Holiday rentals in Lake Kissimmee

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!

Midcentury Lakefront Home on Crooked Lake

Located in Babson Park on Crooked Lake in Central Florida, our 3/2, 1500 sq feet midcentury modern home, sits at the end of a private drive on a family-owned peninsula, surrounded by water, with 100 feet of private beachfront. Minutes from several theme parks and family restaurants. Secure your boat in the canal in the back of the a house. There 2 kayaks, outdoor seating, a 2-car carport, gas BBQ grill, with views from every room. Your family can enjoy fishing and water sports all day long!

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.

Premium Lake Wales Getaway!

Beautiful townhouse, conveniently located in growing Lake Wales! Hotel-like feel with home-like comfort. Whether you're visiting for one night or planning an extended stay, this updated and stylish space lacks for nothing. We have you covered! Conveniently located near the infamous Bok Tower Gardens, Legoland, Peppa Pig Theme Park, with Disney World and world-famous, FL beaches within a couple hours away your options are endless. We hope you choose to stay with us for your special getaway!

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

Bamboo Bus -Sauna/ Pool/Fire pit/Grill

Bamboo Bus is a unique, romantic and tranquil spa like getaway, perfect for relaxing with your significant other, family or friends. Enjoy the pool, unwind in the barrel sauna, grill your favorite meals and gather around the fire pit for s’mores under the stars. Located less than a mile from Lake Pierce, bring your kayaks and explore nearby lakes and state parks. Just 20 mins to LEGOLAND and 50 mins to Disney, it’s the perfect peaceful escape with easy access to Central Florida attractions.

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.

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!

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.