Holiday rentals with lake access in Winter Park

Find and book unique lake access rentals on Airbnb

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Popular amenities for Winter Park lake access rentals

Lake access house rentals

Superhost
Home in Kissimmee
4.81 out of 5 average rating, 103 reviews

Nice pond view home with pool and outdoor theatre!

MichelleRating, 5 stars1 month ago
Came for a birthday vacation and I def chose the right place to stay! The airbnb was close to Disney parks and gift shops. The home was just like the photos, everything was clean and beautiful 😊 The pool was so refreshing and clean, plus had a nice view of the pond. We even decided to stay an extra day, Dinara was super accommodating. I definitely recommend!
Guest favourite
Home in Kissimmee
4.92 out of 5 average rating, 115 reviews

10 min Disney | Lakeview Hot Tub, BBQ | Game Room

ShericaRating, 5 stars2 weeks ago
My family loved every minute of our stay in this beautiful home! The host communicated as soon as we booked our trip up until the day we left. The house is equipped with almost everything you need. We can’t wait to visit again.
Superhost
Home in Sanford
4.92 out of 5 average rating, 190 reviews

“The Shed" in Historic Downtown Sanford

HazelRating, 5 stars3 weeks ago
Second time staying at The Shed and we LOVE IT!! The location is beautiful and only a 15 min walk into town. Also good bus routes for those who don't drive and train too! Locals are friendly and say hello. The Shed is fully equipped for all you need...the kitchen is lovely, we also used the 'slow cooker/crockpot' to make meals in while being out in daytime it was a nice touch to have that! I spent mornings reading on the porch with breakfast and coffee, the coffee maker is great, & having a kettle too! Comfy bed, only thing i would add is maybe an extra shelf in the shower to put more toiletry items? The reading room was so comfy for a chill out read..chaise lounge fell asleep on once lol. Outside space was lovely with a fire pit and BBQ. I would prefer to have a clothes drier/airer for outside drying of clothes rather than tumble drying but that's just me being from the UK, like to hang washing out in the sun to dry. Chris was a great host and always responsive to any messages. xx
Top Guest favourite
Home in Kissimmee
4.98 out of 5 average rating, 146 reviews

Waterfront Wizarding Near Universal's Harry Potter

CarmenRating, 5 stars3 days ago
Once I found Alex & Sofia’s HP home, I knew this house was for me! Had a wonderful 4 night stay at their house. Very welcoming and very beautiful!
Superhost
Home in Orlando
4.94 out of 5 average rating, 35 reviews

Lakefront Luxury pool 3100sq ft on lake.

LoganRating, 5 stars1 week ago
We loved staying here, we’ve already talked about planning another trip.
Guest favourite
Home in Casselberry
4.98 out of 5 average rating, 44 reviews

Sunset Lake Retreat

LavonneRating, 5 stars3 weeks ago
Comfy beds - I swear that’s a rare find nowadays! If you like a soft, cozy bed - this master bedroom has you covered! The house is somehow even more beautiful than the photos. It was easy to find, door code made it easy to access and even though we just stayed one night, we felt right at home. Highly recommend this home!
Guest favourite
Home in Kissimmee
4.92 out of 5 average rating, 130 reviews

Disney New Neighbor

AnujRating, 5 stars1 week ago
This place is perfect! From the moment you walk in, you walk into a very clean house where the floor is literally shining. Peter provided everything we would need from towels to first aid kits. The area is perfect too and using the garage as the main form of access during the stay was very convenient. Peter always responded within the hour to any questions I had. Would recommend this place to anyone looking for a place to stay!
Superhost
Home in Kissimmee
4.88 out of 5 average rating, 189 reviews

Waterfront retreat,KING Bed,Heated Pool & Fire Pit

BriannaRating, 5 stars1 month ago
We had an amazing stay! The place was beautiful and in a nice neighborhood. The amenities were perfect for a family trip with kids so they weren’t bored at all. Lots of fun to be had here! Will definitely recommend!

Lake access apartment rentals

Guest favourite
Apartment in Kissimmee
4.89 out of 5 average rating, 343 reviews

King Bed Family Condo Orlando Disney Universal

JaydenRating, 5 stars2 weeks ago
Very nice Airbnb but sadly the hot tube does not work but other then dad very great place
Top Guest favourite
Apartment in St. Cloud
4.96 out of 5 average rating, 454 reviews

LAKE FRONT Apartment w FREE Kayaking/Canoe

IsabellaRating, 5 stars5 days ago
Cheryl and her husband are the most kind and genuine people! Everything was perfect, the unit was extremely clean upon arrival and stocked up! We got to enjoy the kayaks and beautiful sunsets, there were a ton of fish to catch too! I will definitely be returning! Thank you again!!
Superhost
Apartment in Florida Center
4.84 out of 5 average rating, 101 reviews

Just Renovated 2/2 Resort Home

CaelanRating, 5 stars1 week ago
Great place to stay!! We stayed here and went to universal and it is so close to the property!!!! A little less than 10 minutes drive and didn’t have to pay an outrageous price! When we come back we definitely plan on staying here!
Guest favourite
Apartment in Florida Center
4.91 out of 5 average rating, 57 reviews

Penthouse With EPIC Views

BjørnRating, 5 stars1 week ago
Amazing place and the host was incredibly helpful, down to surprise details on the kitchen counter and in the fridge. I'd highly recommend this spot, and the outdoor patio is truly something special.
Guest favourite
Apartment in Florida Center
4.85 out of 5 average rating, 125 reviews

BEST Views~2B2B~Universal~Disney

KarlRating, 5 stars2 weeks ago
Beautiful place with great views. Definitely a must stay again!!
Superhost
Apartment in Orlando
4.9 out of 5 average rating, 21 reviews

Stylish getaway on Lake Eola

CatieRating, 5 stars1 month ago
I had a wonderful stay at Avantgarde’s home in Orlando. The home was easy to access and conveniently located near great restaurants, bars, and the park. Although the downtown area is lively, the apartment felt like a peaceful and comfortable retreat. It was well-equipped with everything we needed, including kitchen essentials and comfortable furnishings. I would highly recommend this spot to anyone visiting the area!
Guest favourite
Apartment in Kissimmee
4.91 out of 5 average rating, 107 reviews

Amazing Apartment in Orlando - Kissimmee

GabrielaRating, 5 stars3 weeks ago
We really love it !! It was a amazing place !! To stay
Top Guest favourite
Apartment in Minneola
4.96 out of 5 average rating, 113 reviews

Spacious Apartment In Minneola

DeborahRating, 5 stars6 days ago
Corey is a great communicator and was extremely flexible in working with me. I will be recommending this place to my colleagues for lodging at our next conference in 2026.

Lake access cottage rentals

Top Guest favourite
Cottage in Sanford
4.97 out of 5 average rating, 202 reviews

Lakefront,Sanford airport, Boombah, Venue 1902,UCF

EdgarRating, 5 stars1 week ago
Heather’s place is beautiful. The lake adds a really nice vibe.
Superhost
Cottage in Kissimmee
4.83 out of 5 average rating, 265 reviews

15min away from Disney- Family home and pool

TracyRating, 5 stars1 month ago
This was a last minute trip and I was so grateful for the opportunity to stay there! I would book again!
Superhost
Cottage in Clermont
4.83 out of 5 average rating, 211 reviews

Charming Lakefront Cottage Near Disney

AvaRating, 5 stars1 week ago
I had a wonderful stay here with my boyfriend. It’s a bit secluded which I saw some people complain about in reviews but what they fail to mention is that the hosts’ house is is around 200 feet away and there’s a second airbnb directly next to this one. It’s along a dirt road, yes, but there are still other people in the area. The lake and land are beautiful and there are some chairs and a table on the porch of the cottage where you can sit and enjoy the sunrise. Check in was easy, quick, and required no face-to-face social interaction (something I enjoy not needing to do). The AC works well and is quick to respond to your inputs. The bed is comfortable and there is a very roomy closet that you can keep your luggage in. You can walk straight to the watersports complex right out the door of the cottage. This stay was extremely affordable and I am so lucky that I found it and was able to snag a few nights! I enjoyed my stay so much, and so did my boyfriend. Highly recommend!
Guest favourite
Cottage in Orlando
4.94 out of 5 average rating, 174 reviews

Mills Cottage

NicoleRating, 5 stars2 weeks ago
This place was spectacular. Sometimes with an air b and b experience, you hope the place is as pleasant as the pictures. This was such a wonderful surprise. Immediately it felt cozy and peaceful, surrounded by nature, wood and botanical details everywhere. But it surpassed that - Every detail of this place had been touched with diligent character, you immediately recognized the owners of this place genuinely cared down to the last morsel of decorations, plates, games and books. Nothing was forgotten. I HIGHLY recommend paying for the extra amenities which made our stay incredible; we booked an extra day just to relax and absorb the relaxation. It was one of the best parts of my trip to Orlando. I cannot speak highly enough about this place, I feel like we’ve found a rare gem in the business of air b and b’s. I cannot wait to book our next stay. This place made you fall in love with Orlando and treating yourself to a hidden oasis away from the modern rat race. INCREDIBLE!
Guest favourite
Cottage in Polk City
4.86 out of 5 average rating, 217 reviews

Cozy Historical Cottage

EricRating, 5 stars2 months ago
Isabel’s Historical Cottage was a great stay for us. She left all sort of welcoming niceties around and made us feel right at home.
Top Guest favourite
Cottage in Mount Dora
4.97 out of 5 average rating, 159 reviews

Newly Renovated Cottage, Easy Walk to Downtown!

EdRating, 5 stars1 week ago
This is a very nice place to stay and very close to downtown which was great. Very quiet area and the house was clean
Guest favourite
Cottage in Mount Dora
4.91 out of 5 average rating, 103 reviews

Refreshing 1930s Cottage in Mount Dora

HeatherRating, 5 stars1 month ago
Lovely home in a friendly neighborhood and close to so many attractions. Kenneth was friendly and very welcoming and responsive to my questions.
Top Guest favourite
Cottage in Tavares
4.96 out of 5 average rating, 230 reviews

Lakeside Cottage on Lake Dora

JillRating, 5 stars1 month ago
Lovely, lovely stay. My favorite part was the big screened porch overlooking the lake! Serene and peaceful. House had everything we needed and was clean and comfortable.

Quick stats about holiday rentals with lake access in Winter Park

  • Total rentals

    40 properties

  • Nightly prices starting at

    $34 NZD before taxes and fees

  • Total number of reviews

    2.2K reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with a pool

    20 properties have a pool

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