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Waterfront holiday rentals in Kissimmee

Find and book unique waterfront rentals on Airbnb

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, 123 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.

Guest favourite
A bright living area features a cozy gray sofa paired with two stylish yellow chairs. A wooden coffee table sits atop a textured area rug, while large glass doors lead to a balcony that offers views of Lake Bryan.
Apartment in Orlando
4.95 out of 5 average rating, 115 reviews

Modern Lake view Condo 1 mile from Disney

You will love our updated 1 bedroom, 2 bathrooms, spacious 798 sq ft condo so close to Disney at Blue Heron Beach Resort in wonderful Lake Buena Vista, home to lots of restaurants and shopping! Enjoy spectacular sunrise views from your private balcony overlooking the lake. Resort amenities include large swimming pool, kiddie pool, hot tub, tiki bar, fitness rooms & game room. Located on peaceful Lake Bryan, you have access to water sports like kayaking, boating, jet skis & fishing on the lake.

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.
Apartment in Kissimmee
4.94 out of 5 average rating, 136 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.

Guest favourite
The living room features a grey sofa adorned with decorative pillows, paired with a glass coffee table and a vibrant area rug. The open space leads to a dining area and modern kitchen, highlighted by yellow bar stools at the countertop under soft lighting.
Apartment in Orlando
4.86 out of 5 average rating, 333 reviews

BreathtakingView-1BR/2BA-1 Mile to Disney-Sleeps 5

Located 1 mile to Disney Springs in a Gated-Community A NEWLY REFURBISHED Spacious 1-bedroom, 2-bath Condo in Lakefront luxury @ Blue Heron Beach Resort nestled on shores of 400+ acre Lake Bryan, 2 blocks off I4 @ Lake Buena Vista exit. This luxurious condo overlooks the Pool & Lake Bryan. Sleeps 4 It’s all here! The ultimate Walt Disney World vacation right here at your fingertips! From the best of Disney or Work Travel this property offers the perfect environment to spend a lifelong memory

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
4.87 out of 5 average rating, 258 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
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, 228 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.

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, 147 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, 144 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, 117 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
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, 281 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.

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.
Apartment in Kissimmee
4.79 out of 5 average rating, 108 reviews

Waterview Condo Close to Disney

Welcome to our charming 3-bedrooms, 2-baths condo located just 15 minutes away from Orlando Airport and the magical world of Disney. Nestled in a prime location, this comfortable retreat offers convenience and accessibility to a plethora of attractions. The condo boasts three tastefully decorated bedrooms, providing a cozy haven for relaxation after a day of adventures. The master bedroom features a king-sized bed, the additional two bedrooms each feature a queen-sized bed.

Top guest favourite
Flat in Kissimmee
4.96 out of 5 average rating, 185 reviews

La Piu Belle Retreat at Storey Lake - Pool View

Welcome to **La Piu Belle Retreat** – a stylish, sunny, and serene escape at Storey Lake Resort. This 2-bedroom condo features boho-chic decor, a fully equipped kitchen, a bright balcony, and cozy vibes throughout. Enjoy access to a water park, gym, and more. Perfectly located just minutes from Disney, premium outlets, and top restaurants. Excellent Reviews: Our guests rave about their experiences, highlighting our cleanliness, location, and exceptional service.

Popular amenities for waterfront rentals in Kissimmee

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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 £15 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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  4. Osceola County
  5. Kissimmee
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