1. USA
  2. Florida
  3. Orlando
  4. The Hamlets
  5. Rentals by Owner

The Hamlets Rentals by Owner

Why Choose Rent By Owner for your The Hamlets vacation rental?

What makes our Rentals by Owner special?

image
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
image
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
image
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit The Hamlets

When should you plan your Rentals by Owner stay?

Determining the best time to vacation in this destination allows you to enjoy its pleasant weather and vibrant atmosphere, ensuring your rental experience here aligns perfectly with your ideal travel plans.

Peak Season Highlights

spring
Spring (March to May)

During spring, you can enjoy warm weather and longer daylight hours, making it an ideal time for outdoor leisure in the area. This season attracts many visitors seeking a lively yet comfortable climate to explore local activities.

Average Temperature Daytime: 75°F to 85°F - Nighttime: 55°F to 65°F
winter
Winter Holidays (December to February)

The winter months bring festive celebrations and mild temperatures, drawing travelers looking for a cheerful getaway. Visiting during this period allows you to experience the region's holiday ambiance while enjoying pleasant weather.

Average Temperature Daytime: 70°F to 78°F - Nighttime: 50°F to 58°F

Off-Season Highlights

image
Summer (June to August)

In the summer, the region experiences hotter days, which makes it perfect for water-based activities and indoor entertainment. Fewer crowds mean more relaxed visits when you choose to stay here during the warmer months.

Average Temperature Daytime: 88°F to 95°F - Nighttime: 70°F to 75°F
image
Fall (September to November)

Autumn offers cooler temperatures and fewer visitors, providing a peaceful environment to enjoy your rental by owner. The area’s pleasant climate makes it a good choice for those seeking tranquility this season.

Average Temperature Daytime: 75°F to 85°F - Nighttime: 55°F to 65°F

Weekly Weather Forecast for The Hamlets

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy access to a private outdoor pool, perfect for relaxing under the Florida sun.
  • Take advantage of a spacious patio or deck area for outdoor dining and entertaining.
  • Benefit from lush landscaped gardens that provide a serene setting for your outdoor activities.
  • Utilize nearby walking or biking trails to explore the scenic surroundings of the area.
  • Make use of on-site outdoor parking facilities for your convenience during your stay.
  • Relax in outdoor lounge areas designed for socializing with family and friends.
  • Gather around a community barbecue grill to enjoy cookouts in the region’s warm climate.
image
image

Family Activities

  • Visit Old Town Orlando: Enjoy family-friendly rides, live entertainment, and classic car shows in this popular area near Kissimmee that offers a nostalgic atmosphere and fun for all ages.
  • Explore Gatorland: Experience a close-up encounter with Florida's native reptiles and exotic animals, making it a memorable adventure for families staying nearby here in the region.
  • Discover Fun Spot America: This amusement park features thrilling rides, arcade games, and go-kart tracks, providing exciting entertainment within easy reach of local vacation rentals.
  • Relax at Lake Tohopekaliga: Spend quality time enjoying fishing, boating, or picnicking along the scenic shores of this nearby lake, perfect for outdoor family activities in the area.
image

Adult Activities

  • Golfing at Local Courses: You can enjoy a relaxing day on the lush fairways of nearby golf courses, perfect for both beginners and seasoned players looking to take in the scenic views of the area.
  • Visit Regional Nature Parks: Explore the natural beauty and tranquil surroundings of regional parks where you can unwind, walk scenic trails, or have a peaceful picnic in this inviting destination.
  • Experience Fine Dining: Savor exceptional cuisine at the area’s diverse restaurants, offering a variety of flavors that cater to different tastes within a short drive from your rental.
  • Relax at Spas and Wellness Centers: Indulge in rejuvenating treatments at local spas, providing a luxurious escape and a chance to unwind during your stay here.

The Hamlets Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Ahead for Local Attractions: Research nearby theme parks and entertainment options to maximize your time and enjoy exclusive deals available in this popular area.
  • Choose a Rental in a Prime Location: Select a rental property close to main highways and attractions to make commuting around here more convenient and enjoyable.
  • Take Advantage of Seasonal Events: Stay informed about seasonal festivals and events that often take place in the region, offering authentic local experiences during your visit.
  • Explore Outdoor Activities: Utilize the area's natural parks and outdoor spaces for recreational activities, ensuring an active and memorable stay here.

Transportation Options

  • Rental Car Services: Local rental agencies offer convenient options for exploring the area and reaching popular destinations comfortably at your own pace.
  • Shuttle Services: Shared shuttle services provide reliable transportation to and from major airports, making your arrival and departure seamless.
  • Public Transportation: Regional bus systems connect you to nearby attractions and downtown Kissimmee, offering an affordable way to get around the region.
  • Taxi and Rideshare Options: Taxis and rideshare apps like Uber and Lyft are readily available here, providing flexible, on-demand transportation within this part of Florida.

Local Customs Options

  • Greeting Customs: Visitors often exchange friendly greetings such as "Hello" and "Good morning," reflecting the area's welcoming community spirit.
  • Dining Etiquette: When sharing meals, it’s customary to leave a tip of around 15-20%, demonstrating appreciation for good service at local dining establishments.
  • Respect for Nature: Respect for the region's natural environment is important, with many locals and visitors alike practicing eco-friendly habits during outdoor activities.
  • Celebration Traditions: The area hosts lively festivals and events that honor local history and culture, which you may wish to participate in to experience authentic regional customs.

Frequently Asked Questions About The Hamlets Rentals by Owner

2. How many Rentbyowner vacation rentals are available in The Hamlets?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 12477 in the The Hamlets area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in The Hamlets. 

3. What is the cancellation policy for rental properties by owner in The Hamlets within Kissimmee?

Cancellation policies vary by listing; please review the specific terms provided in the rental listing or contact the owner directly to understand the applicable cancellation and refund procedures.

4. How can I ensure the rental property by owner in this area is accurately represented before booking?

To verify the property's accuracy, carefully read the listing details, view all included amenities, check photos, and communicate with the owner if you have any questions about the accommodations.

5. Are there any additional fees when booking a rental by owner in Kissimmee's The Hamlets?

Additional fees such as cleaning, service charges, or taxes are often listed on the booking page. Review the total cost breakdown before confirming your reservation to avoid surprises.

6. What is the process for checking in and out of a rental property by owner in this destination?

Check-in and check-out procedures are typically outlined in the listing or communicated directly by the owner. Confirm these details ahead of time to ensure a smooth arrival and departure.

7. How do I contact the owner if I encounter issues during my stay in a rental property in The Hamlets?

Contact information is usually provided in the listing. Reach out to the owner through the platform’s messaging system or as instructed to address any concerns promptly during your stay.

More Rentals You May Like Near The Hamlets