
Holiday houses in Lake Kissimmee
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Top-rated holiday rentals in Lake Kissimmee
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Lakefront 2br w/pier & dock 4,500-ac Lake Rosalie
Peaceful getaway on Lake Rosalie w/ 4,530 ac of beautiful water w/ bass, catfish and crappie fishing. Birds routinely viewed from the dock include eagles, osprey, sandhill cranes, herons and more! Often making an appearance are a pair of otters and the Florida alligator! Morning sunrise over the lake from the sunroom or the dock is one of our favorite times! Add a cup of coffee is the best! Rowboat, golf cart, large patio w/grill and pier & dock to view the wildlife and enjoy time at the lake!

Charming, renovated 1917 Cottage
Charming, renovated 1917 cottage in beautiful neighborhood. One block from large lake with walking/running trail, 3.5 miles to Bok Tower, 12 miles to Legoland, 38 miles to Disney World, 47 miles to Universal Studios, and 63 miles to Busch Gardens. Pet friendly! King size bed in bedroom, double sofa bed in living area. Newly renovated kitchen has full size refrigerator, sink, microwave, stove top and large toaster oven. Big backyard with beautiful landscaping. Separate driveway. Lots of privacy!

Rustic Barn Retreat
Experience the rustic elegance of this beautifully remodeled 1,800 sq. ft. barn nestled on a serene 17-acre property. Unwind in the private heated hot tub and soak up the peaceful surroundings. The prime location offers convenient access to major attractions—just a 35-45 min drive west will take you to Disney, Universal, SeaWorld, and gator parks, while a 45-60 min drive east leads you to the breathtaking Atlantic beaches and the Space Coast. Plus, the property is only 40 min from the airport

500ft to Westgate River Ranch/ Disney Universal 1h
WELCOME! This memorable place is anything but ordinary! Ranch sits on a 5-acre lot, beautiful, cozy home and the barn houses 3 cows (Ariel, Jasmine and Anastasia) and 2 goats (Snowy and Chocolate) These cuties will put a smile on your face. Above ground pool, Grill, Fire Pit, Hammock, Fruit Trees and a beautiful tranquil environment 3 Bedrooms (9 beds) sleeps 12 guests, 2 full bath, TV, Wi-fi, Full kitchen , Washer and Dryer WESTGATE 2MIN, LEGOLAND 35MIN, DISNEY PARKS + UNIVERSAL STUDIOS 1HR

2 BR 1 BA Lake House , Boat Slip, Pets, (king bed)
Escape to the perfect, peaceful pet friendly retreat with king bed. We are located on one of the 5 canals on Lake Hatchineha, the first of The Kissimmee Chain of Lakes. Connecting us to The Kissimmee River where you can rent a boat at Camp Mac and drive it home or bring your own boat and park it under cover in one of the boat slips.We are 45 minutes from Orlando airport or an hour from Tampa. 45 min to Disney's Magic kingdom/Universal Studios. 30 min to Legoland. Bok Towers free pass for 4.

Lake Rosalie Getaway
Escape the hustle and bustle of life and enjoy a relaxing vacation at our newly remodeled lakefront home in beautiful Lake Wales! Located on peaceful Lake Rosalie, our residence is the perfect isolated getaway, yet still close to popular attractions such as Bok Tower Gardens, Legoland, Lake Kissimmee Park, Westgate River Ranch Rodeo and more! Unique amenities: - Large, upper-story wooden deck - 2 kayaks - Outdoor games, fishing poles - Exercise bike - Office room with printer - New kitchen

LakeFront Sunrise Cottage
Catch sunrises or fish at this 2/1 lakefront house with sandy beach and private boat house! This cheery cottage is perfect for sunrises with coffee or exploring beautiful Lake Sebring on kayaks (included with booking). Plenty of parking onsite (bring your boat trailer), you will love this oasis on the lake! We want your stay to be pleasant and carefree so we do not require our guests to do any dishes, laundry, or other cleaning when checking out. Our housekeeping crew will take care of you!

Sunshine on the Lake | Boat Slip+Lakefront Fishing
Welcome to Florida Lakefront Paradise! ⭐️ Breathtaking Sunsets ⭐️ Bass Fishing ⭐️ Reserved Boat Slip ⭐️ Fish Cleaning Station ⭐️ Boat Wash Station ⭐️ Marina with Ice/Gas ⭐️ Large Fire Pit Area ⭐️ Located on Kissimmee Chain of Lakes ⭐️ Smart TV's ⭐️ Screened Lakefront Back Patio ⭐️ High Speed Internet ⭐️ Spacious ⭐️ Balcony Facing the Lake ⭐️ 30 minutes to Lego Land ⭐️ 20 minutes to Bok Tower Gardens ⭐️ 1 hour to Disney World ⭐️ 18 minutes to Spook Hill ⭐️ 18 minutes to Kissimmee State Park

Wilderness Calls
Discover the charm of country living. Nestled among beautiful protected land and wildlife management area. Relax outdoors on the welcoming front porch or enjoy the views from the screened side porch, ideal for morning coffee, quiet evenings, or simply soaking in the surrounding nature. Inside, the home has a cozy layout with 2 bedrooms, downstairs with queen beds and 2 loft bedrooms upstairs with full-size beds. Boat ramps minutes away. 45 minutes from Legoland. 20 minutes from River Ranch.

Chillin in Lk Wales. Home with 2 RV Spots(add$).
Unless authorized, PROPERTY DOES NOT SERVE AS AN ENTRANCE TO WESTGATE RIVER RANCH OR RIVER RANCH RIDING/HUNTING AREA.....TO UNAUTHORIZED PERSONS. Just West of Tampa/Clearwater! Just East of beautiful Vero Beach! Surrounded by fishing/Hunting! Westgate River Ranch Rodeo, restaurant, and bar is 5 minutes next door! Canopy Oaks Resort is 10 minutes away. Lot's of room to hike, 4-wheel, fish, boat, and chill! New perfected mobile home. Off the beaten path! A mile away to River Ranch Resort.

The "Little ‘Toa" Ideal for short & long stays!
Welcome to the Little TOA, Central Florida's fishing, hunting and winter get away. The house sits just off the Kissimmee River which is part of the Kissimmee chain of lakes, connecting Lake Hatchineha and Kissimmee. This will be a great spot for you and your buddies or family for a short weekend trip or an extended stay. Come see old Florida, the area holds many things to occupy your vacation time. *Your pet is welcome, please let me know ahead of time. There is a one time fee for pets.

"Cutty Shack" Waterfront Kissimmee River House 3/3
"Cutty Shack" is the perfect fishing retreat. It is a 3 bedroom, 3 bath home built by our family in 1969. The Cutty Shack will sleep 6-7. This large stilt home (all living area is upstairs) is situated directly over Kissimmee River and right next door to Camp Mack River Resort. You and your group can enjoy peaceful evenings in the house, or walk next door to grab a drink and watch a "weigh-in". Our family has enjoyed this retreat for five generations and we hope you will too!
Popular amenities for Lake Kissimmee holiday rentals
Other great holiday rentals in Lake Kissimmee

Nelson River Abode

Lake Wales Vacation Rental w/ Direct Canal Access!

Oaks and Palm Resort 3 Bedroom House 5 beds

Winter Haven Waterfront Retreat

Fisherman's Paradise! Lk Kissimmee bring your boat

Perfect retreat for the family near Legoland!

Quiet Condo Getaway in Grenelefe

Peaceful home in Lake Wales
Destinations to explore
- Seminole Holiday rentals
- Central Florida Holiday rentals
- Miami Holiday rentals
- St Johns River Holiday rentals
- Orlando Holiday rentals
- Gold Coast Holiday rentals
- Miami Beach Holiday rentals
- Fort Lauderdale Holiday rentals
- Tampa Holiday rentals
- Kissimmee Holiday rentals
- Four Corners Holiday rentals
- Key West Holiday rentals
- Walt Disney World Resort
- Universal Studios Florida
- Universal Orlando Resort
- Walt Disney World Resort Golf
- Orange County Convention Center
- Disney Springs
- Magic Kingdom Park
- SeaWorld Orlando
- Universal's Volcano Bay
- Orlando / Kissimmee KOA
- Discovery Cove
- Epcot
- ESPN Wide World of Sports
- Disney's Animal Kingdom Theme Park
- Kia Center
- Old Town
- Reunion Resort Golf Courses - Palmer & Watson
- Camping World Stadium
- Aquatica
- Disney's Hollywood Studios
- ICON Park
- Island H2O Live!
- Southern Dunes Golf and Country Club
- University of Central Florida




