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Waterfront vacation 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 favorite
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, 204 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 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, 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 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, 174 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 favorite
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
4.89 out of 5 average rating, 218 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 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, 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, 117 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

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

Sit back and relax in this stylish home with all the amenities you need for a fun family getaway. This home has a spacious layout with 3 bedrooms and 2 baths. We have thought of everything so you don't have to-toiletries,washer/dryer, and wifi. Enjoy your morning coffee in the screened in pool area with a beautiful sunrise and lake view or sip a glass of wine while floating in the pool. Just minutes to Theme Parks and major highways, this is the dream home you have been waiting for!

Guest favorite
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
4.93 out of 5 average rating, 245 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 favorite
An aerial view of a community pool area features a curvilinear swimming pool surrounded by lounge chairs and shaded seating areas. A hot tub is located adjacent to the pool, surrounded by lush landscaping and palm trees. The clubhouse is visible, contributing to the inviting atmosphere.
Condo in Kissimmee
4.89 out of 5 average rating, 287 reviews

Marvelous apartment near Disney first floor

Indulge in opulent living at our exquisite Orlando apartment, strategically located for your convenience. Step into a culinary haven with a granite kitchen and gleaming tile floors, where the art of cooking meets elegance. This first-floor retreat boasts not one but two master bedrooms, each meticulously designed for maximum comfort. The entire space is adorned with a fresh coat of paint, enhancing the ambiance of sophistication. Our home invites you to the luxury experience.

Top guest favorite
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 favorite
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, 131 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.

Top guest favorite
The image showcases a colorful resort with pastel-colored buildings reflecting on a calm lake. Lush greenery surrounds the area, enhancing the tranquil setting. A clear blue sky is visible, with a playful Mickey Mouse graphic indicating proximity to Disney World.
Condo in Kissimmee
4.98 out of 5 average rating, 298 reviews

Amazing ❤️ Water View 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. Book your stay and unwind in your own private slice of paradise!

Popular amenities for Osceola County waterfront rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Waterfront apartment rentals

Guest favorite
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, 144 reviews

2 BR Cozi Apartment

Guest favorite
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, 225 reviews

Lovely one bedroom apartment.

Guest favorite
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 favorite
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, 136 reviews

Amazing Apartment in Orlando - Kissimmee

Top guest favorite
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
4.98 out of 5 average rating, 84 reviews

One Bedroom close to Disney

Guest favorite
A comfortable living area features a blue sectional sofa and a light-colored chaise lounge. A round coffee table sits in the center, with a large television positioned opposite the seating. Bright yellow curtains frame the glass doors that open to a balcony, offering outdoor views.
Apartment in Kissimmee
4.85 out of 5 average rating, 99 reviews

Your Gateway to Adventure and Relaxation

Top guest favorite
Apartment in Kissimmee
4.97 out of 5 average rating, 121 reviews

Premium LakeView/MoanaRoom/Walk to StoreyClubHouse

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.
Apartment in Kissimmee
4.8 out of 5 average rating, 122 reviews

★BRAND NEW APT with LAKEVIEW - Close to Disney★

Waterfront house rentals

Guest favorite
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, 332 reviews

Game Room/HeatedPool/Piano Upscale Waterfront Home

Top guest favorite
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, 110 reviews

Mickey's Lakefront Villa at Sunset Lakes

Top guest favorite
A large swimming pool is surrounded by lounge chairs and palm trees, reflecting bright blue skies. Nearby, a well-maintained lawn is visible through the screened lanai, enhancing the outdoor experience.
Home in Kissimmee
4.95 out of 5 average rating, 137 reviews

No Stairs!-Beside Pool-No Rear Neighbors!

Top guest favorite
The image captures a serene sunset viewed through a protective mesh enclosure, with silhouetted trees against a vibrant sky. In a second view, a two-story vacation home is presented, showcasing a well-maintained exterior surrounded by lush landscaping and palm trees.
Home in Davenport
4.93 out of 5 average rating, 121 reviews

Beautiful Pool Home With Rear Conservation Views

Top guest favorite
A private screened-in pool area features a spacious pool and spa, with a view of a serene lake at sunset. Comfortable lounge chairs are positioned around the pool, and a peaceful nature reserve is visible beyond the water.
Home in Kissimmee
4.99 out of 5 average rating, 131 reviews

Spectacular Lake View - Game Room- Close to Disney

Superhost
A modern living area is presented, featuring a comfortable grey sectional sofa with orange and white accent pillows. A sleek coffee table rests on a textured rug, complemented by a stylish floor lamp. A dining table, surrounded by chairs, shares the space with decorative plants and a large TV.
Home in Davenport
4.89 out of 5 average rating, 118 reviews

Modern Disney Retreat: 5BR Magic Home

Guest favorite
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
4.91 out of 5 average rating, 152 reviews

LARNE LODGE House with Hot Tub 3 miles to Disney!

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, 114 reviews

Dreamy Waterside Villa | Heated Pool & Near Disney

Waterfront condo rentals

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, 112 reviews

Waterview Condo Close to Disney

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

Spacious 3BD Storey Lake Resort, Close to Disney

Top 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
4.91 out of 5 average rating, 162 reviews

Chic Disney Resort Condo • Pool Access Near Parks

Guest favorite
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, 141 reviews

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

Guest favorite
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, 195 reviews

Amazing 2 Bedroom Getaway Resort Close To Disney

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, 142 reviews

*NEW* Adventureland Stay / Sleeps 6 / Near Disney

Top guest favorite
A spacious pool area is featured, surrounded by palm trees and lounge chairs. The expansive waterpark includes vibrant waterslides, providing a lively atmosphere. A relaxing hot tub is also visible nearby, complemented by a well-maintained landscaping that enhances the resort's inviting ambiance.
Condo in Kissimmee
4.98 out of 5 average rating, 186 reviews

Poolside 3Br Windsor Hills, Waterpark, Disney 2mi

Destinations to explore