Discover Your Perfect Greenwood Vacation Homes

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 optimal time to visit this destination ensures you can enjoy its vibrant atmosphere and ideal weather, making your stay in Greenwood and the surrounding region truly memorable.

Peak Season Highlights

spring
December to April

This is the most popular time to visit the region, with ideal weather for outdoor activities and beach relaxation, attracting many visitors seeking sunny Jamaican days.

Average Temperature Daytime: 28-30°C - Nighttime: 20-22°C
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June to August

Summer months bring warm temperatures and lively events, making it a vibrant period when travelers flock to enjoy the tropical climate and festive atmosphere.

Average Temperature Daytime: 30-32°C - Nighttime: 23-25°C

Off-Season Highlights

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May and November

During these shoulder months, you can experience fewer crowds while still enjoying pleasant weather, ideal for exploring and relaxing at your chosen property here.

Average Temperature Daytime: 27-29°C - Nighttime: 19-21°C
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September and October

These months are considered the off-peak season with occasional rain showers, offering a quieter environment perfect for budget-conscious travelers seeking tranquility.

Average Temperature Daytime: 28°C - Nighttime: 20°C

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 swimming pools that offer a refreshing escape in a tropical setting.
  • Relax on private balconies or patios with scenic views of the lush surroundings.
  • Take advantage of well-maintained gardens and landscaped grounds for leisurely strolls.
  • Make use of barbecue grills for outdoor dining with friends and family.
  • Benefit from secure parking areas for convenience and peace of mind during your stay.
  • Experience easy access to outdoor recreation areas, perfect for activities like walking or jogging.
  • Avail of shaded lounging spaces designed for relaxation in the warm Caribbean climate.

Top Attractions Around Greenwood

What attractions are nearby?

In this vibrant area, you can enjoy a variety of activities such as relaxing on beautiful beaches, exploring local markets, and experiencing cultural performances, all conveniently accessible from your vacation rentals in Greenwood, Montego Bay, Saint James, Jamaica.

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Family Activities

  • Montego Bay Marine Park: Discover the vibrant marine life and enjoy snorkeling or glass-bottom boat tours within this protected area, perfect for family adventures in the region.
  • Rose Hall Great House: Explore the historic plantation house with engaging guided tours that reveal the fascinating history of this iconic Jamaican estate.
  • Hip Strip (Gloucester Avenue): Stroll along this lively street filled with shops, eateries, and entertainment options suitable for all ages in the area.
  • Mahogany Beach: Relax on this serene stretch of sand where you can swim, build sandcastles, or simply unwind with your loved ones in the coastal setting.
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Adult Activities

  • Spa and Wellness Treatments: Indulge in rejuvenating spa services that offer relaxation and health benefits amidst the tranquil surroundings of this destination.
  • Golfing at Premier Courses: Play a round on world-class golf courses nestled within the region, perfect for enjoying a sunny day and scenic views.
  • Nightlife and Entertainment: Experience lively nights at local bars and clubs, where live music and cultural performances add to the vibrant atmosphere.
  • Shopping Excursions: Explore boutique shops and craft markets to discover unique souvenirs and Jamaican artisan goods in the area.

Other Places to Stay in Greenwood

Greenwood Great House
Greenwood Great House Vacation Rentals
More Places to Stay Near Greenwood

Greenwood Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Cuisine: Dive into the authentic flavors of this coastal region by trying local Jamaican dishes at nearby eateries, enhancing your cultural experience during your stay.
  • Relax on Pristine Beaches: Make time to unwind on the stunning beaches that surround the area, offering perfect spots to enjoy sunbathing, swimming, and breathtaking ocean views.
  • Visit Nearby Attractions: Discover the natural beauty and attractions in the region, ensuring you make the most of your time here while respecting local guidelines.
  • Engage with the Community: Interact with friendly locals and participate in community events to gain a genuine insight into the area’s vibrant culture and traditions during your visit.

Transportation Options

  • Local Taxis: You can easily access the region's reliable taxi services for convenient travel between your vacation rental and nearby attractions.
  • Car Rentals: Renting a car provides you with flexible transportation, allowing you to explore this destination at your own pace while staying comfortable in your accommodation.
  • Public Buses: Budget-friendly and widely available, public buses offer an authentic way to experience local life as you move around the area.
  • Airport Transfers: Pre-arranged airport transfer services ensure seamless arrivals and departures, giving you peace of mind during your stay here.

Local Customs Options

  • Reggae Music Tradition: You’ll find that reggae music is deeply rooted here, reflecting the region’s vibrant cultural spirit and laid-back lifestyle.
  • Local Dance Etiquette: When participating in community celebrations, it’s customary to join in with lively dance moves that showcase the area’s joyful and welcoming nature.
  • Jamaican Patois Language: Engaging with locals often includes hearing and using Jamaican Patois, a colorful dialect that adds authenticity to your visit.
  • Food and Dining Customs: Sharing meals usually involves communal family-style dining, emphasizing togetherness and the region’s rich culinary traditions.

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. How many vacation rentals have private pools in Greenwood?

There are 1 vacation rentals with private pools near Greenwood. Top-rated RBO homes that have access to a swimming pool include:

3. 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:

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

Currently, the total number of properties listed by Rent By Owner in 2025 is over 60 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. 

5. What is the cancellation policy for vacation rentals in this area?

Cancellation policies vary by property. To ensure you understand the specifics, please review the individual listing details or contact the property owner directly before booking.

6. Are there any additional fees I should be aware of when booking a vacation rental here?

Additional fees such as cleaning fees, service charges, or security deposits are often specified in the listing. It's best to read the property description carefully or reach out to the host for clarity.

7. How do I confirm my reservation and what information will I need to provide?

Reservations are confirmed once your booking is completed through the listing platform. You may need to provide identification, payment details, and contact information, all of which are outlined during the booking process.

8. Is there a minimum stay requirement for vacation rentals in this destination?

Minimum stay requirements can differ depending on the property. Detailed information about stay duration is available in each listing, or you can inquire directly with the owner.

9. What amenities are typically included with vacation rentals in this region?

Amenities vary by property but commonly include Wi-Fi, air conditioning, kitchen facilities, and sometimes access to shared pools or outdoor spaces. For specific amenities, please consult the individual listing or contact the host directly.