Waterfront vacation rentals in Winter Park

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Popular amenities for Winter Park waterfront rentals

Waterfront apartment rentals

Superhost
Apartment in Florida Center
4.9 out of 5 average rating, 152 reviews

18 - Near Universal & Lake View

RitaRating, 5 stars1 month ago
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.
Guest favorite
Apartment in Winter Park
4.9 out of 5 average rating, 138 reviews

The Lake House

PattiRating, 5 stars1 week ago
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!
Top guest favorite
Apartment in St. Cloud
4.95 out of 5 average rating, 104 reviews

2 BR Cozi Apartment

JerryRating, 5 stars6 days ago
We felt welcome frome the beginning and the place was spotless. I would not hesitate to stay here again.
Superhost
Apartment in Winter Garden
4.84 out of 5 average rating, 32 reviews

Lakeside Luxury Apartment

AnyolinaRating, 5 stars3 weeks ago
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.
Guest favorite
Apartment in Kissimmee
4.93 out of 5 average rating, 185 reviews

Lovely one bedroom apartment.

NicolletteRating, 5 stars1 week ago
I enjoy my stay such a cute space the backyard is so nice to wake up to! Thank you for having us
Top guest favorite
Apartment in Kissimmee
4.96 out of 5 average rating, 140 reviews

WATER View 4BR/Elevator/DISNEY Area

LanceRating, 5 stars5 days ago
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
Superhost
Apartment in Florida Center
4.76 out of 5 average rating, 139 reviews

29-Universal, International Dr,Convention Center

SandraRating, 5 stars2 weeks ago
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 !!
Superhost
Apartment in Orlando
4.83 out of 5 average rating, 41 reviews

༄ Waterfront ༄ 2 Bedroom 2 Bath Condo Disney Area

MelissaRating, 5 stars1 month ago
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

Guest favorite
Home in Kissimmee
4.83 out of 5 average rating, 23 reviews

Amazing Water View 5BD Private Pool/spa Home!

BrittneyRating, 5 stars2 weeks ago
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!
Guest favorite
Home in Orlando
5 out of 5 average rating, 18 reviews

Orlando Lakehouse Dock, UCF, MCO

VinnyRating, 5 stars3 weeks ago
The lake house was very serene and peaceful. The lake access with kayaks and dock with boathouse was as described. Would stay there again!
Superhost
Home in Tavares
4.78 out of 5 average rating, 58 reviews

Cute Boathouse Escape Bring Your Boat or use ours

AmberRating, 5 stars1 month ago
Loved this place. In town for family and will return here. She is an amazing host. It is the perfect place to relax.
Guest favorite
Home in Orlando
4.96 out of 5 average rating, 102 reviews

Private Pool 4/2 Waterfront Oasis Weekly Discounts

DonnaRating, 5 stars1 month ago
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.
Top guest favorite
Home in Kissimmee
4.98 out of 5 average rating, 136 reviews

Waterfront Wizarding Near Universal's Harry Potter

DemiRating, 5 stars2 weeks ago
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.
Top guest favorite
Home in Ocoee
4.9 out of 5 average rating, 73 reviews

Lakefront in West Orlando Florida

RobertRating, 5 stars1 week ago
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!
Guest favorite
Home in Davenport
4.83 out of 5 average rating, 102 reviews

Family Home Gated 10 Beds Pool Disney 7 miles.

SamanthaRating, 5 stars3 weeks ago
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!
Guest favorite
Home in Sorrento
4.9 out of 5 average rating, 175 reviews

Wekiva Riverfront Home with Dock Close to Springs!

SusanRating, 5 stars3 weeks ago
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

Guest favorite
Condo in Kissimmee
4.93 out of 5 average rating, 136 reviews

Storey Lake Water Park Resort Condo next to Disney

RobertRating, 5 stars2 months ago
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.
Guest favorite
Condo in Thornton Park
4.72 out of 5 average rating, 332 reviews

Retro lake Eola 1 Bedroom Condo Thornton park

RobertRating, 5 stars1 week ago
This place is great. Fantastic location right at Eola Park. Leave your car and walk everywhere. Host is great and very responsive. Highly recommend.
Superhost
Condo in Orlando
4.87 out of 5 average rating, 265 reviews

Spacious 1King/2Bath w/stunning lake view

KarlaRating, 5 stars3 weeks ago
Everything was great. Definitely recommend staying here, and I'm picky lol
Guest favorite
Condo in Orlando
4.99 out of 5 average rating, 138 reviews

Serene Lakeview By DisneyWorld -Universal Stds 8mi

CarrieRating, 5 stars2 days ago
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!
Guest favorite
Condo in Davenport
4.88 out of 5 average rating, 138 reviews

A Resort Getaway with many amenities

NorineRating, 5 stars3 weeks ago
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.
Superhost
Condo in Orlando
4.82 out of 5 average rating, 255 reviews

Orlando best location condo, one mile to Disney

Maximiliano JavierRating, 5 stars3 weeks ago
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!
Superhost
Condo in Orlando
4.82 out of 5 average rating, 258 reviews

Beautiful Waterfront w/ Fireworks★Near Disney★2BDR

KarenRating, 5 stars3 days ago
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.
Guest favorite
Condo in Kissimmee
4.89 out of 5 average rating, 230 reviews

Marvelous apartment near Disney first floor

UlceneRating, 5 stars1 day ago
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

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