Discover Your Perfect Greenwood Vacation Homes

Greenwood Luxury Rentals

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Find More Greenwood Villas, Resorts, & Rentals on BedroomVillas

Why Choose Rent By Owner for your Greenwood Vacation Rental Homes?

What makes our Vacation Rentals special?

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

Best Times to Visit Greenwood

When should you plan your Vacation Rentals stay?

Choosing the right time to visit here can help you fully enjoy the region’s welcoming atmosphere and ensure a memorable stay in your preferred vacation rentals.

Peak Season Highlights

spring
Spring (March to May)

During spring, the area experiences pleasant weather with moderate temperatures, making it ideal for outdoor activities and exploring local scenery.

Average Temperature Daytime: 75°F - Nighttime: 55°F
autumn
Fall (September to November)

In fall, visitors enjoy cooler temperatures and less crowded attractions, creating a peaceful environment to relax in your vacation rentals.

Average Temperature Daytime: 78°F - Nighttime: 58°F

Off-Season Highlights

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Summer (June to August)

Summertime brings hotter weather and higher humidity levels, perfect for those who enjoy warm days by the water or engaging in outdoor adventures.

Average Temperature Daytime: 88°F - Nighttime: 70°F
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Winter (December to February)

During winter months, the region experiences cooler temperatures and fewer visitors, offering a quiet escape in cozy vacation rentals.

Average Temperature Daytime: 62°F - Nighttime: 45°F

Weekly Weather Forecast for Greenwood

How to Book Your Greenwood Vacation Rental Home

What's our booking process?

Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

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.

Explore and book the perfect rental in Greenwood

More Top-Rated Vacation Rentals in Greenwood Area

Common Vacation Rentals Amenities

What amenities can you expect?

Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:

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 outdoor dining with a fully-equipped BBQ grill area, perfect for gatherings in the region’s warm climate.
  • Relax by a private pool or hot tub to unwind after exploring this destination’s natural beauty.
  • Take advantage of spacious patios or decks ideal for morning coffees or evening relaxation in the area.
  • Explore lush gardens or landscaped yards that offer tranquility and privacy during your stay here.
  • Make the most of outdoor fire pits for cozy evenings under the stars, a favorite activity in this destination.
  • Utilize designated outdoor recreational spaces such as tennis courts or basketball courts available at some properties here.
  • Experience scenic views from balconies or verandas that showcase the natural charm of this region.

Top Attractions Around Greenwood

What attractions are nearby?

Explore the nearby parks, lakes, and outdoor activities that make this destination an ideal spot for nature enthusiasts staying in Greenwood’s charming region.

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Family Activities

  • Greenwood Historic District Tour: Discover the rich history of the area by exploring its well-preserved historic sites and landmarks, offering a fun and educational experience for your family.
  • Greenwood Nature Preserve: Enjoy outdoor adventures by walking through scenic trails and observing local wildlife, perfect for nature-loving families visiting this part of the region.
  • Local Farm Visits: Engage with the area's agricultural heritage by visiting nearby farms where children can learn about farming practices and even pick fresh produce.
  • Community Events and Festivals: Participate in seasonal festivals and local events that foster family bonding amidst the welcoming atmosphere of this destination.
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Adult Activities

  • Explore Lake Bradford State Park: Enjoy scenic walking, birdwatching, and serene picnicking options at this peaceful natural retreat nearby.
  • Visit the Florida State University Museum of Fine Arts: Immerse yourself in local art collections and contemporary exhibits that highlight the region's cultural scene.
  • Relax at Fred G. Minnicks Park: Unwind with a leisurely stroll or a refreshing swim in the well-maintained recreational area close to here.
  • Discover local history at the Tallahassee Historical Society: Gain insights into the area's rich past through engaging exhibits and community events held throughout the year.

Greenwood Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Dining Options: Take the time to discover the area's charming eateries and local markets to experience authentic regional flavors during your stay.
  • Plan Outdoor Activities: Make the most of the region's natural beauty by scheduling outdoor pursuits like walking trails or parks near your vacation rental.
  • Visit Unique Community Events: Check the local calendar for community gatherings or festivals that can enrich your visit to this welcoming destination.
  • Choose a Well-Located Vacation Rental: Select a property close to key attractions and conveniences to maximize your comfort and convenience in the area.

Transportation Options

  • Greenwood Municipal Airport: This regional airport offers convenient access for travelers flying into the area with limited commercial service, making it a practical choice for your arrival and departure needs.
  • Rental Car Services: Numerous rental car agencies operate nearby, providing flexible transportation options to explore the region at your own pace during your stay.
  • Taxi and Ride-Sharing Services: Local taxi companies and ride-sharing providers like Uber and Lyft are readily available, offering quick and reliable transportation within the destination and surrounding areas.
  • Public Transportation: The area features local bus services that connect key points of interest, giving you an economical way to navigate here without the need for private transportation.

Local Customs Options

  • Southern Hospitality: Expect warm greetings and friendly interactions that reflect the region’s welcoming spirit when visiting this charming destination.
  • Local Seafood Cuisine: Enjoy sampling fresh seafood dishes that highlight the area's culinary traditions, a must-try during your stay in the region.
  • Community Festivals: Participate in lively local festivals that celebrate the area's rich heritage and provide authentic cultural experiences.
  • Observe environmental customs by practicing conservation efforts and respecting the natural landscapes that make this destination unique.

Frequently Asked Questions About Greenwood?

1. What are the top vacation rentals in Greenwood?

There are a lot of options in Greenwood. If you plan on staying in the Greenwood area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Greenwood:

2. Which vacation homes in Greenwood are best for families?

If you are looking for a family-friendly vacation home in Greenwood, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Greenwood:

3. How many Rentbyowner vacation rentals are available in Greenwood?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 50 in the Greenwood 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 Greenwood. 

4. What is the cancellation policy for vacation rentals in Greenwood, Florida?

The cancellation policy varies by listing. You should review the specific property's cancellation terms listed on the booking page or contact the owner directly for detailed information.

5. Are there any additional fees I should be aware of when booking a vacation rental in this area?

Additional fees such as cleaning fees, service charges, or local taxes are typically outlined in the listing details. It’s best to check each property’s description or reach out to the owner for clarification.

6. How do I find the best vacation rental that fits my needs in Greenwood, Florida?

You can filter search results based on your preferences like amenities, price range, and stay dates. Reading reviews and contacting owners directly can also help ensure you select the perfect property for your visit.

7. Is it possible to modify or extend my stay after booking a vacation rental here?

Modifications and extensions depend on the owner’s policies and availability. Contact the property owner directly through the listing to discuss any changes or extensions to your reservation.

8. What should I know about check-in and check-out times for vacation rentals in this region?

Check-in and check-out procedures are specified within each listing. Contact the owner if you require flexible times or have special requests to ensure a smooth arrival and departure.