
Waterfront holiday rentals in Winter Park
Find and book unique waterfront accommodation on Airbnb
Top-rated waterfront accommodation in Winter Park
Guests agree: These waterfront accommodation options are highly rated for location, cleanliness and more.

Lakefront,Sanford airport, Boombah, Venue 1902,UCF
The lake front cottage is located on a private estate 1 mile south of Sanford airport, 4 miles to Sanford historic district, and 3 miles from Boombha Sports Complex. This cottage has a Fully equipped kitchen, light bright liv/din area, screened wrap around porch. Perfect spot for your next family vacation or weekend get away. While staying at the cottage you are welcome to enjoy our paddle boards and kayaks. Also catch and release fishing. No pets. Discounts for non-refundable cancellations.

Mills Lakeside
Beautiful over-sized private 1 bedroom cottage, overlooking the lake. We are close to several other lakes and dog friendly parks to explore. Comfort was our number one focus when choosing furniture, and there is even a king sleep number mattress in the bedroom. The kitchen is fully equipped with a dining area, living area, desk/office space, washer, dryer, flat screen TV, wifi, cable TV with HBO, Netflix & Amazon. Light breakfast & snacks. Please note there is an additional charge to use pool.

Rustic Barn Retreat
Experience the rustic elegance of this beautifully remodeled 1,800 sq. ft. barn nestled on a serene 17-acre property. Unwind in the private heated hot tub and soak up the peaceful surroundings. The prime location offers convenient access to major attractionsājust a 35-45 min drive west will take you to Disney, Universal, SeaWorld, and gator parks, while a 45-60 min drive east leads you to the breathtaking Atlantic beaches and the Space Coast. Plus, the property is only 40 min from the airport

The Lakeview Oasis - XL Pool & Jacuzzi - Orlando
Welcome to our stunning lakefront resort, where luxury meets tranquility! Dive into our expansive 100,000-gallon pool, enjoying a refreshing swim surrounded by breathtaking views. Inside, our tastefully designed space features midcentury modern amenities ensuring you have everything for a perfect getaway. Each bedroom offers serene views and plush bedding for a restful nightās sleep. Whether you seek adventure or relaxation, this is your ideal getaway. Book now for unforgettable memories!

St. Augustine suite
Luxurious space with PRIVATE ENTRANCE, PRIVATE BATHROOM and breakfast kitchenette. Located on a large lake front property with amenities that include private dock, pool, large manicured lawns and much more. Ideal for canoeing, watching the sun rise or doing nothing at all. Close to theme parks and beaches. Spring Valley is a peaceful community with age old oak tree , Ample shopping and award winning restaurants very nearby. Come play or rejuvenate your soul in this picturesque setting

Hip RetroModern Lakefront Cabana w/ EV Charger
The Kiwi Cabana is a modern euro-style studio that offers the best in location, comfort, and ambiance! Relax with a glass of wine on the patio or dock & enjoy a gorgeous sunset on the lake. Light the fire pit and fire up the grill for a romantic evening. Luxe Queen Murphy Bed. Wifi. Cable. Outdoor Lighting & Sound System. Spacious Leather Sectional. Multiple Coffeemakers. Dishwasher. Microwave. CounterTop Oven. Electric Vehicle Charger at Dedicated Guest Parking Space. STR License #1009857

Lake House Retreat w/ Firepit - Centrally Located
Our cozy lakefront retreat in the heart of Orlando boasts a fenced-in backyard with stunning lake views. Relax around the fire pit/wood-burning grill or enjoy a game of corn hole or ping pong on the porch. With a pool table in our game room and comfortable sleeping arrangements for up to 8 guests, this is the perfect place to relax and unwind. Located just minutes from downtown, Disney World, Universal Studios, and the airport, this is an ideal spot to experience all the area has to offer.

Incredible Private Lakefront Cottage Retreat
You can fully relax in this adorable lakefront cottage. We're sure you'll enjoy all of the wonderful amenities this peaceful property has to offer. Our incredibly unique cottage is nestled under a large grand oak tree and tucked away behind climbing jasmine vine clad fencing and security gates. Inside, you will find a new remodeled fully stocked kitchen and luxury bathroom. Our cozy cottage has all the comforts of home and more. Reserve your stay today and enjoy this special property.

The Lake House
Welcome to the mid-century Lake House. 370 square feet apartment with a private entrance and original terrazzo floors. Located on a quiet residential street on a small lake, and located within a 5-minute drive to anything you may need! Starbucks and Panera are within walking distance, and dozens of other places to eat. Publix, Walgreens, and Sprouts are just around the corner. A short 10 minute drive to the famous Park Ave, in Downtown Winter Park with shopping and gourmet restaurants.

Beautiful House Completely Remodeled
Forget your worries in this spacious and serene space. Completely remodeled, everything is brand new. You will love to stay at this beautiful house come and see for yourself! Only 10 minutes away from the airport. 15 minutes away from UCF. 20 minutes from SeaWorld and Aquatica. 30 minutes from Universal Studios, Island of Adventure and Volcano Bay. 30 minutes from Disney World. 10 minutes from Lake Nona. 15 minutes from Down Town. 25 minutes to the Outlets. 15 minutes to Kia Center.

Sunset Cottage in Lake Mary, Florida
Located on beautiful Lake Mary, this completely renovated studio sized guest house offers beautiful sunsets over the lake from a private patio. A comfortable queen bed, stylish sitting area and fully stocked kitchenette make for a wonderful stay in the Lake Mary- Sanford area. Minutes from the Sanford airport, close to the Sunrail station and 45 minutes to either Disney World or the beach. Our guest cottage is a perfect place to visit. Please note: The cottage is lakeview only.

Magnificent Lakefront Homeā¢Swim&Relaxā¢Long Stay OK
Water-ski, swim, boat, and fish in the pristine, spring-fed waters of the 310-acre Bear Lake beside this expansive home. Canoe and paddle boards provided! Enjoy the sunset from the swing on the boat dock, watch the sunrise from the screened deck while lounging in the hammock, or spend a lazy afternoon with the family playing board games. The rental is the private half of a duplex, completely separated from the owner's side, with no shared areas. (2 kings, 2 queens, 3.5 baths)
Popular amenities for Winter Park waterfront rentals
Waterfront apartment accommodation

LAKE FRONT Apartment w FREE Kayaking/Canoe

BEST Views~2B2B~Universal~Disney

2 BR Cozi Apartment

2-Bedroom Renovated Lakeside Condo Near Disney

Charming Lakefront Apt. Near Disney

Apartment in Orlando

*NrDisney*NewlyRenovated*LakeFront*APT

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

Paradise pool home /5 Min Universal /13 min Disney

Game Room/HeatedPool/Piano Upscale Waterfront Home

Huge pool & Lakeview home | 5 Min Universal

Pool + Heated spa Family friendly King suite Oasis

Waterfront Wizarding Near Universal's Harry Potter

Hotel style bed House Near Disney

Disney Villa w/ Priv Pool & Lake View-12 Mi Parks!

Upscale Disney/Universal Retreat on the Lake!
Waterfront condo accommodation

Location,Location 3bd 2bth near parks conv.ct/Int.

Penthouse Lakeview Minutes to Disney/ Universal

Disney Area Updated Lakefront Resort Condo 2 POOLS

Private Rooftop Suite! No resort fees!

Modern Lake view Condo 1 mile from Disney

Lakefront Resort Condo near Disney and Universal

210 - Disney, Epic Universal, Convention Center

3171-206 Resort Lake View Disney Universal Orlando
When is the best time to visit Winter Park?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $170 AUD | $170 AUD | $170 AUD | $170 AUD | $170 AUD | $160 AUD | $160 AUD | $160 AUD | $178 AUD | $205 AUD | $206 AUD | $206 AUD |
| 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 Winter Park

Total holiday rentals
Explore 10 holiday rentals in Winter Park

Nightly prices starting at
Winter Park holiday rentals start at $29Ā AUD per night before taxes and fees

Verified guest reviews
Over 880 verified reviews to help you choose

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

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
10 of Winter Park holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Winter Park rentals

4.9 Average rating
Winter Park stays are highly rated by guestsāaveraging 4.9 out of 5!

Nearby attractions
Winter Park's top spots, include Orlando Science Center, Harry P. Leu Gardens, and Orlando Museum of Art
Destinations to explore
- SeminoleĀ Holiday rentals
- Central FloridaĀ Holiday rentals
- MiamiĀ Holiday rentals
- St Johns RiverĀ Holiday rentals
- OrlandoĀ Holiday rentals
- Gold CoastĀ Holiday rentals
- Miami BeachĀ Holiday rentals
- Fort LauderdaleĀ Holiday rentals
- TampaĀ Holiday rentals
- Four CornersĀ Holiday rentals
- KissimmeeĀ Holiday rentals
- Key WestĀ Holiday rentals
- Rentals with a hot tubĀ Winter Park
- House rentalsĀ Winter Park
- Fitness-friendly rentalsĀ Winter Park
- Rentals with poolsĀ Winter Park
- Rentals with a fireplaceĀ Winter Park
- Rentals with a patioĀ Winter Park
- Family-friendly rentalsĀ Winter Park
- Private suite rentalsĀ Winter Park
- Rentals with lake accessĀ Winter Park
- Guesthouse rentalsĀ Winter Park
- Rentals with a washing machine and dryerĀ Winter Park
- Pet-friendly rentalsĀ Winter Park
- Apartment rentalsĀ Winter Park
- Rentals with outdoor seatingĀ Winter Park
- Rentals with a fire pitĀ Winter Park
- Condo rentalsĀ Winter Park
- Rentals with an EV chargerĀ Winter Park
- Waterfront rentalsĀ Orange County
- Waterfront rentalsĀ Florida
- Waterfront rentalsĀ 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
- Magic Kingdom Park
- Universal's Volcano Bay
- Ocean Center
- Orlando / Kissimmee KOA
- Daytona Beach Bandshell
- Discovery Cove
- ESPN Wide World of Sports
- Epcot
- Disney's Animal Kingdom Theme Park
- Daytona International Speedway
- Kia Center
- Old Town
- Reunion Resort Golf Courses - Palmer & Watson
- Camping World Stadium
- Aquatica
- Playalinda Beach
- Disney's Hollywood Studios
- Things to doĀ Winter Park
- Things to doĀ Orange County
- Nature and outdoorsĀ Orange County
- Art and cultureĀ Orange County
- Sports activitiesĀ Orange County
- Food and drinkĀ Orange County
- Things to doĀ Florida
- EntertainmentĀ Florida
- ToursĀ Florida
- Nature and outdoorsĀ Florida
- Art and cultureĀ Florida
- Food and drinkĀ Florida
- Sports activitiesĀ Florida
- WellnessĀ Florida
- SightseeingĀ Florida
- Things to doĀ United States
- ToursĀ United States
- Sports activitiesĀ United States
- Art and cultureĀ United States
- EntertainmentĀ United States
- WellnessĀ United States
- Nature and outdoorsĀ United States
- SightseeingĀ United States
- Food and drinkĀ United States






