Holiday rentals in The Settlement

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Popular amenities for The Settlement holiday rentals

Other great holiday rentals in The Settlement

Top guest favourite
Cottage in Hansen Bay
5 out of 5 average rating, 77 reviews

Milk Moon Cottage

ElenaRating, 5 stars1 week ago
This place is a gem! So peaceful and private. The views are spectacular, if you want a more quiet and relaxed area this is it. Plenty of beaches nearby under 10 min and great food options about 18 min away. We really enjoyed our stay and couldn’t have asked for a better host and home ☺️
Top guest favourite
Home in Long Bay
5 out of 5 average rating, 12 reviews

Long Bay Murry House, ocean views and breezes

CodyRating, 5 stars2 months ago
Beautiful villa located in beautiful location. perfect for our group to have their own private space. Jon and JB were great with communication!
Guest favourite
Home in Saint John
5 out of 5 average rating, 88 reviews

Stone Cottage with a pool and gorgeous view

SandyRating, 5 stars2 weeks ago
As other reviews noted, the drive up was intimidating at first, so a jeep is a must. Kim met us in Coral Bay and we followed her up, but once we went up and down it was easy. The view of the sunrise is incredible, and it's remote enough that we didn't see another person the whole time we were there. Skinny Legs is at the bottom of the hill and we went there multiple times, Lime Out is nearby and is also a must. Most beaches are about a 15-20 minute drive; Kim had several recommendations. We'll very likely be back within the next year or so.
Apartment in East End Tortola
4.81 out of 5 average rating, 178 reviews

GreenLeafOasis #1 | Turquoise Ocean Views

PaulRating, 5 stars1 month ago
This condo is right on a beautiful Caribbean beach. The water is calm and easy to play in. The pool space was also very nice as was the hotel restaurant. The condo, while small, was clean when we arrived and ready for our 2 night stay. The grounds of this hotel (Wyndham) are a little rustic and tired BUT the beach, pool, restaurant and view more than made up for that.
Guest favourite
Flat in Road Town
4.88 out of 5 average rating, 25 reviews

The Cozy Loft

MilindaRating, 5 stars3 days ago
The Cozy Loft was exactly as described and close to everything. There was a water issue on the island when I first arrived but got quickly resolved later that day. Calisa was very accommodating and easy to reach at all times! Loved it all and would definitely recommend for a solo or couples trip!
Tiny home in Anegada
4.5 out of 5 average rating, 6 reviews

Cow Wreck Beach Villa

JiamieRating, 5 stars3 months ago
Thank you for providing such a lovely place to stay on the ever beautiful Anegada! The rainbows passing by the gate every few days - sometimes multiple rainbows in a day- was an extra super bonus!
Guest favourite
Flat in Virgin Gorda
4.94 out of 5 average rating, 66 reviews

Bayview Vacation Apartments - One Bedroom

PaulRating, 5 stars3 weeks ago
I had a great stay here, the place was immaculate and very spacious. it was a 3 minute walk from the ferry (but far enough away, as you wouldn't know you was that close) which was perfect as I was coming from Tortola airport. I walked to Cocomaya restaurant (fantastic) 20 min walk or 4 mins in a cab. there is a handy little convenience store next door to get your water and snacks. Also it has a restaurant next door which does a fabulous breakfast Burrito I added jalapeño to mine, the iced coffee was great and staff friendly. I wish I had time to try their dinner menu..
Guest favourite
Flat in Road Town
4.89 out of 5 average rating, 38 reviews

Breezy, Beautiful Waterfront Apt

RonRating, 5 stars1 month ago
We were in Road Town for a couple days of business. Really clean place, close to ferry, close to town. Quiet location, nice balcony view of water. Clean. Host was very helpful. Nice place overall.

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