Holiday rentals in Lake Kissimmee

A serene view of a dock extending into a calm lake at sunrise. The sun rises above the horizon, casting warm hues across the sky and reflecting on the water's surface. Reeds frame the scene, enhancing the natural surroundings.

4.88 out of 5 average rating, 26 reviews

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!

Campervan/Motorhome in River Ranch

An outdoor sitting area is surrounded by trees, featuring four black Adirondack chairs arranged around a circular fire pit. A wooden pergola is adorned with lights, and a colorful activity board is visible in the background. The ground is paved with square stone blocks.

5 out of 5 average rating, 19 reviews

Camper/RV in Lake Wales

Welcome to Saddle Lane Haven! Our cozy RV is fully equipped, offering everything you need for a relaxing and fun-filled stay. The Space Master bedroom with a Queen bed. Bunkhouse room with its own door and 4 bunk beds. The living room has 4 recliner chairs. Full kitchen and a full bathroom. If needed, the dining area can be turned into a bed as well. There’s a tv in the living area and another one located in the master bedroom. Cozy area outside with chairs, a swing, fire pit and outdoor games!

4.98 out of 5 average rating, 200 reviews

The living area features a modern sectional sofa with colorful throw pillows in vibrant red and yellow. A matching ottoman sits in front, accompanied by stylish side tables with lamps. Bright blue walls create a lively backdrop, enhanced by a large abstract painting and adjacent dining space.

Villa in Lake Wales

Lakefront, Dock, 2 Kayaks, near Bok & Legoland

** New Construction ** Breathtaking view of lake, private dock (2 kayaks for guests included), beach/swim area, outdoor shower, large private balcony w/gas grill and gorgeous sunsets! 2 Bedrooms each w/walk in closet, two full baths, full kitchen w/all amenities. All new furnishings, (3) 4K Smart TV's, FAST free wifi. Gorgeous location, quiet street, private free parking, 2 private entrances. Villa is detached from main house. Near Disney, LegoLand, Bok Tower. WEEKLY & MONTLY DISCOUNTS

A wooden dock extends into the calm waters of Lake Rosalie, featuring a small viewing platform at the end. Lush green grass surrounds the water's edge, complemented by reeds along the shore. Clear blue skies reflect off the tranquil lake surface.

4.98 out of 5 average rating, 47 reviews

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

4.98 out of 5 average rating, 105 reviews

Fishing Lakefront Paradise w/ Boat Slip & Parking!

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

4.9 out of 5 average rating, 127 reviews

A cozy living area features two leather sofas positioned around a wooden coffee table with a glass top. In the background, a well-equipped kitchen with wooden cabinetry is visible. Natural light fills the space, enhancing the warm tones of the decor.

Cottage in Lake Wales

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.

5 out of 5 average rating, 30 reviews

A calm canal is lined with several covered boat docks. Surrounding trees provide a lush backdrop, while the still water reflects the cloudy sky. The peaceful environment suggests a quiet retreat in a scenic community.

Home in Haines City

Lake Hatchineha Fishing Paradise in the water

WATERFRONT fishermen & airboater's paradise! Peaceful neighborhood in Central Florida on the Kissimmee Chain of Lakes. PRIVATE BOAT RAMP! The house sits on a canal that leads out to Lake Hatchineha which connects to three more lakes for the best fishing around! Our covered boat dock can house three boats w/a fish cleaning station and dock refrigerator. Pet friendly. We are 37 miles to Disney, 30 minutes to LegoLand, Golf course within 10 minutes, and a restaurant a mile away.

A large stilt house is portrayed above the serene waters of Kissimmee River, surrounded by lush greenery and lily pads. The structure features a wide porch and multiple windows, reflecting a rustic charm with the sky scattered with clouds in the background.

4.91 out of 5 average rating, 96 reviews

"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!

4.96 out of 5 average rating, 1,056 reviews

A treehouse is illuminated by warm string lights, nestled among large branches under a deep blue sky. The structure features large windows allowing views of the surrounding greenery, with a cozy seating area visible inside. A wooden walkway leads to the entrance.

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.

4.94 out of 5 average rating, 52 reviews

A spacious living area features a comfortable sofa complemented by decorative cushions. A large flat-screen TV is mounted on the wall, displaying a tropical beach scene. Natural light fills the space through sliding glass doors that lead to a patio, framed by light, airy curtains.

Home in Lakeshore

Secluded villa/pool/hot tub/ washer/dryer

Stress reliever. Own parking. 20 mins to Legoland, 20 mins from Warner College, 30 mins from Sebring, 45 mins south of Disney, 20 mins from Florida Skydiving Center. 8 mins from Westgate River Ranch. One Bedroom, bathroom, kitchen, patio, porch: Bedroom with king-size bed, 50 inch tv, large closet. Living room has comfy sofa with 70 inch Smart TV access. Resort-like community . fishing in the lake. Winter activities including karaoke, dances, bingo, concerts.

4.93 out of 5 average rating, 28 reviews

A bright, open living area is furnished with a deep blue sofa and two woven chairs. A wooden coffee table sits in the center, surrounded by decorative elements. Large windows provide views of the lush greenery outside, while a wall-mounted television complements the space.

Home in St. Cloud

2 BR Lake View off-grid Home

Recharge and relax at this unique and tranquil getaway. Retreat to the food covered grounds of this off-good oasis in Central Florida, reconnect to the beauty and vibrancy of nature, and experience the magnitude of freedom and abundance it has to offer on your sustainable getaway. This 2 BD, 1 BA lake view home is perfect for small families or couples, featuring a full kitchen, a/c and and on demand water heater fed by pristine well water.