Discover Your Perfect Cross Roads Vacation Homes

Best Vacation Homes in Cross Roads

House
Map-icon
like-icon10.0
Exceptional
(14 Reviews)
4 Bedrooms 3 Baths 10 Guests 3000 ft²
  • Oceanfront
    Oceanfront
  • Ocean View
    Ocean View
More amenities
US $161/Night 7 Nights - US $1,128
star-icons-3
Apartment
Map-icon
like-icon10.0
Exceptional
(4 Reviews)
2 Bedrooms 2 Baths 4 Guests 1194.79 ft²
  • Parking
    Parking
  • Air Conditioner
    Air Conditioner
More amenities
US $106/Night 7 Nights - US $742
star-icons-3
Apartment
Map-icon
like-icon10.0
Exceptional
(35 Reviews)
1 Bedroom 1 Bath
  • Balcony/Terrace
    Balcony/Terrace
  • Kitchen
    Kitchen
More amenities
US $133/Night 7 Nights - US $931
Apartment
Map-icon
like-icon10.0
Exceptional
(9 Reviews)
1 Bedroom 1 Bath 3 Guests
  • Balcony/Terrace
    Balcony/Terrace
  • Kitchen
    Kitchen
More amenities
US $98/Night 7 Nights - US $685
Apartment
Map-icon
like-icon10.0
Exceptional
(3 Reviews)
2 Bedrooms 2 Baths 4 Guests 96.88 ft²
  • Pool
    Pool
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $150/Night 7 Nights - US $1,050
Apartment
Map-icon
like-icon10.0
Exceptional
(7 Reviews)
2 Bedrooms 2 Baths 4 Guests 1020 ft²
  • Balcony/Terrace
    Balcony/Terrace
  • Kitchen
    Kitchen
More amenities
US $158/Night 7 Nights - US $1,108
Apartment
Map-icon
like-icon10.0
Exceptional
(6 Reviews)
3 Bedrooms 3 Baths 7 Guests
  • Hot Tub
    Hot Tub
  • Pool
    Pool
More amenities
US $379/Night 7 Nights - US $2,654
Apartment
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like-icon10.0
Exceptional
(6 Reviews)
2 Bedrooms 2 Baths 4 Guests
  • Pool
    Pool
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $180/Night 7 Nights - US $1,262

Cross Roads Luxury Rentals

Apartment
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2 Bedrooms 2 Baths 4 Guests
  • Pool
    Pool
  • Balcony/Terrace
    Balcony/Terrace
More amenities
Unlock the Best Price
Apartment
Map-icon
1 Bedroom 1 Bath 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
Unlock the Best Price
Apartment
Map-icon
2 Bedrooms 1 Bath 2 Guests
  • Kitchen
    Kitchen
  • Parking
    Parking
More amenities
US $8,786/Night 7 Nights - US $61,500
Apartment
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1 Bedroom 1 Bath 2 Guests
  • Balcony/Terrace
    Balcony/Terrace
  • Kitchen
    Kitchen
More amenities
US $8,786/Night 7 Nights - US $61,500
House
Map-icon
1 Bedroom 1 Bath 2 Guests
  • Air Conditioner
    Air Conditioner
  • Internet
    Internet
More amenities
US $3,495/Night 7 Nights - US $24,465
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Hotel
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like-icon6.7
Good
(208 Reviews)
1 Bath 301.39 ft²
  • Spa
    Spa
  • Pool
    Pool
More amenities
US $2,078/Night 7 Nights - US $14,546
Apartment
Map-icon
8 Bedrooms 8 Baths 18 Guests
  • Pool
    Pool
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $1,814/Night 7 Nights - US $12,698
Bed & Breakfast
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9 Bedrooms 10 Baths 24 Guests
  • Air Conditioner
    Air Conditioner
  • Internet
    Internet
More amenities
US $1,800/Night 7 Nights - US $12,600

Cross Roads Pet Friendly Vacation Rentals

Apartment
Map-icon
like-icon10.0
Exceptional
(1 Review)
2 Bedrooms 1 Bath 4 Guests
  • Pool
    Pool
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $188/Night 7 Nights - US $1,319
star-icons-4
Apartment
Map-icon
like-icon9.9
Exceptional
(13 Reviews)
1 Bedroom 1 Bath 2 Guests 699.65 ft²
  • Oceanfront
    Oceanfront
  • Pool
    Pool
More amenities
US $120/Night 7 Nights - US $840
Apartment
Map-icon
like-icon7.6
Very Good
(10 Reviews)
3 Bedrooms 2 Baths 5 Guests
  • Balcony/Terrace
    Balcony/Terrace
  • Pet Friendly
    Pet Friendly
More amenities
US $113/Night 7 Nights - US $791
star-icons-4
Apartment
Map-icon
like-icon9.9
Exceptional
(12 Reviews)
1 Bedroom 1 Bath 4 Guests 495.14 ft²
  • View
    View
  • Pet Friendly
    Pet Friendly
More amenities
US $94/Night 7 Nights - US $658
Apartment
Map-icon
2 Bedrooms 2 Baths 4 Guests
  • Private Pool
    Private Pool
  • Pool
    Pool
More amenities
US $178/Night 7 Nights - US $1,246
Apartment
Map-icon
2 Bedrooms 2 Baths 4 Guests
  • Hot Tub
    Hot Tub
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $163/Night 7 Nights - US $1,144
House
Map-icon
1 Bedroom 1 Bath 2 Guests
  • Pet Friendly
    Pet Friendly
  • Air Conditioner
    Air Conditioner
More amenities
US $154/Night 7 Nights - US $1,080
Apartment
Map-icon
2 Bedrooms 1 Bath 6 Guests
  • Pet Friendly
    Pet Friendly
  • Kitchen
    Kitchen
More amenities
US $151/Night 7 Nights - US $1,059

Cross Roads Large Vacation Homes

Villa
Map-icon
like-icon10.0
Exceptional
(1 Review)
6 Bedrooms 5 Baths 21 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Breakfast
    Breakfast
More amenities
US $679/Night 7 Nights - US $4,753
star-icons-4
Apartment
Map-icon
like-icon9.6
Exceptional
(13 Reviews)
6 Bedrooms 6 Baths 18 Guests 555.42 ft²
  • Oceanfront
    Oceanfront
  • Ocean View
    Ocean View
More amenities
US $228/Night 7 Nights - US $1,594
Villa
Map-icon
like-icon2.0
Average
(1 Review)
1 Bedroom 1 Bath
  • Pool
    Pool
  • Parking
    Parking
More amenities
US $320/Night 7 Nights - US $2,240
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
5 Bedrooms 6 Baths 10 Guests
  • Pool
    Pool
  • Kitchen
    Kitchen
More amenities
US $510/Night 7 Nights - US $3,570
star-icons-5
Apartment
Map-icon
like-icon9.4
Exceptional
(93 Reviews)
12 Bedrooms 2 Baths 5 Guests 775 ft²
  • Oceanfront
    Oceanfront
  • Ocean View
    Ocean View
More amenities
US $129/Night 7 Nights - US $901
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
5 Bedrooms 4 Baths 15 Guests
  • Balcony/Terrace
    Balcony/Terrace
  • Breakfast
    Breakfast
More amenities
US $322/Night 7 Nights - US $2,252
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
3 Bedrooms 2 Baths 10 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $226/Night 7 Nights - US $1,582
House
Map-icon
like-icon9.4
Exceptional
(3 Reviews)
3 Bedrooms 2 Baths 10 Guests 3500 ft²
  • Private Pool
    Private Pool
  • Pool
    Pool
More amenities
US $261/Night 7 Nights - US $1,826

Discover & compare premier experiences around Kingston

We understand the importance of quality and reliability in your travel experiences. That's why we've curated options from the most reputable tour and activity providers globally, ensuring you have access to top-tier adventures.

Why Choose Rent By Owner for your Cross Roads 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 Cross Roads

When should you plan your Vacation Rentals stay?

Choosing the optimal time to vacation in Cross Roads, Kingston, Jamaica, allows you to enjoy favorable weather and vibrant local events, making your stay in this lively region even more memorable and enjoyable.

Peak Season Highlights

spring
December to April

During this time, the region experiences its peak season when the weather is warm and dry, ideal for outdoor activities and exploring this vibrant destination.

Average Temperature Daytime: around 85°F (29°C) - Nighttime: about 70°F (21°C)
spring
June to August

These summer months bring high temperatures and bustling activity, attracting visitors seeking a lively atmosphere and perfect beach weather.

Average Temperature Daytime: approximately 88°F (31°C) - Nighttime: roughly 75°F (24°C)

Off-Season Highlights

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May and November

Shoulder months offer fewer crowds and more affordable rates, providing a relaxed environment to enjoy the region’s natural beauty comfortably.

Average Temperature Daytime: around 83°F (28°C) - Nighttime: about 68°F (20°C)
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September to October

This period falls within the wet season, where lower visitor numbers make it easier to find quiet spots while still enjoying the tropical climate.

Average Temperature Daytime: approximately 84°F (29°C) - Nighttime: roughly 69°F (21°C)

Weekly Weather Forecast for Cross Roads

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 a private outdoor swimming pool to relax and cool off during your stay.
  • Make the most of lush landscaped gardens that add natural beauty to your outdoor experience.
  • Take advantage of spacious patios or terraces perfect for outdoor dining and entertaining.
  • Benefit from secure parking areas that provide peace of mind while exploring the area.
  • Step into inviting outdoor lounge areas designed for socializing or unwinding in the fresh air.
  • Discover well-maintained barbecue facilities ideal for outdoor cooking with family and friends.
  • Relax on outdoor seating arrangements that offer comfortable spots to enjoy scenic views of the region.
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Family Activities

  • Hope Gardens and Zoo: Spend a day exploring the lush gardens and diverse animal exhibits, offering an engaging experience perfect for family outings in the area.
  • Emancipation Park: Enjoy outdoor activities, picnics, and playground fun in this beautifully maintained park that serves as a green oasis within Kingston's vibrant cityscape.
  • Kingston Craft Market: Discover local artisans and purchase handcrafted souvenirs, making it a great place for families to experience Jamaican culture together.
  • Jurassic Jungle Adventure Park: Experience thrill and adventure through interactive rides and attractions designed specifically for young visitors seeking family-friendly entertainment.
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Adult Activities

  • Kingston Botanical Gardens: Explore the lush greenery and vibrant flora at this tranquil oasis just a short drive from your vacation rental in the area.
  • Emancipation Park: Relax or partake in outdoor activities amidst beautifully landscaped grounds, offering a peaceful retreat in the region.
  • Bob Marley Museum: Dive into the musical history of this destination by touring the former residence of Jamaica's legendary artist, located nearby.
  • Coronation Market: Experience local culture and flavors by browsing fresh produce and handcrafted goods at this bustling marketplace close to your stay.

Other Places to Stay in Cross Roads

Cross Roads Travel Tips

How Can You Make the Most of Your Stay?

  • Explore local dining options: Take advantage of the area’s vibrant food scene to experience authentic Jamaican cuisine during your stay in Cross Roads.
  • Plan your transportation: Consider renting a vehicle or utilizing local transit to easily navigate the region and reach nearby attractions from your vacation rental.
  • Engage with the community: Connect with local vendors and residents to gain insider tips and enhance your experience in this lively destination.
  • Prioritize safety and amenities: Choose a well-reviewed vacation rental that offers essential comforts and security, ensuring peace of mind throughout your visit here.

Transportation Options

  • Public Buses: Local bus services are a common and affordable way to navigate the area, providing direct routes to key parts of Kingston and beyond.
  • Taxis and Ride-Sharing Services: Taxis and ride-sharing options like Uber offer convenient, door-to-door transportation throughout the region, making travel efficient and comfortable.
  • Car Rentals: Renting a vehicle provides flexibility to explore Kingston at your own pace, with numerous rental agencies available nearby for easy access.
  • Private Shuttle Services: Private shuttles are available for more personalized transfers, ideal for reaching popular attractions or traveling in groups around here.

Local Customs Options

  • Local Greetings and Politeness: You will often notice a warm approach through greetings like "Wah Gwaan" and customary deference when interacting with residents here in Kingston's lively neighborhoods.
  • Respect for Elders and Community: Showing respect to elders by using polite titles and gestures is a valued custom that reflects the area's strong community bonds during your stay.
  • Celebration of Music and Dance: Participating in or witnessing local music and dance traditions, especially during cultural events, offers a vibrant glimpse into the region’s rich heritage.
  • Religion and Festivities: Understanding the importance of religious observances and festivals provides insight into the area's spiritual life and communal spirit here in Kingston.

Cross Roads Vacation Rental Frequently Asked Questions

2. How many vacation rentals have private pools in Cross Roads?

There are 21 vacation rentals with private pools near Cross Roads. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Cross Roads are best for families?

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

4. How many Rentbyowner vacation rentals are available in Cross Roads?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 1305 in the Cross Roads 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 Cross Roads. 

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

Cancellation policies vary depending on the owner or property listing. You should review the specific policy outlined in the rental details or contact the owner directly to understand the terms and any potential fees or deadlines.

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

Additional fees such as cleaning fees, service charges, or taxes may apply. These details are typically listed in the property listing, so it's advisable to read the full description or reach out to the host for clarification.

7. How do I confirm my reservation at a vacation rental nearby?

Reservations are confirmed once your booking request is accepted and payment is processed according to the owner's instructions. Be sure to review the booking process on the listing and communicate with the host if needed for confirmation.

8. What amenities are generally available in vacation rentals in this part of Kingston?

Most properties aim to provide essential amenities like Wi-Fi, air conditioning, and kitchen facilities. For specific amenities, check the detailed listing or contact the owner to ensure the rental meets your needs.

9. Is it possible to get assistance during my stay in case of issues with the rental?

Support is typically available through the platform or directly from the property owner. It's recommended to read reviews or contact the owner beforehand to understand how issues are handled during your stay in the region.

Cross Roads Top Rated Vacation Rentals

Apartment
Map-icon
like-icon10.0
Exceptional
(6 Reviews)
1 Bedroom 1 Bath 2 Guests
  • Private Pool
    Private Pool
  • Pool
    Pool
More amenities
US $111/Night 7 Nights - US $775
Apartment
Map-icon
like-icon10.0
Exceptional
(4 Reviews)
2 Bedrooms 2 Baths 4 Guests
  • Pool
    Pool
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $190/Night 7 Nights - US $1,327
Apartment
Map-icon
like-icon10.0
Exceptional
(4 Reviews)
2 Bedrooms 1 Bath 4 Guests
  • Pool
    Pool
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $181/Night 7 Nights - US $1,269
Apartment
Map-icon
like-icon10.0
Exceptional
(3 Reviews)
2 Bedrooms 3 Baths 5 Guests 1496.18 ft²
  • Oceanfront
    Oceanfront
  • Pool
    Pool
More amenities
US $285/Night 7 Nights - US $1,993
Apartment
Map-icon
like-icon10.0
Exceptional
(3 Reviews)
2 Bedrooms 2 Baths 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $222/Night 7 Nights - US $1,551
Apartment
Map-icon
like-icon10.0
Exceptional
(3 Reviews)
2 Bedrooms 2 Baths 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $174/Night 7 Nights - US $1,217
Apartment
Map-icon
like-icon10.0
Exceptional
(3 Reviews)
1 Bedroom 1 Bath 3 Guests
  • Pool
    Pool
  • Kitchen
    Kitchen
More amenities
US $112/Night 7 Nights - US $785
Apartment
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
2 Bedrooms 1 Bath 4 Guests
  • Pool
    Pool
  • Kitchen
    Kitchen
More amenities
US $206/Night 7 Nights - US $1,441