
Vacation rentals with lake access in Winter Park
Find and book unique lake-access rentals on Airbnb
Top-rated lake-access accommodations in Winter Park
Guests agree: these lake-access accommodations 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.

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.

Farmhouse near the Springs
Enjoy the ducks, chickens, and goats. Wake to the neighbor's rooster crowing. Have fresh eggs for breakfast when the chickens and ducks cooperate. This three bedroom home with a pool sleeps six. It is - 6 minutes to a grocery store, - 12 minutes to Rock Springs or Wekiva Springs, - 15 minutes to the Lake Apopka Wildlife Drive and - 30 to 45 minutes to the major theme parks, depending on traffic. - a 4 minute bike ride to the 22 mile long West Orange Trail. NO PARTIES TWO VEHICLES MAXIMUM

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

Key West Themed Lakefront Oasis with Sailboat
Please read the entire description before booking (including "policies and rules"). This is the lower half of a large lakehouse. Enjoy a resort-like experience with a private pool, heated spa, and stunning sunsets. With a fun Key West theme, it comfortably sleeps your group and features a separate entrance for complete privacy. Enjoy an outdoor kitchen, fire pit, and even a sailboat for a unique stay. Perfect for families seeking a memorable getaway. Kayaks are included for you to explore.

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.

Pvt Fishing lk , Pets,Nature, Pool,garage
No HOA. Private 20 acre lake property, with fishing boats and trolling motors, canoes , peaceful boardwalk / dock. Large extra parking for trailers or work trucks. Fishing gear / poles. 2 car garage for safely storing whatever you bring. Fishing gear, tools, bikes, Harley's. Located near Seminole Trail, parks, sun-rail station. 45-60 min from the beach or the attractions DISNEY, UNIVERSAL STUDIOS, close to Lake Mary, Sanford, Wekiva Springs, Daytona 500, Bike week, 20 min from Boombah

St. Hemingway Suite
Very tranquil Romantic Suites with views and access to large lake. PRIVATE ENTRANCE and private bathroom. Amenities include, private dock, pool, large manicured lawns, private parking, breakfast kitchenette and much more. Close to theme parks and beaches. Ample shopping and award winning restaurants very nearby. Peaceful setting to read, do Yoga, enjoy quiet moments by the lake, watch the boats sail by or watch the sun rise. Peace and tranquility at its best. We welcome you

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)

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.
Popular amenities for Winter Park lake-access rentals
Lake-access house rentals

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

3 bedroom Villa in Kissimmee

Lakeside Paradise, 15 min Disney + Saltwater Pool

Waterfront Wizarding Near Universal's Harry Potter

Lakefront Paradise Near Attractions

Lakeview Sunsets with Loft Escape West of Orlando

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

Lake Front Home with private Dock on Lake Louisa
Lake-access apartment rentals

King Bed Family Condo Orlando Disney Universal

Just Renovated 2/2 Resort Home

BEST Views~2B2B~Universal~Disney

Beach Heaven minutes from Disney

2 bedrooms 2 baths near Disney Universal Seaworld

2-Bedroom Renovated Lakeside Condo Near Disney

Spacious Apartment In Minneola

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

Cozy quiet cottage

Charming Lakefront Cottage Near Disney

Gorgeous Cottage near Lake Louisa & mins 2 Disney.

Mills Lakeside

Sunset Lake House

~ 12 Mi to Disney: Downtown Winter Garden Cottage!

Unique cottage with a heated pool on the canal

Chic Cottage near Disney - Lots of Amenities!
When is the best time to visit Winter Park?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $232 CAD | $258 CAD | $219 CAD | $204 CAD | $196 CAD | $178 CAD | $191 CAD | $189 CAD | $193 CAD | $174 CAD | $194 CAD | $194 CAD |
| 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 vacation rentals with lake access in Winter Park

Total vacation rentals
Explore 50 vacation rentals in Winter Park

Nightly prices starting at
Winter Park vacation rentals start at $27Â CAD per night before taxes and fees

Verified guest reviews
Over 2,060 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Vacation rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
50 of Winter Park vacation 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
- Seminole Vacation rentals
- Central Florida Vacation rentals
- Miami Vacation rentals
- St Johns River Vacation rentals
- Orlando Vacation rentals
- Gold Coast Vacation rentals
- Miami Beach Vacation rentals
- Fort Lauderdale Vacation rentals
- Tampa Vacation rentals
- Four Corners Vacation rentals
- Kissimmee Vacation rentals
- Panama City Beach Vacation rentals
- Family-friendly rentals Winter Park
- Fitness-friendly rentals Winter Park
- Guesthouse rentals Winter Park
- Pet-friendly rentals Winter Park
- Rentals with a washer and dryer Winter Park
- Rentals with pools Winter Park
- Rentals with a firepit Winter Park
- Rentals with a patio Winter Park
- Apartment rentals Winter Park
- House rentals Winter Park
- Rentals with a fireplace Winter Park
- Rentals with a hot tub Winter Park
- Condo rentals Winter Park
- Waterfront rentals Winter Park
- Rentals with an EV charger Winter Park
- Rentals with outdoor seating Winter Park
- Private suite rentals Winter Park
- Rentals with lake access Orange County
- Rentals with lake access Florida
- Rentals with lake access United States
- Universal Studios Florida
- Walt Disney World Resort
- Universal Orlando Resort
- Walt Disney World Resort Golf
- Orange County Convention Center
- Disney Springs
- SeaWorld Orlando
- Magic Kingdom Park
- Universal's Volcano Bay
- Ocean Center
- Orlando / Kissimmee KOA
- Discovery Cove
- Daytona Beach Bandshell
- Epcot
- Disney's Animal Kingdom Theme Park
- Daytona International Speedway
- Kia Center
- Old Town
- Reunion Resort Golf Courses - Palmer & Watson
- Camping World Stadium
- Aquatica
- Disney's Hollywood Studios
- Playalinda Beach
- ICON Park
- Things to do Winter Park
- Things to do Orange County
- Nature and outdoors Orange County
- Sports activities Orange County
- Food and drink Orange County
- Art and culture Orange County
- Things to do Florida
- Tours Florida
- Entertainment Florida
- Sightseeing Florida
- Wellness Florida
- Art and culture Florida
- Nature and outdoors Florida
- Sports activities Florida
- Food and drink Florida
- Things to do United States
- Food and drink United States
- Sports activities United States
- Entertainment United States
- Sightseeing United States
- Art and culture United States
- Nature and outdoors United States
- Wellness United States
- Tours United States







