
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.

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.

The Boat House on Lake Dora - Downtown Waterfront
WATERFRONT! The Boat House is an 800sf private residence built directly over Lake Dora offering panoramic lakefront views. Located on Mount Dora's Famous Boat House Row, right in the heart of downtown Mount Dora, where you can roll out of bed and walk a few steps to one of the quaint coffee shops. The Boat House was once a tin boat shed with floors open to the water and housed two boats. Today, you will find warm, cozy furnishings, comfortable beds, a quiet location and sunsets every evening!

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

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.

The Green Room Orlando
Come enjoy The Green Room experience in beautiful Downtown Orlando in Thornton Park. Rub shoulders with some famous artists and performers! This stylish space is just what anyone needs before a big show or just a walk to Lake Eola. So many amenities in this hip studio! Fall asleep on our comfortable memory foam bed under the warm custom wood ceilings. You can relax on the couch watching your favorite shows, have a drink on the patio, or wash off the theme parks with a nice shower!

Downtown Orlando Garden Retreat
This space is a mother-in-law suite, completely private from the main house, accessible through a private entrance outside and entering through the garage. THIS IS NOT THE ENTIRE HOUSE! There is a queen size bed... perfect for a couples getaway! It is conveniently located about 15 min. from OIA and 5 min. from downtown Orlando. There is a beautiful pool and hot tub with stunning sunset views of across the lake... so peaceful and you feel like you are in a resort

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.

LAKEFRONT STUDIO APARTMENT (private entrance)
This studio apartment is located in the lower level of our home and is perfect for one or two people. It has a private entrance, a king bed, overlooks the pool and the lake with views of downtown Orlando. Please note there is no kitchen, but there is a wetbar with microwave and mini fridge. In addition to the indoor shower, there is also a outdoor shower and a dock with canoe. Please also note the inside ceiling height is lower than average at 6'3”.

Modern Suite in the Heart of Downtown Clermont 101
Experience luxury and excitement in our chic modern suite nestled in the vibrant heart of downtown Clermont. Perfectly poised for Triathletes, this suite is a beacon of comfort and convenience, mere steps away from charming downtown boutiques, delightful restaurants and local breweries. The location is unparalleled with close proximity to the celebrated Clermont/Minneola Trail, esteemed host of prestigious Triathlons and the serene Waterfront Park.
Popular amenities for lake access rentals in Winter Park
Lake access house rentals

Modern 4bd house/heated pool,Close to Disney

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

Waterfront Wizarding Near Universal's Harry Potter

Large Modern Lake Watcher's Retreat Near Disney

Lakeview Sunsets with Loft Escape West of Orlando

Mount Dora Liberty Cottage!

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

Disney Oasis with Private Pool and Game Room
Apartment rentals with lake access

LAKE FRONT Apartment w FREE Kayaking/Canoe

Just Renovated 2/2 Resort Home

BEST Views~2B2B~Universal~Disney

Top-Floor Lakeview Condo at Vista Cay Resort

2-Bedroom Renovated Lakeside Condo Near Disney

King Bed First Floor Family Condo Disney Universal

Spacious Apartment In Minneola

Vista Cay Resort Orlando Luxury 3 bed condo W73055
Lake access cottage rentals

Charming Lakefront Cottage Near Disney

Gorgeous Cottage near Lake Louisa & mins 2 Disney.

Sunset Lake House

Charming Mount Dora Cottage • Walk to Downtown

Unique cottage with a heated pool on the canal

Chic Cottage near Disney - Lots of Amenities!

Cottage 32: Flamingo Bungalow | Dora Canal Court

Historic Cottage super clean and comfortable
When is the best time to visit Winter Park?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £86 | £90 | £90 | £110 | £106 | £96 | £103 | £102 | £104 | £94 | £105 | £105 |
| 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 50 holiday rentals in Winter Park

Nightly prices starting at
Winter Park holiday rentals start at £15 per night before taxes and fees

Verified guest reviews
Over 2,060 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
50 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
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