Holiday rentals in The Settlement

Coconut Breeze, Mesmerizing Views, Generator

3 BR, 3.5 Bath villa (2 BR/2.5 BA in Main House plus optional 1 BR/1 BA cottage) located a short drive to Coral Bay with its lively restaurants, bars and grocery stores. Spectacular views over Coral Bay and the British Virgin Islands. All BRs have A/C and are private with their own bath: one upper BR with King bed, double sink bath and large shower; lower queen BR on the pool deck level with private bath and fun outdoor shower; optional 3rd Queen BR in separate guest cottage with extra fee.

Heaven's Gate - Spectacular Panoramic Ocean View

This Mediterranean style, four bedroom luxury villa sits at the top of a mountainside overlooking St. John’s pristine Hurricane Hole, designated a Virgin Islands Coral Reef Monument in 2001. Heaven’s Gate is a serene and very private hilltop vacation villa. Each of the four handsomely furnished bedroom suites includes its own private bath, three with outside showers, and each suite has access to outside terraces. Please review the House Rules prior to booking. Compliance is mandatory.

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.

"Ocean" 1 Bedroom in The Garden of Eden

Experience ocean views, AC-cooled bedroom comfort, solar power and a spacious deck in this new solar-powered cottage. Part of a unique collection, it shares an infinity waterfall plunge pool with another cottage (two more cottages coming in 2025). Enjoy constant breezes, afternoon shade, and magical moonrises from the “Ocean” cottage. Guests have 24/7 on-site concierge service and assistance, with full vacation planning by a Superhost experienced in welcoming first-timers to St. John.

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.

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.

Elegant House in paradise

Sugarloaf house a designers dream, Sugarloaf, offers a romantic setting, situated in a tropical garden location, with a short walk to two of Tortola’s finest white sand beaches. The House offers everything you could need to make a wonderful vacation, alfresco dining, views of the Caribbean Sea, sparkling turquoise pool and flower filled sundeck. You may never want to leave this Caribbean version of heaven!