The Settlement Vacation Rentals

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Vacation Rentals in The Settlement

Pool
VERY Private, Spectacular, Waterfront Location
10.0 out of 10, Exceptional, (59)
"We had a group of 10 adults that stayed at this villa in February 2024. The villa was clean and just a little dated. Chico and his wife were so easy to deal with and very helpful throughout our 10 day stay. The road to the villa was a bit hard to find and we probably should have rented 4x4 vehicles instead of vans. The beach area was lacking due to the trash, broken glass, cows, and goats everywhere. However, we were able to take a very short drive to a beach where we had a picnic and soaked up...
VERY Private, Spectacular, Waterfront Location
Property grounds
Water Edge Villa with Private Dock Slip
10.0 out of 10, Exceptional, (1)
"Our family had a really excellent stay. The view from any room in this property is magnificent. There is ample space to spread out with 3 beautiful bedrooms on different levels, accessed by outdoor steps, allowing for plenty of privacy between guests. The bathrooms have lovely soap products and everything is fresh and very clean with beautiful towels. The linens in general are first rate. The living area is large, beautiful and accommodates the social sections of the household, it’s extremely...
Water Edge Villa with Private Dock Slip
Interior
A stunning two-bedroom villa overlooking Leverick Bay
10.0 out of 10, Exceptional, (2)
"The view, the house, the weather, the location…everything was perfect. Kitchen is extremely well equipped. Great blender for making Pina Coladas! Housekeeping was great bonus and working with concierge Latica was great! Would definitely stay again!"
A stunning two-bedroom villa overlooking Leverick Bay
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Property grounds
Ultimate Chic & Luxurious Villa overlooking Leverick Bay
10.0 out of 10, Exceptional, (3)
"Súperb views"
Ultimate Chic & Luxurious Villa overlooking Leverick Bay
Villa | Terrace/patio
Virgin Gorda Villa Rentals
2.0 star property
10.0 out of 10, Exceptional, (1)
"When I arrived on the property I had a sense of arriving at the cottage. We walked into our private veranda and it felt like home but in the Caribbean. I read books in the hammock, we played cards at the dining table. We swam off the private dock. The house was equipped with anything and everything. It was spacious. We all had our our rooms with private bath. I could have stayed forever. Only downside, the only local grocery store was crazy expensive. We drove into town and found a much cheaper...
Virgin Gorda Villa Rentals
Outdoor dining
Luxury Villa With Fantastic Views Steeped In Privacy
10.0 out of 10, Exceptional, (15)
"This was our first time coming with a large group and renting a villa was perfect. We loved the view, the proximity to an amazing beach, and ease of traveling anywhere on the island with our personal driver, Lionel (a referral from the villa caretaker, Shevy). The pool was great for the kids (ages 5-10), and all the adults loved admiring the view with their favorite beverage! We had groceries delivered by Buck's, which worked out great. The house has all the amenities - all the kitchen stuff,...
Luxury Villa With Fantastic Views Steeped In Privacy
Property grounds
Azure Wish Villa - Beachside Bliss on Virgin Gorda
10.0 out of 10, Exceptional, (4)
"Azure wish is a beautiful property, with an amazing view, and Mindy is exceptional at taking care of anything you need (recommendations, reservations, etc). We loved this visit as much as our first and can’t wait to come back again."
Azure Wish Villa - Beachside Bliss on Virgin Gorda
Pool
Serendipity with Private Dock Slip
10.0 out of 10, Exceptional, (1)
Serendipity with Private Dock Slip
Pool
Euphoria sits above Clarke Rock in Leverick Bay, with views of the North Sound and the surrounding islands.
10.0 out of 10, Exceptional, (1)
"The property manager and owners were great. A pleasure to deal with. I highly recommend a stay here."
Euphoria sits above Clarke Rock in Leverick Bay, with views of the North Sound and the surrounding islands.
A heated pool
Top of the Hill View
10.0 out of 10, Exceptional, (1)
"Letica was so helpful and attentive. Staying at the Villa Tamar was a special treat. We can’t wait to go back!"
Top of the Hill View
On the beach, sun loungers, beach towels
New Construction Oceanfront Home/Pool Private Walk To Beach
9.8 out of 10, Exceptional, (15)
"We loved Drake’s View … that view! We loved the home, the pool, the grounds and that fabulous beach! Mindy was fabulous and took great care of us! A true gem!"
New Construction Oceanfront Home/Pool Private Walk To Beach
On the beach, white sand, sun loungers, beach umbrellas
Mango Bay Resort
3.5 star property
9.4 out of 10, Exceptional, (54)
"Nala was awesome, very helpful and responsive, and advised me on a good restaurant when I arrived. Beautiful beach and great location... Great Sunset!!!! Only comments: It be good to have a Restaurant there, and a Gym room. Also, better coffee in the room."
Mango Bay Resort
Outdoor pool
Nail Bay Resort
3.5 star property
9.2 out of 10, Wonderful, (14)
"Even before we checked in, Kasha had helped us rent a Jeep and answered tons of questions for us. We stayed at the Island Oasis and it was such a relaxing place to return to each evening. All the staff, including those at the Sugarcane restaurant and front office always greeted us with a smile and were extremely professional. Anything we needed during our stay, they were only a phone call away and resolved issues quickly. The view from our balcony was breathtaking and the pool/jacuzzi was...
Nail Bay Resort
Property entrance
Gordian Terrace
3.0 star property
8.6 out of 10, Excellent, (35)
"Nice personal attention. Owner was extremely attentive bringing us home made pastries and continously looking out for us. Great views from the balacony. "
Gordian Terrace
Property grounds
Sea Views Abound, Scenic View House
8.0 out of 10, Very Good, (1)
"Letica was very nice and helpful, the house was clean and had everything we needed. Great location , close to Leverick Bay, Gun Creek ferry station. Just minutes away from the amazing snorkeling of Savannah bay. Amazing view."
Sea Views Abound, Scenic View House
Beach nearby, white sand, beach towels
Four Diamonds Park Villas
3.5 star property
Four Diamonds Park Villas
Front of property - evening/night
Sea Grape Villas
3.5 star property
Sea Grape Villas
Pool
La Vida, Nail Bay, Beachfront
La Vida, Nail Bay, Beachfront
Property grounds
Sea Breeze is perfect for couples, especially those on honeymoon or for relaxing getaways.
Sea Breeze is perfect for couples, especially those on honeymoon or for relaxing getaways.
Outdoor spa tub
Coconut Grove Villa
Coconut Grove Villa
Don't see what you're looking for?
See all available properties in The Settlement
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 The Settlement you may be interested in

Front of property
Saba Rock Resort
3.5 star property
9.8 out of 10, Exceptional, (16)
"Excelllent property! Food is delicious."
The price is $682
$825 total
includes taxes & fees
May 19 - May 20
Saba Rock Resort
Deluxe Condo | Beach/ocean view
Leverick Bay Resort and Marina
3.0 star property
9.0 out of 10, Wonderful, (23)
"We had a wonderful stay. The staff were very friendly. We liked having dinning options. And being next to the Marina was a nice touch. We enjoyed watching the boats come and go. I would definitely recommend this property. "
Leverick Bay Resort and Marina
Beach nearby, white sand, beach towels
Four Diamonds Park Villas
3.5 star property
Four Diamonds Park Villas
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.

Everything you need to know about The Settlement 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 The Settlement 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 The Settlement vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

The Settlement vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in The Settlement. 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 The Settlement 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 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 The Settlement rentals

At Expedia, we put the best The Settlement 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 The Settlement 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 The Settlement 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 The Settlement. 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

Can I find a vacation rental in The Settlement?

Yes, we give you a choice of vacation rentals near top attractions in The Settlement, or you can go with a secluded option if you want a relaxing place to stay. The Settlement is known for its beaches and seafood restaurants.

What's the top vacation rental that The Settlement has to offer?

New Construction Oceanfront Home/Pool Private Walk To Beach: This vacation home rental near The Settlement 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 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a spa tub so you can immerse yourself in your vacation.

What’s there to see and do in The Settlement?

Loblolly Bay Beach and Loblolly Bay are a couple of lovely local spots to get outside and enjoy nature. Necker Island and Oil Nut Bay Beach are a couple of places you'll find in the larger area.

What’s a vacation rental in The Settlement like?

A vacation rental is a private property you can stay in for a long or short time in The Settlement. Vacation rentals offer amenities like WiFi and washers and dryers so your stay will be comfortable. If you're concerned about a sanitized environment, a vacation rental can provide a sense of security away from shared hotel elevators and bustling concierge desks while still allowing you to travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental an attractive option for a small group gathering.

Recent reviews of The Settlement properties
Expedia verified reviews

Leverick Bay Resort and Marina

Leverick Bay Resort and Marina

5/5 Excellent
"We had a wonderful stay. The staff were very friendly. We liked having dinning options. And being next to the Marina was a nice touch. We enjoyed watching the boats come and go. I would definitely recommend this property. "
A verified traveler stayed at Leverick Bay Resort and Marina
Posted 10 days ago
Leverick Bay Resort and Marina