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Vacation rentals in Lake Kissimmee

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Top-rated vacation rentals in Lake Kissimmee

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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, 191 reviews

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

How this Airbnb was born? Me and my husband 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. 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

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, 137 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, 158 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, 198 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 balcony view overlooks a serene lake, framed by lush palm trees and vibrant green foliage. Bright blue skies and scattered clouds add to the tranquil setting, while glimpses of the driveway and nearby structures can be seen in the distance.

Apartment in Winter Haven

4.99 out of 5 average rating, 148 reviews

Florida Penthouse in luxurious mansion!

Stay in your own themed Florida apartment . Tropical, palm trees, beaches ,marine life, flamingos throughout this stunning apartment in a multimillion dollar home. After parking on gated driveway walk up to your own private entrance way to paradise. Keyless entrance. One flight up and your viewing gorgeous lake views second to none. Executive kitchen with everything you need to cook a 5 course meal. Outdoor balcony that will leave you amazed. Opulence, security, with Florida Style awaits you!

A spacious deck features a comfortable seating area with soft cushions and a low table, overlooking a serene lake and lush greenery. The blue sky is dotted with clouds, enhancing the peaceful setting surrounded by tall trees.

Yurt in Orlando

4.96 out of 5 average rating, 185 reviews

Lakefront at The Yurt House w/Jacuzzi

Escape to our rare and unique lakefront yurt, The Yurt House, for a serene retreat. Only 30 minutes from major theme parks, this sanctuary is perfect for a romantic getaway or a family adventure. Indulge in the yurt's cozy interior, meticulously designed for your comfort and adorned with charm. Your comfort and enjoyment are our top priorities, and we can't wait to create an unforgettable stay tailored to your desires. Simply inform us of your preferences, and we'll take care of the rest!

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, 125 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.

Two white domes are situated within a landscaped outdoor area featuring artificial grass and tropical plants. A wooden swing hangs nearby, and a gravel pathway leads through the space, flanked by greenery and decorative lights overhead, creating a welcoming atmosphere.

Dome in Davenport

4.9 out of 5 average rating, 107 reviews

Modern Domes | Pool | Hot Tub- Private Retreat!

Reserve your stay with us now and take advantage of the following amenities: Newly Built- Our facilities are completely new Climate Control- Enjoy cold AC/heat with fans and full insulation for comfort Complete Privacy Pool with pool toys and floats Hot Tub High-Speed WiFi Coffee Bar Hammock for Two Entertainment- TV with Netflix, Hulu, etc. Private Outdoor Shower- Enjoy a hot shower in a secluded setting. Private Fire Pit Variety of Games Secure Location- Gated area with keypad entry

Top guest favorite

A spacious living area is presented with a sectional sofa, a wooden coffee table, and a wall-mounted television. Large windows allow natural light and views of the outdoor patio. The room features light-colored walls and art pieces that add a modern touch.

Home in Winter Haven

4.95 out of 5 average rating, 126 reviews

Legoland Getaway 7 mins • Sleeps 7 • Elevator

Come relax with your whole family in this peaceful home! Our 2 bedroom 2.5 bathroom home is very spacious and can accommodate up to 7 people. Enjoy your day only 7 minutes to LEGOLAND. You will have pool access as well as access to many board games and arcade games within the home. Fun for the whole family! Our home is wheelchair accessible with an elevator that goes between floors so your family can accommodate well if needed! We do not allow parties. The home is strictly no-smoking.

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, 376 reviews

Lil cedar tiny home, on crooked lake

Newly constructed tiny home.locatedon one of Florida's most prestigious lakes.crooked lake in s central floridais noted for its spring fed,clear water and white sand beaches,as well as it's amazing fishing and boating opportunities.the tiny house sits on 3/4 acre property overlooking crooked lake.the "million dollar view" as it's been called is spectacular at sunrise.the tiny house has an open ,airy, feel,with its comfortable roomy bedroom loft,and all the amenities of home.

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, 999 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.

An open dining area is highlighted, featuring a modern glass table set with place settings. Black leather chairs are arranged around the table. The adjacent kitchen includes light cabinetry and a spacious island, with natural light flowing through large windows in the background.

Home in St. Cloud

4.92 out of 5 average rating, 142 reviews

Pool House in a Quiet Area, Disney Universal

Relax with the whole family at this peaceful place to stay. Fully renovated, spacious, Modern 3BD 2BA Pool home on more than 2 acres in Saint Cloud. Just moments away from the Florida turnpike and highway 192 by vehicle, easy access to theme parks, water parks, airport. Grocery stores, shopping and dining are just moments from home. Fully Secured with fence, gate lock, main door smart lock, security cameras etc. Smart TVs in all Bedrooms and Family room.

Vacation rentals for every style

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Popular amenities for Lake Kissimmee vacation rentals

Free parking on premises

Air conditioning

Lake side house rentals in Lake Kissimmee

Top guest favorite

The exterior of the main house is depicted, showcasing a blue facade with multiple windows. An expansive cement driveway leads up to the entrance, bordered by well-kept landscaping. Mature oak trees provide shade in the foreground, with the lake visible in the background.

Home in Auburndale

4.94 out of 5 average rating, 160 reviews

Lake Whistler Beach House with lakefront pool

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, 100 reviews

Mickey's Lakefront Villa at Sunset Lakes

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 in Kissimmee

4.87 out of 5 average rating, 246 reviews

3 bedroom Villa in Kissimmee

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, 125 reviews

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

A screened lanai features a refreshing swimming pool, offering views of a quietly flowing pond surrounded by lush greenery. The space is illuminated by natural light filtering through the mesh enclosure, inviting relaxation amid nature.

Home in Kissimmee

4.82 out of 5 average rating, 110 reviews

Nice pond view home with pool and outdoor theatre!

Top guest favorite

A serene lakeside view is observed, featuring gently swaying palm trees on the left and a wooden dock extending into the water. A boat is anchored at the dock, surrounded by lush greenery and a clear blue sky.

Home in Winter Haven

4.95 out of 5 average rating, 100 reviews

Lakefront Home on the Winter Haven Chain O’Lakes!

The two-story home is illuminated under a night sky, featuring clear glass windows that reflect soft light. Landscaped greenery surrounds the property, with a stone driveway leading to a garage. A large patio area is visible on the right side.

Home in Haines City

4.9 out of 5 average rating, 117 reviews

Breathtaking Home

A cozy living area is highlighted by a decorative wall, a TV mounted above a light-colored cabinet, and a plush seating arrangement. A fire pit with glowing embers is visible, providing a warm ambiance. A game table with two chairs and a pool table is present, alongside a screened pool area showcasing a sunset view.

Home in Kissimmee

4.88 out of 5 average rating, 198 reviews

Waterfront retreat,KING Bed,Heated Pool & Fire Pit

Lake Kissimmee fishing vacation rentals

Top guest favorite

The exterior of the cozy lakefront apartment is presented, featuring a private entrance and an awning over the door. Lush green grass and vibrant flower beds add color, while a patio area with outdoor seating and a grill is visible beneath a covered porch.

Apartment in St. Cloud

4.97 out of 5 average rating, 459 reviews

LAKE FRONT Apartment w FREE Kayaking/Canoe

Top guest favorite

A themed bedroom features a large bed with plush pillows and a black bedspread. Neon signage adds vibrant light to the space, complemented by dark walls and a stylish headboard. Subtle ambient lighting enhances the inviting atmosphere for relaxation.

Home in Winter Haven

4.96 out of 5 average rating, 69 reviews

Adult-Only Love Hotel with Mermaid Pool

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

4.85 out of 5 average rating, 33 reviews

Just Because Ranch (Westgate RIVER RANCH)

A serene sunset is captured over a calm body of water, with vibrant hues of orange and yellow reflecting on the surface. The lush green landscape is framed by tall trees and a wooden fence, creating a peaceful rural setting.

Apartment in Clermont

4.8 out of 5 average rating, 279 reviews

Charming Lakefront Apt. Near Disney

Top guest favorite

A modern kitchen is featured with sleek black cabinetry and stainless steel appliances. Soft drapes frame a large window, allowing natural light to brighten the space. A dining area with a woven rug includes decorative elements like plants and fruits, adding warmth to the overall design.

Shipping container in St. Cloud

4.94 out of 5 average rating, 35 reviews

Beautiful casita 100% off-grid

A bright bedroom features a spacious bed with white linens and decorative pillows. Light-colored walls are complemented by a ceiling fan. Natural light enters through a nearby window, and simple decor adds a relaxed feel. A chair is placed beside the bed for added comfort.

Guesthouse in Lake Hamilton

4.87 out of 5 average rating, 255 reviews

Luxury Cottage Near Legoland & Chain of Lakes

The exterior of a charming cottage is depicted, surrounded by green grass and palm trees. A brick pathway leads to the entrance, while a view of the serene lake is visible in the background. The building features a metal roof and large front windows, inviting natural light.

Home in Lake Wales

5 out of 5 average rating, 7 reviews

Month Stays Ok | Lakefront Fishing w/ Dock & Canoe

Top guest favorite

A two-story waterfront house features a welcoming entrance surrounded by lush greenery and palm trees. The exterior showcases a combination of gray siding and a balcony with white railing, offering a spacious front yard with a gravel pathway and decorative plants.

Home in Haines City

4.79 out of 5 average rating, 29 reviews

Jorgensen Lake House

Lake Kissimmee fishing house rentals

Top guest favorite

A charming lake house is set amidst lush greenery, featuring a welcoming front entrance lined with brick pavers. The exterior is complemented by large trees draped in Spanish moss. A patio area with a table and chairs offers inviting outdoor seating.

Home in Frostproof

5 out of 5 average rating, 41 reviews

Countryside vacation by the Lake,Central Florida

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, 15 reviews

Private Ranch Style Home on Lake

Top guest favorite

Home in Avon Park

5 out of 5 average rating, 52 reviews

Sandhill Retreat on Lake Letta

A serene canal view is presented, featuring calm waters bordered by lush green grass. Neatly maintained properties line the opposite shore, and a small dock is visible in the distance, with trees and a cloudy sky adding to the tranquil setting.

Home in Auburndale

5 out of 5 average rating, 27 reviews

Little Castle on the canal on lake Arietta

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

4.84 out of 5 average rating, 166 reviews

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

Top 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

4.91 out of 5 average rating, 22 reviews

Lake Reedy Living

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

5 out of 5 average rating, 23 reviews

The Getaway

Top guest favorite

Two blue kayaks are positioned on a sandy shore, facing a calm lake. Lush greenery is visible in the background, contrasting with a clear blue sky dotted with white clouds. A paddle rests beside one of the kayaks.

Home in Lake Wales

5 out of 5 average rating, 41 reviews

Lake Front! Spacious Home w/heated pool & kayaks

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