The Settlement Holiday Rentals

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Holiday Rentals in The Settlement

Four Diamonds Park Villas
3.5 star property
Four Diamonds Park Villas
Sea Grape Villas
3.5 star property
Sea Grape Villas
Gordian Terrace
3.0 star property
8.8 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
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
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
New Construction Oceanfront Home/Pool Private Walk To Beach
9.8 out of 10, Exceptional, (18)
"Everything was top notch…it all starts with our host Mindy!!! She greeted us at the marina upon our arrival. She did our shopping for us…pre arrival and was very close by so that she could attend to any of our request. The house was perfect for our group. The beach, the pool the view were all amazing. We would go back in a heartbeat. Thank you Mindy & Drakes View. "
New Construction Oceanfront Home/Pool Private Walk To Beach
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
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
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
Villa Sol Mate
Villa Sol Mate
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
Sea Palms Luxury 4 bedroom Villa
3.5 star property
Sea Palms Luxury 4 bedroom Villa
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
3.5 star property
Four Diamonds Park Villas
Sea Grape Villas
3.5 star property
Sea Grape Villas
Saba Rock Resort
3.5 star property
9.8 out of 10, Exceptional, (24)
"No pool, but you are literally over the water. Excellent amenities."
The price is AU$912
includes taxes & fees
4 Dec - 5 Dec
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.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

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. Oil Nut Bay Beach and Bitter End Gardens 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.