Waterfront holiday rentals in Kissimmee

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Top-rated waterfront rentals in Kissimmee

Guests agree: these waterfront rentals are highly rated for location, cleanliness and more.

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Top guest favourite
Flat in Orlando
4.99 out of 5 average rating, 125 reviews

Private Rooftop Suite! No resort fees!

Enjoy a stylish experience at this centrally-located rooftop terrace. Located at the Enclave Suites, this unit features a rooftop terrace with views overlooking Sandy Lake. Recently remodeled, it boasts practical functionality with beautiful design. This unit is everything you need to enjoy a vacation in Orlando. It is centrally located off of International Drive and minutes from Universal Studios, Volcano Bay, SeaWorld, Disney World and much more. Enjoy a luxurious stay without the hefty price.

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.
Apartment in Kissimmee
4.92 out of 5 average rating, 199 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, 259 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.

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.
Apartment in Kissimmee
4.91 out of 5 average rating, 157 reviews

Chic Disney Resort Condo • Pool Access Near Parks

Magical Disney getaway that sleeps up to 6 guests just 7 miles from Disney. Enjoy full resort perks & amenities, fast free Wi-Fi, and year-round pool & hot-tub access. • Enjoy a heated pool, hot tub, game room, and fitness center, and Smart TVs • Full kitchen and cookware • Free parking steps from elevator • Located in a secure, gated community Perfect for families, couples, or business travelers. Near Universal, SeaWorld & top dining! Relax on a balcony & reach every park in under 15min!🏰✨

Superhost
A spacious bedroom is anchored by a large king bed with crisp white linens. Soft lighting is provided by two bedside lamps. A ceiling fan hangs overhead, and a large painting adorns the wall. A doorway leads to a well-lit bathroom and closet.
Serviced apartment in Orlando
4.78 out of 5 average rating, 201 reviews

Walt Disney World! Parking, Lakeside, with Kitchen

Nestled on the shores of Lake Bryan, this property offers a picturesque and peaceful setting only minutes from all the action. You’ll be just a short drive from popular theme parks, including Disney World, SeaWorld, Epcot and Universal Studios. Other nearby attractions include several golf courses, Downtown Disney, and Disney Springs. There’s plenty of shopping, dining, and nightlife, too. This is the perfect quiet respite away from the crowds, but close enough to enjoy your Orlando adventure!

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, 147 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.

Top guest favourite
Flat in Kissimmee
4.97 out of 5 average rating, 118 reviews

Premium LakeView/MoanaRoom/Walk to StoreyClubHouse

This beautifully designed Condo is just 4 miles from Walt Disney World 🎢 offering the ideal family escape. Enjoy beautiful decorated rooms and resort amenities-all while making unforgettable memories. Bring the whole family (including your furry friend) and experience the magic of nearby theme parks! 4 miles to Walt Disney World 16 miles to Sea World 19 miles to Universal 27 miles to Orlando International Airport Join Us for an Unforgettable Disney Adventure! Learn More Below!

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
4.93 out of 5 average rating, 240 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
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.
Apartment in Kissimmee
4.89 out of 5 average rating, 282 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 favourite
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.
Apartment in Kissimmee
4.98 out of 5 average rating, 293 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!

Top guest favourite
A bright living and dining area showcases a large blue sofa adorned with decorative pillows. A wooden dining table is surrounded by four chairs. Natural light floods through sliding doors leading to an outdoor seating area, complemented by a soft area rug beneath the coffee table.
Townhouse in Kissimmee
4.98 out of 5 average rating, 124 reviews

Lakeside Boho Bliss: The BohoBay

✨ Welcome to Bohobay ✨ Your cozy little hideaway just minutes from the magic of Disney and all the excitement Orlando has to offer. Tucked right by a peaceful lake, mornings here start with coffee and glittering water views, and evenings are made for a glass of wine with sunset vibes. 🌅 It’s the perfect blend of fun-filled days out and calm, soul-soothing nights in.

Popular amenities for waterfront rentals in Kissimmee

When is the best time to visit Kissimmee?

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Avg. price$203 SGD$206 SGD$222 SGD$217 SGD$193 SGD$206 SGD$218 SGD$193 SGD$172 SGD$186 SGD$194 SGD$235 SGD
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Quick stats about waterfront rentals in Kissimmee

  • Total holiday rentals

    Explore 740 holiday rentals in Kissimmee

  • Nightly prices starting at

    Kissimmee holiday rentals start at $26 SGD per night before taxes and fees

  • Verified guest reviews

    Over 40,180 verified reviews to help you choose

  • Family-friendly holiday rentals

    690 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 150 rentals that welcome pets

  • Holiday rentals with a pool

    710 properties feature pools

  • Rentals with dedicated workspaces

    500 properties have a dedicated workspace

  • Wifi availability

    730 of Kissimmee holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Kissimmee rentals

  • 4.7 Average rating

    Kissimmee stays receive an average rating of 4.7 out of 5 from guests

Destinations to explore

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