The Settlement Holiday Rentals

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Holiday Rentals in The Settlement

Four Diamonds Park Villas
Beach nearby, white sand, beach towels
Four Diamonds Park Villas
3.5 star property
Four Diamonds Park Villas
Sea Grape Villas
Front of property - evening/night
Sea Grape Villas
3.5 star property
Sea Grape Villas
New Construction Oceanfront Home/Pool Private Walk To Beach
On the beach, sun-loungers, beach towels
New Construction Oceanfront Home/Pool Private Walk To Beach
9.8 out of 10, Exceptional, (17)
"Mindy was welcoming and made us feel at home. The view was ridiculously nice. The island has many sandy beaches with crystal clear places to swim including our own private beach that took about a minute to walk to. The house had what we needed including a nice clean pool and Mindy was always available for advice/assistance."
New Construction Oceanfront Home/Pool Private Walk To Beach
Gordian Terrace
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
Mango Bay Resort
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
VERY Private, Spectacular, Waterfront Location
Pool
VERY Private, Spectacular, Waterfront Location
10.0 out of 10, Exceptional, (60)
"Family of 6 had plenty of room to spread out! The home sits above a beautiful cove, with some construction of a tennis court underway. The cove is very pretty, appears to be shallow water, but with the weather there was quite a bit of debris. The cows enjoy the beach every morning during their grazing time. Humorous to see! The beds were very comfortable, with house management cleaning mid-week, linens were always fresh. AC units worked very well during a very hot spell. Air circulation was...
VERY Private, Spectacular, Waterfront Location
A stunning two-bedroom villa overlooking Leverick Bay
Interior
A stunning two-bedroom villa overlooking Leverick Bay
10.0 out of 10, Exceptional, (3)
"This hillside home in Leverick Bay had it all. Very well appointed. Outstanding views watching all the ship activity in the bay. Best restaurant on the island just down the hill from there along with a nice small grocery. All the water activities right there. The Staff was absolutely amazing 5 Star"
A stunning two-bedroom villa overlooking Leverick Bay
Sea Views Abound, Scenic View House
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
Virgin Gorda Villa Rentals
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
Luxury Villa With Fantastic Views Steeped In Privacy
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
Azure Wish Villa - Beachside Bliss on Virgin Gorda
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
Serendipity with Private Dock Slip
Pool
Serendipity with Private Dock Slip
10.0 out of 10, Exceptional, (3)
"This house is wonderful! You won't regret your stay."
Serendipity with Private Dock Slip
Euphoria sits above Clarke Rock in Leverick Bay, with views of the North Sound and the surrounding islands.
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.
Water Edge Villa with Private Dock Slip
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
La Vida, Nail Bay, Beachfront
Pool
La Vida, Nail Bay, Beachfront
La Vida, Nail Bay, Beachfront
Top of the Hill View
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
Sea Breeze is perfect for couples, especially those on honeymoon or for relaxing getaways.
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.
Coconut Grove Villa
Outdoor spa tub
Coconut Grove Villa
Coconut Grove Villa
Villa Sol Mate
Interior
Villa Sol Mate
Villa Sol Mate
Villa del Sole overlooking Mahoe Bay
Dining
Villa del Sole overlooking Mahoe Bay
Villa del Sole overlooking Mahoe Bay
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.
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Other types of properties in The Settlement you may be interested in

Four Diamonds Park Villas
Beach nearby, white sand, beach towels
Four Diamonds Park Villas
3.5 star property
Four Diamonds Park Villas
Sea Grape Villas
Front of property - evening/night
Sea Grape Villas
3.5 star property
Sea Grape Villas
Saba Rock Resort
Front of property
Saba Rock Resort
3.5 star property
9.8 out of 10, Exceptional, (23)
"No pool, but you are literally over the water. Excellent amenities."
Saba Rock Resort
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 holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the The Settlement holiday rental for you. At Expedia, you can take your pick from private holiday 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 The Settlement holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

The Settlement holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A The Settlement holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of The Settlement holiday rentals we have selected for you start as low as per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on The Settlement rentals

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

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 holiday rental in The Settlement?

Yes, there are holiday rentals close to the most popular sights in The Settlement, or you can select a more secluded option if you're looking for a relaxing stay. The Settlement is known for its beaches and seafood restaurants.

What are some of the best holiday rentals that The Settlement has to offer?

New Construction Oceanfront Home/Pool Private Walk To Beach: This holiday home rental outside of The Settlement 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 4 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.

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 wider area.

What’s a holiday rental in The Settlement like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in The Settlement. Holiday rentals feature amenities like kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, a holiday rental can provide a sense of security away from shared hotel lifts and bustling concierge desks while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental a great choice for family trips or small group gatherings.

Recent reviews of The Settlement properties
Expedia verified reviews

New Construction Oceanfront Home/Pool Private Walk To Beach

New Construction Oceanfront Home/Pool Private Walk To Beach

5/5 Excellent
Great house and stunning view
"Mindy was welcoming and made us feel at home. The view was ridiculously nice. The island has many sandy beaches with crystal clear places to swim including our own private beach that took about a minute to walk to. The house had what we needed including a nice clean pool and Mindy was always available for advice/assistance."
A verified traveller stayed at New Construction Oceanfront Home/Pool Private Walk To Beach
Posted 2 weeks ago
New Construction Oceanfront Home/Pool Private Walk To Beach