
Guesthouse vacation rentals in Kissimmee
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Top-rated guesthouse rentals in Kissimmee
Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

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

Cozy & 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

Luxury 5 star home 3 min Universal/ Orlando City
Discover your home away from home in this inviting 1 bedroom, 1 bathroom guesthouse, designed for comfort and modern convenience. Relax in a prime location, this cozy retreat offers easy access to popular theme parks, making it an ideal choice for fun-filled vacations. The bathroom suite has a rain shower just like you would expect in a 5-star Hotel, full kitchen, appliances and 2 TVs, one in the bedroom, and another in the living room.

Bello apartamento a estrenar
Disfruta de la sencillez de este alojamiento tranquilo, céntrico y acogedor . Es un apartamento espectacular tipo estudio con entrada independiente a la casa . Y todo el alojamiento está disponible solo para los huéspedes . Con área de parrilla . A 15 min del aeropuerto de orlando y 20 min de los parques . Cerca de los outlets y del convención center. Contamos con estacionamiento y si deseas traslado también podríamos ayudarte

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.

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.

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.

Estupendo alojamiento en Orlando!
Casa particular con ubicación excepcional en la ciudad de Orlando - Florida📍 La casa cuenta con puerta principal inteligente, cocina y baños complementos equipados con todo lo que necesitas! Además cuenta con estacionamiento completamente gratis. A tan solo minutos de parques acuáticos de Orlando y Universal!

"Little Blue House" Getaway Near the Disney Parks
Your home away from home! Enjoy a comfortable and relaxing stay in our Casa Azul. Spacious and modern, it features a bedroom with a double bed, a private bathroom, a living room with a sofa bed, a dining room, and a fully equipped kitchen. Ideal for vacations with family or friends.

Modern efficiency ~ Great location
Modern and very comfortable efficiency with private entrance, 1 free parking at driveway, equipped kitchen, 1 queen bed & 1 futon. Only 20 min drive to Magic Kingdom, 35 min to Universal, 25 min to Disney Springs and close to many other attractions.

Little Studio,Pequeño estudio .
Este pequeño studio está situado en la parte lateral de la casa.tiene una entrada independiente con fácil acceso . La segunda puerta es la entrada a su studio .Tiene una pequeña ventana.

Nice Brand New Studio !!
Studio with a private entrance for a Maximum of 4 people. 1 queen sized bed and 1 full sized sofabed. Small refrigerator, microwave, coffee maker, toaster and WiFi included.
Popular amenities for Kissimmee guesthouse rentals
Family-friendly guest house rentals

“Orlando private Cozy suite”

Casita cerca de Disney y Universal - mikeyfl-1

El Descanso.

Cozy Tiny house in Kissimmee close the parks

Nature Kissed Casita. Embrace the chill!

Guest Suite at Reunion Golf Resort close to Disney

Beautiful guest house, separate entrance.

Cozy Guesthouse Getaway
Guest house rentals with a patio

Charming Lakeside small House

Privatepool studio near Disney Restaurants & Shops

Spectacular Romantic Red-Oasis -EPIC, OIA, Fl MALL

Modern and cozy Studio in the heart of Orlando

Inviting 3 br haven: vaca/work

Lakeside Palm Escape

Private 2BR Guesthouse + Pool-Heart of Kissimmee!

Thousand Oaks Peaceful Studio with Private Pool
Guest house rentals with a washer and dryer

Cozy Lake View Stay

Waterfront/KayakFishing/nearDisney&LakeTohoa/Pets

Beauty & Beast Guest House, Near Disney, Sleeps 4

Hermosa habitación para pareja

Boutique Suite in Orlando

Modern Guest Studio (Private) Pool / Spa available

MR 2 - Conforto e Privacidade

Charming & Cozy Guest House Minutes from Disney
When is the best time to visit Kissimmee?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | R1,203 ZAR | R1,203 ZAR | R1,203 ZAR | R1,186 ZAR | R1,186 ZAR | R1,203 ZAR | R1,219 ZAR | R1,152 ZAR | R1,118 ZAR | R1,050 ZAR | R1,253 ZAR | R1,203 ZAR |
| Avg. temp | 16°C | 18°C | 20°C | 22°C | 25°C | 27°C | 28°C | 28°C | 27°C | 24°C | 20°C | 17°C |
Quick stats about guesthouse rentals in Kissimmee

Total vacation rentals
Explore 40 vacation rentals in Kissimmee

Nightly prices starting at
Kissimmee vacation rentals start at R508 ZAR per night before taxes and fees

Verified guest reviews
Over 1,660 verified reviews to help you choose

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
40 of Kissimmee vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Kissimmee rentals

4.8 Average rating
Kissimmee stays are highly rated by guests—averaging 4.8 out of 5!
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- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Disney Springs
- SeaWorld Orlando
- Walt Disney World Resort Golf
- Magic Kingdom Park
- Disney's Animal Kingdom Theme Park
- Old Town Kissimmee
- Epcot
- ESPN Wide World of Sports
- Amway Center
- Reunion Resort Golf Courses - Palmer & Watson
- Universal's Volcano Bay
- Discovery Cove
- Aquatica
- Island H2O Water Park
- Disney's Hollywood Studios
- ICON Park
- Southern Dunes Golf and Country Club
- ChampionsGate Golf Club
- Universal's Islands of Adventure
- Ventura Country Club
- Shingle Creek Golf Club






