
Waterfront holiday rentals in Kissimmee
Find and book unique waterfront accommodation on Airbnb
Quick stats about waterfront rentals in Kissimmee

Total holiday rentals
Explore 690 holiday rentals in Kissimmee

Nightly prices starting at
Kissimmee holiday rentals start at $34 NZD per night before taxes and fees

Verified guest reviews
Over 41,170 verified reviews to help you choose

Family-friendly holiday rentals
650 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 140 rentals that welcome pets

Holiday rentals with a pool
660 properties feature pools

Rentals with dedicated workspaces
470 properties have a dedicated workspace

Wi-Fi availability
690 of Kissimmee holiday 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
Top-rated waterfront accommodation in Kissimmee
Guests agree: These waterfront accommodation options are highly rated for location, cleanliness and more.

Game Room/HeatedPool/Piano Upscale Waterfront Home
Welcome to one-of-a-kind upscale contemporary waterfront oasis, where luxury meets comfort. This stunning house is nestled in a tranquil neighborhood, just moments away from the airport and all the attractions you desire. Step inside to find a beautifully renovated space: fully equipped open kitchen, game room, gym, pool table, grand piano etc Outside: private screened in heated pool($20/night heating fee)with breathtaking waterviews, patio equipped with grill, dining table, ping pong and more!

Lakeside Paradise, 15 min Disney + Saltwater Pool
Welcome to Lakeside Paradise – Discover the perfect blend of tranquility and excitement at Lakeside Paradise. Enjoy the serenity of our lakeside retreat, just moments from Central Florida’s top attractions: Disney Parks – 8 miles (15 mins) Universal Studios – 16 miles (25 mins) SeaWorld – 13 miles (20 mins) ESPN Sports Complex – 6 miles (10 mins) Margaritaville/Island H2O – 3 miles (10 mins) Walmart/Target – 6 miles (10 mins) Optional heated pool and spa available for an added fee of $40/day

View the Disney fireworks from your pool!
Our home is close to Walt Disney World - Shopping - Restaurants . You’ll love the fully stocked granite kitchen, ALL SMART TVs in EVERY room, the views (fireworks), the location, the high ceilings & ceiling fans. Our home is great for couples, families (with kids), and furry friends (pets). Laundry room is INSIDE. The garage is full of games (air hockey, pool & foosball) The pool has a covered lanai with table & chairs for outdoor eating while overlooking our lake with a lighted fountain.

Enchanted Villa with Lake View 6-Bedroom in Resort
In the exclusive Lake Berkley Resort, this magical manor is a spacious 6 bedroom, 3.5 bathroom home with private pool & spectacular lake views. A 10 minute drive to Disney World, 15 minutes to Sea World and 20 minutes to Universal’s Wizarding World of Harry Potter. Ensure an immersive experience at this thematic home, perfect for families & groups of friends looking to cook in the well stocked kitchen, enjoy meals together in Great Hall or patio by the pool and watch movies & more in the Common

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

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!!

5 Bdrm (sleeps 13), free water park,closeto Disney
Stunning 5 bedroom/ 4 bath (sleeps 13) home available in a beautiful community -Storey Lake Resort with its private mini heated pool/ lake view. The resort has a water park /clubhouse and entry is free for the guests!! • Disney (5 miles) • SeaWorld (7 miles) • Convention Center (9 miles) • Universal (10 miles) • Location: Romeo circle, Kissimmee FL 34746 . Multiple restaurants walking distance . Plenty of free parking Search “Mohit Jagota Romeo Circle” on youtube to view the house video.

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.

Cozy Condo at Secret Lake near Disney
Step into our freshly remodeled, cozy 3-bedroom condo—designed with families in mind and just minutes from the enchantment of Disney! Nestled in a quiet, semi-forested area, it offers the perfect retreat to relax and recharge after a fun-filled day at the parks. Enjoy all the modern comforts in a beautifully updated space with stylish touches throughout. Unwind by the resort-style pool, fire up a meal at the charcoal BBQ picnic areas, or lounge under shaded umbrellas.

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)

3bd/2.5b Close to Disney °Luxury Paradise Living
Welcome To our beautiful, peaceful piece of paradise. A family friendly home! Enjoy the beautiful views, luxury decor, fine foods near you, and all this home has to offer! This home is all about creating loving memories. This beautiful home is newly built has 3 bedrooms 2.5 bathrooms, over 2,000 sqft, all new furniture, and super fast internet speed. The resort has a large beach-entry pool, kids water park, beach volleyball, mini-golf, arcade, and gym.

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.
Popular amenities for Kissimmee waterfront rentals
Waterfront apartment accommodation

*LaKe ViEwS* NEW!Condo 3/2 10 min to DiSnEy*

2 Bd/ 2 Ba Sleeps 6! Storey Lake (3191-405)

Penthouse With Epic Views

New APT 15Min Drive DisnyAirport&Parks KngBed Pets

2-Bedroom Renovated Lakeside Condo Near Disney

Charming Lakefront Apt. Near Disney

WATER View 4BR/Elevator/DISNEY Area

3171-302 Resort Lake View Disney Universal Orlando
Waterfront house rentals

Mickey's Lakefront Villa at Sunset Lakes

Luxury Lakeview Themed Home +Game Room Near Disney

Amazing 8Bdrms-5Bath/Game room/Pool

10 min Disney | Lakeview Hot Tub, BBQ | Game Room

Large Modern Lake Watcher's Retreat Near Disney

Spectacular Lake View - Game Room- Close to Disney

Vacation Home 5BD/5BA/Sleeps 14/Near Disney/Pool

N-Magical 8 Bdr w/Pool & Hot Tub-5 Miles to Disney
Waterfront condo accommodation

Penthouse Lakeview Minutes to Disney/ Universal

Waterfront Condo minutes to Disney & Universal

Modern Lake view Condo 1 mile from Disney

Modern Apartment with lake view Close to Disney

*NEW* Adventureland Stay / Sleeps 6 / Near Disney

Marvelous apartment near Disney first floor

Condo on the top floor with lake view near Disney!

Bird’s-Eye View! 2bd/2 King/2Bath Disney Area
When is the best time to visit Kissimmee?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $279 NZD | $295 NZD | $315 NZD | $288 NZD | $255 NZD | $272 NZD | $290 NZD | $255 NZD | $228 NZD | $247 NZD | $267 NZD | $327 NZD |
| Avg. temp | 16°C | 18°C | 20°C | 22°C | 25°C | 27°C | 28°C | 28°C | 27°C | 24°C | 20°C | 17°C |
Destinations to explore
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- Waterfront rentals Osceola County
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- Waterfront rentals United States
- Universal Studios Florida
- Walt Disney World Resort
- Universal Orlando Resort
- Walt Disney World Resort Golf
- Orange County Convention Center
- Disney Springs
- SeaWorld Orlando
- Universal's Volcano Bay
- Magic Kingdom Park
- Orlando / Kissimmee KOA
- Discovery Cove
- Epcot
- Disney's Animal Kingdom Theme Park
- Kia Center
- Old Town
- Reunion Resort Golf Courses - Palmer & Watson
- Camping World Stadium
- Aquatica
- Disney's Hollywood Studios
- ICON Park
- Island H2O Live!
- Southern Dunes Golf and Country Club
- University of Central Florida
- ChampionsGate Golf Club







