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Waterfront holiday rentals near Old Town

Find and book unique waterfront accommodation on Airbnb

Top-rated waterfront rentals near Old Town

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

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Top Guest favourite
An aerial view of the resort reveals a scenic layout surrounding a sparkling blue pool and vibrant water slides. Palm trees line the poolside area, where lounge chairs are arranged around the water's edge. The lush greenery and nearby lake add a natural touch to the inviting ambiance.
Townhouse in Kissimmee
4.96 out of 5 average rating, 299 reviews

*LAKEVIEW* Resort 4m Disney! Private Spa Wi-Fi

Welcome to our personal vacation home, Old Town Oasis! Beautiful LAKEVIEW property in Regal Oaks Resort! Coffee, Nespresso, tea, free Wi-Fi! It's close to the theme parks and everything that Orlando has to offer! Come relax in your own private spa after a long day at the parks, or enjoy the resort water slides, heated pool, pool side games & tiki bar with food & drinks, arcade games in Clubhouse and more. If you're up for more fun, walk to Old Town next door! Our place is BABY and KID FRIENDLY!

Top Guest favourite
The master bedroom features a king-size bed adorned with plush pillows and a cozy blanket. Large sliding doors open to a private balcony with serene views. Stylish lamps illuminate the room, complemented by rich maroon and neutral tones on the walls.
Townhouse in Kissimmee
5 out of 5 average rating, 275 reviews

BOOK your Disney inspired Lakefront retreat NOW!

Begin and end your dream vacation in a place where modern comfort meets magical wonder! This one-of-a-kind retreat is sure to please the family looking for adventure in Orlando as well as couples in search of a relaxing, romantic getaway. Great location just minutes from Disney, Universal, SeaWorld, numerous restaurants, tourist attractions and easy access to major highways such as SR417 and I4. *FREE WIFI, Netflix & Disney+ included! *STROLLER, BABY GATE, HIGH CHAIR, PACKNPLAY, TODDLER BED

Guest favourite
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
4.88 out of 5 average rating, 237 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 favourite
Home in Kissimmee
4.9 out of 5 average rating, 214 reviews

Do you Wanna Know Why We’re Among Guest Favorites

Welcome to your Orlando home away from home! 🏡✨ This cozy 2-story townhome features 3 comfortable bedrooms, a fully equipped kitchen, inviting living room, and dining area perfect for family gatherings. Located in the beautiful Lucaya Village Resort, just minutes from Disney, shopping, restaurants, and Orlando attractions. Enjoy high-speed Wi-Fi, Smart TVs, and access to community amenities including a pool, hot tub, fitness center, and clubhouse. Perfect for families and vacation travelers!

Top Guest favourite
A themed kitchenette features a bamboo bar with high seating and colorful pendant lighting. The walls are adorned with tribal art and shelves hold various artifacts. Kitchen appliances, including a refrigerator and counter space, reflect a blend of modern convenience and cultural decor.
Cottage in Kissimmee
4.99 out of 5 average rating, 201 reviews

Tahiti Gil’s Mananui: Disney Poly & Tiki Inspired!

Aloha Adventurers! Welcome to Faré Mananui. Your passport to a far away tropical hideaway awaits, so get ready to grab your favorite Aloha shirt! Mananui was made for the Disney/Tiki ADULT in mind! Imagined by artist @TahitiGil & designed by @TyphoonTommy (Former Disney/Universal creative team & designer of the Suffering Bastard Tiki Bar in Sanford, Fl. Experience your next Adventureland/ Enchanted Tiki Room “story dwelling” adventure from the moment you step thru the door! - Kungaloosh!!

Top Guest favourite
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, 443 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 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, 244 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 favourite
Townhouse in Kissimmee
4.98 out of 5 average rating, 109 reviews

Clean, stylish retreat • Resort pool • Near Disney

Welcome to Villa Marquesa (private mgmt), a revamped 4-bed, 3.5-bath townhome made for families. After a fun-filled day at the parks, come home to a clean, comfy space where everyone can relax—watch a movie, cook a meal, or unwind by the resort-style pool (no resort fee). Sleeps 6 adults & 4 kids, with lake views from the screened lanai. Just 3 miles to Disney, 20 mins to Universal, steps from Old Town. Includes WiFi, Disney+, Netflix. Your family retreat starts here!!

Guest favourite
Townhouse in Kissimmee
4.93 out of 5 average rating, 130 reviews

Private Pool•StoreyLakes Resort•Near Disney•Themed

Enjoy your own private heated pool overlooking a peaceful lake, just 5 minutes from Disney! Located in the award-winning Storey Lakes Resort, this family-friendly home features themed kids rooms, a first-floor king suite, fast WiFi, a fully equipped kitchen, and full access to the resort waterpark with lazy river, splash pad, water slides, tiki bar, and gym. Pets welcome!

Guest favourite
A sunlit community pool area showcases a large pool surrounded by palm trees and lounge chairs. The clubhouse, with expansive windows and a vibrant facade, stands in the background. Colorful slides and umbrellas add to the inviting recreational atmosphere.
Home in Kissimmee
4.95 out of 5 average rating, 105 reviews

A Colorful Splash | Magical Disney Lakeside Resort

Unwind in our 2-story, Colorful Retreat, Minutes from Disney's Magic! NEWLY Renovated, Covered Patio, and Woodland Seclusion. Your Dream Vacation Awaits - Modern Comforts, Magical Wonders. FREE WIFI, and Jacuzzi! Discover a 1500 sq ft Townhouse, a Gateway to Luxury and Adventure. Your Fairy-Tale Begins Here!

Guest favourite
An aerial view of the resort showcases a large pool area surrounded by palm trees and lounge chairs. Two water slides are visible along with a separate pool, and the clubhouse can be seen nearby, accented by a warm terracotta roof.
Townhouse in Kissimmee
4.84 out of 5 average rating, 332 reviews

Family Resort, Heated Pool and Water Slides!

Just 10 minutes from Disney and 20 from Universal, this 4-bedroom home sleeps 8 and offers a resort-style stay with pools, water slides, gym, and Kid's Club. Walk to Old Town and nearby restaurants. Enjoy a relaxing, family-friendly space with all the comforts of home. Baby and kid essentials included.

Guest favourite
An open living space features a light-colored sectional sofa facing a large wall-mounted TV displaying a vibrant image of a castle. A dining area with white furniture and a staircase in the background create a welcoming environment, enhanced by natural light from the spacious layout.
Townhouse in Kissimmee
4.76 out of 5 average rating, 183 reviews

Resort Stay with Free Water Slides!

Just 10 minutes from Disney and 20 from Universal, this spacious 4-bedroom home sleeps 10 and offers a relaxing, carpet-free stay. Walk to Old Town, restaurants, and attractions. Enjoy resort-style amenities including pools, water slides, gym, and tennis court—all with the comfort of home.

Popular amenities for waterfront rentals near Old Town

Quick stats about waterfront rentals near Old Town

  • Total holiday rentals

    Explore 30 holiday rentals in Old Town

  • Nightly prices starting at

    Old Town holiday rentals start at $121 NZD per night before taxes and fees

  • Verified guest reviews

    Over 7,310 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space and kid-friendly amenities

  • Holiday rentals with a pool

    30 properties feature pools

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Old Town holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Old Town rentals

  • 4.7 Average rating

    Old Town stays receive an average rating of 4.7 out of 5 from guests

  1. Airbnb
  2. United States
  3. Florida
  4. Osceola County
  5. Kissimmee
  6. Old Town
  7. Waterfront rentals