10 Best Airbnb Vacation Rentals In Windermere, Florida - Updated 2024

Robyn
Robyn 
Updated
| 4 min read

If you want to go to Florida and spend time in a town where you have access to both tourist attractions and wonders of nature, Windermere is the place to visit. This town, which is located in Orange County, is replete with lakes and greenery. It is relatively near the famous theme parks Universal Studios and Disney World. It has affluent neighborhoods so chances are you will be staying in upscale areas should you decide to rent a place here. Enjoy the privilege of waking up to a view of the lake or strolling along peaceful streets. Read more to discover the 10 best Airbnb vacation rentals in Windermere, Florida.

We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on April 09, 2024.

1. A lakefront house with majestic sunrise views

Start your day with much-needed sunshine. If you stay in this place, the only better view than the lake is the lake reflecting the sunrise. This house’s European-inspired floor concept is suitable for family gatherings. The common area has a television, a soundbar, a video arcade, a foosball table, and some books to read. Aside from these, you may also take note of the fact that this house just recently had a remodeling so furniture and appliances are new. You can guarantee a nice and peaceful stay because the house is well-maintained.

Stayed at this property?
Windermere, Florida, United States
15 reviews  
Entire house 3 Beds 3 Bedrooms 2 Bathrooms
Top guest reviews
Amenities & Room:
the kitchen is very well appointed luxury stainless appliances and fully stocked for dinners of 6-8+
the old school arcade in the living room was beyond cool
Cleanliness:
super clean house on a beautiful lot
Host:
beautiful place gracious host
simon and simona were amazing hosts
simon is a great host and very responsive
to top it off simon the host was super helpful and attentive
simon is super nice and very responsive
Location:
the location was perfect charming neighborhood and easy walk to main street
it is in a great neighborhood quiet yet close to all the usual attractions
great house location and host very happy and satisfied
loved the neighborhood - so quiet
Read more reviews

2. A relaxing retreat with a view of the lake (from USD 245)

Not only is this home located in a quiet area, but the interior itself is relaxing on its own. It offers a wonderful view of the lake and quick access to Disneyland and Universal Studios. This two-bedroom house is perfect for a group of five. You can use the fully renovated kitchen, in case you feel like cooking. You have a TV and Wi-Fi connection to keep you entertained during your stay. Service animals are allowed to stay in the house, especially if you are traveling with a physically challenged person.

Stayed at this property?
Windermere, Florida, United States
104 reviews   Superhost Wifi Available
ENTIRE RENTAL UNIT 3 Beds 5 Guests 2 Bedrooms 1 Bathroom

Accommodates: 5

Top guest reviews
Amenities & Room:
it’s a lovely comfortable place with a beautiful view
the house is so comfortable with all the amenities i could need and more
the full kitchen 3 beds and comfy living room was a perfect fit
nancy’s place is a wonderful cozy relaxing apartment with a beautiful lake view
the house feels so comfortable and homey
Cleanliness:
nancy’s place was clean and well equipped with many personal touches
the apartment is charming and clean
the apartment is so clean and comfy made better by nancy's thoughtful touches
the apartment was neat clean cozy and very relaxing and it had all needed for us as a family
check in was easy and the place is adorable and very clean
Host:
she was very accommodating and responsive to our questions
she is by far the best host i’ve ever had
nancy is a wonderful host
nancy is a great host
nancy is a great host she made us feel very welcomed to her home
Location:
the location is beautiful and right near the charming windermere downtown
very peaceful location
great location very cozy place
charming town within walking distance
the location was great: close to so many of orlando's attractions yet quiet and private
Read more reviews

3. An apartment with a colorful interior

Located only 15 minutes away from tourist spots, this unit is perfect for those who want a peaceful stay but near busy streets. This apartment for two guests is attached to the garage of the main house. One block away are some spots that you may enjoy visiting such as parks, playgrounds, a swimming area, a fishing pier, and a walkway along the lake. At home, you have access to a screened porch and outdoor fire pit to keep you warm. At night, you are guaranteed a good night’s sleep in the queen-sized bed.

Stayed at this property?
Windermere, Florida, United States
162 reviews   Superhost Wifi Available
Entire guest suite 1 Bed 2 Guests 0 Bedrooms 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
space is very much like a studio apartment as you see in the pictures
Cleanliness:
very clean and value is great
the place was very clean
easy check in and out clean comfortable and private
over all very romantic and clean
easy check-in super clean but reeks of mothballs
Host:
great host and great apartment
relaxing space with plenty of privacy and very accommodating hosts
jen herself was extremely kind and made sure all our needs we're taken care of
host is very nice and hospitable very efficient unit with everything you need
jen was very responsive her place was great and she was quite accommodating to our early arrival
Location:
the location is great
) that are close by but better to drive to
it’s a great location too it’s around 15 minutes away from universal studio
this get-a-away is located in a perfect location within windermere
plus windermere is a beautiful and great neighborhood accessible and near to the major theme parks
Read more reviews

4. A waterfront home with minimalist interiors (from USD 300)

This house is newly remodeled and has a minimalist theme, making it look even more classy. Its location also guarantees a safe and quiet stay because it is on a peaceful street. Despite that, it is close to interesting attractions such as the beach, parks, and markets. From the house, you get access to a dock where you can stay while fishing. This abode can accommodate up to six guests, making it a great option for families or a group of friends.

Stayed at this property?
Windermere, Florida, United States
22 reviews   Superhost Wifi Available
ENTIRE HOME 3 Beds 6 Guests 3 Bedrooms 2 Bathrooms

Accommodates: 6

Top guest reviews
Cleanliness:
clean quiet peaceful space in a beautiful neighborhood
the house itself is well-kept clean and maintained
Host:
david was a very responsive and communicative host
Read more reviews

Nearby vacation rentals

5. A calming blue-themed villa with pool (from USD 256)

This house is well-decorated with shades of blue. It is a recently remodeled house that features three full bathrooms, four bedrooms, a large living room. This rental is usually booked by families as it can accommodate 10 guests at a time. The villa is equipped with total entertainment facilities such as a huge 4K television with streaming services, three televisions, and an Xbox One. While staying in this house, you may visit the famous Universal Studios which is just 3 mi (4.8 km) away.

Stayed at this property?
Orlando, Florida, United States
250 reviews   Superhost Wifi Available
ENTIRE HOME 6 Beds 10 Guests 4 Bedrooms 3 Bathrooms

Accommodates: 10

Top guest reviews
Amenities & Room:
spacious with fashionable comfortable furniture thoughtful amenities and high quality electronics
the bed was super comfortable as was the rest of the furniture
the kitchen is well stocked and the bathroom amenities (shampoo conditioner and bodywash) are a nice touch
from the furniture to the decor to the pool we were so very pleased
xbox with a bunch of games and two controllers and the beautiful bedrooms made the stay very comfortable
Cleanliness:
very clean and stylish
everything was clean and fresh
clean with plenty of space
very clean very comfortable atmosphere
the space is beautiful clean and modern
Host:
the host was amazing
the hosts were very responsive
jeremy was extremely responsive and helpful throughout our stay
hosts were very friendly and quick to respond
jeremy is the most responsive host we have had
Location:
the location was great close to everything
the location is great
great location and nice house
excellent location in quiet neighborhood but close to everything you would need
beautiful neighborhood and close to everything (shopping restaurants theme park)
Read more reviews

6. A cozy bungalow near the lake (from USD 132)

Whether you’d like to stay for leisure or business, this home is for you. Here, you have easy access to many of the tourist attractions due to its central location. Most of the nice spots are only 20 minutes away by car. At home, you are also able to work or study peacefully with the dedicated workspace and high-speed WiFi. It can accommodate a family or a group of six with its two bedrooms. This home is also on one of the few 5-acre (2.0 hectares) lots with greens surrounding it.

Stayed at this property?
Windermere, Florida, United States
152 reviews   Wifi Available
Entire bungalow 3 Beds 6 Guests 2 Bedrooms 1 Bathroom

Accommodates: 6

Top guest reviews
Amenities & Room:
comfortable beds and quiet surroundings were the highlights of our stay
- beds: beds were very comfortable to sleep
the beds were so comfortable definitely looking forward to staying here again in the future
Cleanliness:
clean basic place to stay
old place but clean and comfortable
everything was clean everything was working
the house felt clean the bed was comfortable and the shower head was very nice
was a very beautiful home and clean as a whistle
Host:
the hospitality of the hosts is outstanding
the host is very hospitable and helpful
this is a great host that proactively made certain everything went smoothly
host very friendly
gracious staff nearby free with helpful local recommendations
Location:
nice location for great price
in a great neighborhood close to everything you want
great location would stay here again
location is good near universal studio and other attractions
a great location and very quaint house
Read more reviews

7. A four-bedroom luxurious home with a pool (from USD 397)

If you have a budget for a fancy mansion, this home is waiting for you to be booked. It can accommodate up to 12 guests in its 4 bedrooms. There is an office in case you need to work or study. A family room, which has a plasma TV and sound system, is available for you to use. The access to the pool is a cherry on top. For some outdoor fun, the pool area has a hammock, a patio swing, and a gas grill.

Stayed at this property?
Orlando, Florida, United States
142 reviews   Wifi Available
ENTIRE HOME 7 Beds 12 Guests 4 Bedrooms 2 Bathrooms

Accommodates: 12

Top guest reviews
Amenities & Room:
kids loved the pool and video games
plenty a room for all of us to enjoy ourselves and spread out
the beds were comfortable also it had everything needed for a family
the sleeping arrangements were comfortable even with 11 of us staying at the house
the master suite is incredible with lots of room and a huge bathroom
Cleanliness:
clean home and furnished nicely
the space was clean modern and comfortable
the house is clean and well decorated/furnished
very easy to find very clean well stocked
clean and great location
Host:
the host did a great job providing information prior to our arrival
beautiful house attentive host
wonderful assistant property manager and owners
owner and host were both very nice and available if needed
we also found tiffany the property manager very helpful and welcoming
Location:
the location is awesome
close enough to all attractions
what a great location for a family vacation
great house good location very comfortable
the location is in a beautiful neighborhood with friendly neighbors
Read more reviews

8. A recently renovated home with a pool (from USD 225)

Another option for the minimalists is this modern house. Its interior is adorned with greyscale fixtures, with a little accent of other colors. Four guests can comfortably stay in its two bedrooms. There is a pool available for guests’ use. This is an ideal place for some barbecue because the pool is covered but still pretty airy. Pets are also welcome for a fee of 50 USD so do not hesitate to bring your small fur babies with you.

Stayed at this property?
Orlando, Florida, United States
13 reviews   Wifi Available
ENTIRE HOME 2 Beds 6 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 6

Top guest reviews
Cleanliness:
home is very clean hardwood floors and new appliances
Host:
vanessa’s place was great she was super responsive and everything went smoothly
Location:
great place awesome location 10/10
great location close to grocery store restaurants universal outlet malls and nice safe neighborhood
we enjoyed being close to the theme parks and enjoyed the pool when it was warm enough outside
Read more reviews

9. A spacious guest room in a modern home

This suite can accommodate two guests, and the room comes with a private bathroom. Since this is a guesthouse, you will be sharing common areas with other people. Nevertheless, you have full privacy in your suite. There is also a work desk for you, in case you need to check emails or work with your laptop. If you need a bigger space, the whole house is available for rent as well.

Stayed at this property?
Orlando, Florida, United States
7 reviews  
Private room in house 1 Bed 1 Bedroom 1 Bathroom

10. A suite for two with sunset views

Enjoy the colors of nature when you stay in this room. The guest suite has a separate entrance, so no need to worry about your privacy during your time in this home. This house is also located in an upscale area and close to tourist attractions. It features one bedroom that comes with a single bed and air mattress. The host provides special accommodations for children and infants, in case you’re planning to take the little ones with you. Should you decide to stay here, there are a few rules imposed by the host. Make sure to be respectful of these.

Stayed at this property?
Orlando, Florida, United States
78 reviews   Superhost Wifi Available
Entire guest suite 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
the bed and couch are very comfortable
the space is quiet & easy to work in with awesome views fast internet and a large tv
her home was quiet & easy to work in with awesome views fast internet and large tv
the room was really stylish and comfortable with a large window facing the lake
she’s super friendly and very welcoming the room looks just like the pictures and the view is awesome
Cleanliness:
clean and every thing you need is there
marcie also takes cleanliness seriously so we were able to feel instantaneously comfortable
the space we rented was clean and perfect for my husband and i
awesome place super clean quiet and amazing view
very clean space everything we needed was provided
Host:
she is realy a super host
she was very helpful and accommodated all requests
marci was a gracious host who made me feel at home
marcie was a wonderful host
marcie was a wonderful host
Location:
her location is a perfect get away place
close to panera for breakfast la fitness and several great restaurants
the location was perfect and so was the scenery
truly a great place to spend some quiet time but close enough to plenty of things to do
the room look right out over the lake and is a great location for bird watching
Read more reviews

Stay at a wonderful house in Windermere

While staying in these wonderful homes is good enough, the outdoors in Windermere is equally interesting. If you are traveling with kids and kids at heart, visit Universal Studios and Disney World. Get to see production studios, meet movie and cartoon characters, and get on thrilling rides.

Any must-sees we missed? Tell us about them in the comments section or write a post here to help out fellow travelers!
Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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Robyn del Rosario is a Filipino freelance travel writer who likes volunteering and doing charity work on her trips. While living in Malaysia, she started visiting Southeast Asian countries, and...Read more

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