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Waterfront holiday rentals in Osceola County

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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
Apartment in Kissimmee
4.95 out of 5 average rating, 191 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!

Superhost
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.
Flat in Kissimmee
4.91 out of 5 average rating, 145 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

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, 201 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, 180 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
Villa in Kissimmee
4.99 out of 5 average rating, 104 reviews

Minutes to Disney 6BR Immaculate Vacation Villa

This stunning Storey Lake Resort Villa is the perfect getaway to relax and enjoy your time in Orlando, Florida. Just minutes to Disney World & within easy reach of attractions, shopping and dining. This immaculate & exceptional villa has a heated pool and spa (no additional charge) to relax in after a busy day at the parks. Family friendly featuring Super Mario & Frozen bedrooms, as well as three king size bedrooms, along with a Harry Potter themed movie loft & Spider-Man themed game room!

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, 226 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. “Spotless, easy check in, and perfect location.” “Exactly as described. Would stay again.” 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.

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.
Apartment in Kissimmee
4.94 out of 5 average rating, 172 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
A private heated pool is set within a screened enclosure, surrounded by a patio area. Two blue chairs and a white lounge chair are positioned nearby, with lush greenery visible beyond the pool. The clear water reflects the sky, creating a serene atmosphere.
Home in Kissimmee
4.99 out of 5 average rating, 150 reviews

Heated Pool 15 Minutes to Disney PS5 l Switch

Spacious 4BR Home with a Private Heated Pool – 15 Minutes from Disney! Enjoy a large south-facing pool, Propane grill, Smart TVs with Disney+ in every room. Nintendo Switch in Living Room and an 85" screen with a PS5 in a temperature-controlled garage / game room. Fast WiFi, shuffleboard, pool table and plenty of board games. 🌴 Outdoor Fun Patio Seating for 14 + two lounge chairs. Propane Grill: $50 for length of stay Pool heat: $200 per stay (24-hour notice)

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, 143 reviews

[20% 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 image displays a resort landscape featuring various pastel-colored buildings surrounding a large pool area. A view of the tranquil lake is visible, with numerous palm trees and lounge chairs positioned near the water. The highlighted apartment is located on the second floor of one building.
Apartment in Kissimmee
4.98 out of 5 average rating, 401 reviews

Gorgeous❤️ Pool & Lake View Condo near Disney Parks

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. Book your stay and unwind in your own private slice of paradise!

Top guest favourite
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, 399 reviews

LAKE FRONT Suite w FREE Kayaking/Canoe

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.

Popular amenities for waterfront rentals in Osceola County

KitchenWifiPoolFree parking on premisesAir conditioning

Waterfront apartment rentals

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.
Flat in Kissimmee
4.78 out of 5 average rating, 104 reviews

LazyRiver+FreeParking+Tikibar

Guest favourite
An open living space features a dining area with a dark wood table and chairs. A glass coffee table sits in front of a light-colored sofa. Light wood flooring is observed, complemented by wall art and stylish accents, creating an inviting atmosphere throughout the room.
Flat in St. Cloud
4.95 out of 5 average rating, 131 reviews

2 BR Cozi Apartment

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.
Flat in Kissimmee
4.93 out of 5 average rating, 217 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.
Flat in Kissimmee
4.96 out of 5 average rating, 145 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.
Flat in Kissimmee
4.91 out of 5 average rating, 133 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.
Flat in Kissimmee
4.93 out of 5 average rating, 115 reviews

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

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.
Flat in Kissimmee
4.85 out of 5 average rating, 93 reviews

Your Gateway to Adventure and Relaxation

Superhost
A spacious balcony is equipped with woven seating and a glass-top table. Views of a tranquil waterway and lush greenery are visible, framed by modern railings. Soft clouds drift across the sky, enhancing the overall serene atmosphere of the outdoor space.
Flat in Kissimmee
4.79 out of 5 average rating, 121 reviews

★BRAND NEW APT with LAKEVIEW - Close to Disney★

Waterfront house rentals

Guest favourite
An inviting pool area is framed by a screened enclosure, revealing beautiful water views at sunset. Soft lighting enhances the relaxing atmosphere, with lounge seating positioned nearby for comfort. The tranquil setting is ideal for unwinding and enjoying outdoor moments by the pool.
Home in Kissimmee
4.96 out of 5 average rating, 331 reviews

Game Room/HeatedPool/Piano Upscale Waterfront Home

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, 135 reviews

Amazing 8Bdrms-5Bath/Game room/Pool

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 in Kissimmee
4.87 out of 5 average rating, 258 reviews

3 bedroom Villa in Kissimmee

Superhost
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, 160 reviews

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

Guest favourite
Home in Kissimmee
4.88 out of 5 average rating, 128 reviews

2584 - 6 Bedroom w/ Pool and Water Park Included

Guest favourite
The outdoor area features a spacious deck with a private pool and spa. A circular table with cushioned chairs is positioned beside the pool. A screen enclosure provides a clear view of the surrounding water and greenery, creating an inviting retreat.
Home in Kissimmee
4.74 out of 5 average rating, 120 reviews

Watersedge of Indian Wells Private Pool & Spa

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
4.89 out of 5 average rating, 121 reviews

Breathtaking Home

Superhost
A screened-in pool area is illuminated by string lights, offering a serene view of the lake at sunrise. The inviting pool features floating noodles, and the surrounding space is bordered by greenery, enhancing the tranquil atmosphere.
Home in Kissimmee
4.88 out of 5 average rating, 209 reviews

Disney & Universal Retreat| Heated Pool | Fire Pit

Waterfront apartment rentals

Superhost
Apartment in Kissimmee
4.78 out of 5 average rating, 243 reviews

Beautiful Lake View Condo. Close to Disney.

Top guest favourite
A landscaped pool area features a playful pink fountain surrounded by lush palm trees and tropical plants. Colorful umbrellas provide shade over lounge chairs, inviting relaxation. The backdrop includes two-story beach-style buildings, completing the tranquil resort atmosphere.
Apartment in Kissimmee
4.97 out of 5 average rating, 237 reviews

Welcome to our Son Shine condo ....

Superhost
A light-filled living area is furnished with a sectional sofa and a wooden coffee table. Two framed artworks are mounted on the wall beside a lamp. Tall windows with dark curtains offer views of the outdoor landscape, while a small chair and television provide additional seating and entertainment options.
Apartment in Kissimmee
4.77 out of 5 average rating, 245 reviews

Dumbo House

Guest favourite
A spacious pool area is surrounded by palm trees and well-maintained landscaping. Lounge chairs are arranged around the swimming pool, with a modern clubhouse visible in the background. Sunny blue skies create a bright atmosphere over the inviting outdoor space.
Apartment in Kissimmee
4.93 out of 5 average rating, 145 reviews

Storey Lake Water Park Resort Condo next to Disney

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.
Apartment in Kissimmee
4.95 out of 5 average rating, 209 reviews

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

Guest favourite
A modern living room features a light-toned sofa facing a wall-mounted television displaying tranquil landscape imagery. Soft blue LED lighting enhances the space, while a stylish area rug with geometric patterns adds texture. A glimpse of the kitchen can be seen in the background.
Apartment in Kissimmee
4.91 out of 5 average rating, 154 reviews

Chic Disney Resort Condo • Pool Access 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.
Apartment in Kissimmee
4.98 out of 5 average rating, 232 reviews

Modern Apartment with lake view Close to Disney

Top 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.
Apartment in Kissimmee
4.91 out of 5 average rating, 136 reviews

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

Destinations to explore