A coastal landscape with lush green hills, a winding road, and a sunset over the ocean.

Jessups Village Holiday Rentals

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Our top choices for Jessups Village holiday rentals

1. Paradise Suite

Paradise Suite
4.0 star property
Cotton Ground
9.6 out of 10, Exceptional, (7 reviews)
"Excellent place."
United States
Edgardo
The price is NZ$548
includes taxes & fees
10 Nov - 11 Nov
Paradise Suite

2. Charming 1-bedroom apartment with WiFi, AC in gorgeous St. John's Parish

Charming 1-bedroom apartment with WiFi, AC in gorgeous St. John's Parish
St. John's Parish, Nevis
9.8 out of 10, Exceptional, (7 reviews)
"Very nice apartment and quiet area!!! I would definitely stay there again!"
United States
Shaquilla
The price is NZ$237
includes taxes & fees
10 Nov - 11 Nov
Charming 1-bedroom apartment with WiFi, AC in gorgeous St. John's Parish

3. MONKEY PAW -BLUE CARIBBEAN MEETS MT NEVIS RAIN FORST

MONKEY PAW -BLUE CARIBBEAN MEETS MT NEVIS RAIN FORST
CHARLESTOWN
10.0 out of 10, Exceptional, (2 reviews)
"The house, the pool, the property, and the view are beautiful. The grounds are meticulously maintained. We enjoyed our stay there and had everything we needed to be comfortable. We were concerned before arriving about the lack of air conditioning but it truly is not needed. We were never uncomfortable during the day or at night. The central location is convenient with grocery stores and several great restaurants nearby. You can get to any point on the island within 20 minutes. The host and the...
United States
Heidi S.
The price is NZ$1,822
includes taxes & fees
10 Nov - 11 Nov
MONKEY PAW -BLUE CARIBBEAN MEETS MT NEVIS RAIN FORST

4. Saddle Hill View Villa – Private 2-Bedroom Villa with Pool & Ocean Views

Saddle Hill View Villa – Private 2-Bedroom Villa with Pool & Ocean Views
Charlestown
The price is NZ$3,605
includes taxes & fees
16 Nov - 17 Nov
Saddle Hill View Villa – Private 2-Bedroom Villa with Pool & Ocean Views

5. A Private Gingerbread Cottage at the Hermitage

A Private Gingerbread Cottage at the Hermitage
Gingerland
The price is NZ$794
includes taxes & fees
10 Nov - 11 Nov
A Private Gingerbread Cottage at the Hermitage

6. Marriott's St. Kitts Beach Club

Marriott's St. Kitts Beach Club
3.5 star property
Basseterre
9.4 out of 10, Exceptional, (123 reviews)
"Loved our stay traveled with my 4 kids and we had a blast"
United States
beverly
The price is NZ$786
includes taxes & fees
14 Nov - 15 Nov
Marriott's St. Kitts Beach Club

7. Tamarind Villa, Montpelier Nevis

Tamarind Villa, Montpelier Nevis
Charlestown
The price is NZ$2,603
includes taxes & fees
10 Nov - 11 Nov
Tamarind Villa, Montpelier Nevis

8. Beautiful island getaway, close proximity to popular beaches and historic site A

Beautiful island getaway, close proximity to popular beaches and historic site A
Nevis
9.6 out of 10, Exceptional, (4 reviews)
"Nice property in a quiet area. Nice views and donkeys nearby "
United States
Kelsey R.
The price is NZ$229
includes taxes & fees
10 Nov - 11 Nov
Beautiful island getaway, close proximity to popular beaches and historic site A

9. Beautiful island getaway, close proximity to popular beaches and historic site C

Beautiful island getaway, close proximity to popular beaches and historic site C
Camps
9.6 out of 10, Exceptional, (5 reviews)
"Yes everything was perfect they met us at the condo it was a beautiful inside air condition very modern and very accommodating will probably stay there the next time we go to St Nevis!"
United States
Robert E.
The price is NZ$229
includes taxes & fees
10 Nov - 11 Nov
Beautiful island getaway, close proximity to popular beaches and historic site C

10. St. Kitts Castle Premium Suites

St. Kitts Castle Premium Suites
4.0 star property
Basseterre
8.0 out of 10, Very good, (3 reviews)
"The property was conveniently located and comfortable. We even received a complementary bottle of wine which was very thoughtful!"
United States
RAKESH
The price is NZ$285
includes taxes & fees
10 Nov - 11 Nov
St. Kitts Castle Premium Suites

11. Beautiful island getaway, close proximity to popular beaches and historic site B

Beautiful island getaway, close proximity to popular beaches and historic site B
Camps
The price is NZ$229
includes taxes & fees
10 Nov - 11 Nov
Beautiful island getaway, close proximity to popular beaches and historic site B

12. Sunset Reef St.Kitts

Sunset Reef St.Kitts
5.0 star property
Basseterre
9.8 out of 10, Exceptional, (12 reviews)
"Beautiful property!"
United States
Nicole Laquis
The price is NZ$1,406
includes taxes & fees
13 Nov - 14 Nov
Sunset Reef St.Kitts

13. Getaway Homes

Getaway Homes
4.0 star property
Basseterre
The price is NZ$244
includes taxes & fees
10 Nov - 11 Nov
Getaway Homes

14. Panoramic View+Private+Cozy=Affordable

Panoramic View+Private+Cozy=Affordable
Basseterre
9.8 out of 10, Exceptional, (22 reviews)
"Excellent stay, great host"
United States
Wilfried W.
The price is NZ$160
includes taxes & fees
10 Nov - 11 Nov
Panoramic View+Private+Cozy=Affordable

15. Spacious 2-bedroom apartment with AC, WiFi in St. Peters

Spacious 2-bedroom apartment with AC, WiFi in St. Peters
St. Peters
10.0 out of 10, Exceptional, (3 reviews)
"I would highly recommend staying here when traveling to St Kitts. A very spacious apartment with privacy and everything you would need for a stay of any length. Will definitely be back! "
Canada
Sarah B.
The price is NZ$247
includes taxes & fees
1 Dec - 2 Dec
Spacious 2-bedroom apartment with AC, WiFi in St. Peters

16. Charming studio in beautiful Basseterre with AC

Charming studio in beautiful Basseterre with AC
Basseterre
The price is NZ$428
includes taxes & fees
10 Nov - 11 Nov
Charming studio in beautiful Basseterre with AC

17. Two bedrooms and a large terrace, centrally located

Two bedrooms and a large terrace, centrally located
Trinity
The price is NZ$382
includes taxes & fees
21 Nov - 22 Nov
Two bedrooms and a large terrace, centrally located

18. LUX Suites - 2-bedroom apartment in Halfmoon Bay

LUX Suites - 2-bedroom apartment in Halfmoon Bay
Halfmoon Bay
10.0 out of 10, Exceptional, (1 review)
"First time visiting St Kitts and staying here. The place was spacious and clean. Beautiful view of the mountain and the ocean. Checking process with Rigel was simple. Would stay here again"
United States
Bobby P.
The price is NZ$740
includes taxes & fees
11 Nov - 12 Nov
LUX Suites - 2-bedroom apartment in Halfmoon Bay
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Jessups Village Hotel Reviews

Find out more about Jessups Village

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Jessups Village holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Jessups Village. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Jessups Village. Seeing all the best attractions is bound to make you fall in love with Jessups Village. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Jessups Village short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there holiday rentals in Jessups Village?

Yes, there are holiday rentals close to the most popular sights in Jessups Village, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Jessups Village has to offer?

Stunning Caribbean House With Breath-taking Views: This holiday home rental outside of Jessups Village is located on the beach, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many holiday rentals are there in Jessups Village?

Expedia has 3 holiday rentals for your stay in Jessups Village.

What’s there to see and do in Jessups Village?

While you're exploring the area, Pinney's Beach and Cockleshell Bay are a couple of picturesque spots to get outside and enjoy nature. Four Seasons Golf Course and Banana Bay Beach are a couple of places you'll find in the wider area.

What’s a holiday rental in Jessups Village like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Jessups Village. Holiday rentals feature extras such as kitchens and laundry facilities so you'll have everything you want. If you're concerned about a clean environment, holiday rentals can offer a sense of privacy away from public hotel lifts and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive choice for a small group gathering.