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Waterfront vacation 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 favorite
Condo in Orlando
4.98 out of 5 average rating, 133 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 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.

Guest favorite
The living area features a spacious gray sectional sofa and a wooden coffee table atop a round, textured rug. A large TV is mounted on a media console, and natural light flows through the floor-to-ceiling sliding doors leading to a balcony with lake views.
Condo in Orlando
4.88 out of 5 average rating, 177 reviews

[Lake View, Modern Decor, 1 Mile to Disney!]

K&J Orlando is located less than 10 minutes away from the gates of Disney. The space has been recently updated with new furniture, lighting, and appliances. You will love the floor to ceiling views of Lake Bryan and the modern decor. The resort itself features a heated pool, hot tub, tiki bar, game room, weight room, and kiddie pool. Its also has a beautiful boardwalk where you can experience the stunning natural beauty of the marsh at the edge of the lake. We hope you will visit soon!

Top guest favorite
A private balcony offers serene views of Lake Bryan and a swimming pool area. A small round table with two chairs invites relaxation, while warm colors from the sunset enhance the tranquil setting. Lush trees frame the scene, creating a peaceful atmosphere.
Condo in Orlando
4.97 out of 5 average rating, 424 reviews

Waterfront Condo minutes to Disney & Universal

Just minutes from Disney World and Universal Studios, this condo places you in the heart of Orlando’s top attractions, including Disney Springs, Islands of Adventure, SeaWorld, Magic Kingdom, Epcot, two outlet malls, and more. Relax on your private balcony with breathtaking views of Lake Bryan, or enjoy the resort-style pool with a full Tiki bar and dining menu. Additional perks include free parking, 24-hour security, and complimentary HBO & Netflix. No deposit required and no extra fees.

Top guest favorite
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, 234 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 favorite
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.

Top guest favorite
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

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)

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, 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.

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, 299 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!

Guest favorite
A private swimming pool is enclosed by a screened lanai, providing a clear view of the serene lake beyond. Two reclined loungers line the edge, positioned for relaxation under the sun. A spa area is visible next to the pool, enhancing the tranquil environment.
Villa in Kissimmee
4.91 out of 5 average rating, 117 reviews

Hot tub, gameroom near Disney

I am chuffed to bits to host your family! The villa is a 15-minute drive to Disney and 25 to Universal. There are five golf clubs locally and plenty more things to do—why not check out one of Florida’s beaches or shop at Downtown Disney? There is so much to see in Orlando. If you choose to stay in, take advantage of the private swimming pool, spa, and spacious, family-friendly home with a fully equipped kitchen and game room.

Top guest favorite
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, 129 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.

Guest favorite
A welcoming living area features a neutral color scheme with two comfortable sofas adorned with yellow accent pillows. A large television is mounted on the wall, and sliding glass doors lead to a balcony surrounded by greenery, allowing natural light to fill the space.
Vacation home in Kissimmee
4.84 out of 5 average rating, 160 reviews

Lovely 2 bedroom apt - minutes from Disney World!

Keep it simple at this peaceful and centrally-located place. This 2 bedroom apt has everything that you need to enjoy your time at Disney World! Located 4 miles from Disney property, making it very convenient for those who want to stay minutes from the theme parks. Also, it is surrounded by shops, outlets stores, super markets and lots of restaurants.

Popular amenities for Kissimmee waterfront rentals

When is the best time to visit Kissimmee?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$33,047 GYDG$33,465 GYDG$36,184 GYDG$35,348 GYDG$31,374 GYDG$33,465 GYDG$35,557 GYDG$31,374 GYDG$28,027 GYDG$30,328 GYDG$32,838 GYDG$40,158 GYD
Avg. temp16°C18°C20°C22°C25°C27°C28°C28°C27°C24°C20°C17°C

Quick stats about waterfront rentals in Kissimmee

  • Total vacation rentals

    Explore 740 vacation rentals in Kissimmee

  • Nightly prices starting at

    Kissimmee vacation rentals start at G$4,183 GYD per night before taxes and fees

  • Verified guest reviews

    Over 40,180 verified reviews to help you choose

  • Family-friendly vacation rentals

    690 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 150 rentals that welcome pets

  • Vacation rentals with a pool

    710 properties feature pools

  • Rentals with dedicated workspaces

    500 properties have a dedicated workspace

  • Wi-Fi availability

    730 of Kissimmee vacation rentals include wi-fi 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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