Holiday houses in Kissimmee

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Top-rated holiday rentals in Kissimmee

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
A covered patio features a light-colored concrete floor, adorned with vibrant potted plants and a decorative lattice backdrop. Comfortable chairs provide seating, while a small table offers a space for refreshments. The area is enhanced with soft overhead lighting and greenery, creating a serene outdoor setting.
Apartment in Mifflinburg
4.98 out of 5 average rating, 251 reviews

Hillside Getaway, a gorgeous view

This well maintained apartment provides you, our guests, with your own private entrance, with plenty of parking space, even for several vehicles. Be sure to take time to sit on the private patio overlooking beautiful Buffalo Valley, weather permitting! You may want to take a stroll along the nearby country road, go biking on the nearby rail trail, visit numerous antique shops , or research the history that abounds in our Valley. Bucknell University is only 10 to 12 minutes from this apartment.

Guest favourite
A warm cabin interior features wooden walls and a cozy dining area with a long table and six chairs. A fireplace adds to the ambiance, while a chic chandelier hangs above. The kitchen, visible in the background, is equipped with modern appliances.
Cabin in Middleburg
4.91 out of 5 average rating, 143 reviews

Whispering Brook

Press your inner reset button by immersing your body and soul in nature’s calm. Enjoy tall pines, towering oaks, and a bubbling stream. Enjoy complimentary coffee on our screened-in porch, and take long, quiet walks in the pure mountain air. Grill or roast hotdogs and s’mores over the open fire. As darkness falls, appreciate the brightness of stars twinkling above a black forest night. Local Attractions: Shade Mountain Winery, T&D Cats, Middleburg Golf Course, Walker Lake (fishing and boating)

Guest favourite
A spacious living area features two leather sofas arranged for relaxation, with hardwood flooring enhancing the open space. Natural light fills the room through large windows, and a ceiling fan adds comfort. A staircase leads to an upper level, connecting to a kitchen visible in the background.
Cabin in Mifflinburg
4.91 out of 5 average rating, 127 reviews

Cozy Cabin Corner

Come enjoy cabin life. This 4 seasonal cabin is the perfect spot to get away and unplug and enjoy nature. While your here you just might see deer, turkey or even catch a glimpse of a bear. Cozy cabin corner has a fully equipped kitchen, 2 bedrooms, cozy living room, fast Wifi, and large deck for outside sitting. This secluded little spot is nestled back a long dirt lane, just one hour from Penn State University, 10 minutes from R.B. Winter state park, and 15 minutes from down town Lewisburg.

Guest favourite
A rustic wooden swing is suspended between two trees, facing a calm stream. The swing features comfortable cushions. Surrounding the area, trees display autumn colors, enhancing the tranquil outdoor setting by the water.
Home in Mifflinburg
4.93 out of 5 average rating, 418 reviews

Creek Valley Cove

Enjoy an open concept newly furnished stream front rental on Penn’s Creek. This is a private country getaway to enjoy the outdoors or just relax. You can bring your kayaks and launch just steps from the house. Stay nice and warm by cozing up to the outside fire pit or enjoy the deck with a glass of wine by the fire table overlooking the water. Inside you can be pampered by the master bathroom’s whirlpool and enjoy the lavishing bedding that will make everything better. PLEASE NO FIREWORKS!

Top Guest favourite
The exterior of a cozy cabin is framed by greenery, featuring a wooden structure with a pitched roof. A welcoming porch wraps around the cabin, complete with steps leading to the entrance. An American flag hangs elegantly, emphasizing the cabin's charm.
Cabin in Middleburg
4.96 out of 5 average rating, 78 reviews

Cozy Cabin on the Creek, with Hot Tub!

Come enjoy all the views from this cozy cabin on the Middlecreek. This cabin can sleep 8 people across three bedrooms. The first floor bedroom has a king size bed in a private bedroom. The second floor has two bed rooms both of which have 2 full size beds for a total of 4 full beds. Sit on the outdoor couch and watch the sun rise/set or relax in the 7 person hot tub boasting 90 jets while you watch the stream flow on by! The stream is also stocked each year with trout for all you fisherman!

Top Guest favourite
A spacious outdoor area is featured beneath a large deck. The space includes a picnic table, several rocking chairs, and a swing, all set on a patch of green grass. The decorative string lights add a warm touch to the covered patio.
Apartment in Middleburg
4.98 out of 5 average rating, 198 reviews

Large Apartment in Basement

We would love to be your host and like meeting new people , we do respect your privacy . We generally greet our guests upon arrival ! Our home is "your home away from home" We are about a 20 minute drive to Selinsgrove where Susquehanna University calls it home. Downtown Selinsgrove has a variety of restaurants and shops . Also about 10 minutes away is the town of Mifflinburg which is home to the Mifflinburg Buggy Museum . Penn View Bible Institute is less then 5 minutes away .

Top Guest favourite
The exterior of a newly renovated duplex is presented, framed by lush green grass and trees. The front showcases warm lights emanating from large windows, creating a welcoming glow. The structure features a mix of traditional and modern design against a backdrop of cloudy skies.
Home in Lewisburg
5.0 out of 5 average rating, 113 reviews

Sleepy Hollow Lane in Lewisburg

This beautiful newly renovated 2-unit duplex is perfect for a family getaway or a friend's trip. This property is nestled in a quiet corner of the Buffalo Valley, in a rural country setting and back a long driveway, yet close to lots of places of interest. The setting is beautiful and private. You'll love the restful view of fields and sky, and watching the sunset from the back deck. The long-term residents living on the other side of the duplex are a friendly, retired couple.

Guest favourite
The cottage displays a welcoming exterior with a green metal roof and wooden siding. Stone pillars support the covered porch, which is adorned with warm lighting. A flag is displayed on the porch, and the surrounding landscape features large rocks and minimal landscaping.
Cabin in Mifflinburg
4.94 out of 5 average rating, 119 reviews

Charming Cottage, Water Views! Access to Creek!

This open concept cottage is the most well appointed rental along the famous Penns Creek. It features 3 bedrooms - downstairs bedroom is a traditional enclosed room, 2 upstairs bedrooms are unique open loft spaces that are visible to each other. A room separating curtain is there for privacy. There's the convenience of two baths with a lovely claw foot soaker tub. The cottage has 180 degree views of Penns Creek and private creek access and firepit about 100 steps away.

Top Guest favourite
The cabin's exterior features a welcoming front porch illuminated by warm lights, creating a cozy ambiance at dusk. Rocking chairs are arranged on the porch, offering a comfortable seating area. Stairs lead down from the porch to the gently sloped lawn, enhancing the outdoor space.
Cabin in Richfield
4.92 out of 5 average rating, 264 reviews

Hidden Pines Cabin in the Woods | Newly Renovated

This renovated cabin is perfect for a weekend getaway. Located on the beautiful Shade Mountain, it is a great spot to relax and unwind. Great for the family. Beds are two double beds, 1 single bed, a futon in our sitting room that sleeps 1 person. The cabin has running water, an indoor bathroom that includes a flush toilet, sink and a shower designed for shorten showers. A modernized kitchen has basic cooking accessories to prepare meals as well a coffee bar.

Guest favourite
An outdoor seating area features a stone fire pit surrounded by Adirondack chairs. Soft string lights hang above, illuminating the space. The cabin, situated among trees, offers a view of the river, creating a serene atmosphere for evening gatherings.
Cabin in Millmont
4.93 out of 5 average rating, 225 reviews

Cabin On The River w/ Fire Pit, Kayaks + Bikes!

BNB Breeze Presents: Cabin on the River! This home is right on the banks of the renowned fishing stream, beautiful Penn's Creek. Escape the big-city crowds and enjoy the lovely ambiance from the private outdoors while being close to nearby towns, picturesque trails, state forests, restaurants, shops, and numerous attractions. - Outdoor Oasis w/ Deck, Picnic, Fire Pit + River Access! - Fully-Equipped Kitchen - Bikes & Kayaks - Smart TV - High-Speed Wi-Fi

Top Guest favourite
A charming cottage is nestled among trees, featuring a stone exterior and large windows that provide a view of the surrounding woods. A gravel path leads to the entrance, while a spacious yard is seen in front, enhancing the serene setting.
Cottage in Mifflinburg
4.98 out of 5 average rating, 245 reviews

Cozy Pines *Sweetheart* Cottage

Enjoy a romantic vacation at this beautiful little cottage tucked away in the woods. No TV means you can enjoy the surrounding nature and your loved one. Deer, raccoons, and foxes share the spacious front yard. Take a walk along a tributary of Buffalo Creek as it meanders through the woods, or relax and take it easy at this unique and tranquil getaway.

Top Guest favourite
A two-story cabin is presented, featuring a combination of brown wood and light-colored siding. A covered porch extends across the front, with chairs placed along its edge. The lawn is neatly maintained, complemented by trees in the background and a barbecue grill positioned to the left.
Cabin in Middleburg
5.0 out of 5 average rating, 35 reviews

Country Cabin

Take a break and unwind at this peaceful cabin in a country setting. Surrounded by forest and farm fields, this property is secluded yet still close to the small town of Middleburg. Nearby is Shade Mountain Golf Coarse, Faylor Lake Disc Golf, Walker Lake (fishing/boating), Shade Mt. Winery, grocery stores, and restaurants.

Popular amenities for Kissimmee holiday rentals