Disney & Universal

This charming studio offers everything you need for a comfortable stay. Enjoy a small but functional kitchen to prepare your favorite meals, a private bathroom, and a dining table for two. The space is designed to provide both comfort and convenience, making it perfect for couples, solo traveler, or business guest. You’ll be close to shopping and just a short drive from Orlando’s world-famous parks. Whether you’re here for adventure or relaxation, this cozy retreat is the ideal for your trip

Location · Value · Access

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

Location · Family · Indoor spaces

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. I also offer the ride from/to the airport just for $30 each ride from home. 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

Location · Family · Bathroom

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.

Location · Family · Accuracy

Private 2BR Guesthouse + Pool-Heart of Kissimmee!

Private Pool Oasis Near Disney – Perfect for Summer! Enjoy a private pool at this cozy 2-bedroom guesthouse, just minutes from Disney, Universal, and Old Town Kissimmee! ☀️ Cool off in your private pool after theme park adventures. ⛱️ Relax in a spacious outdoor area with floaties. 🏡 Comfortable and fully equipped for families or couples. 🍽️ Full kitchen for meals and snacks. 🚤 Boat Info: Free boat parking available. Electrical use for boats is $10 per day, per boat.

Value · Family · Access

Orlando Private Tiny Guest House

*Quiet, safe neighborhood Premium location *20 minutes to Orlando Airport *20 minutes to Disney parks & Disney Springs *25 minutes to Universal Studios & CityWalk *7 minutes to shopping plaza with top outlets and diverse dining *5 minutes to super Walmart *Local minimarkets. Inside your tiny home: *Queen-size bed *Coffee, fridge & microwave *Private entrance + patio *Modern shower *Air conditioning, Wi-Fi & Smart TV *Need transportation or special arrangements? Let us know

Location · Family · Cleanliness

The Forrestry

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.

Value · Location · Long stay

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.

Family · Location · Cleanliness

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.

Location · Value · Cleanliness

Beautiful brand new apartment

Enjoy the simplicity of this quiet, central and cozy place to stay. It is a spectacular studio apartment with a separate entrance to the house. And the entire home is available only to guests. With a grill area. 15 minutes from the Orlando airport and 20 minutes from the parks. Close to the outlets and the convention center. Parking is available and if you want transportation we can also help you

Value · Family · Air conditioning

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.

Location · Value · Wifi