Discover Your Perfect Jessups Village Vacation Homes

Best Vacation Homes in Jessups Village

See More Jessups Village Vacation Rentals

Jessups Village Luxury Rentals

See More Jessups Village Luxury Vacation Rentals
Find More Jessups Village Villas, Resorts, & Rentals on BedroomVillas

Jessups Village Pet Friendly Vacation Rentals

|
7.7 (20 Reviews)
Resort
Park Hyatt St. Kitts
  • Air Conditioner
  • Parking
  • Pet Friendly
View Availability
See More Pet-Friendly Vacation Rentals in Jessups Village on PetFriendly.io

Jessups Village Large Vacation Homes

|
7.2 (26 Reviews)
House
E.W.B. Properties
  • Air Conditioner
  • Security/Safety
  • Wellness Facilities
View Availability
See More Family Vacation Rentals in Jessups Village on FVR

Why Choose Rent By Owner for your Jessups Village Vacation Rental Homes?

What makes our Vacation Rentals 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 Jessups Village

When should you plan your Vacation Rentals stay?

To make the most of your stay in this destination, consider planning your visit during the region's optimal seasons to enjoy pleasant weather and avoid peak travel times, ensuring a memorable experience when booking your vacation rentals here.

Peak Season Highlights

spring
December to April

During this peak season, the region experiences warm and dry weather ideal for outdoor activities and relaxing at your vacation rental in Saint Thomas Lowland.

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

Summer months attract visitors seeking sunny days and vibrant local festivities, making this an excellent time to enjoy your stay here in St. Kitts and Nevis.

Average Temperature Daytime: 30°C - Nighttime: 24°C

Off-Season Highlights

image
May and November

These shoulder months tend to be quieter and less crowded, providing a more relaxed experience while still enjoying pleasant weather in the area.

Average Temperature Daytime: 27°C - Nighttime: 21°C
image
September to October

The region sees fewer visitors during these months due to increased chances of rain, but it offers a serene environment for those seeking tranquility in their vacation rentals.

Average Temperature Daytime: 29°C - Nighttime: 23°C

Weekly Weather Forecast for Jessups Village

How to Book Your Jessups Village 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 Jessups Village

More Top-Rated Vacation Rentals in Jessups Village 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 a private outdoor pool to cool off and relax under the Caribbean sun.
  • Take advantage of a spacious patio or deck for outdoor dining and social gatherings.
  • Experience lush garden spaces that add privacy and natural beauty to your stay.
  • Benefit from direct access to scenic walking or jogging paths in the area.
  • Make use of a barbecue grill to enjoy delicious meals outdoors with family or friends.
  • Relax in hammock setups perfect for soaking up the tropical ambiance.
  • Find outdoor shower facilities to refresh after beach days or outdoor activities.

Top Attractions Around Jessups Village

What attractions are nearby?

Within this vibrant area, you can enjoy a variety of outdoor activities and explore local attractions that showcase the natural beauty and culture of Saint Kitts, making it an ideal destination for your vacation experience.

image
image

Family Activities

  • Exploring the local markets: You can enjoy a family stroll through vibrant markets here, discovering local crafts and fresh produce in the region’s welcoming atmosphere.
  • Relaxing at nearby beaches: Spend quality time on pristine sands just a short drive from your rental, perfect for swimming, sunbathing, or building sandcastles with the kids.
  • Family-friendly nature walks: Embark on scenic trails suitable for all ages that showcase the area's lush greenery and diverse wildlife, providing an educational outdoor experience.
  • Visiting cultural sites: Immerse yourselves in the local heritage by exploring historical landmarks and museums, offering insightful experiences for the entire family.
image

Adult Activities

  • Exploring the local markets: You can enjoy browsing vibrant markets that showcase regional crafts and fresh produce, providing an authentic taste of this destination.
  • Visiting historical sites: Discover the region's rich history by touring notable landmarks and museums that highlight its cultural heritage.
  • Practicing water activities: Engage in snorkeling or kayaking along the coast, offering a refreshing way to experience the area's natural beauty.
  • Joining guided nature walks: Immerse yourself in the lush landscape through guided hikes that reveal the diverse flora and fauna unique to this region.

Other Places to Stay in Jessups Village

Four Seasons Golf Course
Four Seasons Golf Course Vacation Rentals
Vaughans
Vaughans Vacation Rentals
Cotton Ground
Cotton Ground Vacation Rentals
More Places to Stay Near Jessups Village

Jessups Village Travel Tips

How Can You Make the Most of Your Stay?

  • Explore local amenities: Take advantage of the nearby markets and shops to experience authentic regional flavors and crafts during your stay here.
  • Plan outdoor activities: Use the area’s natural landscapes for hiking, beach visits, or water sports to make the most of your time in this vibrant destination.
  • Engage with the community: Interact with locals at markets or gatherings to gain a genuine perspective of the region's culture and traditions.
  • Book accommodations strategically: Select a rental close to key attractions and transportation hubs for easier access and a more comfortable experience during your visit.

Transportation Options

  • Public Transportation: Buses and regional shuttles serve the area, offering an affordable way to explore the region’s attractions without the need for a rental car.
  • Taxis and Ride-Sharing Services: Taxis are readily available for convenient point-to-point travel around this destination, providing flexibility and comfort for visitors staying in local vacation rentals.
  • Car Rentals: Renting a vehicle is a popular option here, giving you the freedom to explore the region at your own pace from your Jessups Village accommodation.
  • Airport Transfers: Many accommodations and local operators offer transfer services from the nearby airports, ensuring seamless arrivals and departures for travelers in the area.

Local Customs Options

  • Respect for Local Traditions: In this area, you'll find that embracing local customs is highly valued, and participating respectfully in community events enhances your authentic experience.
  • Dress Modestly for Cultural Sites: When visiting cultural or religious sites here, it’s customary to wear modest clothing as a sign of respect for local traditions.
  • Greeting Etiquette: Greeting locals with a friendly handshake or a polite nod is common practice and appreciated when engaging with residents during your stay.
  • Celebration Participation: Taking part in traditional festivities offers a meaningful way to connect with the region's customs and enriches your visit to this destination.

Frequently Asked Questions About Jessups Village?

1. What are the top vacation rentals in Jessups Village?

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

2. How many vacation rentals have private pools in Jessups Village?

There are 70 vacation rentals with private pools near Jessups Village. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Jessups Village are best for families?

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

4. How many Rentbyowner vacation rentals are available in Jessups Village?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 493 in the Jessups Village 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 Jessups Village. 

5. What is the cancellation policy for vacation rentals in Jessups Village?

Cancellation policies vary depending on the host and specific listing. To understand the exact terms, please review the cancellation details provided in the listing 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, service charges, or security deposits may apply. These details are outlined within each listing, so it's recommended to review them carefully or reach out to the host for clarification.

7. How do I ensure my reservation is secure when booking a vacation rental in this area?

Secure booking is facilitated through verified listings and trusted communication channels. Always confirm your reservation directly through the platform and verify host credentials to ensure a safe and reliable process.

8. What amenities are typically included in vacation rentals in the region?

Amenities can vary, but common features include Wi-Fi, kitchen facilities, air conditioning, and access to outdoor spaces. For specific amenities, refer to the individual listing details or contact the host directly.

9. Is there a flexible check-in and check-out process for rentals in this destination?

Check-in and check-out times are determined by each host and can vary. To accommodate your schedule, discuss flexible arrangements with the property owner before finalizing your booking.

Jessups Village Top Rated Vacation Rentals

See More Jessups Village Vacation Rentals