The Settlement Holiday Rentals

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Holiday Rentals in The Settlement

Sea Grape Villas

3.5 star property
Sea Grape Villas

Four Diamonds Park Villas

3.5 star property
Four Diamonds Park Villas

Mango Bay Resort

3.5 star property
9.4 out of 10, Exceptional, (56)
"Nice property with beautiful beach just steps away from your door. "
Mango Bay Resort

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

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

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
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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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’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.