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Vacation rentals in Windermere

Find and book unique accommodations on Airbnb

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Popular amenities for Windermere vacation rentals

Stay near Windermere's top sights

LA Fitness14 locals recommend
Black Rock Bar & Grill10 locals recommend
Dixie Cream Cafe10 locals recommend
Walmart Neighborhood Market10 locals recommend
Publix Super Market at The Grove8 locals recommend
Dexter's Windermere6 locals recommend

Other great vacation rentals in Windermere

Guest favorite
Home in Davenport
4.84 out of 5 average rating, 32 reviews

Solterra discount slps 18/7 bdm/GR/pool/spa5485

SamanthaRating, 5 stars4 weeks ago
The house is brilliant. We had 11 adults and a 5 month old baby. We all flew in at different times, to different airports but access was easy for everyone. we had been given the details by the host prior to our arrival. Susan is a great host, very communicative but not intrusive. Every detail was taken care of. Passes at the gate, information about the activities and much more. I would highly recommend this AirBnB to anyone. Having a large family, it was great for space but also playing games and spending time together. We had family visit, who live in Florida, which was also easy. Susan was very helpful when my father in law couldnt be located, after visiting us. Thank you Susan, we will be back
Superhost
A private pool is surrounded by a screened enclosure, capturing the evening sky's colors. Natural light filters through the adjacent glass doors, revealing a dining area with patio seating nearby. The tranquil water surface reflects the vibrant hues of sunset.
Home in Kissimmee
4.83 out of 5 average rating, 6 reviews

Cute Vacation Home Very Close to Disney

T LianneRating, 5 stars3 months ago
We really enjoyed the house and pool. It was very convenient to parks and shopping /restaurants.
Superhost
An outdoor space features a spacious pool surrounded by a sunbathing area. A covered seating area offers shade under a large umbrella, while palm trees add a touch of greenery. The screen enclosure provides protection while allowing for natural light and fresh air.
Home in Kissimmee
5 out of 5 average rating, 3 reviews

Dream vacation, near Disney

ChrisRating, 5 stars3 weeks ago
What an incredible stay we had at Rosario's place! We even extended 2 extra nights. Rosario was responsive, helpful, and so kind - she even left a birthday balloon and some treats for my mom's birthday! The house was impeccable and they were great about everything, from changing dates to heating the pool, and keeping it clean, and the pool was a perfect balmy respite. The next time we're in town (and we will be, this is our old neighborhood!), we will definitely try to book here again. Can't wait to come back!
Superhost
Home in Davenport
4.76 out of 5 average rating, 68 reviews

Vacation home

JaniquaRating, 5 stars4 weeks ago
Me and my Family enjoyed our days there! Miguel was very friendly and nice and welcome us to a little welcome gift I mean who dosen’t love chocolate
Guest favorite
A stylish living room is presented with plush, tufted sofas arranged around a sleek glass coffee table. A large flat-screen TV is mounted on the wall, complemented by minimalist decor. Soft light from a circular ceiling fixture enhances the modern ambiance.
Home in Davenport
5 out of 5 average rating, 5 reviews

New! Windsor Island Resort with pool by Disney 03

IrynaRating, 5 stars16 months ago
Nice house with good layout of rooms. It is very convenient to come with children as there is a lot of entertainment on the territory of the complex. I also liked the themed design of the rooms. Overall, this is a good house for a large and friendly company.
Guest favorite
A serene pathway, lined with lush greenery and mulch, winds through manicured landscaping towards a gazebo overlooking a tranquil lake. A fountain emits gentle sprays of water in the distance, complementing the peaceful surroundings.
Townhouse in Kissimmee
4.94 out of 5 average rating, 188 reviews

Beautiful family home near all attractions.

ShannonRating, 5 stars2 weeks ago
Had a lovely stay, really enjoyed the heated pool and hot tubs. The place was very comfortable and had what we needed. The area was nice and quiet. Appreciated the restaurant recommendations and couple of water bottles which were just what we needed when our flight in had gotten delayed. Would definitely recommend!
Superhost
Home in Four Corners
4.88 out of 5 average rating, 16 reviews

DisneyVacationHomeLazyRiver9021

SharonRating, 5 stars2 weeks ago
This beautiful home worked well for our family…4 couples and 3 small children. Pool and hot tub were great and clean! The house was large and we had a ton of fun! The host was super responsive every time we sent a message. We would definitely come back to this house and would highly recommend it!
Top guest favorite
A serene lakeside view is captured at sunset, with a gentle path leading to a wooden dock. Soft light reflects off the water, while lush greenery frames the scene, offered by a neatly landscaped garden. The sky displays a gradient of warm colors.
Cabin in Haines City
4.98 out of 5 average rating, 168 reviews

Nearby Legoland,Disney,Universal,Seaworld and more

RobertRating, 5 starstoday
Great place to stay! Alfredo was very responsive during the whole process from booking to checkout. Exactly as advertised..very quiet, nice and clean! Will be returning for sure! Thanks Alfredo!

Destinations to explore

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  4. Orange County
  5. Windermere