Holiday rentals in The Settlement

Gorgeous 4 bed villa with pool and amazing views

'Twin Oceans on Spyglass' is our beautiful 4 bed/4 bath villa at the West End of Tortola. Standing majestically on the hillside with beautiful views across the ocean to St John on one side and to Jost on the other. We are sure you will love this home, with its cool breezes, gorgeous pool and spacious entertaining areas. Just a few mins drive to Long Bay, Smugglers or any of the pristine deserted beaches on the North shore and just a five mins to the world renowned surf break at Apple Bay.

Cozy Beachview Retreat Studio For Couple | Balcony

This cozy upper floor studio apartment is the perfect size for a couple looking for an idyllic beach vacation. Your accommodations are equipped with a king bed, wi-fi, TV and AC as well as a private bathroom w/ shower. The kitchen includes a cooktop, refrigerator, & microwave as well as an air-fryer. One of the longest and most romantic beaches in the Caribbean is just a 2 minute walk down the hillside. Your expansive balcony provides stunning views of the mesmerizing oceanfront vista.

Newly updated, stunning views, footpath to beach

You will be close to everything when you stay at this centrally-located, stylish getaway. Situated on the hillside of Anderson Pt of Brewer’s Bay, 60ft above the white sandy beaches- you can take a forrest foot trail to the sparkling waters of the caribbean sea within 5 minutes. If you love to explore, you will find the entry to one of the islands national parks within 1 minute from our driveway. Bring the kids as there are netted hammocks below the avocado trees and a wooden playhouse.

Loblolly Beach Cottages: GREEN (1 bedroom/1 bath)

“Green Cottage” Caribbean cottage charm that is unique to Anegada, but now with beautiful modern amenities and a property with lots to do! Location is everything here. Step out of your cottage and into the sand at beautiful Loblolly Bay. We located on one of the most beautiful beaches and coral reefs in the Caribbean (and on most days you will have it all to yourself). Snorkeling, relaxing, walking to get a drink, stargazing, or taking an adventure tour. A private slice of heaven!

Bayview Vacation Apartments - Two bedrooms

Full size apartments hidden between lush tropical gardens. Interior decorated in a fancied Caribbean style. Great location for quick access to let you get involved in all activities around the island but quiet and peaceful. location, location, location- 1 minute walk to Dixies fast food.- 30 seconds walk to Bath and Turtle Restaurant.- 2 minutes walk to ferry terminal.- 4 minutes Drive to ONLY airport (VIJ)- $3 pp taxi to the World Famous Baths.- 2 minutes walk to St.Thomas Bay Beach

1 Paradise Lane-A Modern Tropical Beachfront Oasis

Our street address is indeed 1 Paradise Lane. This centrally air-conditioned 2-BR 2.5 bath villa is situated within a lush tropical garden bordering the private Nail Bay Golf Course & the sea. Our 1,000+/- sq. ft roof top deck with glass railings is perfectly situated to capture the best sunset views and the never-ending boating traffic on the Sir Francis Drake Channel. Please note that Sunset Watch and 1 Paradise Lane share a pool and they can be rented together as a 3 BR villa.

Apple Bay Villa at Seascape

Welcome to Apple Bay Villa at SeaScape Villas. Our 2nd-floor black-themed villa offers luxury living with stunning views of Apple Bay. Features include a queen bed, private balcony, fully-equipped kitchen, comfortable living area, and luxurious bathroom. Guests have access to shared amenities and the villa is near top dining and breakfast spots. High-speed internet and office equipment available. Book your stay today for an unforgettable experience!

Cane Gdn Villa 2 bd 2 bath for 2-6

Beautiful new 2 bdrm villa in Cane Garden Bay, steps to beach, restaurants & taverns. Villa has been totally renovated including split air conditioning in bdrms, fresh new baths kitchen w granite n stainless. Beach chairs. Price based on 2 guests using 1 bedroom, $40 per person per night extra using 2nd bedroom. Comprises upper level right side of house in pic, we have self contained water system and power if needed. WiFi working most of time.

Sand Dollar- overlooking Long Bay Beach

Escape to this tranquil retreat with its stunning panoramic views, spectacular sunsets, gentle breezes, and the lulling sound of the waves. Sand Dollar is nestled in the prestigious private Belmont Estate and boasts views of Long Bay Beach, the Windward Passage, and Jost Van Dyke. It is only a 3-minute walk to Long Bay Beach and a ~16-minute walk (or short drive) to the more sheltered Smuggler’s Cove, among the loveliest beaches in Tortola.