Guesthouse vacation rentals in Kissimmee

4.96 out of 5 average rating, 109 reviews

Orlando Vacay Studio

Welcome to the heart of Orlando! Centrally located to everything you'll need to enjoy your vacation. A spacious 360 sqft studio with a private entrance including self check-in, a kitchenette, & multifunctional area for working remotely. Fits up to four people (1 queen size bed, 1 sleeper sofa). Located 10 mins from Orlando international airport, 15- 20 minutes from theme parks. Major highways 5 minutes away. Please note on Saturdays from 6-8pm you might hear music playing from the main house.

4.88 out of 5 average rating, 111 reviews

King-size Studio 4 min to Universal

Amazing location! king-size private studio, perfectly situated in the desirable Dr. Phillips area, You'll be just 4 minutes from the excitement of Universal Studios and CityWalk. "Restaurant Row," home to some of Orlando’s finest dining only 7 minutes away. The Orlando Convention Center is a quick 10-minute drive, MCO Airport is about 20 minutes away, and Disney is just 18 minutes from your doorstep. Newly remodeled bathroom, a convenient kitchenette, a fridge, a microwave, and a 65-inch TV

4.88 out of 5 average rating, 133 reviews

Vintage Florida Vibes House

Enjoy a peaceful & stylish getaway in this detached Guesthouse with private entrance, gardens, kitchen & pool. Sip coffee in the shade of our Oak trees. Grill out while you watch TV and cool off in the pool after a day at the parks. Sit under the stars and string lights and nestle into your cozy beds, with your own dedicated central AC unit and ceiling fans to keep you comfortable. Only 2 miles from downtown Orlando and directly off the I4 highway that takes you to every park & attraction.

4.91 out of 5 average rating, 126 reviews

Guesthouse in Kissimmee

Deluxe studio for 2 near Disney&parks

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

Guesthouse in Four Corners

4.98 out of 5 average rating, 487 reviews

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.

4.93 out of 5 average rating, 314 reviews

CLEAN & Modern 2BR w/ sunny yard, close to Disney

Our place is a 2BR, one-bath entire home, with a cozy fire pit and patio furniture space, a fun kids playground area, and a large sunny yard with mature trees for you and guests to explore and enjoy. Excellent location within 15 mins driving distance to the main Disney amusement parks. Free WiFi and HDTV with streaming services available. Please read “Guest Access” for note on other house in the property.

4.83 out of 5 average rating, 100 reviews

Historic lakefront guesthouse

Relax and enjoy the serenity of this historic guesthouse with large grounds and a beautiful lake. Start out your day with a cup of your favorite coffee out on the balcony or shoreside, watching the sun reflect off the lake and listening to nature. Then take out a kayak or paddle board for a bit of cardio before heading out to the parks, or enjoy some of Orlando’s hidden secrets for a bit of local fun.

4.89 out of 5 average rating, 471 reviews

Bungalow Close to Attractions and Downtown Orlando

This bungalow is the perfect mix of beauty and function. Close to downtown Orlando, Disney, Universal, and SeaWorld. Only 20 minutes from Orlando International Airport and less than one hour to Florida’s world renowned beaches. Adjacent to the SoDo area of Orlando, the space is within walking distance to restaurants, shops, parks, a Super Target, Orlando Regional Medical Center and much more.

4.98 out of 5 average rating, 264 reviews

Guesthouse in Kissimmee

Little Blue House with private entrance & parking

The Blue House is very spacious, with a bedroom with a queen bed, a private bathroom, a small living room with a sofa bed, a dining room and a kitchen equipped with all the necessary amenities for a relaxing stay. Perfect for vacationing with your children or friends!