Cozy 3-bedroom Pool house in Central Kissimmee Close To Parks

- Address: Kissimmee, FL
- Guest rating: 6.6/10 (10 reviews)
Sleeps 6 · 3 bedrooms · 3 bathrooms

We found 41 vacation rentals — enter your dates for availability
Welcome to the enchanting Lakeside Estates, where sun-kissed shores meet a vibrant tapestry of family-friendly attractions and outdoor adventures. Dive into thrilling theme parks, unwind in scenic parks, and savor the warmth of charming cafes and local shops. With diverse accommodations ranging from cozy homes to spacious townhomes, your group can enjoy the perfect blend of comfort and convenience, making every moment feel like a home away from home in this delightful destination.
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet

Sleeps 6 · 3 bedrooms · 3 bathrooms

Sleeps 8 · 3 bedrooms · 2+ bathrooms

Sleeps 9 · 4 bedrooms · 2+ bathrooms

Premier Host
Sleeps 6 · 3 bedrooms · 2 bathrooms

Sleeps 8 · 3 bedrooms · 2+ bathrooms

Premier Host
Sleeps 8 · 3 bedrooms · 2 bathrooms

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If you're looking for the ideal getaway in Lakeside Estates, you're in the right place. Our most popular vacation rental options include houses, villas, and condos. Whether you prefer a cozy cottage rental or a spacious house rental, we have something for everyone. Many of our properties feature fantastic amenities, including waterside decks for stunning views. Enjoy a relaxing retreat with all the comforts of home in beautiful Lakeside Estates.
Lakeside Estates in Kissimmee, Florida, is perfect for family vacations and outdoor adventures. With attractions like theme parks, lakes, and amusement parks, there's something for everyone. Enjoy a variety of lake activities, consider boat rentals, and explore vacation ideas that cater to families and culture enthusiasts. Whether you're looking for fun or relaxation, Lakeside Estates offers a memorable getaway for travelers of all ages.
For a romantic getaway near Lakeside Estates, enjoy a lively dinner at Pirate's Dinner Adventure, just 12 miles away. For some playful competition, try Pirate's Cove Adventure Golf, 11 miles away, or soar through the skies with iFly Orlando, also 12 miles away, for an unforgettable experience.
Families staying at Lakeside Estates can splash around at Aquatica, just 9 miles away, enjoy a thrilling day at Wonderworks, located 11 miles away, or catch a Houston Astros Spring Training game, a short mile from their accommodation, for a fun-filled vacation experience.
Experience the magic of Disney Springs™, just 10 miles from Lakeside Estates, with shopping and dining. Visit the Florida Mall, 9 miles away, for entertainment and family fun. Don't miss Medieval Times, 6 miles away, for a unique blend of culture and entertainment.
*Distances are measured in a straight line; actual driving distances may vary depending on the route.
When you're planning a trip—whether it's with friends, family, your pets, or for an extended stay—be sure to prioritize your filters accordingly. Here are some helpful Vrbo booking tips to assist you.
Exploring Lakeside Estates in Kissimmee, Florida, offers a delightful blend of family-friendly activities and stunning outdoor experiences. Nestled by beautiful waterfronts, this neighborhood is perfect for those seeking relaxing lake vacations. Nearby attractions provide a warm atmosphere, ideal for both romantic getaways and family excursions. From charming lakeside homes to vibrant local entertainment, Lakeside Estates promises an unforgettable getaway where friendly people and picturesque views await.
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 Month | Temperature | Precipitation | Cloudiness | Occupancy | Pricing |
| January | 60.6°F (15.9°C) | Light Rain | Mostly Sunny | Average | Average |
| February | 64.4°F (18.0°C) | Light Rain | Mostly Sunny | Slightly High | Slightly Low |
| March | 67.6°F (19.8°C) | Light Rain | Mostly Sunny | Slightly High | Average |
| April | 72.7°F (22.6°C) | Light Rain | Mostly Sunny | Average | Average |
| May | 77.2°F (25.1°C) | Light Rain | Mostly Sunny | Average | Average |
| June | 81.1°F (27.3°C) | Light Rain | Mostly Sunny | Average | Slightly High |
| July | 82.4°F (28.0°C) | Moderate Rain | Mostly Sunny | Slightly High | Slightly High |
| August | 82.6°F (28.1°C) | Moderate Rain | Mostly Sunny | Average | Average |
| September | 80.4°F (26.9°C) | Moderate Rain | Mostly Sunny | Slightly Low | Slightly Low |
| October | 75.2°F (24.0°C) | Light Rain | Mostly Sunny | Slightly Low | Slightly Low |
| November | 68.5°F (20.3°C) | Light Rain | Mostly Sunny | Slightly Low | Average |
| December | 64.4°F (18.0°C) | No Rain (Dry) | Mostly Sunny | Average | Slightly High |
Are you hoping to save on your upcoming trip? Being flexible with your travel dates can make a difference, as prices often fluctuate. Additionally, consider booking an extended stay, which can lead to substantial savings. To discover a Vrbo property that aligns with your budget, utilize our filters to sort by price, location, and type of vacation rental. We're here to help you find the perfect getaway.
Vrbo's cutting-edge Trip Board offers you a dedicated area to plan new trips, pick up right where you left off, and organize your travel plans with ease. You can now access properties you've previously saved or booked under the categories of Potential, Upcoming, or Current Trips. To start using Trip Boards, simply visit: https://www.vrbo.com/trips.
**Based on Vrbo properties bookings.
In Lakeside Estates, vacation houses are the most common type of rental, with around 26 available in the area. These houses often feature multiple bedrooms, spacious living areas, and fully equipped kitchens, making them ideal for families or groups looking for a comfortable stay. Additionally, several apartments, villas, and cottages can be found, each offering unique amenities that cater to different preferences. Many of these properties include outdoor spaces such as patios or decks, great for enjoying the warm Florida weather.
In Lakeside Estates, there are several beach house rentals available, providing a range of options for travelers. These properties typically feature spacious layouts with multiple bedrooms, fully equipped kitchens, and comfortable living areas, making them ideal for families or larger groups. Many beach houses also include outdoor amenities such as private patios or decks, where guests can relax and enjoy the warm Florida weather.
Prices for vacation rentals in Lakeside Estates vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Lakeside Estates to more spacious homes. To get the best value, book early and take advantage of Vrbo’s free rewards program.
You can find great discounts on house rentals in Lakeside Estates on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
In Lakeside Estates, popular rental amenities include fully equipped kitchens, which allow travelers to prepare their meals with ease. Many properties also feature private pools, providing a refreshing retreat right at home. Additional amenities often found are onsite parking for convenience, coffee and tea makers to start the day right, and blenders for making smoothies or cocktails.
In Lakeside Estates, Florida, there are approximately 21 family-friendly house rentals available. This charming community offers spacious homes ideal for families, featuring amenities such as well-equipped kitchens, multiple bedrooms, and comfortable living areas where everyone can gather. Many properties also include outdoor spaces, great for children to play and enjoy the Florida sunshine.
Visitors will appreciate the close proximity to local parks and recreational areas, which provide opportunities for outdoor activities and family fun. Additionally, nearby attractions enhance the experience, making it easy to explore local dining and shopping options.
In Lakeside Estates, Florida, there are several vacation homes available for rent that come equipped with pools and hot tubs, with around 21 options featuring pools. This charming area offers a relaxing atmosphere, superb for families or groups looking to unwind. Many of these rentals include amenities such as private swimming pools, hot tubs for soaking, spacious outdoor areas, and fully equipped kitchens to make your stay comfortable and enjoyable. Additionally, travelers can expect features like outdoor seating areas and barbecue grills, ideal for entertaining or enjoying meals outdoors.
Vrbo offers a wide selection of vacation rentals in Lakeside Estates with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the “Parking available” filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
In Lakeside Estates, travelers can find several pet-friendly vacation rentals that cater to their needs. Many of these properties are equipped with amenities such as spacious backyards, fully equipped kitchens, and comfortable living spaces, making them ideal for families or groups traveling with pets. The neighborhood itself offers a relaxed atmosphere, with easy access to local parks where pets can enjoy some outdoor time.
A long-stay vacation rental in Lakeside Estates is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
The best time to visit Lakeside Estates for a vacation rental is during the peak season from June to August. This vibrant period attracts families and sun-seekers eager to enjoy the warm Florida sunshine and indulge in a variety of outdoor activities. With average temperatures ranging from the mid-70s to the low 90s Fahrenheit, the summer months provide a great backdrop for swimming, boating, and relaxing on the beautiful beaches.
July stands out as the most popular month, offering a lively option filled with local events and opportunities for adventure. Visitors can partake in water sports, explore nature trails, or enjoy leisurely strolls along the picturesque waterfront. This time of year is also ideal for those looking to make the most of their vacation experience, as numerous attractions, dining options, and entertainment venues are at their best.
For travelers seeking a more budget-friendly option, consider visiting in October. This month allows for a quieter, more serene experience while still providing pleasant weather. With temperatures in the mid-70s, October is great for enjoying the natural beauty of the area, whether it's through scenic walks or exploring local parks.
In Lakeside Estates, Florida, there are 27 remote work-friendly vacation rentals available, making it a suitable destination for those looking to blend work and leisure. Many of these properties are equipped with essential amenities such as high-speed Wi-Fi and dedicated workspaces, including desks and comfortable chairs, ensuring a productive environment.
The area is peaceful and offers a suburban feel, ideal for remote work while still being close to local attractions. Travelers can expect modern accommodations featuring full kitchens for meal preparation, spacious living areas, and outdoor spaces for relaxation. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Book your Lakeside Estates vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.
*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
In Lakeside Estates, Florida, the primary attractions revolve around the beautiful natural landscapes and recreational activities available in the area. The nearby Lake Worth Lagoon offers opportunities for boating, fishing, and enjoying waterfront parks, which provide serene spots for picnicking and walking.
The community is also close to the vibrant city of Lake Worth Beach, where visitors can explore the local art scene, featuring galleries and murals, and enjoy the sandy beaches along the Atlantic Ocean.
For those interested in outdoor activities, the nearby John Prince Park provides walking trails, picnic areas, and sports facilities, making it a popular spot for both locals and visitors.
To find Lakeside Estates vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Joining Vrbo as a host opens the door to a global community of travelers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.
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If a significant issue arises that your host can’t resolve, we’ll help you address it, find a similar property, or get your reservation refunded if applicable. That’s our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.
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