
Monthly Rentals in Windsor Hills, Four Corners
Discover long-term rentals that feel like home for stays of a month or longer.
Nearby monthly rentals
Top guest favorite

Condo in Kissimmee
4.98 out of 5 average rating, 144 reviewsPool View-Windsor Hills-Updated!-2mi to Disney
LauraRating, 5 starstoday
Very satisfied with our stay. The condo was exactly as described. We cooked multiple times and had all the pots, pans and implements we needed. Kitchen also had basics such as olive oil, salt and pepper, coffee filters, etc. Plenty of glasses, plates and silverware. Also plenty of pool towels. The checkin process with security at the entrance gate was quick and easy, same with getting the pool wristbands at the welcome center. We enjoyed renting a basketball and volleyball for the sand court, which is walking distance from the condo. Being a quick walk to the pool was also fantastic. The only thing we didn’t love, which the owner cannot control obviously, was that they play fairly loud music the entire time the pool is open. The location is great. There is a well stocked WalMart five minutes away that has a a ton of Disney stuff. Also plenty of restaurants. Disney is 15-20 minutes and Universal about 30. Host communication was fantastic. Overall a great stay and recommended.
Guest favorite

Villa in Kissimmee
5 out of 5 average rating, 17 reviewsLuxurious home 2 miles from Disney - Windsor Hills
Mary-BethRating, 5 stars3 months ago
The house was wonderful and exactly as described. It was spacious enough for our big group. Andreanne responded promptly most of the time. Our only negative was the batteries ran out in the keypad and my parents were locked out at night in the (Florida) cold. The management company sent a locksmith who let them in after about 1.5 hours. However, the management company brought the new batteries and dropped them on the porch instead of fixing the keypad. My dad installed the batteries in the keypad so it didn’t happen to the next guests or the cleaners. Andreanne didn’t respond to my messages regarding the lock out or the key pad, but had been responsive prior to that. The battery pad was most likely a fluke, but it showed no signs of issues leading up to that. Otherwise, our stay was great and would recommend.
Top guest favorite

Condo in Kissimmee
5 out of 5 average rating, 27 reviewsApartment in Kissimmee Florida.
KellyRating, 5 stars1 week ago
Jessica and Ivan’s place was the cleanest Airbnb I we have ever stayed in. Comfortable beds, nice decorating, tvs in all rooms, great communication.
Guest favorite

Home in Kissimmee
5 out of 5 average rating, 14 reviewsLuxury 6 Bedroom Pool Home in Windsor Hills
JarrettRating, 5 stars1 week ago
The property manager, Lori, provided amazing service. she addressed a couple of small issues promptly. The house was as pictured and we enjoyed a lovely vacation.
The comforts of home and great monthly rates
Amenities and perks for longer stays
Furnished rentals
Fully furnished rentals include a kitchen and the amenities you need to live comfortably for a month or longer. It’s the perfect alternative to a sublet.
Flexibility you need
Choose your exact move-in and move-out dates and easily book online, without any additional commitment or paperwork.*
Simple monthly prices
Special rates for long-term vacation rentals and a single monthly payment without additional charges.*
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Work-friendly spaces for digital nomads
Traveling professional? Find a long-term stay with high-speed wifi and dedicated working spaces.
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Airbnb has fully furnished apartment homes ideal for staffing, corporate housing, and relocation needs.
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*Some exclusions may apply in certain geographies and for some properties.