Kissimmee, a gateway to world-famous theme parks like Walt Disney World and Universal Studios, is the vacation home rental capital of the world. From tiny homes, charming cottages, beautiful condos, and spacious villas to luxe mansions and dog-friendly homes – there’s an overwhelming range of vacation rentals in Kissimmee. To help you pick the best Kissimmee vacation home, we’ve crafted a list of the coolest Airbnbs in Kissimmee, FL.
Read More: 23 Best Airbnbs in Florida for Families
Heads up: some links here are affiliate links. That means if you click and buy something, I may earn a teeny-weeny commission (think chai money, not a private jet) at no extra cost to you. It’s a small way to keep this blog running, the words flowing, and the pages free for you to enjoy. I only recommend things I truly love, use, or secretly wish I invented, because trust matters, and so do good recs. Thanks for supporting the little cozy corner of the internet I call my virtual home.
Best Airbnb in Kissimmee, Florida
Mickey Mouse Clubhouse
Accommodates 20 guests
Staying at the Mickey Mouse Clubhouse makes sure you have a double vacation! If you plan to stay here, make sure you’ve extra time on your hands to explore this house too. It’s a destination unto itself!
The Star Wars House
Accommodates 14 guests
The place that has all and more! From closeness to all the major attractions to the ambiance to the outdoor space to the indoor decor to the themed bedrooms to the games room to BBQ to a secure gated community – The Star Wars House is a gem of a place to stay in Kissimmee.
What the guests have to say: “A home away from home! This home was amazing, and the hospitality was phenomenal. We needed a refill on the propane tank, and within minutes, our maintenance crew was out there. I would highly recommend this, especially for those with kids. My kids enjoyed the getaway.”
Bitty Bliss
Accommodates 4 guests
A tiny house with great amenities, this lovely cottage sleeps 4. It’s just about 15 minutes away from Orlando’s theme parks and around 5 minutes away from shopping outlets and restaurants. The beautifully done porch is a perfect place to enjoy a morning cup of coffee or an evening glass of wine with your partner while the kids have fun in the pool or playground.
What the guests have to say: “The Place was perfect!! Steps away from Old Town and centrally located. Loved the welcome sign with all our names on it and snacks, which truly made us feel special just walking in. Secure area, very clean, we loved hanging out on the porch and the freezing AC, which my husband truly appreciated. Definitely will be staying here again. Best Airbnb experience. Thank you so much, Mindy and David. You made our vacay that much better. :)”
Must Read: 16 Best Beaches in Florida for Families
Upscale Contemporary Waterfront 3/2 Heated Pool
Accommodates 8 guests
Located right on the water, this gorgeous, newly renovated house comes with a private screened-in pool where you can enjoy beautiful sunsets while listening to your favorite music (Alexa Echo Dot) and sipping your favorite wine. Kids can enjoy various sports at the community park right across the street.
What the guests have to say: “THIS PLACE IS NOTHING SHORT BUT OF AMAZING! I AM BOOKING MY NEXT STAY AS WE SPEAK! THIS IS DEFINITELY A MUST-HAVE AIRBNB!”
Find a Little Magic in a Townhouse near Disney and Universal
Accommodates 6 guests
Close to Disney and all the major attractions, supermarkets, cafes, restaurants, shops, and pharmacies, this elegant townhouse is sure to add a nice touch to your family vacation. Soaking in the fairy-lit hot tub under the stars is a whole other level.
What the guests have to say: “Great option for Orlando. Few minutes away from Disney and not far from other major attractions. Close to supermarkets, stores, pharmacies; and if you enjoy going for a run while on vacations the house is just a few minutes away from Celebration (where you’ll find an amazing park to exercise and do some long runs). The house had everything we needed, and Adam & Devon are absolutely great hosts (answered in minutes, provided great restaurant recommendations and were extremely quick to check on us when the overall weather in Orlando unexpectedly dropped and we needed to activate the heating at the house). Great experience overall”
The Star House
Accommodates 8 guests
Located in a secure gated community called Venetian Bay Villages, just 9 miles from Walt Disney World, this charming and bright apartment is perfect for large families. The Star House comes highly recommended by the guests.
What the guests have to say: “Everything as described and shown in the listing images, impeccable cleanliness. Well-equipped apartment. The bed was nice, I saw some reviews about the bed which almost led me to give up, but I thought it was very nice, I slept easily and well. The condominium, besides being beautiful, is extremely safe, this caused me a lot of tranquility.
I just loved everything and especially the amphitryons who were very kind.”
Related Read: One Day in Everglades National Park, Florida
Sanitized 3Bd townhome, Private Jacuzzi, Disney Area
Accommodates 11 guests
Super close to all the attractions and markets, this brand-new, voguishly decorated townhouse offers a private Jacuzzi area in the patio that makes it all the more desirable.
What the guests have to say: “Not all places you stay at really look like the pictures…but this one did! It was spot on and perfect! Lots of space for our family of 7. My son absolutely adored the Mickey Mouse room. Great host and we will recommend to anyone heading to Florida!”
Relax into Resort-Style Living at a Bohemian Retreat
Accommodates 8 guests
Attention to detail is the forte of this spacious, bright, and airy townhouse. An oversized screened patio with a private hot tub is a great place to relax your mind, body, and soul after a day’s exploration.
What the guests have to say: “The place is extremely comfortable for a family vacation. The communication with Casablanca was amazing – she answered every question super quickly. Great stay and we would love to be back!”
South-Facing Pool Home
Accommodates 7 guests
This beautiful and inviting family home is perfect in all aspects. It’s cozy, comfortable, spacious, and clean, comes with all the required amenities, and is close to all the attractions, restaurants, and stores. Plus, the host is as charming and welcoming as the house.
What the guests have to say: “I can’t recommend this place enough! It’s an excellent location and was sparkling clean when we arrived.”
Beach House with Private Pool and Clubhouse near Disney
Accommodates 7 guests
Tastefully decorated using a combination of blue and neutral tones, this nautical-themed house is a super value for your money. Apart from the house amenities, you also get access to the shared clubhouse with a gym, movie hall, and pool.
What the guests have to say: “Do NOT pass this property up! It felt like my home away from home. It had everything, including an ironing board, vacuum, blender, dishwasher, washer/dryer, etc. Jader and his staff were super friendly and welcoming. It was nice coming “home” to this property after a long day(s) at Disney World.”
Mill Creek Resort
Accommodates 4 guests
Conveniently located, this tiny house is the perfect place for a small family. As per previous guests, the personal touches are what make this house unique. It turns out to be a happy place for the guests.
What the guests have to say: “Very beautiful location. The park and pool were lovely, and the loft was great for the kids.”
Adventure Awaits—Gorgeous Townhouse Close to Disney Parks
Accommodates 8 guests
The blend of shades of white and pastels highlighted by bold patterns here and there makes this chic townhouse aesthetically pleasing. You have access to the community clubhouse and pool. The house is super close to all the Disney Parks and supermarkets like Walmart and Publix.
What the guests have to say: “First off I have to say Thank you to our hosts for being so nice and accommodating. We spent our Christmas Vacation here and it was super comfortable, close to all the Disney Parks. Not only that but super close to Walmart and Publix as well. The decor was awesome- super neat and clean. Everything we needed, we had. Can’t say more except I’ll stay here again for our next trip!!”
Brand New Home Near Disney
Accommodates 16 guests
This gorgeous two-story townhome is sure to delight kids with its thematic Mickey and Princess kids’ room. Talking about accessibility, the house is minutes away from the theme parks and has easy access to US 192, Osceola Parkway, John Young Parkway, Turnpike, and I-4.
What the guests have to say: “What a GREAT place to stay, especially for families visiting the theme parks! Great location, close to everything. This home is SUPER clean and has all of the amenities you need. A fully stocked kitchen plus grill for any cooking. There is a pack n play and high chair available, which is so helpful if you’re like us traveling with a baby. The older kids loved the themed rooms and all the amazing games provided. Tatiana was a great host and our family would definitely stay here again. Highly recommend!”
Storey Lake Resort Beautiful Cozy Home
Accommodates 10 guests
Located in the Storey Lake condominium, this exquisite condo is well-equipped for a perfect family vacation. With Disney Parks around the corner and access to the clubhouse with a pool, lazy river, splash pad, water slides, mini putt, and a restaurant, kids are sure to love this place!
You Might Like: Florida Keys Family Resorts and Hotels
Resort-Living at a Bohemian Retreat with Hot Tub
Accommodates 7 guests
With a beautiful oversized screened patio with a private hot tub, a dining space, and flowing indoor-to-outdoor spaces, this lovely vacation home is a perfect introduction to Florida. You also get access to community amenities that include a pool, water slides, a gym, a tennis court, and a restaurant. You’d not think twice before booking this villa after reading your host Casablanca’s words, “We provide the service we like to receive when we travel. Your vacation is very important to us.”
What the guests have to say: “Beautifully decorated place with lots of thoughtful details such as cooking utensils, extra towels and blankets, Netflix and such included and toiletries The hot tub was a very nice touch and added relaxation and luxury to the home The host was very warm, attentive and responsive if any questions came up Overall great stay, would highly recommend it”
Villa Belle
Accommodates 16 guests
Kids are gonna have a blast here. Just a 12-minute drive to Walt Disney World, this magical villa offers enticing indoor and outdoor spaces. Complete with a games room, home theater, infinity pool, spillover hot tub, and a BBQ, this Reunion Resort villa feels like a perfect staycation. You also get access to Reunion Resort’s world-class offerings, as if Villa Bella wasn’t enough 🙂
Beautiful Corner Condo Just Minutes from Everything
Accommodates 6 guests
“You get an amazing condo, access to all the amenities that The Hideaway Club has to offer, and you are a stone’s throw away from the Most Magical Place on Earth. You, your family, and your friends will not find a better location to spend your vacation than right here. Come make lifelong memories that you all will cherish for the rest of your life.” – Hernan, your host
What the guests have to say: “It’s so great to walk into a home that is clean, fresh and everything in great condition. Host was excellent great communication. Couldn’t ask for more.”
Palmilla W207
Accommodates 16 guests
Located just outside of the world-famous theme parks in Orlando, this luxurious golf-side mansion is sure to make your family vacation memorable. Built in Spanish colonial architecture, Palmilla W207 comes with a gorgeous living room, a huge pool, an outdoor BBQ, a game room, a home theater, a secret playroom, and whatnot. You almost forget that you’re here to explore Florida!
Read More: Road Trip from Miami to Key West
Modern House with Incredible Games Room
Accommodates 14 guests
Rated highly for the location, this beautiful place is close to Walt Disney World, Universal Studios, and SeaWorld. There are some amazing shopping outlets and restaurants close by. The house has everything you could need or want for a comfortable stay. Plus, the games room with a variety of arcade games keeps kids and kids-at-heart entertained.
What the guests have to say: “This Airbnb is truly beautiful! We booked this house to beat the Pocono frigid weather and to celebrate our daughter’s 12th birthday! I couldn’t have asked for a better house, host, and time to come. (The day we left the Poconos they got 3 feet of snow) The house was beautiful and clean. The bedrooms: each had their own TV (huge plus), they were decorated perfectly & so pretty, the beds were warm and super soft. The bathrooms: were spotless, and the water pressure is amazing! The kitchen: is a perfect size to cook and gather with all your guests. The pool was warm and clean (even in 60 degree weather) that didn’t phase the kids at all! They spent alot of time in the pool and hot tub. When they weren’t in the pool they were in the game room battling each other on Fortnite (nice touch) two tvs side by side so they can be in the same room playing together. There is truly no reason to leave this house. We found ourselves feeling guilty we weren’t enjoying what Florida had to offer. We had to force the kids to leave the house to check out the amenities in the resort (which were also AMAZING). Ooooh…! and we also got 2 massage therapists to come to the house to give all the adults massages! We had a great time! Thank you Diego and we can’t wait to come back next year (or sooner)”
Solara Aloha
Accommodates 16 guests
Located in the Solara resort community, this luxury villa is one-of-a-kind! With themed bedrooms, an indoor jungle gym, a screened-in pool terrace with a hot tub and loungers, a games room, and a home theater, you’re guaranteed to have a fun vacation.
Hope our recommendations for the best Airbnb in Kissimmee let you choose the one that’s perfect for your Disney vacation!
Related Read: Best Places to Visit on the East Coast USA
Save the Best Airbnb in Kissimmee to Pinterest
Note: All photos courtesy of Airbnb
Thanks for the mention about our “Magical Clubhouse”! Really appreciate it.
Absolutely. Great property to stay.