A wooden pier extending into a calm sea.

Jessups Village Vacation Rentals

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Jessups Village vacation rentals

A poolside area with a wicker sofa and a small table, overlooking a body of water and greenery.

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 CA $282
CA $432 total
includes taxes & fees
Oct 4 - Oct 5
Paradise Suite
A garden with red flowering plants and a white picket fence.

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 CA $145
CA $245 total
includes taxes & fees
Oct 5 - Oct 6
Charming 1-bedroom apartment with WiFi, AC in gorgeous St. John's Parish
A building with a gated entrance, palm trees, and a sign for Providential Properties Limited.

3. 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 CA $92
CA $192 total
includes taxes & fees
Oct 5 - Oct 6
Beautiful island getaway, close proximity to popular beaches and historic site A
A gated entrance to a building with a sign for 'Prudential Properties Limited'.

4. 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 CA $92
CA $192 total
includes taxes & fees
Oct 5 - Oct 6
Beautiful island getaway, close proximity to popular beaches and historic site C
A beauty salon with a stone wall backdrop and a sign that reads "BEAUTY INDOOR SALO".

5. St. Kitts Castle Premium Suites

St. Kitts Castle Premium Suites
4.0 star property
Basseterre
9.0 out of 10, Wonderful, (2 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 CA $176
CA $197 total
includes taxes & fees
Oct 9 - Oct 10
St. Kitts Castle Premium Suites
A swimming pool with lounge chairs, surrounded by stone tiles and potted plants.

6. 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 CA $640
CA $1,543 total
includes taxes & fees
Oct 5 - Oct 6
MONKEY PAW -BLUE CARIBBEAN MEETS MT NEVIS RAIN FORST
A resort with a large swimming pool, beach access, and palm trees.

7. 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 CA $388
CA $435 total
includes taxes & fees
Oct 30 - Oct 31
Marriott's St. Kitts Beach Club
A two-story house with a green roof, surrounded by lush greenery and palm trees.

8. 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 CA $2,205
CA $3,023 total
includes taxes & fees
Oct 18 - Oct 19
Saddle Hill View Villa – Private 2-Bedroom Villa with Pool & Ocean Views
A gated entrance to a building with a sign for 'Prudential Properties Limited'.

9. 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 CA $92
CA $192 total
includes taxes & fees
Oct 5 - Oct 6
Beautiful island getaway, close proximity to popular beaches and historic site B
A two-story house with a red roof, surrounded by lush greenery and palm trees.

10. A Private Gingerbread Cottage at the Hermitage

A Private Gingerbread Cottage at the Hermitage
Gingerland
The price is CA $583
CA $664 total
includes taxes & fees
Oct 5 - Oct 6
A Private Gingerbread Cottage at the Hermitage
A bedroom with a wooden dresser, a large mirror, and a wardrobe with horizontal louvered doors.

11. Getaway Homes

Getaway Homes
4.0 star property
Basseterre
The price is CA $154
CA $173 total
includes taxes & fees
Oct 5 - Oct 6
Getaway Homes
A compact kitchen with wooden cabinets, a microwave, a coffee maker, and a refrigerator. There is a small round table with two stools.

12. 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 CA $121
CA $149 total
includes taxes & fees
Oct 18 - Oct 19
Panoramic View+Private+Cozy=Affordable
Living area

13. Tamarind Villa, Montpelier Nevis

Tamarind Villa, Montpelier Nevis
Charlestown
The price is CA $1,593
CA $2,195 total
includes taxes & fees
Oct 8 - Oct 9
Tamarind Villa, Montpelier Nevis
A compact kitchen with a washing machine, a sink, and cabinets.

14. Two bedrooms and a large terrace, close to everything

Two bedrooms and a large terrace, close to everything
Trinity
The price is CA $178
CA $280 total
includes taxes & fees
Oct 19 - Oct 20
Two bedrooms and a large terrace, close to everything
A deck with a fire feature and a view of the sunset over the water.

15. 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 CA $944
CA $1,171 total
includes taxes & fees
Oct 6 - Oct 7
Sunset Reef St.Kitts
A two-story building with a white exterior, a balcony with white railings, and a small garden area with red flowers.

16. 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 CA $299
CA $623 total
includes taxes & fees
Oct 5 - Oct 6
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

The Colosseum

The Colosseum

10/10 Excellent
"First it’s location right in the heart of the town and upstairs ah local shop. Transportation was the easiest. Everyone warm and welcoming."
Seon 2-night trip
Posted 12 hours ago
The Colosseum

Find out more about Jessups Village

Everything you need to know about Jessups Village vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Jessups Village vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Jessups Village vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Jessups Village vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Jessups Village. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Jessups Village vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Jessups Village vacation rentals we have selected for you start as low as CA $197 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Jessups Village rentals

At Expedia, we put the best Jessups Village vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Jessups Village rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Jessups Village vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Jessups Village. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there vacation rentals in Jessups Village?

Yes, we have vacation rentals near the most popular attractions in Jessups Village, or you can choose a more remote option if you're looking for a relaxing stay.

What are some of the best vacation rentals in Jessups Village?

Stunning Caribbean House With Breath-taking Views: This vacation home rental near Jessups Village is located on the beach and has an outdoor pool, a balcony, and a barbecue grill 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 you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many vacation rentals are there in Jessups Village?

Expedia has 3 vacation 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 larger area.

What’s a vacation rental in Jessups Village like?

Vacation rentals are privately owned properties you can stay in for a few weeks or just a few days in Jessups Village. Vacation rentals offer extras such as patios, hot tubs, and fire pits so you'll feel right at home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of privacy away from public hotel elevators and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive option for families.