
Villa holiday rentals in Osceola County
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Top-rated villa rentals in Osceola County
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Popular amenities for Osceola County villa rentals
Private villa rentals

Disney Pool Home Kissimmee
We only stayed here for two nights but it was an amazing experience! The check-in was so easy and the house had everything we possibly needed. 100% recommend staying here.

Vacation 3 bedroom 2 bath Villa+pool
Miguel is a great host. He was very responsive and accommodating prior to me even booking! The home is beautiful! Looked even better in person. All the basic necessities needed from the kitchen to bathroom towels was provided. I would definitely recommend anyone traveling to this area to book this AirBNB! Miguel, thank you for the fantastic customer service and stay!

FREE heated pool, 4BR near Disney, sleeps 11
Susane’s place was beautiful and exactly what we needed for our spring break vacation! It was in a great neighborhood, with every appliance, utensil, linen and towels we could have needed during our stay. My kids had a great time in the pool and it was only a 20’ish minute jaunt to both Disney and Universal Studios. I absolutely recommend this property to others and would definitely stay again in the future!! Thanks, Susane!

Lakefront Private Pool Villa, 10min to Disney
Peaceful and BEAUTIFUL home!! Worth every penny!

Rest & Relax at Sunset by the Lake with SPA!
We had a wonderful stay at this Airbnb! The home was spotless, very neat, and incredibly comfortable. It’s in a perfect location—just a short drive to Orlando and all the main attractions. Holland was extremely responsive and provided clear, easy-to-follow information about the home, which made everything smooth from check-in to check-out. The furniture was cozy, and the whole space had a warm, homey feel. It’s an especially great choice for families—my kids absolutely loved the Harry Potter-themed room! I highly recommend this home to anyone traveling with children or looking

Private Pool & Free Heat - Close to Disney!
It was a wonderful place! The only issue I have is the host stayed outside in her car for over a hour waiting on my family to leave, made me feel rushed! Check out is at 10 am , she was out there at 9 am !

Amazing House close to Disney. Enjoy Private Pool!
⭐️⭐️⭐️⭐️⭐️ Amazing Stay in Kissimmee! Our stay at this Kissimmee Airbnb was absolutely perfect! From the moment we arrived, we felt right at home. The place was spotless, beautifully decorated, and had everything we needed for a comfortable and relaxing vacation. The beds were super cozy, and the bathrooms spotless The location couldn’t have been better… just a short drive to Disney World, Universal Studios, and plenty of great restaurants and shopping. The neighborhood was quiet and safe, and we loved having a private pool to come back to after long days at the parks. Our host was incredibly responsive and helpful, providing clear check-in instructions and great local tips. You can tell they truly care about their guests having the best experience. We would absolutely stay here again and highly recommend it to anyone visiting the Orlando/Kissimmee area. Thank you for an unforgettable stay!

Quiet Villa w/ pool close to Theme Parks and golf!
We stayed on vacation to celebrate our daughter’s birthday and had an absolute blast. We relaxed at the house about three days and the rest of the time we had some pretty fun things planned. The house itself was amazing and had everything you would possibly need. Its was really well stocked with pots, pans, silverware, and cups. We really enjoyed the pool and game garage. The pool was also very well stocked with pool noodles and swim rings. Along with the garage having plenty of games and the board games too. The house was centrally located in a nice quiet neighborhood with everything you would need and more pretty close by. Pam was also very friendly and helpful throughout our entire trip. Her communication was amazing. She went above and beyond for us and that truly meant a lot. We will definitely be staying here the next time we are in the area.
Luxury villa rentals

Private Villa near Disney & Universal W/Pool & Spa
We truly enjoyed our stay at Denise’s place! From the moment you walk in to the beautiful pool area, gaming room, upstairs and overall entire home everything was great! We will be back again! Denise was very responsive and very easy to work with from the beginning!

Luxe Windsor Hills w/Poolside Theatre & GameRoom
This house was exactly as pictured and the location is perfect. We loved it so much, we wish we added a few days on just to enjoy the house. Jen is so quick to respond with any questions you have. Do yourself a favor and plan days to just enjoy the game room and pool area and check out the resort. We had a blast and can’t wait to return.

Free Pool Heat! Disney Themes, Arcade, Sleeps 22
Ryan was a great host. His instructions were very helpful. The house was warm and inviting. The kids had a great time in the game room, pool and even the Star Wars bedroom. We would definitely return.

NEW Unique 6BR,private pool,Full game room, + MORE
This was a fabulous house. The themed rooms were so much fun. Each room was so carefully and wonderfully decorated. From the cloud room to the camp room to the avatar room. The game room was a blast with its bunk house and slide and movie projector screen. The pool and outdoor area was great to hang out. And the kitchen had everything you could need. We had such an amazing time. Plus our host, Tati, was so accommodating and great to work with. Definitley the best house to stay at.

"Disney Serenity": Luxe 8BR Villa/ Privacy/ Pool
I would definitely recommend! Me and my family enjoyed our vacation in this home! The host was very very helpful and responsive and answered any questions we had! The house was very spacious clean and organized. Will be booking again!

10Br Rainforest - sleeps 31
Melanie’s house was gorgeous. The decor was particularly impressive. It was very spacious and fully stocked. We had a party of 21 and we never felt overcrowded. The neighborhood sits inside a gated community. The water-park and gym was walking distance from the house. We parked 8 cars with no complaints.

King's dream journey.New storey lake/Cozy gameroom
We had an amazing time at the Kings Journey. I love how clean everything was. You could walk around without shoes and your feet didn’t get dirty. (Other places we have stayed were not like this.) There are lots of things to keep the kids entertained. The kid room was a huge hit! The patio/pool area was so relaxing and fun. Then the resort amenities topped off the fun for the stay! They had an event with a foam party and a mermaid that swam in the lazy river! My daughter had such an amazing time! We will definitely keep this house in mind for future weekend getaway trips.

8 BR Villa, Private Pool, Theater, Min to Disney!
We had an awesome stay at the house and Julie was so nice to work with! We had 8 adults and two small children and they layout was perfect. The kitchen had all the goodies we needed and it was nice to have a table that could easily seat 10 people. The theater room was an ideal place to end the days with a movie or a quick show. Location was great - a quick drive to all of the Disney parks. During the "off" days the house is a short walk to the community pool that was great for the little kids as well as the adults. Would highly recommend a stay here!!
Villa rentals with a pool

New| 7BR| Disney| Heated Pool| Game Room| Cinema
As mentioned by the other guests, the SpiderVerse room was pretty cool. The house is a great choice for families; not only is it close to Disney but also grocery stores. The hosts were very responsive, which we greatly appreciated. They definitely went above and beyond. Thanks again for the great stay!

Family Clubhouse - Private Pool 5 Miles to Disney!
We loved our stay! The home is very close to the parks and other attractions. The pool, while not being huge, was perfect for what we needed - plenty of chairs including reclining chairs, and tons of sunlight to tan with. We never saw a bug inside the home for our whole entire trip - first time we've experienced that in Florida! A few things to keep in mind: We could not find any kleenex/tissues in the home, and we only had 2 half rolls of toilet paper for the week. I would recommend buying some paper products for your stay so you don't run out. Overall, a great stay!

Crete Prestige Villa - Windsor Palms Resort
I could not rave more about this home. I rented this villa after another home I was interested in became unavailable. I'm so thrilled this showed up in my second search because it was so much more convenient for drop offs and pick ups at the park. While the kids were at the park I spent days exploring the area or just floating in the pool. If I ever go back to disney this will be my home away from home.

6 BD/4.5 Ba Sleeps 14! Lily Pad At Solterra Resort
Thank you Chanda and Matthew for letting us check in early. The house was beautiful, and clean. The bedrooms were comfortable. Kids and grown ups enjoyed the game/theater room. Every night we had movie night, in the theater room. It was only a 30 minute drive to Magic Kingdom. My nephew enjoyed his workout at the Clubhouse. The kitchen was well stocked. I was surprise at the amount of silverware, utensils, and dinnerware provided. We were a party of 6 adults and 2 children, the house was comfortable for everyone to hangout together or have their own space.

Sizzlin' Summer Nights at Disney Dreams Villa
We very much enjoyed our stay here. It was perfect for our little one and was quiet, clean, comfortable, safe. We would stay here again.

Dreamy 4BR Escape | Pool, Games & Spa
Booked this place for me and my 2 work buddies for a 3 night work session and it was amazing. They were very responsive to all my questions. When i come back with the family i will definitely rebook this place if available!! Clean, quiet, safe, peaceful, and makes u feel right at home!!

Charming 4 Bdr~ Villa near Disney
This house was perfect for my family. Pool was great! Everything was nice and clean and I would recommend this house to anyone. My kids loved it and you’re very close to everything. Walmart is 2 min away! Was a great time and feeling at home made it so much better. Thank you

Luxury Villa! /Game Room/ Pool Heater
Love the beautiful home will come again.
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- Universal Studios Florida
- Orange County Convention Center
- Universal's Volcano Bay
- Old Town Kissimmee
- Discovery Cove
- Sebastian Inlet
- Disney's Animal Kingdom Theme Park
- Universal Orlando Resort
- SeaWorld Orlando
- Disney Springs
- Playalinda Beach
- ESPN Wide World of Sports
- Titusville Beach
- Amway Center
- Epcot
- Magic Kingdom Park
- Reunion West
- Aquatica
- ChampionsGate Golf Club
- Disney's Hollywood Studios
- Kissimmee Lakefront Park
- Walt Disney World Resort Golf
- Island H2O Water Park
- ICON Park