Discover Your Perfect Greenwood Rentals by Owner

Greenwood Rentals by Owner

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9.7 (3 Reviews)
Villa
Sukasa Ville
  • Air Conditioner
  • Parking
  • View
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9.6 (10 Reviews)
House
Poinciana House
  • Air Conditioner
  • Parking
  • View
View Availability
More Top-Rated Rentals by Owner in Greenwood Area

Why Choose Rent By Owner for your Greenwood vacation rental?

What makes our Rentals by Owner 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 Rentals by Owner stay?

Timing your visit to this vibrant destination can enhance your experience, as the region offers optimal weather and local events during specific seasons, making it the ideal time to secure a rental by owner through Rent By Owner for a truly memorable getaway.

Peak Season Highlights

spring
December to April

During the peak season, this area experiences warm weather and lively festivities, making it an ideal time for enjoying the region’s vibrant atmosphere.

Average Temperature Daytime: 85°F - Nighttime: 75°F
spring
June to August

The summer months bring high temperatures and increased tourist activity, perfect for those seeking a lively vacation experience in this destination.

Average Temperature Daytime: 88°F - Nighttime: 77°F

Off-Season Highlights

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May and November

Should you prefer quieter surroundings and more affordable rental options, these shoulder months offer pleasant weather with fewer visitors here.

Average Temperature Daytime: 83°F - Nighttime: 73°F
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September to October

During this period, you might find lower prices and less crowds, although occasional showers can be expected in the region.

Average Temperature Daytime: 82°F - Nighttime: 72°F

Weekly Weather Forecast for Greenwood

How to Book Your Greenwood vacation rental

What's our booking process?

Our platform allows you to browse a curated selection of rentals by owner. 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 Rentals by Owner in Greenwood Area

Common Rentals by Owner Amenities

What amenities can you expect?

Our Rentals by Owner 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 swimming pools that offer a refreshing retreat in the warm Caribbean climate.
  • Take advantage of private patios or verandas perfect for relaxing and soaking up the sunshine.
  • Benefit from lush tropical gardens that surround your rental, providing privacy and natural beauty.
  • Make use of barbecue grills for outdoor dining experiences with friends and family.
  • Relax on spacious balconies with scenic views of the region’s vibrant landscapes.
  • Explore well-maintained outdoor lounging areas designed for comfort and social gatherings.
  • Access to outdoor parking facilities ensuring convenient and secure vehicle storage during your stay.

Top Attractions Around Greenwood

What attractions are nearby?

Here, you can explore a variety of nearby activities that showcase the vibrant culture and natural beauty of the region, making your stay both memorable and enriching.

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Family Activities

  • Montego Bay Marine Park: Explore the vibrant underwater world together by snorkeling or glass-bottom boat tours within this protected marine area, offering family-friendly aquatic adventures.
  • Rose Hall Great House: Discover the region’s history with a guided tour of this historic plantation house, providing an engaging experience for kids and adults alike.
  • Catherwood Gardens: Stroll through lush gardens that showcase local flora, providing a peaceful outdoor activity suitable for families in the area.
  • Doctor's Cave Beach: Enjoy a day of sun, sand, and gentle waves at this famous beach, perfect for relaxing and swimming with your loved ones in this popular destination.
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Adult Activities

  • Golfing at the Cinnamon Hill Golf Course: Enjoy a round of golf on this renowned course, perfectly situated in the area and offering spectacular views of the Caribbean Sea.
  • Relaxing at Doctor's Cave Beach: Spend your day unwinding on the pristine sands and swimming in calm waters, a favorite spot for visitors seeking tranquility and sun in the region.
  • Exploring the Montego Bay Marine Park: Discover vibrant marine life through snorkeling or diving excursions within this protected area, showcasing the natural beauty nearby.
  • Experiencing local cuisine at island restaurants: Savor authentic Jamaican dishes at popular eateries around here, providing a taste of what makes this destination unique.

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Greenwood Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Your Activities Ahead: Take time to explore local events and nearby attractions through your rental owner to maximize your experience in this lively Caribbean destination.
  • Choose a Rental Close to Key Spots: Opt for accommodations situated near the area's popular beaches, markets, or transportation hubs to save time and enhance your vacation convenience.
  • Engage with Local Hosts: Communicate with your rental owner to gain insider tips on the best hidden gems and authentic experiences around the region.
  • Respect the Community and Environment: Help preserve the area's natural beauty by following local guidelines and being mindful of your surroundings during your stay.

Transportation Options

  • Private Shuttle Services: Conveniently arranged private shuttles offer direct transportation to and from the region’s key points, ensuring a comfortable start to your Jamaican getaway.
  • Taxis and Local Cabs: Readily available for short or long trips, taxis provide flexible transportation options for exploring here at your convenience.
  • Rental Cars: Renting a vehicle gives you the freedom to explore the area at your own pace, with many rental agencies offering options close to your chosen accommodation.
  • Public Transportation: Buses and shared vans are an economical way to navigate here, connecting popular destinations within the region efficiently.

Local Customs Options

  • Warm Hospitality: Locals are known for their friendly and welcoming attitude, making visitors feel at home in this region.
  • Respect for Tradition: It is customary to honor local customs and dress modestly when participating in community events or visiting sacred sites here.
  • Reggae Music: Enjoy the lively rhythms that are integral to the area's culture, often experienced during festivals and gatherings.
  • Local Cuisine Etiquette: When sampling traditional dishes, it’s polite to use your hands and show appreciation for the regional flavors here in this destination.

Frequently Asked Questions About Greenwood Rentals by Owner

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. How many Rentbyowner vacation rentals are available in Greenwood?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 56 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. 

3. What is the cancellation policy for rental properties in this area?

Cancellation policies vary by owner; please review the specific listing details or contact the property owner directly to understand the terms and any applicable fees before confirming your booking.

4. How do I confirm my reservation with a rental owner in this region?

Reservations are typically confirmed through the Rent By Owner platform once you complete your payment and communicate with the owner if necessary. Be sure to read the listing instructions carefully for any additional steps.

5. Are there any specific rules or house policies I should be aware of during my stay?

Yes, each rental property has its own house rules outlined in the listing. It’s important to review these policies on the property page or contact the owner directly to ensure a smooth stay.

6. What amenities can I expect in a rental by owner in this destination?

Amenities vary by property, but many rentals include essentials such as Wi-Fi, air conditioning, kitchen facilities, and parking. Check the individual listing for detailed information about what’s provided.

7. How do I get support if I encounter issues during my stay or booking process?

If you experience any problems, you can reach out to Rent By Owner's customer support or contact the property owner directly through the platform for assistance with your reservation or accommodation concerns.

More Rentals You May Like Near Greenwood

More Top-Rated Rentals by Owner in Greenwood Area