Vacation rentals with lake access in Winter Park

Find and book unique lake access rentals on Airbnb

Top-rated lake access rentals in Winter Park

Guests agree: these lake access rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Yurt in Orlando

4.96 out of 5 average rating, 223 reviews

Lakefront Sunset Yurt King Bed *A/C* Kayaks, Bikes

The Orlando Yurt Experience for Adults Only brought to you by CasaMarchanOrlando. Imagine Laying in Bed, Just Feet From the Water, Watching the Sunset from Yurt Deck. ★★★★★ "This yurt was the best experience l've ever had! I literally did not want to leave and I'm definitely coming back!” Xavier - April 2024 400sf Yurt King Bed Private Lakeside Deck & Outdoor Bathroom & Shower for 2. Indoor & Outdoor Dining Areas. BBQ, Alexa Controlled A/C. Free Unlimited Use of Kayaks & Bikes.

R1,907 ZAR per night

Guest favorite

Bungalow in Maitland

4.86 out of 5 average rating, 494 reviews

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.

Aug 11 – 18

R1,828 ZAR per night

Guest favorite

Guest suite in Altamonte Springs

4.96 out of 5 average rating, 317 reviews

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

Aug 12 – 19

R1,708 ZAR per night

Guest favorite

Home in Mount Dora

4.94 out of 5 average rating, 109 reviews

Modern Farmhouse & Pool in Mount Dora by Lake Ola

This recently renovated farmhouse cottage is the perfect “home away from home” to retreat w/ family & friends. Enjoy waking up to the beautifully updated kitchen w/ farm sink, catching the sunset over Lake Ola while refreshing in the pool, sipping your morning coffee on the large back porch. Only a few minute drive to downtown Mount Dora filled w/renown restaurants & boutiques . Close to Rock & Wekiva Springs, Sydonie Mansion & other wedding venues & easy commute to theme parks and beaches!

Sep 22 – 29

R2,986 ZAR per night

Guest favorite

Guesthouse in Orlando

4.96 out of 5 average rating, 369 reviews

The Coach House- 2 bedroom/3 bath Orlando Getaway!

Pet-friendly 2 Bedroom/3 Bath House. Designed by renowned architect James Gamble Rogers II, the house is a 25-minute drive ($23 Uber) from the MCO Airport. Nestled in the heart of Orlando's College Park district, it is an oasis just moments away from Downtown Orlando: nightlife, museums, and funky art and music scene. Take a 25-minute drive into Disney, Universal, or The Outlets. Uber/Lyft/Walk to nearby trendy restaurants, museums, theaters, boutique shopping, and our craft beer scene.

Jul 11 – 18

R3,222 ZAR per night

Guest favorite

Guesthouse in Orlando

4.88 out of 5 average rating, 219 reviews

Couples Oasis *Heated Pool* and Lake View

Have a romantic getaway in this SODO Couples Oasis Retreat with private pool or come work alone in this peaceful oasis. Perfect for couples or the busy profesional who want privacy and quiet with lake view while relaxing by the pool. Centrally located in SODO by downtown Orlando. Close to everything. Walk to great nearby eating places. Love ice cream Kelly’s Hand Made ice cream is a 5 minute walk from the house. *Heated Pool* available for $20 fee for first day and $10 every extra day.

Oct 4 – 11

R2,330 ZAR per night

Guest favorite

Tiny home in Orlando

4.88 out of 5 average rating, 369 reviews

The View - Waterfront Tiny Home

The View is a one of a kind tiny home- modern style mixed with comfortable textures and an unforgettable view of the lake. You won’t want to get out of bed with a view like this! This house features large picture windows, a comfortable living room, and a large private deck to make your stay a memorable one. Your tiny house stay won’t be a tiny experience...relax and unwind, enjoy sunrise yoga by the lake, and use our amenities to fish, kayak, and explore the natural beauty of Orlando!

Apr 9 – 16

R2,959 ZAR per night

Guest favorite

Guest suite in Orlando

4.97 out of 5 average rating, 243 reviews

Unique Place! East End Market! Baldwin/Winter Park

Welcome to Orlando. This unique place has private entrance, living room with microwave/refrigerator/freezer/Keurig coffee maker/55” TV and bathroom with a private overlooking little hidden garden/patio. There is a queen sized pull out couch in living room with a one time fee $15. I live in the actual back of the house and I am happy to assist you with anything you need. You can search in YouTube for “Faranak Guest House - winter/Baldwin-Park” to watch the short video about the unit.

Jun 27 – Jul 4

R2,509 ZAR per night

Guest favorite

Guest suite in Orlando

4.92 out of 5 average rating, 317 reviews

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

Aug 16 – 23

R2,831 ZAR per night

Guest favorite

Cottage in Orlando

4.98 out of 5 average rating, 105 reviews

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 dedicated dining area, living area, desk/office space, washer, dryer, flat screen TV. wifi, cable TV with HBO, Showtime, Netflix & Amazon. Light breakfast & snacks.

Oct 2 – 9

R3,657 ZAR per night

Guest favorite

Guest suite in Orlando

5.0 out of 5 average rating, 431 reviews

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”.

Apr 28 – May 5

R3,979 ZAR per night

Guest favorite

Guesthouse in Orlando

4.98 out of 5 average rating, 350 reviews

Lakefront Seclusion modern guesthouse+Pool+Hot tub

An oasis in the city is what you will be surprised to find here at your guest house, located on a peaceful estate on the shore of Lake Hourglass. Secluded from the noises of the city, but still just minutes from everything, it's the perfect base to explore Orlando from, or perhaps to enjoy a staycation at if you're a local! For check out, please just enjoy your stay with us, you don’t need do any tidy or clean steps for us.

Sep 25 – Oct 2

R3,935 ZAR per night