Seasons holiday homes

We found 390 holiday rentals — enter your dates for availability

Discover a selection of 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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  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Why visit Seasons

  • Family-Friendly Attractions: Seasons is perfect for families, with easy access to nearby theme parks and amusement parks, ensuring fun-filled days for all ages.
  • Outdoor Activities: The serene lakes and green spaces in Seasons offer excellent opportunities for leisurely strolls, picnics, and outdoor adventures.
  • Welcoming Atmosphere: The friendly locals create a vibrant and welcoming vibe, making visitors feel right at home.
  • Romantic Getaways: Couples can enjoy romantic experiences amidst the beautiful scenery and tranquil surroundings.
  • Central Location: Seasons serves as a fantastic base for exploring Central Florida's enchanting attractions, including the magical Disney experiences.

Top attractions near Seasons

Seasons in Kissimmee, Florida, is an ideal destination for families, couples, and anyone seeking entertainment. The area boasts a variety of attractions, including theme parks and amusement parks, perfect for those looking for fun-filled days. Visitors can also enjoy the serene lakes and outdoor experiences available within Seasons, making it a great spot for cultural exploration and relaxation. Whether you're here for romance or adventure, Seasons has something for everyone.

  • Walt Disney World® Resort: A world-renowned theme park offering enchanting experiences, thrilling rides, and magical entertainment for families and visitors of all ages, creating unforgettable memories.
  • Lake Bryan: A picturesque lake featuring sandy beaches and stunning scenery, perfect for outdoor activities like boating, picnicking, and romantic strolls, making it an ideal escape into nature.
  • Universal CityWalk: A vibrant tourist precinct filled with diverse dining options, shops, and entertainment, providing a lively atmosphere for families and friends to enjoy together.

Things to do recommended for couples

For a romantic getaway in Kissimmee, explore the enchanting streets of Old Town, take a sunset airboat ride through the Everglades, or indulge in a candlelit dinner at a local winery. Don't miss a leisurely stroll around Lake Tohopekaliga for stunning views and tranquillity.

Things to do recommended for families

Families will enjoy engaging local experiences around Seasons in Kissimmee, with a plethora of fun attractions and kid-friendly activities that promise memorable adventures for all ages.

Things to do recommended for groups

Explore the vibrant local culture by visiting the nearby Old Town amusement park or enjoy a thrilling day at the Kissimmee Lakefront Park, where you can picnic, paddle, or enjoy scenic walks with your mates.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation around Seasons

Whether you're journeying with a group, as a family, with your furry mates or planning an extended stay, be sure to set the right filters. Here are some Vrbo booking tips for you.

  • Traveling to Seasons with a group: Think about the number of bedrooms you'll require, along with features like a fully equipped kitchen or an outdoor area for group gatherings. Thankfully, you can easily filter for these options and many more on Vrbo.
  • Traveling to Seasons with young kids: Traveling with little ones can be a challenge. You must prioritise their comfort and safety, along with ensuring there are age-suitable facilities like a private swimming pool. It’s also wise to think about how close you are to attractions that are family-friendly.
  • Taking your pets with you to Seasons: For many, a family getaway isn’t truly fulfilled without their furry companion along for the adventure. If this resonates with you, take a look at Vrbo properties that welcome pets. Most pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Seasons: If you’re after holiday rentals with special rates for month-long stays, you’ve come to the right spot. Use the appropriate filter to easily discover and save on monthly options. You might also want to consider including extras like a parking space, a well-equipped kitchen, or a private pool in your search.

Where to stay near Seasons

Seasons, Kissimmee, Florida, is a delightful neighbourhood perfect for family-friendly adventures and romantic getaways. You'll find a vibrant atmosphere with easy access to attractions like the magical Disney World and the lively Disney Springs. Enjoy relaxing strolls through the area, where friendly locals create a welcoming vibe. With its ideal location in Central Florida, Seasons is an excellent base to explore the enchanting experiences this region has to offer.

  • Orlando: Nestled in the heart of central Florida, Orlando is a vibrant metropolis offering a blend of family fun, entertainment, and business opportunities. The city boasts a variety of attractions, from expansive theme parks and renowned film studios to pristine beaches that invite relaxation. With a lively arts centre and bustling shopping areas, Orlando delivers an engaging travel experience that caters to diverse interests. Its strategic location ensures travellers can easily explore a wealth of local venues and attractions, making it an exciting stop on any itinerary.
  • Kissimmee: Just a short drive from Seasons, Kissimmee presents itself as a dynamic city with a rich offering of family-friendly and entertainment-themed experiences. This destination is celebrated for its range of leisure activities, including access to expansive shopping malls and vibrant resort areas. Travellers can immerse themselves in local culture by visiting nearby theme parks and film studios, or unwind at the beach. Kissimmee provides a well-rounded travel experience that perfectly balances relaxation with excitement.
  • Lake Buena Vista: A city situated 13km from Seasons, Lake Buena Vista is known for its excellent mix of family-oriented, entertainment, and business attractions. Visitors are drawn to its appealing combination of modern shopping centres and leisure venues. The area is home to notable landmarks including a world-class theme park, a dynamic film studio and a sports facility stadium, offering a variety of engaging experiences. Its proximity to key attractions makes Lake Buena Vista a compelling destination for travellers seeking both adventure and comfort.

Best time to go to Seasons

If you're planning a trip to Seasons, it's a good idea to check both the weather and property rates. The warmest month is August.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January60.6°F (15.9°C)Light RainMostly Sunny
February64.4°F (18.0°C)Light RainMostly Sunny
March67.6°F (19.8°C)Light RainMostly Sunny
April72.7°F (22.6°C)Light RainMostly Sunny
May77.2°F (25.1°C)Light RainMostly Sunny
June81.1°F (27.3°C)Light RainMostly Sunny
July82.4°F (28.0°C)Moderate RainMostly Sunny
August82.6°F (28.1°C)Moderate RainMostly Sunny
September80.4°F (26.9°C)Moderate RainMostly Sunny
October75.2°F (24.0°C)Light RainMostly Sunny
November68.5°F (20.3°C)Light RainMostly Sunny
December64.4°F (18.0°C)No Rain (Dry)Mostly Sunny

Booking with Vrbo is a breeze

Are you keen to save some dollars on your next adventure? Being flexible with your travel dates can really help, as prices can vary. Additionally, if you opt for a longer stay, you often unlock significant savings. To discover the perfect Vrbo property that suits your budget, be sure to utilise our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning as easy as it gets

Vrbo’s Trip Board offers an easy-to-use space where you can create new journeys, pick up right where you left off, or review and organise your plans. Your saved or booked properties are neatly sorted into categories such as Potential, Upcoming, or Current Trips. To begin using Trip Boards, please visit: https://www.bookabach.co.nz/trips.

**Based on Vrbo properties bookings.

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, Bookabach 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 Bookabach 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 Bookabach 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 Bookabach.
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 Bookabach, 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, Bookabach 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, Bookabach 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 Bookabach.
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 Bookabach 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.

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