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Waterfront holiday rentals in Osceola County

Find and book unique waterfront rentals on Airbnb

Top-rated waterfront rentals in Osceola County

Guests agree: these waterfront rentals are highly rated for location, cleanliness and more.

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Top guest favourite
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, 258 reviews

3 bedroom Villa in Kissimmee

The villa is in a residential area within a 5-min drive to local amenities including, a pharmacy, 3 supermarkets and 2 gas stations. The property is between 15 - 40 mins drive from Disney, Epic Universe, SeaWorld, Gatorland & Universal Studios. Orlando International Airport is only about 17 mins drive away. Osceola Heritage Park, the home of the worldโ€™s largest collector car auction is only 4 mins drive from the villa. The Florida Turnpike that runs through Miami is 6 mins from the property.

Top guest favourite
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, 169 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 attractionsโ€”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

Guest favourite
The open living area features a contemporary design with a curved sofa in neutral tones, two blue accent chairs, and a glass coffee table. A textured area rug complements the decor. Large windows allow natural light to illuminate the space, enhancing the connection to the outdoors.
Townhouse in Kissimmee
4.88 out of 5 average rating, 214 reviews

Adorable 2 bdr lakefront w/jacuzzi 5 min *Disney*

This townhouse provides an open main living space that allows you to connect the dining and a fully equipped kitchen. The house can accommodate up to 6 guests, divided into one luxe king en-suite, and a design theme two full en-suite. After a long day at the parks with a beautiful lakefront view, relax in your private spa. Clubhouse with a gym, amazing heated pool, pool bar, a restaurant, and only 5 min from Disney and golfing area Free Parking Close to lakes, camping, beach, vineyards, farms

Top guest favourite
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, 202 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

Superhost
Home in Lake Wales
4.94 out of 5 average rating, 114 reviews

Fishing Lakefront Paradise w/ Boat Slip & Parking!

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

Top guest favourite
A private hot tub is situated on a patio surrounded by a screen enclosure, offering views of a tranquil lake. A fountain can be seen in the distance, enhancing the serene atmosphere. Steps lead up to the hot tub, providing easy access.
Townhouse in Kissimmee
4.95 out of 5 average rating, 227 reviews

4.95 Rated Pool Home 10 Min to Disney

Trusted by over 400 guests with a 4.95 rating. Quiet pool home designed for easy, stress free stays. Spotless, clutter free, and exactly as described. Fast WiFi and simple self check in. 10 minutes to Disney and major attractions. โ€œSpotless, easy check in, and perfect location.โ€ โ€œExactly as described. Would stay again.โ€ 2-bedroom townhouse in the gated Regal Oaks Resort Private hot tub overlooking a peaceful lake, ll Resort-style amenities like pools, water slides, a fitness center.

Guest favourite
A modern living area features a comfortable sofa in a neutral tone, a round dining table with mint green chairs, and a decorative coffee table. A large television is mounted on the wall, while soft natural light filters through sheer curtains.
Flat in Kissimmee
4.89 out of 5 average rating, 140 reviews

*NrDisney*BrandNew*LakeFront*APT

Experience lakeside living in this BRAND NEW 5-star luxury apartment, boasting a modern design near Disney and the airport. Perfect for executive stays or Disney vacations, the property is located just 20 minutes from Disney and the airport. Enjoy private outdoor dining on the patio, and unwind in the hammock while soaking up the serene atmosphere. This 5-star apartment offers off-street parking and complimentary Wi-Fi. Step out directly to the lake for stunning sunset and sunrise views

Guest favourite
A single-story home is showcased with a light gray exterior and a dark garage door. Lush green grass surrounds the front, complemented by palm trees and shrubs. The driveway leads to the entrance, under a clear blue sky with a few clouds.
Home in Kissimmee
4.9 out of 5 average rating, 147 reviews

Peaceful Waterfront Retreat, Close to Everything!

Beautiful 4br peaceful lakefront home in safe, quiet community. Close to major shopping and restaurants! Just a short drive to the Turnpike and 417 highway, close to Disney, Seaworld, Medical City, Lake Nona and the VA Hospital. Comfortable space with smart TVs and central AC. Fully equipped kitchen. Split floor plan perfect for families and friends. The master bedroom faces the rear of the home, large windows allowing natural light to enter the home all while enjoying your waterview!

Guest favourite
An aerial view of a community pool area features a curvilinear swimming pool surrounded by lounge chairs and shaded seating areas. A hot tub is located adjacent to the pool, surrounded by lush landscaping and palm trees. The clubhouse is visible, contributing to the inviting atmosphere.
Apartment in Kissimmee
4.89 out of 5 average rating, 280 reviews

Marvelous apartment near Disney first floor

Indulge in opulent living at our exquisite Orlando apartment, strategically located for your convenience. Step into a culinary haven with a granite kitchen and gleaming tile floors, where the art of cooking meets elegance. This first-floor retreat boasts not one but two master bedrooms, each meticulously designed for maximum comfort. The entire space is adorned with a fresh coat of paint, enhancing the ambiance of sophistication. Our home invites you to the luxury experience.

Top guest favourite
A bright bedroom features two double beds, each adorned with crisp white linens and neatly arranged towels. Two bedside tables with lamps are positioned beside the beds. Natural light streams in through the window, complemented by gray curtains, creating a serene environment.
Townhouse in Kissimmee
4.88 out of 5 average rating, 185 reviews

โ›ต๏ธTHEโ›ต๏ธ LAKEโ›ต๏ธ HOUSEโ›ต๏ธ (3BD/2BA/4 Smart TVs/Lakefront)โ›ต๏ธ

โš ๏ธ BOOKING REQUIREMENTS: (please do not book if you dont meet or do not agree with the requirements) โœ”๏ธMinimum age of 25 yo is required to book this unit and be ready to present photo ID when requested. Must attend the trip. โœ”๏ธBe one single family living outside Orlando area and visiting parks. โœ”๏ธBe kind, clean, and well-organized. โœ”๏ธMust carefully read and agree with (1) listing description, (2) house rules and (3) checkout instructions.

Top guest favourite
A bright living and dining area showcases a large blue sofa adorned with decorative pillows. A wooden dining table is surrounded by four chairs. Natural light floods through sliding doors leading to an outdoor seating area, complemented by a soft area rug beneath the coffee table.
Townhouse in Kissimmee
4.98 out of 5 average rating, 121 reviews

Lakeside Boho Bliss: The BohoBay

โœจ Welcome to Bohobay โœจ Your cozy little hideaway just minutes from the magic of Disney and all the excitement Orlando has to offer. Tucked right by a peaceful lake, mornings here start with coffee and glittering water views, and evenings are made for a glass of wine with sunset vibes. ๐ŸŒ… Itโ€™s the perfect blend of fun-filled days out and calm, soul-soothing nights in.

Guest favourite
A welcoming living area features a neutral color scheme with two comfortable sofas adorned with yellow accent pillows. A large television is mounted on the wall, and sliding glass doors lead to a balcony surrounded by greenery, allowing natural light to fill the space.
Holiday home in Kissimmee
4.84 out of 5 average rating, 156 reviews

Lovely 2 bedroom apt - minutes from Disney World!

Keep it simple at this peaceful and centrally-located place. This 2 bedroom apt has everything that you need to enjoy your time at Disney World! Located 4 miles from Disney property, making it very convenient for those who want to stay minutes from the theme parks. Also, it is surrounded by shops, outlets stores, super markets and lots of restaurants.

Popular amenities for waterfront rentals in Osceola County

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