Waterfront vacation 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 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, 152 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 master bedroom features a king-size bed adorned with plush pillows and a cozy blanket. Large sliding doors open to a private balcony with serene views. Stylish lamps illuminate the room, complemented by rich maroon and neutral tones on the walls.

Townhouse in Kissimmee

5 out of 5 average rating, 247 reviews

BOOK your Disney inspired Lakefront retreat NOW!

Begin and end your dream vacation in a place where modern comfort meets magical wonder! This one-of-a-kind retreat is sure to please the family looking for adventure in Orlando as well as couples in search of a relaxing, romantic getaway. Great location just minutes from Disney, Universal, SeaWorld, numerous restaurants, tourist attractions and easy access to major highways such as SR417 and I4. *FREE WIFI, Netflix & Disney+ included! *STROLLER, BABY GATE, HIGH CHAIR, PACKNPLAY, TODDLER BED

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, 239 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 world’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 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, 197 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 Osceola County

4.92 out of 5 average rating, 116 reviews

Pirate & Princess: Themed/Disney/Resort

Wishes come true at The Pirate & Princess 5BR/6BA immersive vacation home, 6 miles from Disney. Seeking enchanted adventure? Sprinkle pixie dust, second star to the right, to… Reunion Resort! Gated golf resort; pools/dining/gym. Treasure Island, Peter Pan, Tinker Bell, Captain’s Lounge, Little Mermaid & Moana; Disney-inspired rooms, professionally designed! Private Pool/Spa/BBQ/Chef’s Kitchen/Office/Laundry/WiFi/In-Law Apt./Sunset Lake Views. Family-friendly gem to delight kids! Sleeps 15.

Top guest favorite

A modern kitchen is showcased with light green cabinetry and stainless steel appliances. A large island with seating for four sits at the center. Soft lighting illuminates the space, while large glass doors offer views of the outdoor area.

Townhouse in Kissimmee

4.96 out of 5 average rating, 115 reviews

Gerard’s Green View Lagoon Disney Getaway

Water view, super close to heated pool! Beautiful spacious entirely remodeled townhouse! It’s a large 1400sq ft 2 story home. Hardwood flooring throughout the entire home. All bathrooms are new and updated. Fresh paint and all new furniture. Minutes from Disney World (3miles), Old Town Kissimmee boardwalk (1 mile), Univesal (11miles). Plenty of shopping near by. NEW HEATED POOL 76 degrees, basketball court and 2 play grounds on property. Ducks and turtles walk around the pond daily.

Guest favorite

A cozy living room features a comfortable sofa and two blue armchairs, arranged around a coffee table. A television is mounted on the wall, and large sliding glass doors open to a screened balcony overlooking a scenic landscape.

Condo in Kissimmee

4.9 out of 5 average rating, 145 reviews

Cheery 2BR Condo w/zero entry pool near Disney

Ideal location 15 minutes from Disney yet removed from the melee! **New Dishwasher** Second floor condo with fully equipped kitchen in gated community. Free WIFI and parking. Everything you need to have a magical Orlando holiday! King master bedroom, 2 twin beds in second bedroom, a queen sofa bed in living room. Private screened balcony facing lake to enjoy a tranquil moment. Community zero-entry pool, fitness center, game room, sports courts. Smoke and pet free.

Guest favorite

A modern living area features a cozy sofa facing a mounted TV, displaying a serene landscape. Behind the sofa, an electric fireplace adds ambiance. The open layout connects to a well-equipped kitchen, enhancing a sense of space within the inviting atmosphere. Accessibility to dining areas is evident.

Condo in Kissimmee

4.93 out of 5 average rating, 136 reviews

Chic Condo + Star Wars Room | Pool & Near Disney

Magical Disney Getaway! Stay just 7 miles from Disney in this beautifully remodeled 2BR/2BA condo with resort-style amenities. Located in a secure, gated community, enjoy a heated pool, hot tub, game room, and fitness center. Sleeps up to 6 guests with a full kitchen, fast WiFi, and Smart TVs. Perfect for families, couples, or business travelers. Near Universal, SeaWorld & top dining! Book now for a stress-free, magical stay! 🏰✨

Guest favorite

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

4.94 out of 5 average rating, 210 reviews

Family-Friendly Disney Resort: Hot Tub & Lake View

Modern 2-bedroom home, built in 2016, located in the prestigious Regal Oaks CLC World Resort. Resort luxury with the comforts of home. Why You’ll Love Staying Here: • Proximity to Disney: Just a short drive to the parks! • Private Hot Tub with Lake Views: Relax on the patio. Enjoy serene sunsets. • Resort Amenities: Lounge by the pool, enjoy on-site dining & fitness center. • Family-Friendly: A peaceful retreat for kids & adults.

Superhost

A dining area is presented with a wooden table set for six, featuring elegant tableware and decorative flowers. Natural light streams through large windows, illuminating the space. A cozy living area with a gray sofa is visible in the background, creating a welcoming atmosphere.

Home in Kissimmee

4.78 out of 5 average rating, 162 reviews

#2718 Stunning Lakefront Resort Villa Spa Disney

Beautiful Lakefront View! Huge Screened Patio with Private Jacuzzi Hardwood Floor! Free WiFi! Free Coffee! 3 miles from Disney Resort! Walk to famous Old Town/Fun Spot/Stores, Uber/Lyft stop, Lynx bus to Disney; 15 mins to SeaWorld, 20 mins to Universal. 3 BD 2.5 BA, wood cabinets, granite counter, stainless steel appliances; pool, water slides, fitness, tennis, restaurant, bar, mini store, and 24-hour security guard

Top guest favorite

The tranquil scene captures a lakeside view framed by trees at dusk. The horizon glows with soft orange and yellow hues, reflecting on the water. A hammock is visible, adding to the serene atmosphere of the wetlands beyond.

Guest suite in St. Cloud

4.94 out of 5 average rating, 372 reviews

LAKE FRONT Suite with FREE USE of Kayaks & Canoes

Private Master Suite with it's own exclusive entry. It has a convenient kitchenette complete with mini refrigerator, microwave, toaster, toaster oven and an outside grill. Comfy Queen size bed with overhead ceiling fan. Private Bathroom and shower. Lake view from the front of property, unit is in the back overlooking wetlands. Plenty of parking, with enough room to bring a boat.

Guest favorite

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.

Vacation home in Kissimmee

4.88 out of 5 average rating, 128 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.