Holiday rentals with lake access in Winter Park

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Popular amenities for lake access rentals in Winter Park

Lake access house rentals

Top guest favourite
Home in Auburndale
4.94 out of 5 average rating, 157 reviews

Lake Whistler Beach House with lakefront pool

ToddRating, 5 stars1 month ago
Can't say enough great things about Jonathan and his place! We loved staying there, felt right at home, we were there with 5 kids and there was always something fun for them to do, swimming in the pool and hot tub, s'mores by the fire, pool, air hockey, pacman was a hit, basketball, and lots of games, books and movies to choose from. There was plenty of space to spread out and feel comfortable and Jonathan added so many thoughtful touches to our stay - greeting us with an Apple Pie on the kitchen counter, a bowl of chocolates in the entry way and plenty of coffee. The kitchen was fully stocked with everything we needed, there were plenty of towels for showers and swimming, life jackets were supplied. The kids said they wanted to move there : ). Need I say more? haha
Guest favourite
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.
Top guest favourite
Home in Sanford
4.88 out of 5 average rating, 114 reviews

Edgewater lake house Sanford SFB airport Boombah

MadisonRating, 5 stars3 days ago
It was peaceful and perfect stay here. The lake view and quiet neighborhood was great for us. It's located close to Historic Sanford which has lots of restaurants and shops and is just an overall cool spot to walk around.
Top guest favourite
Home in Eustis
5 out of 5 average rating, 24 reviews

Lakeside Retreat

KendraRating, 5 stars2 weeks ago
We absolutely LOVED this house for us and our adult kids!!! It was very spacious and sits right on the lake. Our kids enjoyed paddle boarding and sitting around the firepit. We would highly recommend and will be staying there again!
Guest favourite
Home in Orlando
4.88 out of 5 average rating, 207 reviews

Charming Orlando Cottage - Close to Everything!

MartyRating, 5 stars2 days ago
Samantha was a great host! She went above and beyond to make sure my daughter and I had everything we needed! She sent over great instructions on how to enter the place and made special preparations, as our flight was delayed. At the end of the stay she made more special arrangements to accommodate our later flight out.
Superhost
Home in Apopka
4.83 out of 5 average rating, 12 reviews

Family Friendly Lakefront Retreat 3BR

JesseRating, 5 stars1 month ago
Great host, house was perfect for our needs.
Guest favourite
Home in Orlando
5 out of 5 average rating, 5 reviews

Lake View Vacation House (1)

NancyRating, 5 stars2 months ago
With just a slight mix up when we arrived. Joseph was right there after a quick text. The house was nice and very close to universal! We loved Keke’s which was close by for breakfast! Cute little pond in the back and lake in the front!

Apartment rentals with lake access

Superhost
Flat in Orlando
5 out of 5 average rating, 3 reviews

Lake Breeze

DavidRating, 5 stars12 months ago
We enjoyed the space. It was clean and just what we needed. We enjoyed the pool and hot tub too!
Top guest favourite
Flat in Winter Park
4.97 out of 5 average rating, 194 reviews

Just 3 Blocks to Shops/Restaurants on Park Ave!

GlissaRating, 5 stars1 week ago
This place was simply regal! Christopher was fast to respond. Thanks for the muffins, juice and creamer. That was the icing on the cake. Everything was beautiful and so was Harold ( co- host). Hope ti visit again soon. Glissa
Top guest favourite
Flat in Auburndale
4.95 out of 5 average rating, 233 reviews

Ariana Place - Tree House Like Lakefront Views

ScottRating, 5 stars1 month ago
5 stars all around! I just spent 5 nights at the Treehouse and hated to leave. I'm in sync with all the other reviews as they say it all! Perfect place just off the highways but close to the necessities in the Orlando/Lakeland area. Delightful views on Lake Ariana and plenty of rabbits and squirrels to watch while relaxing at the end of the day. Joni and Dennis were wonderful hosts and just a text away to answer any questions. Definitely will stay here again when I get back to the area. BOOK IT!
Top guest favourite
Flat in St. Cloud
4.95 out of 5 average rating, 104 reviews

2 BR Cozi Apartment

JerryRating, 5 stars4 days ago
We felt welcome frome the beginning and the place was spotless. I would not hesitate to stay here again.
Superhost
Flat 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 favourite
Flat in Mount Dora
4.96 out of 5 average rating, 104 reviews

Deer Lodge-CLOSEST to EVERYTHING !!

DeshaunRating, 5 stars1 week ago
Very nice historical home to stay in. Felt like I was stepping back into time in a very comfortable setting. It’s very close and convenient to all the happenings down in Mt Dora and surrounding areas. I would highly recommend staying at Peter and Lisa’s home.
Top guest favourite
Flat in Minneola
4.95 out of 5 average rating, 110 reviews

Spacious Apartment In Minneola

MohammadRating, 5 stars3 days ago
It felt a tad bit far from the Turnpike, but after staying there I really appreciated the peace and quiet. Slept well after a long day of driving, was able to drive fresh the next day. Beautiful setup.
Guest favourite
Flat in Kissimmee
4.9 out of 5 average rating, 84 reviews

Serenity Lake: Spacious & comfy 3BR/2BA Apartment

MiriamRating, 5 stars2 days ago
Very clean, Karl very attentive, excellent communication, a very quiet and beautiful place

Lake access cottage rentals

Superhost
Cottage in Kissimmee
4.84 out of 5 average rating, 261 reviews

Perfect place for a perfect vacation

AlnishaRating, 5 stars3 weeks ago
My daughter and I love it here! Very quiet and friendly place. Definitely will stay again
Superhost
Cottage in Clermont
4.83 out of 5 average rating, 209 reviews

Charming Lakefront Cottage Near Disney

BrendanRating, 5 stars2 days ago
Private and peaceful location, convenient to Disney and the West side of Orlando
Guest favourite
Cottage in Polk City
4.95 out of 5 average rating, 37 reviews

Paradise Cottage & Tiki Hut at Bay Lake Resort

SallyRating, 5 stars1 month ago
We enjoyed our stay at Corrie's. Very private and people were very friendly!! Unit was very clean and comfortable. The only thing I would change is the location for Public's Grocery in the guest book. It is only a few miles up the road. Also, McDonald about the same distance. Love staying there!!!
Top guest favourite
Cottage in Polk City
4.87 out of 5 average rating, 216 reviews

Cozy Historical Cottage

EricRating, 5 stars1 month 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.
Superhost
Cottage in Orlando
4.92 out of 5 average rating, 133 reviews

Lake House

JayleenRating, 5 stars3 days ago
I booked this air bnb for a girls weekend trip and we had a great time! The neighborhood is peaceful and right next to the park. Once you enter the gate it’s like being in your own secluded community. We used the pool, sauna, and game room. Jerome was responsive and super helpful with any questions we had. We loved the interior decor of the cottage and the little porch in the front. We were so happy with this find and really enjoyed our stay.
Top guest favourite
Cottage in Mount Dora
4.98 out of 5 average rating, 151 reviews

Newly Renovated Cottage, Easy Walk to Downtown!

KarenRating, 5 stars2 weeks ago
We loved staying at the Blue Bee Cottage. It was cozy and comfortable. Each room was detailed perfectly. The neighborhood is very quiet and the cottage is within walkable distance to town or on Fridays, Saturdays and Sundays you can walk one block and use the Freebie ride. The cottage has a wonderful comfortable king size bed and the driveway was a plus to park our corvette. We definitely would stay again if we ever visit Mt. Dora again.
Guest favourite
Cottage in Mount Dora
4.91 out of 5 average rating, 103 reviews

Refreshing 1930s Cottage in Mount Dora

HeatherRating, 5 stars1 week 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 Sanford
4.98 out of 5 average rating, 60 reviews

Historic Cottage super clean and comfortable

JaneRating, 5 stars1 week ago
Kim's house is absolutely perfect. In a great position, walkable into town and down to the Lake. It's quiet at night and the beds are super comfortable. The house is well equipped with everything that you could need and our request for a grill to BBQ was provided with charcoal too. Communication with Kim was easy and she is quick to return messages. We are back in Florida in August and hope that we are able to stay at her place again.We would not hesitate to recommend.

Quick stats about holiday rentals with lake access in Winter Park

  • Total rentals

    40 properties

  • Nightly prices starting at

    £15 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

Destinations to explore