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Waterfront holiday rentals in Osceola County

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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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Top Guest favourite
Condo in Kissimmee
4.95 out of 5 average rating, 185 reviews

3161-305 Resort Lake View Disney Universal Orlando

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!

Top Guest favourite
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, 105 reviews

Mickey's Lakefront Villa at Sunset Lakes

Updated Pics Dec 2024. We have no gas burning appliances. We abide by the AirBnB enhanced cleaning protocol. We want our guests to be happy, healthy and safe in their home away from home. Please see house rules. Located in beautiful Sunset Lakes – it's hard to find a vacation home closer to Walt Disney World with all that's offered at Mickey’s Lakefront Villa. Be amazed at how quiet and secluded you will feel yet just minutes away from all of the entertainment that you came here to enjoy.

Guest favourite
A spacious living area is highlighted with light wood flooring and a calming blue accent wall. A dining table with chairs accommodates four, complemented by a cozy sofa. Shelves display kitchen essentials, with a microwave and kettle positioned on a counter beneath decorative wall art.
Apartment in Kissimmee
4.94 out of 5 average rating, 138 reviews

*KingSizeBed*NrDisney* 100%private*PetsOK

Relax in this 5-star studio, just 15 minutes from Disney, MCO Airport, Downtown, and Universal! Enjoy your private patio, dining under the stars or swaying in the hammock! Take in serene lake views and beautiful sunsets just steps away. With nearby shopping, dining, and local parks, this studio offers the perfect blend of tranquility and easy access to top attractions. Whether you’re here for a Disney vacation or a business trip, this is the ideal retreat for relaxation, comfort, and convenience

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, 164 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

Guest favourite
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
4.89 out of 5 average rating, 100 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, 199 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 favourite
A cozy living area showcases a rattan sofa adorned with patterned cushions. The walls are decorated with unique artwork, native artifacts, and framed pictures. Lush tropical accents and colorful lighting fixtures create a vibrant yet tranquil atmosphere. Natural light filters through decorative window panes.
Cottage in Kissimmee
4.99 out of 5 average rating, 174 reviews

Tahiti Gil’s Mananui: Disney Poly & Tiki Inspired!

Aloha Adventurers! Welcome to Faré Mananui. Your passport to a far away tropical hideaway awaits, so get ready to grab your favorite Aloha shirt! Mananui was made for the Disney/Tiki ADULT in mind! Imagined by artist @TahitiGil & designed by @TyphoonTommy (Former Disney/Universal creative team & designer of the Suffering Bastard Tiki Bar in Sanford, Fl. Experience your next Adventureland/ Enchanted Tiki Room “story dwelling” adventure from the moment you step thru the door! - Kungaloosh!!

Top Guest favourite
Home in Lake Wales
4.98 out of 5 average rating, 103 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 favourite
A modern apartment features a spacious bedroom with themed decor, showcasing vibrant wall art and a cozy sleeping area. An open kitchen adorned with sleek cabinetry and a dining space with four chairs is highlighted. A decorative living space includes a friendly mural, adding a playful touch.
Condo in Kissimmee
4.93 out of 5 average rating, 169 reviews

302_10 Pixie Dust Paradise - 10 min from Disney

A Magical Stay for the Whole Family! Welcome to your family's happy place near Disney! Our 3-bedroom apartment is cozy, kid-friendly, and fully stocked with everything you need to feel right at home. Whether you're starting your day with excitement or coming back from the parks with tired little feet, this is the perfect place to relax and recharge. And guess what? The waterpark is FREE and super fun—a splash-tastic way to end your day with big laughs and happy memories!

Top Guest favourite
An outdoor view shows a private pool, where a person is enjoying the water with a serene water view beyond. Inside, an illusion room presents colorful decorations and a lively atmosphere. A cozy bedroom showcases a spacious bed adorned with soft linens. A game room is visible, featuring engaging entertainment options.
Home in Kissimmee
4.99 out of 5 average rating, 137 reviews

[10% OFF] Illusion Home •Waterfront Private Pool

❤ Illusion room with character outfits ❤ Private pool with water view ❤ 15 min to Disney ❤ 25 min to Universal, SeaWorld, Convention Center, 2 min to Walmart ❤ Game room with board games & kids toys ❤ 100" movie theater screen ❤ Free Netflix ❤ Fully equipped kitchen ❤ Sleeps 12 ppl ❤ 2 king beds, 2 cribs, 1 Queen memory foam sofa bed, 6 twins ❤ Newly renovated home ❤ Fully stocked home ❤ Alice in Wonderland®-themed home ‼️ No parties, No smoking, 4 dogs max $75/pet

Top Guest favourite
The collage showcases various areas of the lakeside home. Highlights include a private patio dining set, a resort-style pool, a comfortable living space with a dining table, and vibrant bedrooms featuring bunk beds and colorful decor. The picturesque lake view complements the outdoor spaces.
Townhouse in Kissimmee
4.99 out of 5 average rating, 126 reviews

Lake View - 5 Miles to Disney!

This family friendly lakeside home is just five miles from your favorite theme parks and surrounded by a multitude of dining options, retail shopping, grocery stores and entertainment right outside the resort. This smart home offers high-speed internet/wifi and endless entertainment is just a voice command away. This home is located within the popular gated Encantada resort (staffed by security personnel 24 hours a day).

Top Guest favourite
A serene reflection of colorful townhouses is visible on the calm water of the pond in the foreground. Palm trees line the shore, adding a tropical touch to the scenic landscape under a clear blue sky.
Condo in Kissimmee
4.95 out of 5 average rating, 318 reviews

Cozy ❤️ Beach Style Condo near Disney & Universal

Welcome to Runaway Beach Club - your peaceful escape just minutes from the magic! With airy high ceilings and Key West-style decor, you’ll feel at home the moment you walk in. Whether you’re visiting theme parks or just want to relax, this cozy retreat is tucked away from the chaos but close to everything. Perfect for couples, small families, or business travelers.

Popular amenities for Osceola County waterfront rentals

KitchenWi-FiPoolFree parking on premisesAir conditioning

Waterfront apartment accommodation

Superhost
Aerial view of a resort-style pool area, featuring winding lazy river and colorful waterslides. Surrounding palm trees and lounge chairs enhance the tropical ambiance. The nearby lake provides a scenic backdrop, while various guests can be seen enjoying the water attractions.
Apartment in Kissimmee
4.79 out of 5 average rating, 100 reviews

Magical Holiday+Relax+FreeParking

Guest favourite
A well-lit bedroom features a spacious bed with a white quilted cover and decorative pillows. A round mirror is mounted above a side table, complemented by wall art. The room is connected to another area visible through an open door.
Apartment in Kissimmee
4.93 out of 5 average rating, 213 reviews

Lovely one bedroom apartment.

Guest favourite
A serene view of a calm lake surrounded by well-maintained buildings within a gated community. Two birds fly gracefully over the water, and a fountain can be seen in the distance, adding to the peaceful ambiance of the scene.
Apartment in Kissimmee
4.96 out of 5 average rating, 144 reviews

WATER View 4BR/Elevator/DISNEY Area

Guest favourite
A large resort-style pool, shaped like a Mickey Mouse head, is surrounded by palm trees and lounge chairs. Guests are seen relaxing on sun loungers and enjoying the water, with umbrellas providing shade in certain areas. Additional smaller pools are visible nearby.
Apartment in Kissimmee
4.91 out of 5 average rating, 129 reviews

Amazing Apartment in Orlando - Kissimmee

Guest favourite
The modern kitchen is equipped with stainless steel appliances, including a large refrigerator, microwave, and oven. A granite countertop offers ample workspace, complemented by sleek cabinets. Pendant lights hang above the island, and a dining area is visible in the background.
Apartment in Kissimmee
4.93 out of 5 average rating, 110 reviews

Serenity Lake: Spacious & comfy 3BR/2BA Apartment

Top Guest favourite
A resort-style swimming pool is surrounded by lush greenery and palm trees, featuring canopies in orange and yellow hues. Sun loungers are arranged near the water's edge, inviting guests to relax under the clear blue sky.
Apartment in Kissimmee
4.97 out of 5 average rating, 75 reviews

One Bedroom close to Disney

Guest favourite
The living area features a blue sectional sofa and a round coffee table centered on a patterned rug. A large television is positioned against a feature wall adorned with tropical-themed wallpaper. Bright curtains frame the sliding door, which leads to a balcony with a view.
Apartment in Kissimmee
4.85 out of 5 average rating, 91 reviews

Your Gateway to Adventure and Relaxation

Superhost
The living area features a spacious futon sofa, paired with a textured area rug. A wooden dining table is positioned at the center, adorned with a vibrant vase of flowers. Sunlight filters through two large windows, creating a bright and airy ambiance.
Apartment in Kissimmee
4.84 out of 5 average rating, 75 reviews

Convenient and Close to All

Waterfront house rentals

Superhost
A light-filled living area features a wall-mounted television displaying a vibrant scene. Two blue chairs are positioned around a wooden coffee table, which is topped with a small plant. Greenery adds a touch of nature, and a patterned rug enhances the space's comfort.
Home in Haines City
4.78 out of 5 average rating, 131 reviews

Stylish 3BR: Pool, Golf Views, Disney, Legoland

Superhost
Home in Kissimmee
5 out of 5 average rating, 3 reviews

4717 4BD - Beautiful Home with Charming Lake Views

Guest favourite
A screened patio features a well-lit spa and a inviting south-facing pool, surrounded by a spacious paver area. A lounge chair with colorful cushions is positioned nearby, alongside a seating arrangement with chairs and a small table, offering views of the tranquil waterfront.
Home in Kissimmee
4.97 out of 5 average rating, 102 reviews

Waterfront 8Br5Ba Game Room/Pool/Spa/Office Space

Top Guest favourite
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
4.98 out of 5 average rating, 172 reviews

Waterfront Wizarding Near Universal's Harry Potter

Top Guest favourite
An expansive outdoor pool deck is featured, surrounded by lounge seating and shaded areas. A giant outdoor chess set stands nearby, along with a view of the scenic forest and pond. A brightly decorated game area showcases themed decor and entertainment options.
Home in Four Corners
4.99 out of 5 average rating, 147 reviews

*Luxurious Paradise Mansion: Pool, Spa & Cinema

Guest favourite
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, 120 reviews

Breathtaking Home

Guest favourite
The exterior of a two-story yellow cottage is shown, featuring large windows and a fenced private pool. Sunlight reflects off the water, and lush greenery surrounds the pool area, enhancing the inviting atmosphere. Balconies are visible on the upper level, overlooking the pool.
Home in Kissimmee
4.96 out of 5 average rating, 226 reviews

"Vista Lago"Hotel Amenities/lake view,private pool

Top Guest favourite
A bright living area features a light-colored sofa complemented by colorful accent chairs. A patterned area rug adds warmth to the space, which includes a ceiling fan and large windows allowing natural light. A blend of greenery and decorative items enhance the inviting atmosphere.
Home in St. Cloud
4.96 out of 5 average rating, 75 reviews

Lakefront home near Disney/Beach

Waterfront condo accommodation

Top Guest favourite
The exterior of a charming yellow condo is depicted, featuring a welcoming entrance with white trim. Lush greenery frames the building, and palm trees are visible against a bright blue sky with scattered clouds. The sidewalk leads to the entrance from the landscaped area.
Condo in Kissimmee
4.97 out of 5 average rating, 233 reviews

Welcome to our Son Shine condo ....

Guest favourite
A spacious bedroom is highlighted by a large mural depicting autumn trees. A white bed frame is complemented by a dark blanket and patterned pillows. Two bedside tables with lamps are positioned on either side, providing balanced lighting.
Condo in Kissimmee
4.95 out of 5 average rating, 207 reviews

New Lovely 3-bedroom Condo 5 minutes from Disney’s

Guest favourite
Condo in Kissimmee
4.88 out of 5 average rating, 165 reviews

Family Princess Condo10 Min to Disney & Lazy River

Guest favourite
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
4.91 out of 5 average rating, 148 reviews

Chic Disney Condo w/ Resort, Pool & Near Parks

Top Guest favourite
A modern dining area is featured, with a glass-top table and six white chairs. A mirrored wall reflects the light, while a bouquet of orange flowers occupies the center of the table. A kitchen with light cabinetry is visible in the background.
Condo in Kissimmee
4.98 out of 5 average rating, 224 reviews

Modern Apartment with lake view Close to Disney

Guest favourite
The outdoor pool area features a large lazy river, water slide, and a splash park, surrounded by lush landscaping and palm trees. Lounge chairs line the pool deck, providing ample space for relaxation. Multiple seating areas and a tiki bar can be seen nearby, along with a serene pond.
Condo in Kissimmee
4.91 out of 5 average rating, 132 reviews

D-Gated Resort-5 miles to Disney-2 FREE Water Park

Superhost
A family-friendly outdoor pool area features a spacious pool surrounded by tropical landscaping. A colorful splash pad with water features and seating areas is visible, along with shaded lounge chairs positioned under sunny skies. The tranquil atmosphere is enhanced by palm trees and greenery.
Condo in Kissimmee
4.76 out of 5 average rating, 189 reviews

Amazing 2 Bedroom Getaway Resort Close To Disney

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
4.94 out of 5 average rating, 128 reviews

*NEW* Adventureland Stay / Sleeps 6 / Near Disney

Destinations to explore