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Search Holiday Rentals in Jessups Village

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Top Holiday Rentals in Jessups Village

Family Luxury, Resort Level Amenities, Ocean Views, Perfect Location, Gym.
10.0 out of 10, Exceptional, (58)
"Our family thoroughly enjoyed our time on the island. This property is secluded and near many restaurants and beaches. Beautiful home, gardens and pool area. The host was amazing and helped with transfers, local recommendations and ensured our time was spent relaxing. Can't wait to return. Cheers! Chad, Anne and family"
Family Luxury, Resort Level Amenities, Ocean Views, Perfect Location, Gym.
Marriott's St. Kitts Beach Club
3.5 star property
9.2 out of 10, Wonderful, (70)
"This was a very nice resort. We loved the room and the pool area."
The price is £444
includes taxes & fees
16 May - 17 May
Marriott's St. Kitts Beach Club
Luxury Villa, Panoramic Caribbean Views, Turtle Beach, Grill, Pool!
10.0 out of 10, Exceptional, (102)
"Would highly recommend. Exceeded expectations!"
Luxury Villa, Panoramic Caribbean Views, Turtle Beach, Grill, Pool!
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Sunset Reef St.Kitts
5.0 star property
10.0 out of 10, Exceptional, (7)
"Sunset Reef is fairly new with 7 suites - all with a view. The hotel management and staff are extremely helpful and eager to please. The food in the restaurant is very good. At check-in, we were greeted with frozen fruit drinks, cold towels and water, plus some fruit in the room. Lovely sunsets from the restaurant! Hotel beach is rocky and is being worked on. "
The price is £961
includes taxes & fees
31 May - 1 Jun
Sunset Reef St.Kitts
RIGHT ON THE BEACH! St Kitts Nature Lovers tranquil cottage.
9.8 out of 10, Exceptional, (94)
"remarkable piece of property could not have been happier with a place."
RIGHT ON THE BEACH! St Kitts Nature Lovers tranquil cottage.
Stunning Caribbean House With Breath-taking Views
9.8 out of 10, Exceptional, (64)
"Come for the views and stay for the breezes! Super private and very comfortable villa with a lovely infinity pool and nice outdoor spaces. We loved our stay - the kitchen was very well-equipped, the beds were comfy, and we appreciated having all the games, pool toys and snorkel equipment. Cassie was awesome to deal with and we enjoyed our little corner of St. Kitts for 10 days. We will be back!"
Stunning Caribbean House With Breath-taking Views
ST KITTS 'Turtle Nest' At Turtle Beach, A Comfortable Two Bedroom Apartment
9.8 out of 10, Exceptional, (53)
"The property had magnificent sunrises Short drive the beaches and restaurants Very quiet development Very close to the water taxi to Nevis It’s for the travelers who like to get out and explore 😎👍👍"
ST KITTS 'Turtle Nest' At Turtle Beach, A Comfortable Two Bedroom Apartment
Architecturally Designed Villa in Paradise, Quiet Beach & Blue Water Views
10.0 out of 10, Exceptional, (85)
"The house is perfect for a quick getaway or a long extended stay. The owners are great! They care for their home and provide everything you need to feel at home when your away from home. I would stay here every vacation."
Architecturally Designed Villa in Paradise, Quiet Beach & Blue Water Views
ST KITTS Charming Island Cottage in a Beautiful Beach Location STUNNING VIEWS
10.0 out of 10, Exceptional, (110)
"This cottage was exactly as in the pictures. Except, the view are even BETTER than the pictures. I spent hours on the back terrace. I will never like showering indoors again!! The lounge was nice and right on the beach. Yellow and Sharon were very kind. Neither island is very cluttered with people."
ST KITTS Charming Island Cottage in a Beautiful Beach Location STUNNING VIEWS
Villa With Stunning Views, Beautiful Beaches
10.0 out of 10, Exceptional, (60)
"Had a great time. The island is gorgeous and easy to get around. Wayne and his team are incredible. Extremely helpful from beginning to end. Couldnt have asked for better. The house is amazing and the view is breathtaking. Worth ever cent. Thanks for a great experience."
Villa With Stunning Views, Beautiful Beaches
Classic Caribbean villa wt private pool and ocean view
10.0 out of 10, Exceptional, (5)
"We love Calypso Bay Villas. This villa was wonderfully relaxing. While no one was onsite when we arrived, we appreciated the easy communication with the property manager. We arrived on a Sunday afternoon when stores were closed, so we appreciated that the host left fresh food in the fridge."
Classic Caribbean villa wt private pool and ocean view
St Kitts Two for One Luxury Villa & Private Lounge on beach breathtaking views!
10.0 out of 10, Exceptional, (139)
"Our stay was simply amazing. Beautiful house, views and accommodations. One of the most peaceful weeks. I’d recommend this villa to anyone. Looking forward to our return trip to the wonderful island of St. kitts & Nevis."
St Kitts Two for One Luxury Villa & Private Lounge on beach breathtaking views!
Villa Bougainvillea - Sandy Bank Bay Vacation Home St. Kitts
10.0 out of 10, Exceptional, (3)
"We had a wonderful week. House was well equipped, beautiful and slept 10 of us very comfortably. St. Kitts is a beautiful island and we did and saw so much. It’s very easy to get around and the people we are amazing. The only downside is that the walkable beach to the house is not regularly maintained and had a lot of seaweed. We still enjoyed it and drove a few minutes to the Caribbean beaches."
Villa Bougainvillea - Sandy Bank Bay Vacation Home St. Kitts
Spectacular Beachfront Villa with Pool: Nevis Palm
10.0 out of 10, Exceptional, (19)
"We spent 3 weeks at Nevis Palm. Loved the house and pool. Easy stroll down to the beach. The hosts were very attentive to all of our needs. Nevis has maintained its Carribean authenticity. It has great beaches, grocery stores, restaurants and most of all friendly people. We will back next year for sure."
Spectacular Beachfront Villa with Pool: Nevis Palm
Spacious 2 BR cottage with gorgeous views
10.0 out of 10, Exceptional, (3)
"I don't think I can say enough about the coconut farm. Location was fantastic and the property itself was awesome. The view over the palm trees to the ocean and Nevis was just stunning. My children really enjoyed the animals there, from being greeted by Ginger the cat in the morning, going to pet the dogs and tortoises. Bacchus the property manager was so nice and helpful. We explored other beaches but found that the beach by the property was the best and it is where people staying elsewhere...
Spacious 2 BR cottage with gorgeous views
Updated! Spacious Indoor/Outdoor living. Private pool. Amazing ocean views
9.4 out of 10, Exceptional, (41)
"Beautiful island views easy drive to beaches and several restaurants. Comfortable bed. Could have been a bit cleaner upon arrival. Could have used a few “how to” directions for door locks..safe not available for passports and such. However, Jeremy was available for any questions we had and was always pleasant."
Updated! Spacious Indoor/Outdoor living. Private pool. Amazing ocean views
Oceanfront Beach Bungalow ON Beach, PRIVATE with Club Resort Access & Tennis
Oceanfront Beach Bungalow ON Beach, PRIVATE with Club Resort Access & Tennis
Mango Delight - 3 bedroom Caribbean Vacation Home
9.0 out of 10, Wonderful, (4)
"Amazing space and garden. The host has thought of everything, like a slow cooker so that you can prepare your meals to be ready when you return from the beach. A can opener, and even a beach towel. You might even see Monkeys visit the garden. Communicating with the host revealed that we can even get food delivered… just bring some mosquito repellant if you want to sit outside in the evening"
Mango Delight - 3 bedroom Caribbean Vacation Home
Caribbean Ocean View Home
10.0 out of 10, Exceptional, (7)
"Absolutely beautiful home! Everything was perfect. House is spacious and has gorgeous views. Mr.Randy made everything super easy and picked us up from airport so it was stress free! Definitely stay here if you’re going to St. KITTS!!"
Caribbean Ocean View Home
Paradise on the beach
10.0 out of 10, Exceptional, (14)
"Very nice place and location, would definitely stay here again."
Paradise on the beach
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See all available properties in Jessups Village
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.

Other types of properties in Jessups Village you may be interested in

Four Seasons Resort - Nevis
5.0 star property
9.4 out of 10, Exceptional, (113)
"Nice property with beautiful views. Service is slow, sometimes forgetful, food not so great "
The price is £435
includes taxes & fees
9 Jun - 10 Jun
Four Seasons Resort - Nevis
Family Luxury, Resort Level Amenities, Ocean Views, Perfect Location, Gym.
10.0 out of 10, Exceptional, (58)
"Our family thoroughly enjoyed our time on the island. This property is secluded and near many restaurants and beaches. Beautiful home, gardens and pool area. The host was amazing and helped with transfers, local recommendations and ensured our time was spent relaxing. Can't wait to return. Cheers! Chad, Anne and family"
Family Luxury, Resort Level Amenities, Ocean Views, Perfect Location, Gym.
St. Kitts Marriott Resort & The Royal Beach Casino
4.5 star property
8.4 out of 10, Very good, (1002)
"We loved how close everything was to the resort, lots of options for dining and fun excursions that were pretty close by. The resort was really nice and a great stretch of private beach. Most days it was pretty quiet, but some days we had people from cruise ships using the resort for the day. Met lot s of nice people. Plenty of amenities in the resort, so you don't have to venture out as much. Overall a great experience."
The price is £235
includes taxes & fees
9 Jun - 10 Jun
St. Kitts Marriott Resort & The Royal Beach Casino
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.

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.

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 exploring the area, visit family-friendly sights like Memorial Square, or get outside and enjoy nature at Pinney's Beach. Four Seasons Golf Course and Cockleshell Bay 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.