
Holiday rentals in Kissimmee
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Top-rated holiday rentals in Kissimmee
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Peaceful Mountain View Farmhouse w/ Whirlpool Tub
Relax with the family at this peaceful place in the country. Sit on the spacious deck to enjoy the view of the mountains and farmland. Spend time biking in the rural area that seems to go back in time. Watch the cows in the pasture, light a fire, grill some food outdoors on the fire pit, or head inside and use the stocked kitchen, relax in the cozy living room. Master Bathroom features a 2 person jacuzzi, adjoins master bedroom with a Queen-size bed. Bedroom 2 has 2 single beds, #3 has 1 double.

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)

3BR Cozy Country Cabin w/ Hot Tub near Penns Creek
Bring the whole family to this spacious country cabin with a hot tub and lots of room for fun. The property is located .2 miles from the wide branch of Penns creek, an excellent trout stream for wild and stocked brown trout and rainbows. Also, perfect for canoeing, kayaking, fishing, and tubing! Close to numerous hiking trails and nature adventures. Our 3 Bed, 2 Bath country home is newly renovated and perfect for large groups and gatherings! Just 50 minutes to Penn State and 30 to Bucknell.

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!

TreeHouse Of Love*SwingBridge*Hottub*Ebikes*Nature
🌿 Treehouse of Love - A Romantic Couples Retreat - We Look Forward To Hosting You! THE MISSION *Escape the busyness of life and reconnect with the one you love at Treehouse of Love—a one-of-a-kind luxury treehouse nestled high among the trees and surrounded by the peaceful beauty of the Pennsylvania countryside. Whether you're celebrating an anniversary, honeymoon, birthday, or simply looking for a quiet getaway, this romantic retreat was thoughtfully designed for two. *HOTTUB *EBIKES

Sugar Shack| A-Frame Tiny Home w/ Hot Tub
Kick back and relax in this calm, stylish space. The Sugar Shack is a modern tiny home is located on top of a mountain and has spectacular mountain views. Sit on the wrap around porch with your loved one or relax in the hot tub right outside the door and enjoy watching the wildlife. The interior has a modern design and you will experience a cozy and romantic atmosphere the moment you walk in. It truly is a perfect spot to unwind and reconnect with yourself, your loved one, and nature!

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.

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.

Ole' Yello ~steps from winery
Get comfortable and enjoy plenty of extra room at this spacious traditional farmhouse with modern aesthetics. Recently renovated with new furniture, appliances, and bedding. This rental features a fully stocked kitchen including farm-fresh eggs when available: dishwasher, Keurig, and microwave. Indoor electric fireplaces. Family games. Full bath with clawfoot tub and walk in shower on the second floor. Essentials included. Onsite parking for 4 vehicles. Heat and AC.

Long Acre Farm Stay! Find seclusion on the back 40
Hi! Long Acre Hideaway is a secluded cottage dedicated to providing a quiet place for couples and/or small families to spend quality time with each other and with God. Come to the “back 40” of the farm to relax and rejuvenate! Experience some of the area’s best views on the walk around the perimeter of the farm on a 1.8 mile marked trail! Rest on the deck with a cup of coffee and watch for wildlife or soak in the private hot tub at night and watch the stars!

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

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.
Popular amenities for Kissimmee holiday rentals
Other great holiday rentals in Kissimmee

Mountain-Top A-Frame Retreat | Rooftop Hot Tub

Chestnut Loft

The Cabin - A Private Mountainside Retreat

Cozy Romantic Getaway-Hot Tub, Fire Pit, Ping Pong

Tiny House Caboose

Cabin 559 Creekside

Pennside Getaway | Firepit, Creek Access

Eleven Oaks Getaway
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- Hersheypark
- Penn State University
- Hershey's Chocolate World
- Roundtop Mountain Resort
- Tussey Mountain Ski and Recreation
- Beaver Stadium
- Bald Eagle State Park
- The Arboretum at Penn State
- Penn's Cave & Wildlife Park
- Hersheypark Stadium
- Pennsylvania Farm Show Complex & Expo Center
- Giant Center
- Poe Valley State Park
- Broad Street Market
- National Civil War Museum
- Bryce Jordan Center
- Messiah University
- Rausch Creek Off-Road Park
- Hershey Gardens
- The Hershey Story Museum
- SpringGate Vineyard
- Greenwood Furnace State Park
- Wildwood Park
- Fort Hunter Mansion and Park





