
Waterfront vacation rentals in Winter Park
Find and book unique waterfront rentals on Airbnb
Top-rated waterfront rentals in Winter Park
Guests agree: these waterfront rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Winter Park waterfront rentals
Waterfront apartment rentals

18 - Near Universal & Lake View
The area seemed very safe, and Universal was a 10-15 minute drive away. The apartment was very clean and pleasantly decorated. It was very quiet at night, and the bed was comfortable. Check out instructions were very reasonable. We would stay here again.

The Lake House
We were only there for one night, but everything we needed was there. Close restaurant and sports bar nearby that we went to. Also only 3 miles from our family wedding venue. So it worked perfectly for us. Thank you Sherry!

2 BR Cozi Apartment
Un lugar muy tranquilo, pasamos un tiempo en familia hermoso , su ubicación lo hace más especial , teniendo lugar cerca para hacer actividades en familia un exelente lugar

Lakeside Luxury Apartment
Jodi was always very responsive. We ended up having to do a late check in, and Jodi was very responsive. I was grateful that he allowed us to bring our dog to his home. The backyard is simply amazing. If you can, let him know in advanced the time of your check in and tell him about your A/C temperature preference, as the control is in his home. Even when we checked in late, he was attentive and accommodating in regards to this too.

Lovely one bedroom apartment.
I enjoy my stay such a cute space the backyard is so nice to wake up to! Thank you for having us

WATER View 4BR/Elevator/DISNEY Area
Very responsive host . We arrived a little earlier than expected. I messaged Jean to see if we could check in early and within 5 min she responded and said we could . That was a big help . AC worked great , internet very strong . It’s in a great location and easy to access . We had 6people . More than comfortable with the 4 bedrooms . I would def stay again . Thanks Jean

29-Universal, International Dr,Convention Center
I stayed here w 2 teenage girls and my mom,and it was good for the 4 of us. Everyone had their own space and the 2 bathrooms made getting ready easy. The kitchen was clean and we cooked many meals to save $. The pool was usually empty, which made it relaxing. The building felt safe even going to take out trash and laundry was safe and easily accessible. The door lock was a little loose but it still secured. We would rent again if back in Orlando !!

༄ Waterfront ༄ 2 Bedroom 2 Bath Condo Disney Area
Condo was great! Beds were comfortable and we had plenty of room for the four of us. Location was about 20 min from Universal and about 10 or so for Disney Springs. Unfortunately we didn’t go to Disney this trip but was also very close.
Waterfront house rentals

Amazing Water View 5BD Private Pool/spa Home!
Absolutely loved the stay! We loved that each room had an en suite bathroom. It made getting ready very efficient for our large group. The onlyyyy thing missing is a full body mirror for the gworls! Still a 5star stay though! We were very close to so many stores restaurants and entertainment. The host Daniel, was very helpful and responded quickly anytime I reached out. I would stay here over and over again!

Orlando Lakehouse Dock, UCF, MCO
The lake house was very serene and peaceful. The lake access with kayaks and dock with boathouse was as described. Would stay there again!

Cute Boathouse Escape Bring Your Boat or use ours
Loved this place. In town for family and will return here. She is an amazing host. It is the perfect place to relax.

Private Pool 4/2 Waterfront Oasis Weekly Discounts
We enjoyed our stay! John did a great job of communicating with us. We had plenty of room for 7 adults. Nice outside space and comfortable inside living areas.

Waterfront Wizarding Near Universal's Harry Potter
Absolutely magical! This was my second stay and it was just as wonderful as the first time. It truly feels like a week at Hogwarts. Alex and Sofi were always responsive and helpful hosts. Would return again in the future.

Lakefront in West Orlando Florida
My family and I had a wonderful stay at Michele's place! Everyone loved it. The home exceeded all of our expectations. Check in was a breeze, the home was in excellent condition and beautiful, it was well equipped with everything we needed, and the back porch on the lake was wonderful. Michele is a terrific host and made everything very easy. No hassles, easy to follow instructions, check-out was simple and not overbearing. We highly recommend her home and will definitely return!

Family Home Gated 10 Beds Pool Disney 7 miles.
Great stay! The place was clean, comfortable, and exactly as described. Roy was very responsive and made check-in super easy. Would definitely recommend and stay again!

Wekiva Riverfront Home with Dock Close to Springs!
My family and I had a reunion of sorts and spent a weekend here. The setting is spectacular; the house and yard are very spacious, the younger people loved kayaking. The kitchen is very large and had everything we needed for family dinners at the house. We all enjoyed sitting on the back patio, under the stars, around the fire pit. What a beautiful, quiet setting.
Waterfront condo rentals

Storey Lake Water Park Resort Condo next to Disney
Our stay was very refreshing and just what we needed to escape the cold weather here in Michigan. Shane made everything very easy with clear instructions and everything that we needed. He made us feel right at home, He was always responsive in a quick manner when we had questions. Will definitely revisit his condo and will share recommendations.

Retro lake Eola 1 Bedroom Condo Thornton park
This place is great. Fantastic location right at Eola Park. Leave your car and walk everywhere. Host is great and very responsive. Highly recommend.

Spacious 1King/2Bath w/stunning lake view
Everything was great. Definitely recommend staying here, and I'm picky lol

Serene Lakeview By DisneyWorld -Universal Stds 8mi
Adir's place was fantastic. There were many personal touches that made it feel more cozy, which I've found in Orlando can be a struggle. I loved how there were cozy blankets, bathrobes, and a few treats when we arrived. The location is awesome. Very close to anything you could need, Disney, Universal, and the airport. Dollar Tree, Starbucks, Dunkin, Chick-Fil-A, Walgreens, and many more places are all within walking distance. I loved how peaceful the condo and location felt, despite being surrounded by everything. The view was beautiful to wake up to and my kids enjoyed playing in the pool. We would definitely recommend and be happy to stay again!

A Resort Getaway with many amenities
Our stay here in Davenport was excellent. The resort and condo had everything we wanted and needed. The weather was great. The location was perfect. It took us 50 minutes to get to Universal and a hour and a half to get to Saint Petes Beach. The food and the drinks were excellent as well. We had 2 18-year-old boys with us and they were now bored. Hope to be back again soon.

Orlando best location condo, one mile to Disney
Impeccable stay! The apartment is very comfortable and has everything you need. Clean, very well located, beautiful view (lake and pool), free package delivery, and good parking (free). There are shops and restaurants within 100 meters. I definitely recommend it. Thanks, Ricardo!

Beautiful Waterfront w/ Fireworks★Near Disney★2BDR
My daughter and I decided to do a little getaway and this was the perfect place for us. It was everything advertised. Was very pleased with the cleanliness linens, kitchen, and basically everything. Patrick was very responsive, since the start of reservation to the end The fireworks from Magic Kingdom and Epcot were visible from the front balcony, the beautiful lake and sunrise was beautiful from the back balcony. I’ve already suggested this little place to others.

Marvelous apartment near Disney first floor
It was a good stay overall, I just wished that the host would’ve put on the website rules about the " No reverse" parking because, some people like myself after traveling that long and being tired won’t always notice a sign of no reverse parking randomly placed. The host did have a book of rules where the No reverse parking was stated but it’s buried in all the other information and who wants to read that they’re first day after all the traveling. I recommend highlighting that important part since it cost me 125$ plus the time it took to do everything else to get my vehicle back. I was pretty disappointed of seeing my car being towed when I was sure that my license plate could be seen as required and I followed the other rules. Besides that my overall experience was good. The place was clean and mostly quiet. Thank you for the stay and be blessed.
Quick stats about waterfront rentals in Winter Park
Total rentals
10 properties
Nightly prices starting at
$20 before taxes and fees
Total number of reviews
820 reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
10 properties include access to wifi
Destinations to explore
- Orlando Vacation rentals
- Kissimmee Vacation rentals
- Four Corners Vacation rentals
- Saint Johns River Vacation rentals
- Central Florida Vacation rentals
- Tampa Vacation rentals
- Tampa Bay Vacation rentals
- St Petersburg Vacation rentals
- Seminole Vacation rentals
- Fort Lauderdale Vacation rentals
- Gold Coast Vacation rentals
- Miami Beach Vacation rentals
- Fitness-friendly rentals Winter Park
- Apartment rentals Winter Park
- Pet-friendly rentals Winter Park
- Rentals with a patio Winter Park
- Condo rentals Winter Park
- Private suite rentals Winter Park
- Rentals with pools Winter Park
- Family-friendly rentals Winter Park
- Rentals with a washer and dryer Winter Park
- Rentals with an EV charger Winter Park
- Rentals with a hot tub Winter Park
- House rentals Winter Park
- Rentals with lake access Winter Park
- Rentals with a fire pit Winter Park
- Rentals with outdoor seating Winter Park
- Kid-friendly rentals Winter Park
- Guesthouse rentals Winter Park
- Rentals with a fireplace Winter Park
- Waterfront rentals Orange County
- Waterfront rentals Florida
- Waterfront rentals United States
- Cabins United States
- Treehouses United States
- Glamping United States
- Tiny Houses United States
- Beach Houses United States
- Campers and RVs United States
- Lakehouses United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Universal Studios Florida
- Orange County Convention Center
- Universal's Volcano Bay
- Old Town Kissimmee
- Discovery Cove
- Reunion Resort Golf Courses - Palmer & Watson
- Disney's Animal Kingdom Theme Park
- Playalinda Beach
- SeaWorld Orlando
- Disney Springs
- Titusville Beach
- ESPN Wide World of Sports
- Universal Orlando Resort
- Daytona International Speedway
- Reunion West
- Amway Center
- Kissimmee Lakefront Park
- ChampionsGate Golf Club
- Epcot
- Disney's Hollywood Studios
- Universal's Islands of Adventure
- Magic Kingdom Park
- Aquatica
- Blue Spring State Park
- Things to do Winter Park
- Things to do Orange County
- Nature and outdoors Orange County
- Food and drink Orange County
- Sports activities Orange County
- Art and culture Orange County
- Things to do Florida
- Tours Florida
- Art and culture Florida
- Wellness Florida
- Entertainment Florida
- Sightseeing Florida
- Nature and outdoors Florida
- Food and drink Florida
- Sports activities Florida
- Things to do United States
- Food and drink United States
- Tours United States
- Entertainment United States
- Sightseeing United States
- Sports activities United States
- Art and culture United States
- Wellness United States
- Nature and outdoors United States
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes