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.

Location · Value · Quiet

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 · Value · Getting around

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

Value · Family · Access

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.

Family · Location · Long stay

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.​

Location · Family · Beach

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)

Location · Family · Hiking

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 · Quiet

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

Location · Family · Getting around

Beautiful brand new apartment

Enjoy the simplicity of this quiet, centrally located, 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. 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 · Condition

cozy Fully self-contained/ kitchen and bathroom

Casa Venice, acogedora, ideal para pasar una corta estancia o tener unas vacaciones inolvidables en Kissimmee, cerca a las mejores atracciones turísticas, restaurantes y parques naturales Clean, quiet 30 minutes to Disney parks, Old Town, lots of great food locations near by. 9m walmart, 7m Aldi 7m Ross, and more Safe and secure entrance. privateparking

Family · Location · Parks

Magic Stay Cozy Studio near Disney & Universal

Welcome to Magic Stay, a cozy and stylish studio near Disney & Universal designed for comfort, relaxation, and a memorable stay. This space comfortably accommodates up to 4 guest with a full bed, a twin bed, and a sofa bed. Enjoy your private patio and unwind in a warm inviting space. Designed with care by Christaly's Cozy Studios.

Family · Cleanliness · Indoor spaces

Beauty & Beast Guest House, Near Disney, Sleeps 4

Magical Beauty & the Beast guest house with queen bed + hidden pull-out Twin XL, sofa bed, themed decor, coffee bar, and in-suite washer/dryer. Quiet cul-de-sac location near Disney & Orlando theme parks. Perfect for families, couples, or small groups seeking comfort, convenience, and a magical stay!

Value · Location · Hospitality