Vacation rentals in Handsome Bay

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Top-rated vacation rentals in Handsome Bay

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Guest favorite

Villa in St. John, U.S. Virgin Islands

5.0 out of 5 average rating, 125 reviews

Coral Bay Penthouse Gorgeous Tropical Island Views

Picturesque TRADEWINDS TERRACE is a penthouse sitting directly above Coral Bay's restaurants, bars, shops, and grocery/convenience stores. This uniquely designed round villa sits in a tropical setting on a hillside overlooking water and islands, providing a panoramic view for miles around. Conveniently located on a fully paved road (Rt. 108) immediately accessible to the main road (Rt. 10/Centerline) leading to St John island’s beaches & Virgin Islands National Park. EASY & free parking on site.

Feb 7 – 14

R7,314 ZAR per night

Guest favorite

Cottage in Central, U.S. Virgin Islands

4.99 out of 5 average rating, 132 reviews

Caribbean Style Cottage

The 500sq. Tortuga Cottage is located in Fish Bay, St. John in the US Virgin Islands. The property is privately owned and adjacent to the National Park. This charming cottage places you within a 5 minute walk to Reef Bay beach and gives you access to many of St. John's greatest hiking trails. By car, we are 3 miles from town (Cruz Bay), where you will find all of your necessities. This is the ideal cottage for a couple or two friends. We have a full kitchen, a king Casper mattress, and much more

Mar 2 – 9

R6,054 ZAR per night

Guest favorite

Home in VG, British Virgin Islands

4.84 out of 5 average rating, 61 reviews

Sunset Watch-Affordable luxury on a beachfront lot

A whimsical tropical mural hand painted by a local artist on the front wall welcomes you to Sunset Watch at Nail Bay. Incredible sunsets. Central air-conditioning. High speed fibre optic internet with 150 +/- tv channels. New modern gourmet kitchen. Large sundeck near a sparkling turquoise pool. Snorkeling equipment available. Complimentary access to Nail Bay Sports Club with a/c gym.Please note that Sunset Watch and 1 Paradise Lane share a pool when both villas are occupied. .

Jun 20 – 27

R7,834 ZAR per night

Guest favorite

Guesthouse in Coral Bay, U.S. Virgin Islands

4.96 out of 5 average rating, 140 reviews

Ocean Blue Cottage

Update: New mattress as of Fall 2022! Ocean Blue Cottage located in Upper Carolina, 400' above sea level, overlooking Coral Bay harbor, Bordeaux Mt, Carolina valley and a peek of the Caribbean Sea. 23 steps down from the road, it has a bedroom 9'x12', dining/kitchen area 6'x10', bathroom 3'x10', private outdoor shower 4'x5', deck 8'x4' with grill, furniture, umbrella. Pricing is $150 night. There’s also an $90 cleaning fee per reservation. 5 min drive to restaurants, 10 min to beaches.

Jul 28 – Aug 4

R3,316 ZAR per night

Guest favorite

Apartment in Virgin Gorda, British Virgin Islands

4.94 out of 5 average rating, 54 reviews

Bayview Vacation Apartments - One Bedroom

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

Feb 18 – 25

R5,290 ZAR per night

Guest favorite

Villa in Virgin Gorda, British Virgin Islands

4.97 out of 5 average rating, 78 reviews

Seascape Guest House, Leverick Bay, Virgin Gorda

Seascape Guest House is an exquisitely designed one bedroom villa on Virgin Gorda in the British Virgin Islands. Just completed, the spacious 650 SF villa is sustainably designed and features an open plan kitchen and living area with master bedroom and ensuite bathroom. The screened in patio and roof deck provide additional outdoor space to relax and take in the stunning ocean views. A short walk from all the amenities of Leverick Bay Resort, Seascape is a one of a kind BVI retreat.

Dec 9 – 16

R8,390 ZAR per night

Guest favorite

Cottage in Hansen Bay, U.S. Virgin Islands

5.0 out of 5 average rating, 58 reviews

Milk Moon Cottage

Situated on the quiet and serene East End of St. John, Milk Moon Cottage is a private oasis overlooking the British Virgin Islands. The cottage features striking views, convenience to East End beaches, and plenty of amenities to make guests feel right at home. *** KEY FEATURES *** -Two bedroom, two bathroom home with air-conditioning throughout -Full-sized kitchen -Completely private pool -WiFi -Beach chairs, beach cooler with ice packs, & beach towels all provided

Mar 29 – Apr 5

R12,376 ZAR per night

Guest favorite

Apartment in Coral Bay, U.S. Virgin Islands

4.99 out of 5 average rating, 133 reviews

5*****AFFORDABLE LUXURY STUDIOW/ JEEP RENTAL AVAIL

5 ★★★★★ LUXURY AT AN AFFORDABLE PRICE In Coral Bay- the quiet side of St. John. Deluxe private entry studio w/ A/C, king size bed & kitchenette. 5 minute walk to restaurants, grocery stores, shopping. 220 degree view of the Bay from your covered deck -100 ft. above the Bay. Paved road & driveway. 4WD, Auto., Jeep Wrangler & Liberty for rent. Reserved beach space -East End (15-18 m. Dr.) Room Service Menu Avail. Race, religion, & LGBTQ friendly.

Sep 18 – 25

R2,992 ZAR per night

Guest favorite

Apartment in Cruz Bay, U.S. Virgin Islands

5.0 out of 5 average rating, 100 reviews

Sieben Apartment * Pool* next to Hiking trails

Spacious Luxury 2 Bedroom, 2 bathroom apartment with fully equipped kitchen and washer/dryer. Both rooms have memory foam mattresses from Loom & Leaf. The master bedroom has 1 King bed with private bathroom, and the second bedroom can be set up as 2 Twin beds or 1 King bed. 10 min drive from Cruzbay, Restaurants and grocery Stores. Shared brand new Pool (4ft deep) with two other apartments. Shared BBQ by the Pool.

Oct 11 – 18

R6,618 ZAR per night

Guest favorite

Hut in Tortola, British Virgin Islands

4.94 out of 5 average rating, 134 reviews

Tiny Cozy Shack 8 minutes from Beef Island airport

Located in a breezy valley on the East End of Tortola overlooking Beef Island & Virgin Gorda. Nestled among boulders where you can enjoy the sun rise. Simple tiny room (8’x10’) with full size bed has a private bathroom + outdoor shower, no hot water.. Outdoor kitchenette with mini fridge, stove, kettle, toaster. Electricity, solar lights and WiFi available.

Dec 17 – 24

R1,983 ZAR per night

Guest favorite

Villa in Nail Bay, British Virgin Islands

5.0 out of 5 average rating, 7 reviews

Boulder Crest, Pool, March 20th to 26th $700pn

Welcome to Boulder Crest Villa. Located amidst large island boulders, this private Virgin Gorda villa offers discerning travelers a paradisiacal setting for their next island retreat. Located 70 feet above the sea, the oasis sits just ten minutes away by foot is the pristine beach, and is augmented by a serene island landscape.

May 11 – 18

R14,218 ZAR per night

Guest favorite

Home in Tortola, British Virgin Islands

4.93 out of 5 average rating, 121 reviews

Private One Bedroom Villa, HotTub, Amazing Views

Nestled on top of Cooten Bay in Tortola, British Virgin Islands, Cooten House has amazing views that will take your breath away. Whether you are looking for a romantic getaway, a place to relax and soak up the sun or all of that plus close proximity to great surfing spots, Cooten House will exceed your expectations.

Sep 14 – 21

R5,258 ZAR per night