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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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Superhost
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.

Top Guest favourite
A modern living area features a plush blue sectional sofa complemented by two stylish lounge chairs. A light area rug sits under a chic coffee table, while large sliding glass doors provide a view of the outdoors and allow natural light to enhance the space.
Condo in Kissimmee
4.93 out of 5 average rating, 207 reviews

3171-206 Resort Lake View Disney Universal Orlando

Minutes from Disney World Orlando Florida, Modern & Stylish 2bed/2bath fully equipped apartment for up to 6 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
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, 263 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 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, 176 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 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

Superhost
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
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, 150 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!

Top Guest favourite
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, 150 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 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, 249 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!

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
4.95 out of 5 average rating, 194 reviews

Waterfront Wizarding Near Universal's Harry Potter

This spellbound stay, situated in the prestigious Lake Berkley Resort, boasts lake views & private pool. With 6 bedrooms, 3 bathrooms, well equipped kitchen & comfy living spaces, this thematic home is ideal for families & friends seeking an immersive vacation. A 10min drive to Disney, 15min to Sea World & 20min to Universal's Wizarding World of Harry Potter, this magical manor provides a convenient home base for exploring Orlando's famous attractions.

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, 187 reviews

⛵️THE⛵️ LAKE⛵️ HOUSE⛵️ (3BD/2BA/4 Smart TVs/Lakefront)⛵️

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

Guest favourite
The exterior of the home showcases a single-story structure with a combination of pastel hues and stone accents. Lush green grass surrounds the building, accompanied by a variety of tropical plants and a palm tree. A well-maintained driveway leads to a two-car garage.
Home in Kissimmee
4.88 out of 5 average rating, 134 reviews

Relaxing Orlando 4 BR home, pool & water view

Charming home just 10-20 miles away from Disney World, SeaWorld, and Universal Studios, owned by Kim & Shawn Beus. Tranquil neighborhood with walking/running pathways. It is just 10 minutes away from many restaurants, grocery, shopping, and entertainment options like Medieval Times, Fun Spot America, and Give Kids the World. Relax in the private screened in pool (heated for additional fee) and patio and watch birds play in the pond.

Popular amenities for Osceola County waterfront rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Waterfront apartment accommodation

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.
Apartment in St. Cloud
4.94 out of 5 average rating, 147 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.
Apartment in Kissimmee
4.93 out of 5 average rating, 230 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, 147 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
4.9 out of 5 average rating, 139 reviews

Amazing Apartment in Orlando - Kissimmee

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.
Apartment in Kissimmee
4.89 out of 5 average rating, 150 reviews

*NrDisney*NewlyRenovated*LakeFront*APT

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
4.95 out of 5 average rating, 87 reviews

One Bedroom close to Disney

Guest favourite
A cozy living space features a large blue sofa and a comfortable gray chaise lounge. A colorful rug lies under a round coffee table. A wall with palm tree wallpaper adds a playful touch, while a flat-screen TV is positioned near an open kitchen and dining area.
Apartment in Kissimmee
4.85 out of 5 average rating, 99 reviews

Your Gateway to Adventure and Relaxation

Top Guest favourite
Apartment in Kissimmee
4.96 out of 5 average rating, 122 reviews

Premium LakeView/MoanaRoom/Walk to StoreyClubHouse

Waterfront house rentals

Guest favourite
A private screened-in pool features inviting blue water, surrounded by a spacious patio. Lush green grass borders the pool area, and a scenic lake view can be seen in the background, creating a serene outdoor space for relaxation.
Home in Kissimmee
4.91 out of 5 average rating, 101 reviews

Lakefront | Heated Pool | Pet Friendly | Games

Guest favourite
Home in Kissimmee
4.93 out of 5 average rating, 102 reviews

Lakeside Paradise, 15 min Disney + Saltwater Pool

Guest favourite
The image captures a clear view of a private heated spa within a fenced pool area. Sunlight reflects off the water's surface, showcasing the sparkling blue hue. Surrounding seating areas are visible, framed by a screened enclosure that provides an open sky view.
Home in Kissimmee
4.87 out of 5 average rating, 101 reviews

Large Modern Lake Watcher's Retreat Near Disney

Top Guest favourite
Home in Lake Wales
5 out of 5 average rating, 6 reviews

Speck House: Lakefront, Fishing, Kayaks

Guest favourite
Home in Kissimmee
4.93 out of 5 average rating, 105 reviews

Memories are made here! Heated pool included.

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
4.85 out of 5 average rating, 216 reviews

Disney & Universal Retreat| Heated Pool | Fire Pit

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, 154 reviews

Heated Pool 15 Minutes to Disney PS5 l Switch

Guest favourite
A bright and spacious living area showcases a modern design, featuring a welcoming sign displaying 'VACATION MODE ON.' A wine bottle and glasses are positioned on the counter, while natural light floods in through large windows, highlighting the dining area and outdoor views.
Home in Kissimmee
4.9 out of 5 average rating, 154 reviews

LARNE LODGE House with Hot Tub 3 miles to Disney!

Waterfront condo accommodation

Superhost
Condo in Kissimmee
4.78 out of 5 average rating, 250 reviews

Beautiful Lake View Condo. Close to Disney.

Top 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.
Condo in Kissimmee
4.93 out of 5 average rating, 148 reviews

Storey Lake Water Park Resort Condo next to Disney

Superhost
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
4.93 out of 5 average rating, 214 reviews

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

Superhost
A well-maintained exterior of a two-story condo is displayed, featuring a combination of yellow siding and red brick accents. Large windows allow for ample natural light, while neatly trimmed hedges line the walkway leading to the entrance, creating an inviting and accessible entry point.
Condo in Kissimmee
4.78 out of 5 average rating, 113 reviews

Waterview Condo Close to Disney

Guest favourite
Condo in Kissimmee
4.93 out of 5 average rating, 101 reviews

Spacious 3BD Storey Lake Resort, Close to Disney

Top 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, 164 reviews

Chic Disney Resort Condo • Pool Access Near Parks

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
4.9 out of 5 average rating, 142 reviews

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

Guest favourite
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
4.77 out of 5 average rating, 197 reviews

Amazing 2 Bedroom Getaway Resort Close To Disney

Destinations to explore