
Waterfront holiday rentals in Kissimmee
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Top-rated waterfront rentals in Kissimmee
Guests agree: these waterfront rentals are highly rated for location, cleanliness and more.

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!

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

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

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.

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.

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.

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!

⛵️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.

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.

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.

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.

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
Waterfront apartment rentals

18 - Near Universal & Lake View

Gorgeous spot 6 min drive to Universal Studios

BEST Views~2B2B~Universal~Disney

2 BR Cozi Apartment

Lovely one bedroom apartment.

Charming Lakefront Apt. Near Disney

Amazing Apartment in Orlando - Kissimmee

★BRAND NEW APT with LAKEVIEW - Close to Disney★
Waterfront house rentals

Game Room/HeatedPool/Piano Upscale Waterfront Home

Huge pool & Lakeview home | 5 Min Universal

Stunning Orlando Lake House, Minutes to Disney!

Mickey's Lakefront Villa at Sunset Lakes

Lakeside Paradise, 15 min Disney + Saltwater Pool

6BD/ 6 BA Sleeps 18! Storey Lake (2851 sq ft)

Hotel style bed House Near Disney

Heated Pool 15 Minutes to Disney PS5 l Switch
Waterfront apartment rentals

Private Rooftop Suite! No resort fees!

Cozy Condo at Secret Lake near Disney

Chic Disney Resort Condo • Pool Access Near Parks

Modern Lake view Condo 1 mile from Disney

Beautiful Waterfront w/ Fireworks★Near Disney★2BDR

Family Fun Condo: Free Water Park, Mins to Disney

*NEW* Adventureland Stay / Sleeps 6 / Near Disney

Lakefront Resort Condo near Disney and Universal
When is the best time to visit Kissimmee?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £118 | £120 | £130 | £127 | £112 | £120 | £127 | £112 | £100 | £109 | £118 | £144 |
| 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 |
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
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- Waterfront rentals Osceola County
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- Waterfront rentals United States
- Walt Disney World Resort
- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Walt Disney World Resort Golf
- Disney Springs
- SeaWorld Orlando
- Universal's Volcano Bay
- Orlando / Kissimmee KOA
- Magic Kingdom Park
- Discovery Cove
- ESPN Wide World of Sports
- Epcot
- Disney's Animal Kingdom Theme Park
- Kia Center
- Old Town
- Reunion Resort Golf Courses - Palmer & Watson
- Give Kids the World Village
- Camping World Stadium
- Aquatica
- Disney's Hollywood Studios
- ICON Park
- Island H2O Live!
- ChampionsGate Golf Club






