Photo by Bill Dillard

Jessups Village Vacation Rentals

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In two weeks
Sep 19 - Sep 21
In one month
Oct 3 - Oct 5
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Oct 31 - Nov 2
In three months
Nov 28 - Nov 30

Vacation Rentals in Jessups Village

Our top choices for Jessups Village vacation rentals

Family Luxury, Resort Level Amenities, Ocean Views, Perfect Location, Gym.
Outdoor dining

Family Luxury, Resort Level Amenities, Ocean Views, Perfect Location, Gym.

10.0 out of 10, Exceptional, (65)
"The Retreat is a wonderful place--lovely house, beautifully furnished, in excellent condition with a great pool, veranda and garden. Hosts were the best--very responsive and gave us great recommendations for activities and restaurants. Helped us arrange a great driver and chef. Appreciated the inclusion of transportation to the house from SKB and arranging our return trip to airport. We will definitely return. "
Family Luxury, Resort Level Amenities, Ocean Views, Perfect Location, Gym.
Marriott's St. Kitts Beach Club
On the beach, free beach cabanas, scuba diving, kayaking

Marriott's St. Kitts Beach Club

3.5 star property
9.4 out of 10, Exceptional, (99)
"Overall our stay was very good."
$327 nightly
The price is $366
Sep 25 - Sep 26
Total with taxes and fees
Marriott's St. Kitts Beach Club
Sunset Reef St.Kitts
Outdoor pool, pool umbrellas, sun loungers

Sunset Reef St.Kitts

5.0 star property
9.6 out of 10, Exceptional, (10)
"Sunset Reef is amazing! Very quiet and peaceful. If you like being catered to, you will love this resort!"
Sunset Reef St.Kitts
Luxury Villa, Panoramic, Ocean, Mountain Views, Turtle Beach, Grill, Pool!
Beach nearby, sun loungers, beach towels

Luxury Villa, Panoramic, Ocean, Mountain Views, Turtle Beach, Grill, Pool!

9.8 out of 10, Exceptional, (118)
"We enjoyed everything about our stay. The views were absolutely amazing."
Luxury Villa, Panoramic, Ocean, Mountain Views, Turtle Beach, Grill, Pool!
Sealofts On The Beach
Property grounds

Sealofts On The Beach

3.5 star property
9.0 out of 10, Wonderful, (2)
"The view from the balcony’s lets you see the hills and the sea side easily "
Sealofts On The Beach
Villa With Stunning Views, Beautiful Beaches
Pool

Villa With Stunning Views, Beautiful Beaches

10.0 out of 10, Exceptional, (74)
"Beautiful gorgeous property with all amenities! My family and I had an amazing time at this beach view property. Dwayne and Wayne were kind and helpful. Highly recommend this property! No complaints whatsoever. Absolute perfection!"
Villa With Stunning Views, Beautiful Beaches
Oceanfront Beach Bungalow ON Beach, PRIVATE with Club Resort Access & Tennis
Outdoor pool, a heated pool

Oceanfront Beach Bungalow ON Beach, PRIVATE with Club Resort Access & Tennis

10.0 out of 10, Exceptional, (6)
"Great location to getaway. Wilfried was great to deal with. He suggested great restaurants! Can’t wait to go back. "
Oceanfront Beach Bungalow ON Beach, PRIVATE with Club Resort Access & Tennis
Stunning Caribbean House With Breath-taking Views
Outdoor pool

Stunning Caribbean House With Breath-taking Views

9.8 out of 10, Exceptional, (73)
"We were very happy with the property easy to check in. It was exactly what is listed, great location very close to Reggae and Cockleshell Beaches! AC worked amazing, loved the pool!"
Stunning Caribbean House With Breath-taking Views
Villa Bougainvillea - Sandy Bank Bay Vacation Home St. Kitts
Outdoor dining

Villa Bougainvillea - Sandy Bank Bay Vacation Home St. Kitts

9.8 out of 10, Exceptional, (9)
"Amazing house and very communicative hosts - overall an amazing stay. So spacious and clean!"
Villa Bougainvillea - Sandy Bank Bay Vacation Home St. Kitts
The Captain's Estate - Family Friendly 5 Bed Villa with large pool and views
Outdoor pool

The Captain's Estate - Family Friendly 5 Bed Villa with large pool and views

10.0 out of 10, Exceptional, (5)
"I am a returning visitor to the island and I loved the property. The landscaping is amazing with all the variety of fruit trees and the walking path made it so easy to walk around. The pool is perfect, plenty of room for my three children to swim and play without being on top of one another. The location was perfect, far enough away to have privacy but close enough to get to the grocery stores in 3 minutes, town in 5 minutes and Pinney’s beach is just a 7 drive away. "
The Captain's Estate - Family Friendly 5 Bed Villa with large pool and views
Perfectly located Condo in Frigate Bay.
Pool

Perfectly located Condo in Frigate Bay.

2.0 star property
10.0 out of 10, Exceptional, (2)
"We had an amazing time at deans property he was super helpful and answered all our questions before we arrived . Highly recommend his condo ! "
Perfectly located Condo in Frigate Bay.
4 Bedroom Villa in Frigate Bay with Fabulous Ocean View and Private Pool
Outdoor pool

4 Bedroom Villa in Frigate Bay with Fabulous Ocean View and Private Pool

10.0 out of 10, Exceptional, (15)
"This villa is amazing. It’s set up perfect and the pool and bar area are a done of fun. Great views of the ocean and very private. "
4 Bedroom Villa in Frigate Bay with Fabulous Ocean View and Private Pool
Charming Standalone 3-bedroom villa with AC and WiFi in lovely Frigate Bay
Property grounds

Charming Standalone 3-bedroom villa with AC and WiFi in lovely Frigate Bay

9.0 out of 10, Wonderful, (2)
"The location is great. Easy access to everything. Joyce was charming and most helpful with our settling in. We had a great stay and will surely return. "
Charming Standalone 3-bedroom villa with AC and WiFi in lovely Frigate Bay
The Suncrest Private Suite.
Private kitchen

The Suncrest Private Suite.

The Suncrest Private Suite.
Panoramic View+Private+Cozy=Affordable
1 bedroom, iron/ironing board, WiFi, bed sheets

Panoramic View+Private+Cozy=Affordable

10.0 out of 10, Exceptional, (17)
"Great location, easy to find and check in. Everthing was there that we needed"
$105 nightly
The price is $105
Sep 3 - Sep 4
Total with taxes and fees
Panoramic View+Private+Cozy=Affordable
The Ultimate Hideaway Nestled in Paradise
Property grounds

The Ultimate Hideaway Nestled in Paradise

10.0 out of 10, Exceptional, (8)
"The pictures were very accurate. All the bedrooms are spacious with great views. The pool area is awesome. We had 6 couples and this was a perfect place to stay."
The Ultimate Hideaway Nestled in Paradise
Zenith Nevis Private Luxury Beachfront Villa w 3rd, 4th, & 5th Bedroom Option.
Interior

Zenith Nevis Private Luxury Beachfront Villa w 3rd, 4th, & 5th Bedroom Option.

10.0 out of 10, Exceptional, (35)
"The villa was overall wonderful! We booked the villa last minute and Hedda and her team were extremely responsive and took care of everything, from our transportation to and from the villa, dining, and beach gear. The villa is beautiful and offers a more peaceful vacation as opposed to a large respite. "
Zenith Nevis Private Luxury Beachfront Villa w 3rd, 4th, & 5th Bedroom Option.
Beautiful island getaway, close proximity to popular beaches and historic site A
Exterior

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

9.4 out of 10, Exceptional, (3)
"Nice property in a quiet area. Nice views and donkeys nearby "
$135 nightly
The price is $135
Sep 3 - Sep 4
Total with taxes and fees
Beautiful island getaway, close proximity to popular beaches and historic site A
Spacious 2 BR cottage with gorgeous views
Property grounds

Spacious 2 BR cottage with gorgeous views

10.0 out of 10, Exceptional, (8)
"This is an amazing property. It is a beautiful two bedroom that has all the outdoor space you could ever want. The Support by Bacchus who manages the property and makes you feel so special. It feels extremely rural and you can walk to the beach in less than five minutes."
Spacious 2 BR cottage with gorgeous views
Elegantly designed Villa -breathtaking views of Nevis and 2min walk to the beach
Property grounds

Elegantly designed Villa -breathtaking views of Nevis and 2min walk to the beach

9.4 out of 10, Exceptional, (19)
"Delightful site with amazing views and access a variety of beaches. Elpida is a wonderfully responsive host and property is well maintained and appropriately described in pictures of Villa Limani. Access road to Turtle Beach Estates is a bit rugged but this keeps traffic limited. Bottom line you will not be disappointed on this remarkable location."
Elegantly designed Villa -breathtaking views of Nevis and 2min walk to the beach
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 Hamilton Beach Villas & Spa

The Hamilton Beach Villas & Spa

10/10 Excellent
"It felt like home with the oven, stove, microwave, and family room. The property is quiet off season - the beach is peaceful as well."
Warren A. 7-night trip
Posted 9 days ago
The Hamilton Beach Villas & Spa

Find out more about Jessups Village

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, condos, resorts, cabins, villas, motels. 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 low season months. For more hustle and bustle, you may prefer to visit Jessups Village in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $105 per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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.

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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?

Luxury Villa, Panoramic, Ocean, Mountain Views, Turtle Beach, Grill, Pool!: This vacation home rental near Jessups Village is located by the ocean 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. You can relax into your vacation with a garden and a selection of games.

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

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