Lake house vacation rentals in Windermere

Find and book unique lake houses on Airbnb

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Popular amenities for Windermere lake house rentals

Waterfront lakehouse rentals

Guest favorite
Home in Clear Lake
4.93 out of 5 average rating, 60 reviews

Clear Lake Retreat: Private pool, lakefront

AdolfoRating, 5 stars1 week ago
The house is beautiful inside and it has a wonderful backyard and swimming pools and the lake is great to go fishing…
Top guest favorite
Home in Casselberry
5 out of 5 average rating, 44 reviews

Luxurious lakefront home near DT and Winter Park

WensiRating, 5 stars1 week ago
Best location to us, since we spent most of time in State Parks and wetlands nearby. Also super convenient when we need to go to downtown. Felt right at home with this beautiful and nicely setup house. Best water pressure and best beds/bedding at Airbnb. The house is so comfortable that we even spent a lot of time working, reading, and chilling at home. Really missed reading at the sofa near the window looking out at the most frequent visitor Great Blue Heron at the lake. Very quiet and peaceful yet so convenient to everything. Our host Valerie and Rinoah are super friendly and responsive. We appreciated their hospitality and keeping this place so beautiful and comfy. Would love to be back anytime we are nearby!
Guest favorite
Home in Clermont
4.93 out of 5 average rating, 40 reviews

Disney Retreat Lakeview townhome - close to golf

BridgetRating, 5 stars4 days ago
Denise is a wonderful responsive, helpful host. The home is terrific. We really enjoyed the view and the wildlife and the home which is very comfortable and well stocked; I especially appreciated that there was a set of pool towels as well as bath towels; (I stayed somewhere else once that only had exactly 1 towel per guest!) and there was plenty of toilet paper, which we appreciate, no one wants to think of boring stuff like that on vacation. ;) Her communication is excellent and she was able to accommodate our request and also provide some additional information about the area. We would definitely like to stay there again!
Guest favorite
Home in Winter Garden
4.97 out of 5 average rating, 89 reviews

WATERFRONTWntrGdnHSE VIEWS Dock Wildlife 13mi Disn

HelenaRating, 5 stars5 days ago
We had a great stay here. The view of the lake is beautiful. We especially enjoyed watching the sunrise from the patio. And spotted a few gators as well. The kitchen was very well equipped. The house was clean and comfortable.
Top guest favorite
A screened-in pool area offers a refreshing swimming spot surrounded by tropical palm trees. Lounge chairs and a small table are positioned on the patio, overlooking the lush yard and lake. Natural light bathes the scene, enhancing the inviting atmosphere.
Home in Kissimmee
4.98 out of 5 average rating, 136 reviews

Waterfront Wizarding Near Universal's Harry Potter

DemiRating, 5 stars1 week 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.
Guest favorite
A living area features a cozy couch with a blue and white design, paired with a wooden coffee table at the center. Bright light filters through the window with white blinds. The kitchen is visible in the background, showcasing wooden cabinets and modern appliances.
Home in Clermont
4.96 out of 5 average rating, 73 reviews

Downtown Luxury Lakeview Home (1105)

MelessaRating, 5 stars2 weeks ago
The place was very cute!!! Super close to downtown Clermont. Will definitely stay again when we come back to Florida!
Superhost
A spacious living area features large windows offering views of the lake. A comfortable gray sofa is positioned in the center, complemented by a couple of white coffee tables. The room includes a ceiling fan and a small workspace with a desk and chair.
Home in Winter Haven
4.83 out of 5 average rating, 6 reviews

Newly remodeled Lakefront Vacation Home

JulieRating, 5 stars1 month ago
We were in Winter Haven for our daughters wedding. We have never rented an airbnb before. One thing we knew we wanted was a king bed.. the bed was very comfortable! We don't like to eat out too much, my husband is an excellent cook. The kitchen was very nice, clean, roomy and functional. We had everything we needed. I think our favorite part of the house is the screened in porch looking out on lake Jessie. It was fun to watch the various birds, squirrels, bunnies.. and drink coffee in the morning. The trees and vegetation were very impressive as well (we are from AZ) The neighborhood was very clean and quiet. Once again I will say this was our first experience at renting an airbnb... Daniela & Thomas were very helpful and accommodating every step of the way. I would highly recommend them and their lovely house to anyone looking for an exceptional experience.. Thank you so very much... this was by far the easiest and most pleasant part of our trip!!!
Top guest favorite
A screened-in porch features comfortable seating with dark cushions and a white table at the center. Views of lush greenery and a lake can be seen through the open railing, framed by trees draped with Spanish moss. A dining table is also visible in the background.
Home in Groveland
5 out of 5 average rating, 48 reviews

Island life on the lakes

UlissesRating, 5 stars2 weeks ago
Impeccable is the closest word to define the experience. Thank you so much, Vicki! We are going back soon!

Pet-friendly lake house rentals

Superhost
Home in Clermont
4.88 out of 5 average rating, 137 reviews

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

BrittanyRating, 5 stars1 month ago
We had a wonderful stay at this property! It was clean, charming, and just as described. The community was quiet, but there are plenty of restaurants and grocery stores nearby.
Guest favorite
Home in St. Cloud
5 out of 5 average rating, 20 reviews

Beautiful off-grid Lake House!

MichaelRating, 5 stars1 month ago
This off-grid property offers a unique, sustainable living experience powered entirely by solar energy. Surrounded by nature and wildlife, it creates a serene retreat where guests can reconnect with simplicity. The spectacular sunrises and sunsets over the lake provide breathtaking, tranquil moments, evoking a sense of wonder and beauty. The secluded location ensures unmatched peace and quiet, allowing visitors to escape the busyness of Florida and feel as though they've entered a different world. Ideal for relaxation and rejuvenation, it is a sanctuary for those seeking harmony with nature and a break from daily routines. Highly recommended for peace of mind and a chance to recharge.
Superhost
An outdoor seating area is showcased, featuring a sectional couch with plush cushions arranged around a modern fire table. The backdrop includes a lake view with a horizon blending pastel colors at dusk. Lush greenery and potted plants enhance the serene environment.
Home in Orlando
4.93 out of 5 average rating, 29 reviews

Lakefront Luxury pool 3100sq ft on lake.

MelissaRating, 5 stars2 weeks ago
What an amazing place! We wanted to visit Orlando but skip the theme parks. This property offered so much to do that we spent the majority of our time on the property! This “oasis” was very clean, beautifully decorated, and loads of high tech touches that only add to the fun! With our large group this property exceeded all of our expectations! I wish I could point to the one best thing about this property, but that would be impossible! We had the pleasure of quickly meeting the property owners, who were absolutely pleasent and accommodating. If your looking for a private place with resort style living-this is it! This property is our preferred stay in Orlando! Thank you Bill and Fabian! THANK YOU!
Guest favorite
Home in Mount Dora
4.85 out of 5 average rating, 40 reviews

Wolf House

DianeRating, 5 stars3 months ago
Wonderful stay with 8 women celebrating a milestone birthday, the layout of the house is perfect, open concept and beautiful trees surround the property in a nice quiet area. Worth it and would stay there again.
Guest favorite
Home in Kissimmee
4.9 out of 5 average rating, 105 reviews

4BD Deluxe nxt to Mickey

PeterRating, 5 stars3 days ago
Great place to stay with friends and family. Very kid friendly with lots to do. Place was clean and cozy.
Guest favorite
Two weathered wooden adirondack chairs are situated on a dock overlooking a serene lake. The sunlight casts a gentle glow on the water, while lush green lily pads are visible nearby. A peaceful atmosphere is conveyed by the expansive sky and calm water.
Home in Apopka
4.93 out of 5 average rating, 43 reviews

Palms and Paradise

CaraRating, 5 stars1 month ago
Bennys place exceeded my expectations. quality linens, well stocked kitchen, beyond clean, safe neighborhood, very nice neighborhood pool, friendly neighbors. we will definitely stay here again. .
Guest favorite
Home in Kissimmee
4.88 out of 5 average rating, 184 reviews

Waterfront retreat,KING Bed,Heated Pool & Fire Pit

DayanaRating, 5 stars4 days ago
Our mini family getaway was everything we expected, the house was comfortable, clean and the host would respond within minutes. Everything was within drivable distance, the neighborhood was quiet, clean. Highly recommended!!
Top guest favorite
Home in Auburndale
5 out of 5 average rating, 113 reviews

Relax and Refresh at this Cozy and Spacious Pool H

AshleyRating, 5 stars1 month ago
Wonderful stay at the EstablishMint! The home is spacious, and has great furnishings that allow it to be functional and comfortable. There is a large central living room and great eating area. Very large outdoor screened porch allows you to enjoy the outdoors and pool view from the comfort of the shade. The office space is really great. Residential neighborhood was peaceful and quiet. We had a great stay! Lots of closet space. The master bath / shower is very spacious and lots of amenities - just to note, the layout of the shower is open to the master bedroom, which works totally fine for a couple (toilet room is separate). We would love to stay again. Thank you for a fabulous stay!

Private lake house rentals

Guest favorite
A scenic view of the serene lake is presented, surrounded by lush greenery and trees. The calm waters reflect the clear blue sky, while a grassy area leads towards the water's edge, creating a tranquil outdoor setting.
Home in Kissimmee
4.93 out of 5 average rating, 85 reviews

Lakeside Paradise, 15 Min to Disney + Private Pool

PepperRating, 5 stars2 days ago
I can't say enough amazing things about this location. Extremely clean, gorgeous views, amazing comfortable beds. Relaxing environment even though you are so close to Disney and ESPN. I did read a review about beeping from the pool door that worried me when I was booking because my kids are older and I thought it might be annoying. Although it wasn't at all. It was soft and kind of nice. Knowing if they came in from the pool or going out. The kids had so much to do and were never bored. Literally everything was amazing. I could go on all day about how great it was. We will be booking again if it's available next year.
Top guest favorite
Aerial view of a peaceful lakeside community, featuring clusters of homes surrounded by lush greenery and palm trees. The shimmering lake reflects the blue sky, while various homes are visible, showcasing screened-in patios that enhance outdoor living.
Home in Davenport
4.98 out of 5 average rating, 64 reviews

Elegant Large Private Home with Heated Pool!

Courtnay Rating, 5 stars2 weeks ago
This property was everything and more. Felix was an excellent host. My family and I enjoyed our stay & we will be back soon.
Guest favorite
The image captures a clear view of a private heated spa within a fenced pool area. Sunlight reflects off the water's surface, showcasing the sparkling blue hue. Surrounding seating areas are visible, framed by a screened enclosure that provides an open sky view.
Home in Kissimmee
4.87 out of 5 average rating, 70 reviews

Large Modern Lake Watcher's Retreat Near Disney

ZacharyRating, 5 stars1 week ago
Enjoyed our stay. Spacious, clean, well furnished. Enjoyed the grill and being well supplied to be able to cook all of our meals saving lots of time and money on our trip.
Guest favorite
A light-filled living area features a comfortable blue sofa complemented by decorative pillows. A sleek white entertainment unit holds a large flat-screen TV, set against a wooden accent wall. Soft lighting is provided by stylish fixtures, creating an inviting and relaxing space.
Home in Kissimmee
4.87 out of 5 average rating, 39 reviews

BlueGem–3BR Lakefront•Pool•15min Disney•25min MCO

ShanteceRating, 5 stars1 week ago
Not enough words to express my gratitude for this amazing host/airbnb! My family enjoyed to the fullest and host was always responsive and willing to assist. Hands down the best stay! Booking again! Thank youuuu
Superhost
Home in Kissimmee
4.86 out of 5 average rating, 14 reviews

Lake view home near parks & MCO

KathrynRating, 5 stars1 month ago
Started our annual family vacation in this house for a few nights. The house was a great size for us, a family 4 adults and 3 practically grown teens. I lived sitting at the pool in the mornings listening to the animals and birds watching the sunrise! We had a great time.
Superhost
A serene view of the lake is captured through large glass windows, displaying calm waters and natural greenery along the shoreline. The setting sun casts a warm glow on the landscape, highlighting the tranquil atmosphere. The indoor seating area, with woven chairs, offers a cozy vantage point.
Home in Longwood
5 out of 5 average rating, 5 reviews

Lakefront Home Where You Can Retreat and Relax

MarkRating, 5 stars3 months ago
Great house with tons of space and a pretty lake view out back. Nice that the master is on the opposite end of the house from the rest of the guests. House was in excellent condition, in a quiet neighborhood, and the host was so helpful....even had coffee, crib sheets, and a high chair delivered (so our little one had a place to eat). We would recommend this to anyone.
Superhost
A relaxing outdoor space features blue chairs arranged around a small circular area with stepping stones, surrounded by mulched ground. Lush trees provide shade, while a fence outlines the area, offering views of the tranquil lake in the background.
Home in Orlando
4.88 out of 5 average rating, 40 reviews

Hidden Lakeside Gem

JoeRating, 5 stars1 month ago
We had a great time, and loved the house. Melissa was great to deal with. Thanks again
Guest favorite
A screened lanai showcases an infinity-edge swimming pool and spa with clear water reflecting the sky. The outdoor area offers views of the nearby lake and features a spacious deck for relaxation.
Home in Kissimmee
4.88 out of 5 average rating, 26 reviews

Mickey's Lake House

FrankRating, 5 stars7 months ago
We had an amazing stay at Mickey’s Lake House! The home was immaculate, and there was no shortage of entertainment with the large swimming pool, game room, and TVs in every room. The location was ideal—just a quick 15-minute drive to Disney and shopping areas, yet the neighborhood itself was quiet and peaceful. The beautiful lake view in the backyard made our stay even more relaxing. Ted was an excellent host, always easy to reach and very communicative. When the patio TV had an issue, he went above and beyond by having a new one installed the same day. I highly recommend staying here if you're looking for a serene, comfortable, and convenient vacation spot.

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