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Waterfront holiday rentals in Osceola County

Find and book unique waterfront accommodation on Airbnb

Top-rated waterfront accommodation in Osceola County

Guests agree: These waterfront accommodation options are highly rated for location, cleanliness and more.

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Guest favourite
Condo in Kissimmee
4.95 out of 5 average rating, 198 reviews

3161-305 Condo Resort Water Park Pools near Disney

Minutes from Disney World Orlando Florida, Modern & Stylish 2bed/2bath fully equipped apartment for up to 7 guests, located in the family friendly Storey Lake Resort. FREE Clubhouse & WATERPARK amenities: Heated Pool, Hot Tub, Kids Splash Zone, Water Slides, Lazy River, Gym, Tiki Bar, Ice Cream Shop & more. The apt is located: 10 min drive to DISNEY, 25 min to UNIVERSAL STUDIOS, 18 min to SEA WORLD. FREE Parking. FREE Waterpark. No extra FEES. Gated Resort with Security 24/7 & Self check-in!

Guest favourite
The master bedroom features a spacious bed with a tufted headboard, complemented by a decorative mirror and framed artwork. Natural light streams in through a large window, revealing views of greenery. A warm color palette and wood accents create a relaxing atmosphere.
Condo in Kissimmee
4.92 out of 5 average rating, 145 reviews

*NEW* Adventureland Stay / Sleeps 6 / Near Disney

Welcome to the Adventureland bungalow! This 2 bd/ 2 ba stay features a Tiki room living room with a sofa bed. The upgraded kitchen and bamboo bar are perfect to kick back and relax, or enjoy the screened in patio with tiki torches and seating area. The Jungle Cruise master bedroom features a king size bed and lovely waterfront views with lush greenery. The Pirate bedroom is fit for a captain (or two!) and has two twin xl beds. Air conditioning throughout. Located on the third floor/stair access.

Guest favourite
A spacious living area features a comfortable grey sectional sofa and a modern coffee table placed on a patterned area rug. Natural light enters through the large windows, revealing a glimpse of the outdoor space. A dining table is positioned to the right, enhancing the open feel.
Townhouse in Kissimmee
4.95 out of 5 average rating, 199 reviews

Private Pool Luxurious Modern Lake Home Disney

This astounding townhouse is brand new and furnished to a high standard. It’s the ideal retreat for an exquisite & up-scale family stay, located close to a wide variety of go-to attractions. This gated property at Paradise Palms can host up to 10 people. We believe it’s the ultimate location to experience the area and to start discovering what adventure awaits in Kissimmee. Get ready to get inspired! Very close to some fabulous sites. All in all, guaranteed enjoyment and relaxation.All day long

Top Guest favourite
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, 262 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 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, 177 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

Superhost
Two lounge chairs are positioned beside a heated pool, overlooking a serene lake. A pink flamingo pool float rests nearby. The outdoor area includes a large umbrella for shade, creating a peaceful space for relaxation.
Home in Kissimmee
4.85 out of 5 average rating, 118 reviews

Dreamy Waterside Villa | Heated Pool & Near Disney

Experience a quiet waterfront villa, this stunning property offers breathtaking views, luxurious amenities, and prime location for your getaway. Relax by the pool enjoying the unwind lake view, With spacious interiors, modern furnishings, and impeccable attention to detail. Whether you're seeking relaxation or adventure, is your perfect vacation home. Book your stay at our stunning home and create unforgettable memories with your loved ones. NO PARTIES/NO SMOKE $50 pet fee $35 pool heater fee

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, 204 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

Guest favourite
A private pool is surrounded by a screened enclosure, reflecting the bright blue sky. Two lounge chairs are positioned near the pool, with light-colored walls and large glass doors providing views of the backyard. A clock is mounted on the wall, indicating the time.
Villa in Kissimmee
4.91 out of 5 average rating, 111 reviews

Lakeside Villa, Sunny Pool Deck, 10Min From Disney

At this peaceful and centrally-located place you will wake up with a lake view, a private pool, and beautiful spacious clean space. You will be in a gated community complete with community pool and playground. This home facing south so you can sun bathing all day. You'll be minutes away from majors theme parks. Such as; Walt Disney World, Universal Studios/Islands of Adventure, Sea World, Legoland/Cypress Gardens, Discovery Cove, Cape Canaveral, and more. This can be you home away from home.

Guest favourite
Home in Lake Wales
4.94 out of 5 average rating, 119 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

Guest favourite
Villa in Kissimmee
4.94 out of 5 average rating, 104 reviews

Storey Lake•10BR•Fire Pit•Pool•Hot Tub•Game•EVChrg

✨ Step into your own Disney adventure! Once an NBA star’s vacation home, this villa sleeps 23 and blends luxury with fun: • 🛏 Themed Bedrooms (Frozen, Cars, Harry Potter, Star Wars & more) • 🎬 Galactic Theater w/ 86” Screen, Surround Sound, Arcade, Xbox & Nintendo • 💦 Heated Pool & Spa w/ Lounge Seating + Peaceful Forest Views • 🎢 Resort Water Parks w/ Lazy River, Pirate Ship, Water Slides & Mini Golf • 📍 Prime Location: Only 7 Miles to Disney & 19 Miles to MCO attractions

Guest favourite
The master bedroom features a spacious bed adorned with decorative pillows and a light throw. Two nightstands with lamps flank the bed. A landscape painting hangs above the headboard, while natural light streams in from a nearby window with a view of the pond.
Townhouse in Kissimmee
4.92 out of 5 average rating, 250 reviews

BoHali vacation home! A retreat near the parks!

Come enjoy your dream vacation on this beautiful and stylish townhome near all Disney Parks. Designed to be your home away from home! Every detail was carefully thought to give you a 5 star experience! Guests can relax and recharge on a Tempur pedic California King bed for a holistic sleeping. Enjoy and relax at the clubhouse with a heated pool and other amenities. Our unique villa is the perfect spot for families who wants to enjoy the parks and the beautiful city of Orlando!

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
4.87 out of 5 average rating, 141 reviews

Amazing 8Bdrms-5Bath/Game room/Pool

The Space * Accommodates: 22 * Bedrooms: 8 * Bathrooms: 5 * Property type: Luxury House * Location: Storey Lake * 12 miles from Magic Kingdom * 10 miles from Animal Kingdom * 16 miles from Universal Studios * 2.4 miles from Lake Buena Vista Factory Stores (Outlet) * 4 miles from The Loop (Outlet) * 22 miles from MCO * Located close to Highways 192 and 535, the property is located close to the main restaurants, pharmacies, markets.

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