Holiday houses in Osceola County

Guest suite in Haines City

4.92 out of 5 average rating, 87 reviews

1 BR 1BA Lake Apt. Boat slip, Deck, Pets, Laundry

Come wake up to birds singing, looking out your windows to a nice deep water canal view. The canal leads to Lake Hatchineha (great fishing). TVs in every room. Fully loaded kitchen; private entrance. There is a porch, laundry and deck area shared with one other apt. Free laundry . We are 45 min from MCO(airport) 45 min from Disney and 15 minutes to Legoland. Bok Towers is a unique park that is 18 miles away. Star gazing and bicycling or fishing. Pets $35 per trip with a fenced in area for them.

Superhost

Tiny home in St. Cloud

5 out of 5 average rating, 4 reviews

Boho Tiny Country Home

Enjoy the sounds of nature when you stay in this unique place. Situated in a peaceful neighborhood surrounded by nature, this tiny home provides a serene escape from the hustle and bustle after a day at the parks. At the same time is just a short distance from Walgreens, Publix and Walmart and Starbucks etc…Disney & Universal are 45 minutes away, 20 minutes from Wild Safari. Step inside and you’ll be greeted by a warm and inviting interior that embraces you with its cozy boho ambience.

4.88 out of 5 average rating, 78 reviews

Beautiful Apt 1/1 near to Disney

Your family will be close to everything when you stay at this centrally located accommodation. It is a beautiful completely renovated property, new on Airbnb, it is located on the third floor, accessed by stairs, there are no elevators, please evaluate this information carefully before booking, the apartment overlooks the parking lot, it is fully equipped for you to enjoy of your stay You will be very close to the main theme parks of the city such as Disney World and Universal Studios.

4.96 out of 5 average rating, 57 reviews

Home in Osceola County

Large Private Home on Golf course by Disney

Bring the whole family to this great place with lots of room for fun. With fantastic views of the 4th hole on the Tom Watson golf course and your own private pool and hot tub everyone will enjoy this stylish and modern vacation home. Located in premier Reunion Resort and only 10 minutes to Disney you can have it all! This home boats over 4000sq feet, two very large masters suites, 2 additional bedrooms and plenty of space throughout the home. There are 6 tvs! Pets are welcome too!

4.82 out of 5 average rating, 72 reviews

Guest suite in Kissimmee

Elegant 1-Bdrm Near Disney - FREE Parking ✨️

Unwind at this stunning, clean, and modern home. The apartment has a luxurious yet charming feel that makes you feel right at home. Enjoy a cup of coffee on the porch in the morning while enjoying the Florida sunshine. The apartment is located only 25 minutes away from Disney and 30 minutes away from the airport. This space is truly a peaceful, secluded gem. Kick back and relax in this calm, stylish space. LONG TERM STAY DISCOUNTS AVAILABLE!! Send message for more details.

4.96 out of 5 average rating, 982 reviews

Treehouse in St. Cloud

TreeHouse in the Cloud, (Close toTheme Parks

The treehouse is a private getaway for a couple that want to experience the magic. Check out video tours on U-Tube. Type in Treehouse in the Cloud. There have been several movie and other photo shoots done on property. Please text request and details, and we can negotiate fees. Our other AirBnB is just next door; Country gem horses close to Theme parks [link] Which is 1,000 sq ft and sleeps six.

4.87 out of 5 average rating, 39 reviews

“Cozy Studio apartment “

Welcome to our charming studio! Here’s what makes it special: Lake Views: Wake up to serene lake vistas right outside your window. Sparkling White Quartz Countertops Private Parking: Park conveniently right by your door—no hassle after a day of exploring. Nearby Attractions: Disney Park: Just 11 miles away, experience the magic of Disney. Universal Studios: A short 12-mile drive for thrilling adventures. Orlando International Airport: Only 9.6 miles—ideal for travelers

4.99 out of 5 average rating, 103 reviews

Home in Kissimmee

Guest Suite

A totally independent suite * 1 Queen bed. * 1 single sofa bed * Equipped kitchen * Private bathroom * Free parking. * Wi-Fi * Terrace The location is perfect for enjoying all the theme parks Orlando has to offer: Disney Universal Studios Aquatica and Sea World. (they're just minutes away). It is conveniently close to restaurants, supermarkets, outlets, gas stations, excellent location for your vacation

4.94 out of 5 average rating, 33 reviews

Comfy King Bed, Pets Allowed, 15 Min to Parks

Welcome to our Cozy 1-Bedroom, 1-Bathroom Apartment in Kissimmee, FL! This modern and charming apartment offers the perfect vacation retreat with resort-style amenities and a prime location just minutes from Disney and other Central Florida attractions. We’re also pet-friendly, so your furry friends are welcome too! Please reach out for any potential additional multi-day discounts available

Superhost

New place to stay

Golden Hour Balcony Reunion Escape for 4

Welcome to our charming and cozy accommodation! Here you will find an elegant and comfortable space, with all the amenities you need to enjoy an unforgettable stay. You will feel comfortable in this comfortable apartment equipped to receive 4 guests: ✔ 1 Comfortable Room + 1 sofa bed ✔ Living room ✔ Fully equipped kitchen ✔ Smart TVs ✔ High speed Wi-Fi ✔ Free parking

4.96 out of 5 average rating, 108 reviews

Guest suite in Kissimmee

It's too much like a elegant mini-hotel (4)

It's too much like a elegant mini hotel with rich artistic atmosphere！ All the pictures on this page are a reflection of the real condition of the house. All the furniture has been carefully selected, and comfortable mattress and pillows will quickly accompany you into sweet dreams. The biggest feature of this house are comfort, economy and convenience.

5 out of 5 average rating, 26 reviews

Home in Osceola County

The Modern Retreat by Disney

The Azur Resort, a luxurious and family-friendly community, is ideally situated close to Disney World, offering the perfect balance of comfort and convenience for your vacation home needs.This stunning three-bedroom townhome at The Azur Resort exemplifies modern elegance and thoughtful design, ensuring a memorable stay for all.

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Popular amenities for Osceola County holiday rentals

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Pool

Free parking on premises

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Other great holiday rentals in Osceola County

Private room in Davenport

4.99 out of 5 average rating, 70 reviews

Private room near Disney

LaurelRating, 5 stars2 weeks ago

I greatly enjoyed my stay with Rebecca, her son, Tyler, and their adorable dog, Lily. They were incredibly friendly and helpful, the room was cozy and comfortable, and the extra included snacks were a lovely treat! I felt right at home and was able to have some great conversations with Rebecca and Tyler. I would definitely recommend staying with them, and I hope I’ll have the chance to do so again sometime!

Private room in Davenport

4.94 out of 5 average rating, 51 reviews

Private Entry & Bath / Sunny Escape @ChampionsGate

BrandonRating, 5 stars1 week ago

Great stay for a great price. We felt safe and comfortable in the location. It was just a 15-20 minute drive to Disney and a 30-45 minute drive to Universal. Our hosts were very responsive to our messages. Access to the pool was nice and hardly anyone would be there. The water bottles and beach towels provided were also a nice touch. A few things to note. The mini fridge is indeed mini. As mentioned, they do have a dog and it will occasionally bark if it hears or sees you. This happens mostly when you throw away trash in the back. It’s a very cute dog though.

Superhost

4.72 out of 5 average rating, 100 reviews

Private room near Disney

RebeccaRating, 5 stars2 months ago

Shuoyan is a wonderful host! We enjoyed our stay and would return. The property is very clean and family friendly.

4.89 out of 5 average rating, 9 reviews

LED World (MainRoom)

VincentRating, 5 stars1 month ago

Michael is a fantastic host. Everything is exactly as described. It's a completely frictionless experience and Michael goes above and beyond to make you feel right at home. Five stars and two thumbs up.

4.89 out of 5 average rating, 37 reviews

(#3 Trípoli) Spacious room Kissimmee. Disney

RichRating, 5 stars3 days ago

Great host, enjoyed my stay. I highly reccommend.

4.97 out of 5 average rating, 356 reviews

Beauty & the Beast / King Suite & Private bath

MaraRating, 5 stars5 days ago

Great place to stay if you’re visiting the Disney parks! Met the host our first morning who was super friendly & understanding of us needing to arrive earlier than planned, and even allowed us to leave our bags at the house till the room was ready. Everything was clean as well!