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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
The image captures a beautiful aerial view of a community near a tranquil body of water at sunset. The surrounding landscape features lush greenery and well-maintained townhouses with a striking view of the water reflecting the colorful sky.
Townhouse in Kissimmee
4.95 out of 5 average rating, 166 reviews

Luxury 5BR free heat private pool Disney Universal

Welcome to this gem near all major attractions: Disney (5 miles), SeaWorld (7 miles), Universal (12 miles), Convention Center (9 miles), and Airport (20 miles). Nearby are outlets, restaurants, and supermarkets. This luxurious home features 5 bedrooms, 4 bathrooms, a private heated pool/spa, fully equipped kitchen, laundry, and free stroller, playpen, and highchair. Resort amenities include a water complex, lazy river, bar, fitness center, mini golf, kayaking, and more! Pets friendly & welcome!

Top guest favourite
A balcony view showcases a round table set for two, with two glasses placed on it. The water glimmers in the sunlight, reflecting blue skies and a bright sun, creating a serene lakeside ambiance.
Apartment in Orlando
4.89 out of 5 average rating, 449 reviews

FantasticView, 1 BR/2BA, 1 Mile to Disney-Sleeps 5

Located 1 mile to Disney Springs in a Gated-Community NICELY 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 6 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

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
4.84 out of 5 average rating, 120 reviews

Dreamy Waterside Villa | Heated Pool & Near Disney

Experience a quiet waterfront villa, this stunning property offers breathtaking views, luxurious amenities, and prime location for your getaway. Relax by the pool enjoying the unwind lake view, With spacious interiors, modern furnishings, and impeccable attention to detail. Whether you're seeking relaxation or adventure, is your perfect vacation home. Book your stay at our stunning home and create unforgettable memories with your loved ones. NO PARTIES/NO SMOKE $50 pet fee $35 pool heater fee

Top guest favourite
A modern living area features a spacious layout with large windows showcasing expansive lake views. A comfortable blue chair sits next to a small table, and a sleek couch complements the light-colored walls. The area is illuminated by natural light, creating a bright atmosphere.
Apartment in Orlando
4.92 out of 5 average rating, 130 reviews

2-bedroom condo w/ stunning lake and Disney views

Enjoy a stylish and comfortable stay at our modern 2 bedroom lakefront condo located at the Blue Heron Resort, which offers spectacular lake views and a very convenient and private alternative to neighboring resorts in Lake Buena Vista (perfect location for Disney attractions). Beautifully designed and furnished, our condo features an open plan living room, dining room and a full modern kitchen with stainless steel appliances. Stunning views of a lake and Disney fireworks from 2 balconies.

Guest favourite
An aerial view of the scenic waterpark features winding lazy rivers, vibrant water slides, and lush palm trees. Sun loungers are arranged along the edges, offering a relaxing spot to unwind. A serene lake reflects the blue sky, enhancing the resort-like ambiance.
Apartment in Kissimmee
4.84 out of 5 average rating, 236 reviews

Disney 4 miles NEW * Heated LazyRiver & Pool*2B/2B

Discover luxurious comfort at the beautiful Sunset Paradise Condo. For your vacation we provide the best family friendly tropical getaway. The entire Condo is crafted with intentional love. We have faith that your vacation will have you feeling right at home, enhanced with our amazing amenities that exude an all inclusive resort like experience: waterpark, beach volleyball, basketball, hammocking, full service for our poolside restaurant and bar, Kayaking, and mini golf. It's magical here.

Guest favourite
A dining area featuring a wooden table set for six, complemented by blue-patterned placemats and white dishware. In the background, a comfortable living space is visible, offering a sectional sofa and a ceiling fan. Large windows provide a view of the private pool.
Townhouse in Kissimmee
4.85 out of 5 average rating, 286 reviews

6 miles from Disney ! Private pool

This Beautiful newly renovated 3 bedroom 2.5 bathroom luxury townhouse has a private pool with complimentary resort facilities. The house is close to the Resort and Clubhouse, which has a lobby/reception, snack bar, all-year heated pools, training facilities, and a game room. It is 15 minutes from all Disney parks and close to Orlando attractions. Orlando International Airport is just 40 minutes from the home. Very relaxing and cozy. Newly renovated with new appliances and furniture.

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, 217 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!

Top guest favourite
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.

Top guest favourite
The modern kitchen is equipped with stainless steel appliances, including a large refrigerator, microwave, and oven. A granite countertop offers ample workspace, complemented by sleek cabinets. Pendant lights hang above the island, and a dining area is visible in the background.
Flat in Kissimmee
4.93 out of 5 average rating, 123 reviews

Serenity Lake: Spacious & comfy 3BR/2BA Apartment

Enjoy a relaxing stay in our spacious 3BR Orlando apartment! Located on the 2nd floor, it features lake views, a peaceful setting, and a master with a king bed, plus 2 queen beds and a bunk bed with full and twin bed. Includes a full kitchen with dishwasher, washer/dryer, and fast Wi-Fi. Close to top attractions: Disney (16 mi), Universal (22 mi), SeaWorld (16 mi), airport (13 mi), and stores just 1.6 mi away.

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, 137 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 favourite
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.
Holiday home in Kissimmee
4.85 out of 5 average rating, 162 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.

Top guest favourite
A bright sleeping area features a spacious queen bed, adorned with a light quilt and throw in teal. A small sofa sits nearby, complemented by decorative pillows. Art pieces of serene landscapes are displayed on the walls, enhancing the room's modern aesthetic.
Guest suite in Buenaventura Lakes
4.96 out of 5 average rating, 172 reviews

CHARMING EFFICIENCY BY THE LAKE

Enjoy a stylish experience at this centrally-located place: 15 minutes from Orlando International Airport 5 minutes from the Florida turnpike 22 minutes from Disney parks and Orlando 10 minutes from Gatorland 17 minutes from International Drive 52 minutes from Kennedy Space Center 1 hour from east coast 1 hour and 30 minutes from west coast

Popular amenities for waterfront rentals in Kissimmee

When is the best time to visit 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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