The Settlement Holiday Rentals

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Holiday Rentals in The Settlement

Our top choices for The Settlement holiday rentals

Saba Rock Resort

3.5 star property
9.8 out of 10, Exceptional, (44)
"The views were amazing! Our room was incredible :) And the staff were professional and very friendly. Would highly recommend Saba Rock!"
Saba Rock Resort

Cane Garden Bay Beach Hotel

3.5 star property
9.8 out of 10, Exceptional, (152)
"Friendly and happy Staff, clean, awesome location and beautiful hotel. "
The price is AU$481
includes taxes & fees
10 Oct - 11 Oct
Cane Garden Bay Beach Hotel

Sebastian's on the Beach

3.0 star property
8.6 out of 10, Excellent, (834)
"Friendly staff great room beautiful views"
The price is AU$136
includes taxes & fees
25 Sept - 26 Sept
Sebastian's on the Beach

Scrub Island Resort, Spa & Marina

5.0 star property
9.0 out of 10, Wonderful, (172)
"Very nice accommodations! Great rooms, service and location! "
The price is AU$845
includes taxes & fees
17 Oct - 18 Oct
Scrub Island Resort, Spa & Marina

Long Bay Beach Resort

4.5 star property
9.4 out of 10, Exceptional, (166)
"Nice room. Great pool. Beach beautiful but not really good for swimming. "
The price is AU$922
includes taxes & fees
1 Oct - 2 Oct
Long Bay Beach Resort

Village Cay Hotel and Marina

3.5 star property
8.2 out of 10, Very good, (774)
"nice place"
Village Cay Hotel and Marina

Nanny Cay Resort and Marina

3.0 star property
8.0 out of 10, Very good, (5)
"An OK place to stay, a little dated. Online photos make it look a lot better than reality. Staff were helpful and friendly. I visited during off season which might be a factor."
The price is AU$262
includes taxes & fees
19 Sept - 20 Sept
Nanny Cay Resort and Marina

Wyndham Tortola BVI Lambert Beach Resort

4.5 star property
8.8 out of 10, Excellent, (595)
"Beautiful property with great views to the beach and to the pool as well. "
The price is AU$369
includes taxes & fees
10 Oct - 11 Oct
Wyndham Tortola BVI Lambert Beach Resort

Rosewood Little Dix Bay

5.0 star property
9.2 out of 10, Wonderful, (92)
"Wonderful 4 night stay"
The price is AU$1,506
includes taxes & fees
17 Oct - 18 Oct
Rosewood Little Dix Bay

The Aerial, BVI

4.0 star property
9.6 out of 10, Exceptional, (4)
"I stay at a lot of 5 star resorts when vacationing, but the owners of this resort have taken luxury to another level. The quality of service is second to none I have experienced, the food is Michelin star quality and the rooms and decor is impressive. The owners have done an amazing job at operating this resort. Truly if I could rate higher than 5 stars I would. This resort is now my go to destination! Thank you for a wonderful time. "
The price is AU$1,792
includes taxes & fees
17 Sept - 18 Sept
The Aerial, BVI

Maria's By the Sea Hotel

3.5 star property
8.8 out of 10, Excellent, (910)
"The property was nice and quiet and all the staff were very pleasant and welcoming. "
The price is AU$357
includes taxes & fees
27 Sept - 28 Sept
Maria's By the Sea Hotel

The Heritage Inn

3.0 star property
9.2 out of 10, Wonderful, (257)
"Great for someone who looking for quiet and relaxation."
The price is AU$265
includes taxes & fees
19 Sept - 20 Sept
The Heritage Inn

Sugar Mill hotel

4.0 star property
9.8 out of 10, Exceptional, (46)
"The owners , who are a married couple, provide a wonderful welcome when you arrive "
The price is AU$619
includes taxes & fees
1 Oct - 2 Oct
Sugar Mill hotel

Leverick Bay Resort and Marina

3.0 star property
8.8 out of 10, Excellent, (32)
"It was great, clean, staff very nice"
Leverick Bay Resort and Marina

Peter Island Resort

4.5 star property
8.8 out of 10, Excellent, (34)
"In July our family of six had the opportunity to vacation in the Crows Nest Villa at Peter Island. The Hospitality and kindness we received was truly World Class. The breathtaking views from each room of our home seemed to be out of a movie. Special high marks to Aaron our Villa Manager who made sure everything was perfect and also to Sampson our Butler who never stopped smiling and Katie our personal Chef. None of us had experienced anything like this before, every meal was a...
Peter Island Resort

Oil Nut Bay

4.0 star property
10.0 out of 10, Exceptional, (1)
"Great staff, wonderful place to get away from it all. "
Oil Nut Bay

Fort Burt Hotel

3.5 star property
6.6 out of 10, (367)
"Friendly staff, and hotel was very accessible to the town areas. Will stay again."
Fort Burt Hotel

Coconut Tree Villa

3.5 star property
8.6 out of 10, Excellent, (37)
"The villa was beautiful and Alberto the host was fantastic. I would definitely recommend staying here, amd I would absolutely stay here again."
The price is AU$668
includes taxes & fees
19 Sept - 20 Sept
Coconut Tree Villa

Bitter End Yacht Club

3.5 star property
9.0 out of 10, Wonderful, (46)
"It was great. "
Bitter End Yacht Club

Sea View Hotel

3.0 star property
7.2 out of 10, Good, (177)
"Great accommodations, beautiful views."
The price is AU$345
includes taxes & fees
17 Sept - 18 Sept
Sea View Hotel
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 The Settlement Hotel Reviews

Find out more about The Settlement

Find out more about The Settlement

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.