The Settlement Holidays from £1,658

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Your The Settlement Holiday

When you choose a The Settlement holiday package, you can really enjoy your adventure to the fullest. Uncover the best parts of this fascinating city knowing that all your travel needs have been looked after before you go. Make sure to do some sightseeing during your trip to The Settlement. Loblolly Bay Beach and Loblolly Bay are some of the major places to check out. That dream The Settlement holiday is just clicks away. Search accommodation, flights and more on Expedia for a trip that's tailored to suit your travel style.

Top The Settlement Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Cane Garden Bay Beach Hotel

Cane Garden Bay Beach Hotel

3.5 out of 5
per person
6 Sept - 12 Sept
found 1 day ago
Return direct flight included
London (LHR) to Tortola (EIS)
9.8/10 Exceptional! (128 reviews)
Cane Garden Bay Beach Hotel - Our stay, 2 adults, 2 kids, was amazing. We stayed in the 1 bed suit with queen sized sofa bed. The room was large at 880 sq. feet. The kitchenette was really useful. It is directly across the street from one of the best beaches on the island, if not the best. Free lounge chairs and umbrellas are provided. There is a beach bar/restaurant and a small shop where you can rent pool noodles and inflatables, ice cream, snacks. A short 2-3 min walk down the street and you're at Bobby's market. Their prices were surprisingly reasonable, we bought food to make lunch, which saved a bit of money. The staff at Cane Garden Bay Beach Hotel is top notch. I wish I had known how expensive cab rides are prior to arriving. Renting a car is definitely the way to go, if you are ok with driving on narrow, steep mountain roads. The taxi ride from the airport to the hotel was 90 on the way in, 100 on the way out (different taxi drivers). A ride to Road Town is 12 a person, with tip came out to 60 each way. The last two days we rented a Kia Soul for 60 a day.

Reviewed on 15 Jul 2025

Coconut Tree Villa

Coconut Tree Villa

3.5 out of 5
per person
6 Sept - 12 Sept
found 1 day ago
Return direct flight included
London (LHR) to Tortola (EIS)
8.6/10 Excellent! (36 reviews)
A Mixed Stay at Coconut Tree Villa Our recent stay at Coconut Tree Villa offered some enjoyable aspects, but it also had significant shortcomings that impacted our overall experience. While we appreciate the villa's potential, it felt more akin to a "poor college student's style" accommodation rather than a well-maintained vacation rental. The most notable issues were the broken couches indoors, which made relaxing comfortably quite difficult. Additionally, the outdoor furniture lacked cushions, which really detracted from our ability to enjoy the outdoor spaces and made them less inviting. With some much-needed updates and attention to comfort, Coconut Tree Villa could truly shine. However, as it stands, these issues prevented our stay from being as comfortable and enjoyable as we had hoped.

Reviewed on 2 Jul 2025

Scrub Island Resort, Spa & Marina

Scrub Island Resort, Spa & Marina

5 out of 5
per person
6 Sept - 12 Sept
found 1 day ago
Return direct flight included
London (LHR) to Tortola (EIS)
9/10 Wonderful! (165 reviews)
Staff needs help!!! Horrible service and regards for guest!

Reviewed on 2 Jul 2025

MyALL Tortola

MyALL Tortola

4 out of 5
per person
6 Sept - 12 Sept
found 1 day ago
Return direct flight included
London (LHR) to Tortola (EIS)
No reviews
M&M Cooper Bay - The Cooper Bay Villas

M&M Cooper Bay - The Cooper Bay Villas

4 out of 5
per person
6 Sept - 12 Sept
found 1 day ago
Return direct flight included
London (LHR) to Tortola (EIS)
No reviews

The Settlement Beach Holiday

Get prepared to live out those beachy daydreams on your The Settlement holiday. Go on a leisurely walk, soak up the gorgeous coastal vistas and collect unique seashells during your trip to The Settlement. Just 1 mile from the centre of town, Loblolly Bay Beach is the place to be for many travellers. Have a look through our The Settlement holiday deals and watch your travel budget stretch further!

Things You Should Know About The Settlement

  • If your idea of the perfect holiday includes staying within walking distance of the shoreline, the scent of salty air drifting through your window and crashing waves lulling you to sleep, browse our The Settlement beach hotels.
  • Another style of place to stay is villas. Check out Sea Grape Villas and Four Diamonds Park Villas and compare the prices and amenities.

The Settlement Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Terrance B. Lettsome Intl. Airport (EIS)
Max Temp Winter
27ºC
Max Temp Summer
29ºC
Top Sights
Loblolly Bay Beach and Loblolly Bay

Top hotels in The Settlement

Sea Grape Villas

Sea Grape Villas

3.5 out of 5
The Settlement, The Settlement, Anegada Island
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Sea Grape Villas
Four Diamonds Park Villas

Four Diamonds Park Villas

3.5 out of 5
Anegada, The Settlement, Anegada
Get rates
Four Diamonds Park Villas
Saba Rock Resort

Saba Rock Resort

3.5 out of 5
North Sound, Saba Rock
Fully refundableReserve now, pay when you stay
9.6/10 Exceptional! (40 reviews)
Saba Rock Resort was so beautiful and Relaxing
"Our experience at Saba Rock Resort was over the top and more than what we expected. Staff was awesome and everyone was welcoming."

Reviewed on 25 Jun 2025

Get rates
Saba Rock Resort
See all 76 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.

All Inclusive Holidays

All Inclusive Holidays

Beach Holidays

Beach Holidays

Family Friendly Holidays

Family Friendly Holidays

Popular places to visit

Loblolly Bay Beach

Why not spend a care-free afternoon at Loblolly Bay Beach during your travels in The Settlement? While you're in the area, stroll along the seaside.

Loblolly Bay Beach

Frequently asked questions

Why should I book my The Settlement holiday with Expedia?
Choose Expedia to plan your next adventure with ease, all in one convenient place. Our insider tip for landing a terrific deal on a The Settlement getaway? Bundle your flights, accommodation and/or hire car into a package holiday. Then add some awesome tours and activities. Most bookings also come with flexible cancellation policies, so there's no need to stress if you have to change plans. Round-the-clock assistance with making tweaks to your trip is on-hand via our Customer Service Portal link.
When is the best time of year to holiday in The Settlement?
The Settlement is busy in March, April and August, so if you want to steer clear of the crowds, travel in January, May and September. Organise your visit to The Settlement according to what style of holiday you're looking for. January is the coolest month, when daytime temperatures average 25ºC. In August, the warmest month, you can expect temperatures of around 28ºC during the day.
What is the top hotel for my holiday in The Settlement?
Kick back and relax in The Settlement by choosing Scrub Island Resort, Spa & Marina as your gateway to adventure and exploration.
How do I get a cheap holiday to The Settlement?
Combining your hotel and flight with Expedia won't just save you time — it'll save you pounds too. A The Settlement holiday makes it a breeze to put together your perfect trip. With more than 400 airlines throughout the world to choose from, finding convenient flights that suit your schedule won't be a challenge. Not only that, we've got over 321,000 hotel options globally to select from. Now that's what we call choice. Whatever your budget, Expedia puts the world within your reach. Learn more about how you can save money on your next holiday when you bundle your flight and hotel bookings with Expedia.
What should I do on my The Settlement holiday?
Seeing the sights is a must for any holiday in The Settlement. Two well-known attractions are Loblolly Bay Beach and Loblolly Bay. If you want to see more, stop by a few of the other notable sights in this destination.
Do I need a visa for my The Settlement holiday?
Look up the latest rules on official government websites. Your nationality and whether you're visiting for leisure, business or study will determine if you'll need a visa for The Settlement. Get familiar with the application process, including any required documentation, turnaround times and fees. Start your application well in advance to allow sufficient processing time. Some visas can take weeks or even months to go through, depending on the country.
What should I wear on my The Settlement holiday?
Think about the activities planned during your trip to The Settlement and choose versatile pieces that can be mixed and matched. For fashion inspiration or information on any dress codes, browse a few style blogs or relevant social media accounts.
What does an Expedia The Settlement holiday include?
With Expedia, you can select a combination of flights, hotels and car hires to build your perfect The Settlement travel package. Once you've made your booking, simply add on the fun things like activities and tours. Don't forget, the more you bundle, the more you stand to save! Check for any available villas in The Settlement as they are the most in-demand property type here. You can also explore other great options on Expedia and tailor a one-of-a-kind travel experience.
Does Expedia offer Book Now, Pay Later The Settlement holidays?
Yes, we do. Expedia has joined forces with online lender Klarna to help you conveniently pay for your trip in instalments. Simply select the payment plan that suits best during checkout and take away the stress of budgeting for your next trip. Don't forget to bundle your accommodation, car hire and flights with Expedia to get the biggest bang for your buck. Check out our flexible payment options below:

  • Pay monthly holidays: If paying in multiple transactions is something that would work for you, Klarna can help. Paying in easy monthly instalments will make your holiday dreams possible.
  • No-deposit holidays: Hitting the "book now" button is easier with this payment plan. With no upfront fee for your holiday, you can Book Now, Pay Later and start packing your suitcase.

Can I choose my airline with a The Settlement Expedia holiday?
Yes — and it's easy too. Expedia has access to more than 400 partner airlines around the world. Our holiday packages give you the freedom to take your pick of available flights, hotels and activities that suit you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.