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Vacation rentals in Lake Kissimmee

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Top-rated vacation rentals in Lake Kissimmee

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Top guest favorite
An inviting living area features a comfortable tufted chaise lounge and a cozy recliner. A flat-screen TV is mounted above a classic fireplace, surrounded by soft curtains that frame bright windows. The floor showcases warm wooden tones, contributing to a homely ambiance.
Cottage in Lake Wales
4.97 out of 5 average rating, 148 reviews

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!

Top guest favorite
The exterior of the barn showcases a rustic wooden facade beneath a metal roof. A porch with seating options invites relaxation, while the neatly maintained yard features green grass and landscaping. A driveway leads to a side garage, enhancing the property's charm and accessibility.
Barn in St. Cloud
4.97 out of 5 average rating, 167 reviews

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

Top guest favorite
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
4.98 out of 5 average rating, 200 reviews

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

Top guest favorite
A living area features a modern television displaying a virtual fireplace, paired with elegant wall art and a decorative plant. Below, a pool area is illuminated with soft purple lighting against a backdrop of warm string lights, creating a relaxed atmosphere.
Home in Kissimmee
4.98 out of 5 average rating, 120 reviews

Perfect Getaway. Private Pool.Kissimmee/Orlando

This property is accommodated for families looking to vacation with peace of mind, the facilities are perfectly arranged so that you and your family feel at home. It has 3 rooms equipped for adults and children, the patio area is the perfect place to spend time with your family either in the pool or enjoying a barbecue on the grill.( POOL IS NOT HEATED) -No parties allowed in the house. No smoke. Do not park blocking the sidewalk, no park on the grass, nor in front of the neighbors' house.

Top guest favorite
Home in Lake Wales
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

Top guest favorite
A bright and spacious area features a white bed and a stylish brown sofa. Modern decor is complemented by natural elements, including a potted plant. A wall-mounted television and a wooden coffee table enhance the inviting environment.
Guest suite in Kissimmee
4.94 out of 5 average rating, 214 reviews

temple & A/C glamping under a 120 y/o oak tree

How this Airbnb was born? We wanted to create a space to enhanced our soul, power our mind, fuel ourselves, to meditate, to create ideas, to be a part from the world, The Temple. Glamorous Camping idea came across, oh my!, once you go inside this tent, you don't want to come out. Be present. Friends and family started asking, can I stayed?, day by day closer people want it to live this experience and more positive comments we were getting, so we decided, why don't let others try it? Welcome

Top guest favorite
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
4.9 out of 5 average rating, 127 reviews

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.

Superhost
A screened-in pool area is illuminated by string lights, offering a serene view of the lake at sunrise. The inviting pool features floating noodles, and the surrounding space is bordered by greenery, enhancing the tranquil atmosphere.
Home in Kissimmee
4.88 out of 5 average rating, 208 reviews

Disney & Universal Retreat| Heated Pool | Fire Pit

Sit back and relax in this stylish home with all the amenities you need for a fun family getaway. This home has a spacious layout with 3 bedrooms and 2 baths. We have thought of everything so you don't have to-toiletries,washer/dryer, and wifi. Enjoy your morning coffee in the screened in pool area with a beautiful sunrise and lake view or sip a glass of wine while floating in the pool. Just minutes to Theme Parks and major highways, this is the dream home you have been waiting for!

Top guest favorite
The house exterior displays a blend of white wooden siding and warm wooden accents. Two white, vintage-style chairs are positioned on the porch, leading to a central door with decorative glass. A small set of stairs provides access to the entrance.
Home in Lake Wales
4.96 out of 5 average rating, 142 reviews

Freshly Renovated Home

Cute older house with modern amenities. Located right downtown within a block from the playpark, Lake Wailes lake, walking path, and the historic downtown shopping area. All of the appliances in the home are brand new, as well as the washer and dryer. There is a large TV in the living room, as well as one in each bedroom - each with Roku and Netflix. Each bedroom also has a mini split A/C unit to sleep as cold, or hot, as you like. Parking is in the rear covered carport.

Top guest favorite
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
4.96 out of 5 average rating, 1,056 reviews

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.

Top guest favorite
A private pool area is enclosed by a screened patio, featuring a hot tub and space for lounging. The vibrant colors of the themed rooms are visible, showcasing unique decor and playful designs that appeal to families. Soft lighting highlights the inviting atmosphere throughout the home.
Home in Davenport
4.97 out of 5 average rating, 112 reviews

Magical 2 themed pool villa near “Disney”

Looking for stay away from the crowd but yet close to Disney ? This private pool themed home is perfect to complete your Dream Disney family vacation you always wanted. 15 miles /Magic kingdom -13 miles from Disney springs -15 miles from Epcot center -25 miles / 30 Universal Studios Make your stay Magical with our custom made themed rooms Star Wars play area and kitchen Romantic master Arabian night Avatar pandora Moana bedroom Just less than 2 miles from I4 hw

Guest favorite
The exterior of the home features a fresh white brick façade with contrasting dark shutters on the windows. A circular driveway is lined with vibrant landscaping, including flowering plants and greenery. The property is well maintained, with a clear view of the entrance and a sunny blue sky overhead.
Home in Haines City
4.89 out of 5 average rating, 137 reviews

Villa Blanca

Relax with the whole family at this peaceful pool home located off the quiet roads along the higher elevation of the Florida ridge. Propane tank for home generator. In ground pool covered by enclosed screen. Property fronts the old Sun Air Golf course (not active). An active bar and grill still operates in the old country club at the end of the neighborhood. Right in the center of both Legoland and Disney World

Popular amenities for Lake Kissimmee vacation rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Lake side house rentals in Lake Kissimmee

Top guest favorite
The room features a spacious bed with a dark headboard and a blue accent pillow. A small table with two chairs is positioned nearby, while a flat-screen TV is mounted on the wall. Natural light enters through a window dressed with sheer curtains.
Home in St. Cloud
4.97 out of 5 average rating, 101 reviews

Comfy Studio w/ private Entrance

Guest favorite
A spacious living area is furnished with comfortable gray sofas and a soft rectangular ottoman. A stone accent wall with a mounted flat-screen TV adds texture. Artistic wall decor and stylish lighting fixtures complement the modern design, creating an inviting space for relaxation.
Home in Kissimmee
4.81 out of 5 average rating, 174 reviews

7485 - Luxurious 3 Bedroom Townhouse behind Disney

Top guest favorite
A tranquil outdoor space features a private pool under a protective screen enclosure, framed by reclining lounge chairs. The setting offers a view of the lake, contrasting with the colorful sunset sky, creating a serene atmosphere for relaxation.
Home in Kissimmee
4.98 out of 5 average rating, 106 reviews

Mickey's Lakefront Villa at Sunset Lakes

Superhost
A screened-in pool area features sun loungers and a view of a serene lake. The brightly themed kids' bedroom showcases a Toy Story design with two beds, colorful accents, and vibrant wall art. Another room with two twin beds is decorated in soft pink tones, enhancing its cozy feel.
Home in Kissimmee
4.88 out of 5 average rating, 132 reviews

Amazing 8Bdrms-5Bath/Game room/Pool

Top guest favorite
The villa features a modern exterior with a sloped roof and a two-car garage. Palm trees are landscaped around the front yard, which is bordered by well-maintained grass. A clear blue sky provides a bright backdrop to the welcoming entrance.
Home
4.87 out of 5 average rating, 257 reviews

3 bedroom Villa in Kissimmee

Superhost
A screened-in patio features a private swimming pool and hot tub, surrounded by a tranquil lake view. String lights create a soft illumination against a colorful sunset sky, enhancing the peaceful outdoor setting.
Home in Kissimmee
4.88 out of 5 average rating, 154 reviews

10 min Disney | Lakeview Hot Tub, BBQ | Game Room

Top guest favorite
A spacious living area features a striking mural of a serene lake scene, complemented by a cozy seating arrangement. Tropical-themed decor and unique ceiling fixtures add to the ambiance. Natural light filters in, highlighting the stone floor and creating a welcoming environment.
Home in Winter Haven
4.99 out of 5 average rating, 141 reviews

Beautiful Lake House Boating Fishing near Legoland

Top guest favorite
A grand living area showcases a striking stone wall adorned with an extensive collection of framed artwork. Soft seating is arranged around a fireplace, providing a cozy yet elegant atmosphere. A staircase leads to the upper level, while rich drapery frames the large windows, allowing natural light to flow in.
Home in Kissimmee
4.97 out of 5 average rating, 176 reviews

Waterfront Wizarding Near Universal's Harry Potter

Lake Kissimmee fishing vacation rentals

Guest favorite
Three thoroughbred horses graze peacefully on a lush green pasture. The area is surrounded by tall trees, providing shade and a natural backdrop. A glimpse of a trailer can be seen in the background, indicating the farm's working environment.
Guest suite in Winter Haven
4.95 out of 5 average rating, 288 reviews

Horse Farm on a Beautiful Lake

Guest favorite
The exterior of the tiny house is showcased, featuring a welcoming front porch with steps leading up. Landscaping includes vibrant tropical plants and a stone pathway. The structure is set against a clear blue sky, highlighting the charming design and inviting ambiance.
Tiny home in Winter Haven
4.88 out of 5 average rating, 139 reviews

4 a Tiny House w/ Bunk Bed in Quiet Marina Unit 14

Top guest favorite
A silhouette of a crane stands at the lake's edge against a vibrant sunset. The sun casts a warm orange and yellow glow over the water, creating a peaceful backdrop. The surrounding foliage is subtly outlined by the light reflecting on the surface.
Apartment in St. Cloud
4.96 out of 5 average rating, 468 reviews

LAKE FRONT Apartment w FREE Kayaking/Canoe

Top guest favorite
The expansive lake is showcased during sunset, reflecting vibrant colors in the sky. Surrounding greenery adds a natural touch, while a dock extends into the water, offering a serene view of the landscape. Soft light illuminates the pathway along the lake's edge.
Hotel room in Orlando
4.96 out of 5 average rating, 191 reviews

PentHouse Suite with 2X View

Top guest favorite
A serene lakeside view showcases a spacious home nestled among lush greenery. Relaxing lounge chairs are positioned on a sandy beach area, complemented by a wooden dock featuring seating options. The clear blue water reflects the calm sky, inviting guests to enjoy the natural surroundings.
Guest suite in Lake Wales
5 out of 5 average rating, 40 reviews

Lakefront Master Suite with Private Entrance

Guest favorite
A serene view showcases a modern retreat surrounded by lush greenery and palm trees. A tranquil pond, adorned with lily pads, features a central fountain. The inviting home is framed by open outdoor space, suggesting a peaceful connection with nature.
Home in Lake Wales
4.84 out of 5 average rating, 38 reviews

Just Because Ranch (Westgate RIVER RANCH)

Superhost
An aerial view of a charming black treehouse surrounded by lush greenery. Outdoor seating areas, including a circular table and small children's chairs, are visible. A slide leads from the treehouse to the grassy yard, providing a playful element. The surrounding landscape features a mix of trees and open space.
Treehouse in Orlando
4.87 out of 5 average rating, 150 reviews

The Beehive Treehouse

Guest favorite
A newly constructed tiny home is nestled among lush greenery and palm trees. The entrance features a charming door, with a small deck leading up to it. Surrounding areas are maintained with natural landscaping, creating a serene environment.
Tiny home in Babson Park
4.92 out of 5 average rating, 384 reviews

Lil cedar tiny home, on crooked lake

Lake Kissimmee fishing house rentals

Top guest favorite
An aerial view of a lakefront property captures a serene expanse of water under a partly cloudy sky. Lush greenery surrounds the house, with visible pathways leading toward the lake. The property is situated on the shoreline, highlighting its proximity to nature and water activities.
Home in Frostproof
5 out of 5 average rating, 45 reviews

Countryside vacation by the Lake, Central Florida

Guest favorite
A spacious game room is featured, highlighted by a red pool table situated beneath ceiling fans. Large, open windows provide views of the outdoor area, creating a seamless connection to the surrounding nature. Nearby, a hot tub and comfortable seating areas invite relaxation.
Home in Eagle Lake
4.89 out of 5 average rating, 27 reviews

Sunset Lakefront Home | Hot Tub, Private Dock

Guest favorite
A two-story ranch style home features a light exterior with contrasting dark trim. The entrance is highlighted by a decorative door, flanked by landscaped greenery. A manicured lawn extends around the house, with palm trees and other foliage providing a natural backdrop under a partly cloudy sky.
Home in Davenport
5 out of 5 average rating, 22 reviews

Private Ranch Style Home on Lake

Guest favorite
A spacious living area is adorned with large artwork featuring herons and pelicans. A sectional sofa is complemented by decorative cushions, resting around a circular coffee table made of natural wood. Light streams in from the windows, enhancing the comfort of the inviting space.
Home in Haines City
5 out of 5 average rating, 5 reviews

Lake Life, Waterfront, Private Boat Ramp, Dock,

Superhost
A hot tub is illuminated by soft lighting, surrounded by a wooden fence and lush greenery. Adjacent lounge chairs positioned under an umbrella provide additional seating. The artificial grass adds a vibrant touch to the tranquil outdoor setting, enhancing the relaxing atmosphere.
Home in Lake Wales
4.82 out of 5 average rating, 190 reviews

Hidden Gem - Hot Tub/ Fire pit/Hammock/Grill Area

Top guest favorite
A wooden walkway leads towards a guest house situated beside a lake. The house features a light grey exterior and a small front porch. Tall trees are present on either side, contributing to the peaceful outdoor setting. The calm water reflects the warm light of sunset.
Home in St. Cloud
4.98 out of 5 average rating, 41 reviews

The Getaway

Guest favorite
A serene sunset over Lake Reedy casts warm golden hues across the water. A wooden dock extends into the lake, surrounded by tall grasses. The sky is adorned with soft clouds, reflecting the vibrant colors of dusk.
Home in Frostproof
4.92 out of 5 average rating, 24 reviews

Lake Reedy Living

Guest favorite
The exterior entrance of the vacation home is framed by two white columns and a decorative wreath on the front door. Brick walls and large windows complement the inviting porch, which is surrounded by landscaped shrubs and a concrete pathway leading up to the entrance.
Home in Frostproof
4.88 out of 5 average rating, 33 reviews

Lake Reedy Resort

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