
Guest house holiday rentals in Kissimmee
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Top-rated guest house rentals in Kissimmee
Guests agree: these guest house rentals are highly rated for location, cleanliness and more.

Break.
Apartment for up to 5 people, a room with a double bed and a room with two sofa beds with twin mattresses suitable as another room , kitchen, patio and bathroom, air conditioning etc. Apartment for up to 5 people. One bedroom with a queen bed and the other one is a living room that has two bunk bed, patio, kitchen and bathroom. The apt is on the back of our house but is independent Distance from 10 miles - MCO airport 12 miles - Disney/Universal 8 miles - Seaworld Close to supermarkets ect

Modern Guest Studio (Private) Pool / Spa available
Private Guest Studio (Not Shared ) in a Perfect Orlando location, 5 minutes from I-Drive, Universal Studios, Disney World & Premium Shopping Outlets. Very Quiet lovely neighborhood with Biking distance to "Restaurant Row" where all your favorite restaurants are located. Pool & Spa available (Not Shared) All major highways at your finger tips / ride 15 min to Disney! This space has an industrial modern look with high ceilings, Stay and cook with all the amenities including a Washer and Dryer.

Cozy & Deluxe studio 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

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

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.

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

Modern 1BR Guesthouse • Prime Orlando Location
Welcome to your comfortable and modern 1-bedroom guesthouse in a prime Orlando location! Just minutes from Universal, Disney, Epic Universe & local dining. Enjoy a full kitchen, cozy living space, and stylish design — perfect for couples, solo travelers, or small families. Relax after the parks or explore Orlando’s top attractions with ease. Your home away from home awaits!

Make a reservation in a unforgettable a cozy place
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

Beautiful garage suite w/washer and dryer
Enjoy a peaceful, centrally-located garage suite in Southwest Orlando—perfect for convention goers! Just 15 minutes from the airport, and Universal theme parks, 25 min drive to Disney theme parks , 10 min to Sea World and only a 20-minute walk to the JW Marriott and Ritz Carlton. Washer and dryer inside of the unit.

"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.

Great place to stay in Orlando!
Casa particular with exceptional location in the City of Orlando - Florida📍 The house has a smart front door, kitchen and bathrooms, accessories equipped with everything you need! It also has completely free parking. Minutes from Orlando and Universal water parks!
Popular amenities for guest house rentals in Kissimmee
Family-friendly guest house rentals

Charming Lakeside small House

Modern and cozy Studio in the heart of Orlando

Antilla Oasis – Private Guesthouse

Upstairs cottage room by airport

BeachGuyDave's Reunion Guesthome

Pleasant Guest Suite Near the Airport & Downtown

Convenient Getaway Near Orlando Hotspots

Modern & Cozy Studio|Private Retreat w Kitchenette
Guest house rentals with a patio

Privatepool studio near Disney Restaurants & Shops

~ Luxe Modern Suite • Heated Pool • 2BR Gem

Private 2BR Guesthouse + Pool-Heart of Kissimmee!

Thousand Oaks Peaceful Studio with Private Pool

"Orlando private Cozy suite"

Private Suite Near Airport & Attractions Universal

Bright Boho Suite near MCO, Parks & ORMC • 6824

BRAND NEW! 1 Bedroom APT
Guest house rentals with a washing machine and dryer

Inviting 3 br haven: vaca/work

Lakeside Palm Escape

Beauty & Beast Guest House, Near Disney, Sleeps 4

Boutique Suite in Orlando

MR 1 - Comfort and Privacy

Nature Escape

Charming & Cozy Guest House Minutes from Disney

1 BR/1 BA Private Guesthouse w Laundry!
When is the best time to visit Kissimmee?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £53 | £53 | £53 | £52 | £52 | £53 | £54 | £51 | £49 | £49 | £52 | £54 |
| 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 guest house rentals in Kissimmee

Total holiday rentals
Explore 40 holiday rentals in Kissimmee

Nightly prices starting at
Kissimmee holiday rentals start at £22 per night before taxes and fees

Verified guest reviews
Over 2,010 verified reviews to help you choose

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
40 of Kissimmee holiday rentals include wifi 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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- Guest house rentals Osceola County
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- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Walt Disney World Resort
- Walt Disney World Resort Golf
- Disney Springs
- Universal's Volcano Bay
- Orlando / Kissimmee KOA
- Magic Kingdom Park
- Discovery Cove
- ESPN Wide World of Sports
- Give Kids the World Village
- Epcot
- Disney's Animal Kingdom Theme Park
- Kia Center
- Old Town
- Aquatica
- Camping World Stadium
- Disney's Hollywood Studios
- ICON Park
- Island H2O Live!
- Southern Dunes Golf and Country Club
- ChampionsGate Golf Club
- Reunion Resort Golf Courses - Palmer & Watson






