Seasons holiday rentals
We found 391 holiday rentals — enter your dates for availability
Discover a selection of 38 homes and other holiday rentals in Seasons that are perfect for your trip. Whether you're travelling with your children and pets, with friends or just your children, holiday rentals have the amenities that you expect for your stay, which might include air conditioning and a pool. At the end of the day, you'll be sure to find a property to rent that has what everyone needs, including accessible or non-smoking choices.
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Find the best place to stay - Seasons
Private Pool Villa close to Disney Parks with free Wifi and BBQ
Sleeps 8 · 4 bedrooms · 3 bathrooms
9.69.6 out of 10
Exceptionalexceptional
89 reviews(89 reviews)
7/6.5 Beautiful Vacation home with private pool, and much more!!
Sleeps 18 · 7 bedrooms · 5 bathrooms
1010 out of 10
Exceptionalexceptional
3 reviews(3 reviews)
Kissimmee 9 miles from Disney! Private pool-hot tub, spacious house and yard.
Sleeps 10 · 4 bedrooms · 3 bathrooms
1010 out of 10
Exceptionalexceptional
20 reviews(20 reviews)
5* comfort, close to the parks & superb lake view NEW - Harry Potter room!
Sleeps 13 · 6 bedrooms · 5+ bathrooms
9.69.6 out of 10
Exceptionalexceptional
141 reviews(141 reviews)
Kissimmee Home w/ Pool < 9 Mi to Disney World!
Sleeps 14 · 7 bedrooms · 5+ bathrooms
9.69.6 out of 10
Exceptionalexceptional
15 reviews(15 reviews)
Fascinating 5BR Themed Pool Home Near Disney World
Sleeps 10 · 5 bedrooms · 4 bathrooms
9.89.8 out of 10
Exceptionalexceptional
Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value
Frequently asked questions
What is the most popular type of holiday home accommodation in Seasons?
Houses are the most popular kind of holiday home in Seasons, according to our data. Even if you’ve got something different in mind, Stayz has holiday homes in a variety of shapes and sizes. Look over our options to find your ideal fit.
How much does it cost to rent a holiday home in Seasons?
Length of stay, property type and season are some factors that can affect the price of a holiday home. Simply add your dates of travel to find your ideal fit. From cosy country cottages to sprawling luxury villas, all Stayz holiday homes offer terrific value.
How much does it cost to rent a beach house in Seasons?
The average price for a holiday home close to the beach in Seasons depends on when you’ll be there and the type and size of property you’re looking for. You can find prices easily and quickly on Stayz by entering your travel dates and destination. Then use our handy filter tool to select the number of bedrooms and amenities that you require, like WiFi, air conditioning and a pool.
Are there pet-friendly holiday homes in Seasons?
With 28 properties that welcome four-legged guests, your furry little friend can join you on your Seasons getaway. Use our filter tool to browse our pet-friendly holiday homes and find a stay that’ll set tails wagging on Stayz.
Can I rent a house with a pool in Seasons?
Grab your swimsuit and inflatable lounger, because there are 28 houses with a private pool in Seasons. Stay at one of these superb holiday homes and let every day be a pool day. Simply enter your travel dates into Stayz, then check the “pool” filter to find the perfect place to make a splash!
What are popular home amenities in Seasons?
Some of the most popular home amenities people are searching for in Seasons include a lake view, a barbecue grill and a chef. Whether you’re hitting the road with family, your besties or even pets, Stayz holiday homes feature the best amenities for hanging out with the people you love.
Are there large group holiday homes in Seasons?
With four properties that can host 10 or more guests in Seasons, you don’t have to leave anyone off your invite list. From fun family get-togethers to special events like birthday and Christmas parties, Stayz will help you find a large group home that fits the occasion.
Are there holiday homes in Seasons that welcome kids?
Bring the entire family together for the adventure of a lifetime in Seasons at one of our 28 family-friendly properties. A lot of these stays provide conveniences that are just perfect for getaways with the kids, including laundries, extra bedrooms and patios. Just click on the “Properties good for families” filter box and pick your favourite option.
What are the top attractions for families in Seasons?
Keep the kids amused at these top family-friendly attractions in Seasons:
- Fun Spot America
- Island H2O Live!
- Kissimmee Go-Karts
Are there holiday homes with WiFi in Seasons?
Take your pick of seven holiday homes with WiFi in Seasons. If you’d like to disconnect from the world on your escape, but still want to be connected to the internet, these properties are for you. Narrow your search by applying the WiFi filter on Stayz.
How can I find holiday homes with air conditioning in Seasons?
Choose from 26 holiday homes with air conditioning in Seasons offering that cool, cool breeze and extra element of comfort. Just enter your preferred travel dates and then make use of our filter tool to find stays with air conditioning.
How old do you have to be to rent a holiday home in Seasons?
It’s a good idea to check with the Seasons holiday property you want on Stayz as age restrictions differ. However, it’s generally 16, 18 or 21.
How long can I rent a holiday home in Seasons for?
The length of time you can rent a holiday home in Seasons varies according to the property. Simply enter your desired travel dates to see a list of options offering extended stays. With a range of amenities like washing machines and air conditioning, as well as some offering discounted weekly or monthly prices, you’re sure to find somewhere perfect to call your home away from home in Seasons.