Lakeside Estates vacation rentals

We found 46 vacation rentals — enter your dates for availability

Discover a selection of 21 homes and other vacation rentals in Lakeside Estates that are perfect for your trip. Whether you're staying in a vacation rental with family, friends, or just your furry companion, you'll find the amenities you need and want, which might include a hot tub and garden. You'll be able to choose a rental that has what everyone needs, including options that are accessible or non-smoking.
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Find out more about Lakeside Estates

Find out more about Lakeside Estates

Why visit Lakeside Estates

  1. Family-friendly activities: Lakeside Estates offers a variety of attractions perfect for creating lasting family memories.
  2. Stunning lakeside views: Enjoy the beautiful scenery of serene lakes and charming waterfront homes.
  3. Thrilling theme parks: Nearby attractions include exciting theme parks that cater to all ages, ensuring fun for everyone.
  4. Vibrant arts centres: Explore local arts and culture, providing enriching experiences beyond outdoor activities.
  5. Diverse accommodation options: Choose from cozy cottages to luxurious villas, ensuring a perfect stay for every traveller.

Popular types of accommodation around Lakeside Estates

Looking for the perfect getaway in Lakeside Estates? You're in the right place! Our most popular vacation rentals include charming lakeside cottages, spacious houses, luxurious villas, and cozy condos. Whether you're seeking outback lakeside vacation homes or convenient Vancouver lake rentals, we ensure you find the ideal accommodation for your stay. Enjoy transparency, savings, and reassurance as you explore all that Lakeside Estates has to offer!

  • Houses: The top choice for visitors to Lakeside Estates, these homes offer spacious accommodations ideal for families or groups seeking comfort and privacy.
  • Villas: A popular option, villas provide a luxurious and spacious atmosphere, perfect for those wanting a touch of elegance during their stay.
  • Condos: These versatile rentals offer a blend of convenience and style, making them great for couples or small families.
  • Apartments: Ideal for budget-conscious travellers, apartments provide all the essentials for a comfortable stay.
  • Cottages: A quaint option for those looking for a charming retreat, cottages offer a cozy and intimate atmosphere.**

Top attractions around Lakeside Estates

Lakeside Estates in Kissimmee, Florida, is perfect for families seeking outdoor and entertainment-themed vacations. Visitors can explore a variety of attractions, including thrilling theme parks, serene lakes, and vibrant arts centres. These points of interest offer a blend of culture and outdoor experiences, making it an ideal destination for families looking to create lasting memories together.

  1. Universal Orlando Resort: A thrilling theme park located 20.9km from Lakeside Estates, featuring immersive attractions, rides, and entertainment perfect for families and adventure seekers alike.
  2. Orange County Convention Center: Situated 16.1km away, this vibrant arts centre showcases diverse cultural events, conventions, and exhibitions, making it a hub for creativity and community.
  3. Silver Spurs Arena: Only 1.6km from Lakeside Estates, this entertainment facility hosts family-friendly events and concerts, providing a lively atmosphere for all ages.

Things to do recommended for couples

For a romantic getaway in Lakeside Estates, indulge in a delightful dinner at Pirate's Dinner Adventure, just 19.3km away. For adventure, try iFly Orlando, also 19.3km away, and enjoy a fun round of mini-golf at Congo River Golf, only 11.3km from your stay.

Things to do recommended for families

During your stay at Lakeside Estates, enjoy a splashy day at Aquatica, a thrilling waterpark 14.5km away. Catch the Houston Astros Spring Training, just 1.6km from your lodging, or embark on an adventure at Wonderworks, an exciting arcade zone 11.6kms distant, perfect for family fun.

Things to do recommended for groups

Experience the magic at Disney Springs™, enjoy shopping at Florida Mall, or immerse yourselves in the medieval spectacle at Medieval Times. Each location offers a unique vibe perfect for your group, ensuring a memorable time in Kissimmee.

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

If you’re travelling with a group, family, or pets, or if you’re seeking extended stays, be sure to use the appropriate filters to prioritize your needs. Here are some helpful Vrbo booking tips for you.

  • Traveling to Lakeside Estates with a group: Think about how many bedrooms you'll require, as well as any additional features like a full kitchen or outdoor area for group gatherings. Thankfully, you can easily filter for all of these options and more on Vrbo.
  • Traveling to Lakeside Estates with young kids: Traveling with young children can present its own set of challenges. It's important to prioritize their comfort and safety, ensuring access to suitable amenities like a private swimming pool. Additionally, considering your closeness to family-friendly attractions can enhance your overall experience.
  • Taking your pets with you to Lakeside Estates: For many families, a trip wouldn't feel complete without their furry companion. If that resonates with you, explore Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Lakeside Estates: If you’re searching for vacation rentals that offer discounts for month-long stays, you’ve come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include amenities like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay around Lakeside Estates

Your vacation in Lakeside Estates, Kissimmee promises an enchanting experience filled with family-friendly activities and sunny weather. Explore the charming waterfront community with its stunning lakeside views and cozy beach homes. Nearby, you’ll find vibrant regions that offer a warm atmosphere, perfect for both romantic getaways and adventurous outings. Enjoy leisurely days by the beautiful lakes and immerse yourself in the friendly, welcoming spirit of this delightful area.

  • Morgan Point: Located a mere 1.1km from Lakeside Estates, Morgan Point is a delightful neighborhood perfect for families and outdoor enthusiasts. This vibrant area offers a range of entertainment options, including local theatres and golf courses. Visitors can enjoy the serene beaches and explore the nearby history museum, which showcases the area's rich past. The local urban park provides a great setting for picnics and leisurely strolls, making it an ideal spot for travellers seeking both relaxation and recreation.
  • Buena Ventura Lakes: Just 1.6km away from Lakeside Estates, Buena Ventura Lakes is a lively neighbourhood that caters to families and those looking for entertainment and outdoor activities. With a variety of resorts and an arena entertainment facility, there's always something happening here. The nearby shopping area offers a chance to indulge in retail therapy, while attractions like the thrilling theme park and renowned film studio add an exciting twist to your visit. Whether you're looking to shop, dine, or simply enjoy the atmosphere, Buena Ventura Lakes has something for everyone.
  • Mill Run: Also located 1.6km from Lakeside Estates, Mill Run is a charming neighbourhood that provides a fantastic blend of family-friendly activities and entertainment. This area is home to luxurious resorts, an arena entertainment facility, and excellent golf options for both beginners and seasoned golfers alike. The proximity to a popular theme park, stadium, and film studio ensures that there's no shortage of excitement. Whether you're in the mood for outdoor adventures or thrilling entertainment, Mill Run promises an unforgettable experience.

Best time to go to Lakeside Estates

If you're planning a trip to Lakeside Estates, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs in February to March and July, while off-peak times, like September to November tend to have fewer bookings and better deals.

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

Booking with Vrbo is simple

Are you hoping to save some money on your upcoming journey? Being flexible with your travel dates can really pay off, as prices can vary quite a bit. Additionally, opting for a longer stay often leads to significant savings. To help you find the perfect Vrbo property that fits your budget, feel free to use our filters to sort by price, location, and type of vacation rental. We're here to assist you every step of the way!

Vrbo Trips: Planning made easy

Vrbo's Trip Board offers a user-friendly platform where you can easily plan new trips, continue from where you last stopped, or organize your travel arrangements. You’ll see your saved or booked properties neatly sorted into categories like Potential, Upcoming, or Current Trips. To begin utilizing Trip Boards, simply visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of vacation rental accommodation in Lakeside Estates?
According to our research, houses are the most popular property type in Lakeside Estates. But that goes without saying, everyone’s idea of the perfect trip can differ. Vrbo has vacation homes with every size, shape and budget in mind, and we’ll help you find the perfect fit.
How much does it cost to rent a vacation rental in Lakeside Estates?
Property type, length of stay and season are some of the things that can determine the price of a vacation home. Simply add your travel dates to find your ideal match. From comfy cottages to expansive luxury villas, all Vrbo vacation rentals offer amazing value.
How much does it cost to rent a beach house in Lakeside Estates?
Prices for beach houses in Lakeside Estates may vary depending on the size and type of the property and time of year you’re traveling. Simply enter your dates of travel into Vrbo and how many guests to see your options and prices. From there you can use our filters to refine your search by ratings, nearby activities and more.
Are there pet-friendly vacation rentals in Lakeside Estates?
With 20 vacation rentals that welcome four-legged guests, your furry best friend can join in on your Lakeside Estates vacation. Use the filter tool to search our pet-friendly vacation rentals and find your pawfect pad on Vrbo.
Can I rent a house with a pool in Lakeside Estates?
Pack your swimsuit and inflatable unicorn, because there are 20 houses with a private pool in Lakeside Estates. Book one of these sought-after vacation homes and you’ll enjoy pool days every day. Simply enter your dates into Vrbo, then check the “pool” filter to find the perfect place to make a splash!
What are popular rental amenities in Lakeside Estates?
A sauna, a nearby waterfront and a water view top the list of most popular rental amenities in Lakeside Estates. Whether you’re planning to travel alone, with your sweetheart or a group of family members, Vrbo will help you find a vacation rental that matches your style with all the options you need.
Are there large group vacation rentals in Lakeside Estates?
With two properties that can host 10 or more guests in Lakeside Estates, you don’t have to leave anyone off your invite list. From family get-togethers to special events like weddings and birthday parties, Vrbo will help you find a large group rental that fits the occasion.
Are there vacation rentals in Lakeside Estates that welcome kids?
With 20 family-friendly vacation properties available in Lakeside Estates, now is the perfect time to introduce your kids to the magic of travel. Just click on our “Properties good for families” filter to browse stays loaded with amenities perfect for vacationing families, such as dining rooms, outdoor spaces, entertainment units and bunk beds.
What are the top attractions for families in Lakeside Estates?
Keeping the kids happy during your Lakeside Estates vacation is easy with these fabulous family-friendly attractions:

  • Kissimmee Go-Karts
  • Green Meadows Petting Farm
  • Congo River Golf

Are there vacation rentals with WiFi in Lakeside Estates?
Pick from nine vacation rentals with WiFi in Lakeside Estates. If you’d like to disconnect from the world on your break, but still want to be connected to the internet, these getaways are just what you need. Narrow your search by applying the WiFi filter on Vrbo.
How can I find vacation rentals with air conditioning in Lakeside Estates?
Pick your travel dates and then use the filters to look for vacation rentals with ac in Lakeside Estates on Vrbo. With 19 air-conditioned properties available, you can enjoy a cool and comfortable trip.
How old do you have to be to rent a vacation rental in Lakeside Estates?
We recommend checking with the Lakeside Estates vacation rental you’re looking at on Vrbo as the age limit varies. However, generally it’s 16, 18 or 21.
How long can I rent a vacation rental in Lakeside Estates for?
It’s up to the Lakeside Estates property. To look at a list of options offering extended stays, just enter your dates and number of guests into the Vrbo search page. You can look forward to having the entire property to yourself, along with home comforts like a full kitchen, air conditioning and a yard where the little ones can play. Be on the lookout for any long-term stays that offer weekly or monthly discounts.

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