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.

Value · Family · Amenities

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 · 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

Family · Value · 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 · Value · Decor

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.​

Family · Location · Nearby

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)

Family · Location · TV

Orlando Studio Haven | Near Disney

“Enjoy this cozy private studio with a separate entrance and free private parking. It has a comfortable bed, a sofa bed, a private bathroom, Wi-Fi, a TV and a fully equipped kitchen with a full-size refrigerator, a stove with an oven, a microwave, a coffee maker and basic utensils. Located in a quiet area of Kissimmee, just 20 minutes from Disney, restaurants, supermarkets and Orlando's main attractions. Ideal for short or long stays.”

Family · Location · Cleanliness

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 · Value · Getting around

Place for 4P Near Legoland, Disney & Theme Parks

Welcome to your perfect Florida retreat! This cozy and comfortable 1-bedroom house in Haines City is ideal for up to 4 guests, featuring a private bedroom with a queen size bed and attached full size bathroom. A sofa bed in the living room/dining room area. Tucked away in a quiet neighborhood and located just 18 miles from Legoland, you're also a short drive from Disney parks, golf courses, restaurants, and shopping.

Location · Pets · Check-in

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.

Family · Location · Beach

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

Value · Family · Decor

Disney / Orlando Guest House

Your perfect Kissimmee escape! Just 15 mins from Disney & top theme parks, this charming private guest suite offers both relaxation & convenience. Sleeps up to 4 guests with a private bedroom, bathroom & cozy living area. 🌿 Peaceful vibes 🚿 Private bath ☕ Cafés & shops nearby 📍 Great location for both fun & rest. Ideal for couples, friends, or small families looking to unwind after the parks.

Location · Value · Accuracy