
Holiday rentals with lake access in Winter Park
Find and book unique lake access rentals on Airbnb
Top-rated rentals with lake access in Winter Park
Guests agree: these rentals with lake access are highly rated for location, cleanliness and more.

Independent Unique Lake guest house/kayaks/jacuzzy
Independent Guest house with a beautiful lake where you can have unlimited kayaking use during your stay as option(2 kayaks). Property is at lake Mary across Country club, close to Sanford, Boombah Sports, Orlando Fl, walking distance to windixie super market, downtown Lake Mary, dunking donuts , near Orlando Sanford International Airport. Walk to many restaurants and entertainment, 30 min to Daytona Beach. Near Wekiva springs. To go to Disney or Universal, we have easy access to I-4 and 4-17.

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.

Chill 4/2, Lakefront, Game Room, Fishing & Hot Tub
The view of the lake from the patio is worth the price of admission! Tastefully decorated home & comfortable beds makes this a can't miss, home away from home! *Centrally Located (Walmart/Publix ~1 mi) *Close to Parks: Universal, Disney (30 min/40 min) *Short Drive to Beaches (1 hr) *UCF/Winter Park very close (5 min/15 min) *Bunk/Game Room w/pool table, Xbox & Full sized Pac-Man Arcade *Hot tub, Fishing, Games, Grill, Comfort *Close enough to do it all, far enough away for peace & quiet

Maitland-Orlando Area, FL. Pool House Bungalow
Large open space adjacent to a beautiful pool, waterfall, and fantastic lake view. 27 miles to Disney World, close to Park Avenue, local hospitals, Universities, and less than an hour to local beaches. Only 18 miles to MCO-Orlando International Airport. Great shopping within 3 miles. Location is secluded with large trees, lakeside, and adjacent to the commuter train track. The train runs by on regular basis. Please note in the pictures the pool creates the ambiance to make your stay complete.

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 night’s 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

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.

Magnificent Lakefront Home•Swim&Relax•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)

Spacious DT Orlando house off Lake Eola/ sleeps 6
Nestled in the historic Lake Eola Heights neighborhood and centrally located a block from Lake Eola Park. Close to bars and restaurants, and only a 20 min drive to MCO & all major theme parks. Space was designed with luxury appointments, for the upscale traveler to be comfortable as well as someone seeking accommodations with better offerings than that of what hotels have to offer. With 2 King beds in the bedrooms our space is big enough to fit your entire group.

2/2 PentHouse Downtown Orlando
This fully furnished 2/2 Penthouse, comes fully equipped with all the necessities you need for your vacation or short stay to Orlando, The City Beautiful. We have fully remodeled our house and would like to share the experience with you. The bedrooms come with King beds. Our kitchen comes with pots, pans, plates and silverware, and has a FREE Nespresso for your morning wake up! We have our laundry machines in-house and yes, you can use them.
Popular amenities for lake access rentals in Winter Park
Lake access house rentals

Luxurious Lakefront Home | Near DT & Winter Park

Hook's Cabin- Lake & Pool near Disney A-frame

Waterfront Wizarding Near Universal's Harry Potter

Adorable Downtown Lakeview Home 1105

Universal Epic Universe 17 mins, Airport 15 mins

Gorgeous 5BR PetFriendly @Encore | Disney - 7693

Lakefront Paradise Near Attractions

Disney Villa w/ Priv Pool & Lake View-12 Mi Parks
Apartment rentals with lake access

LAKE FRONT Apartment w FREE Kayaking/Canoe

Just Renovated 2/2 Resort Home

BEST Views~2B2B~Universal~Disney

Beach Heaven minutes from Disney

Top-Floor Lakeview Condo at Vista Cay Resort

2 BR Cozi Apartment

2-Bedroom Renovated Lakeside Condo Near Disney

Spacious Apartment In Minneola
Lake access cottage rentals

Cozy quiet cottage

15min away from Disney- Family home and pool

Charming Lakefront Cottage Near Disney

Gorgeous Cottage near Lake Louisa & mins 2 Disney.

Sunset Lake House

~ 12 Mi to Disney: Downtown Winter Garden Cottage!

Beautiful Home Private Pool Close to Attractions

Unique cottage with a heated pool on the canal
When is the best time to visit Winter Park?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $219 SGD | $244 SGD | $206 SGD | $192 SGD | $184 SGD | $168 SGD | $180 SGD | $178 SGD | $182 SGD | $164 SGD | $183 SGD | $183 SGD |
| 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 holiday rentals with lake access in Winter Park

Total holiday rentals
Explore 40 holiday rentals in Winter Park

Nightly prices starting at
Winter Park holiday rentals start at $26 SGD per night before taxes and fees

Verified guest reviews
Over 2,050 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Holiday rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
40 of Winter Park holiday rentals include wifi 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 guests – averaging 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
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