
Places to stay near Josiah's Bay
Book unique holiday rentals, homes and more on Airbnb
Top-rated holiday rentals near Josiah's Bay
Guests agree: these stays are highly rated for location, cleanliness and more.

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

Couples Retreat w/Panoramic Views
"The view is even better than the pictures". Joy of Life Villa is close to world-class beaches, night-life, wildlife and the good life! Enjoy the trade wind breezes or A/C throughout the villa. Fast WiFi, plus a desk, to work comfortably from home. We are a green villa and fully solar, with plenty of power and no outages, common at other villas. Solid masonry home, Italian tile. Excellent drinking water as rain is UV filtered. Kayaks & paddle boards included at Hansen beach! ALL are welcome.

Sweet Spice: A Nifty Little Cottage. With A Pool!
This very small 1 BR cottage lives BIG with a screened porch, SOLAR POWER, valley views, ac, dishwasher, outdoor fitness, and plunge pool. With a clean modern vibe, Sweet Spice is more laidback getaway than luxury villa. It’s an ideal HQ for 2 active STJ adventurers - but with a few extra amenities! Located off the beaten path on the quiet side of STJ, it feels secluded but is only a 5 minute drive to the shops of Coral Bay. Note: road is rough and requires a 4WD and there are LOTS of stairs.

Windy Hill Sea View
Windy Hill Sea View overlooks the stunning Cane Garden Bay, offering panoramic views of the ocean and neighboring islands. This spacious one-bedroom ocean-view apartment provides a comfortable and welcoming retreat for your stay in the British Virgin Islands. Located on Windy Hill in Tortola, the apartment sits in a quiet, low-traffic neighborhood, perfect for relaxation. Windy Hill Sea View is a non-smoking apartment, ideally suited for couples or solo travelers seeking a peaceful getaway.

BLUE VIEW VILLA - Bluest View - Brand New...
Blue View is brand new construction! A classic soft modern Caribbean architecture set on a full acre with sweeping views from sunrise over Ram Head peninsula to sunset over St. Thomas. It is a very special property sited with the utmost care to capture Leeward breezes with an unobstructed view to St. Croix 40mi away. Find the perfect amount of sun or shade you desire at any time during the day. Blue View is a separate villa located adjacent to our main Villa and 6 minutes to Cruz Bay

Trunk Bay Spring - downstairs self-contained room
Hi! We paused this listing after being badly damaged by Hurricane Irma, and then due to Covid 19, but we're back – repaired and upgraded! The outdoor shower that our guests loved is still there, only now it has hot water. There's also a new kitchen made of hardwood we were able to salvage after Irma. Great news! The beach is still there, too, and still a just ten minute walk away. Always popular for being simple and beautiful in a fantastic location, now it's the same, but even better!

Sieben Apartment * Pool* next to Hiking trails
Sieben is a spacious 2 bedroom, 2 bathroom apartment with fully equipped kitchen and washer/dryer. Both bedrooms feature memory foam mattresses. Primary bedroom has a king bed with private en-suite bathroom. Second bedroom can be set up as two twin beds or one king. Smart TV with Netflix and streaming apps (no cable). 10 min drive to Cruz Bay, restaurants, and grocery stores. 25 min drive to North Shore Beaches. 4 ft shared pool with two other apartments and shared BBQ by the pool.

Rockroom One Bedroom Condo at The Hills Saint John
"The Rockroom" is a one bedroom apartment located within The Hills Saint John. This large space with amazing views of Cruz Bay and St Thomas features a large bedroom with King bed, two full baths, a large living area and a full kitchen. There is also a large private patio with a gas grill and patio furniture. Guests staying at Rockroom will also have access to The Clubhouse Bar (open seasonally and located on the property) as well as a 24 hour fitness center and community pool.

Blissful Treetop Retreat: Samsara
Perfect two-story cottage for young families. Top floor is open and breezy with Panoramic down island vistas; bottom floor with two bedrooms in cool to recharge. Samsara is the perfect place to slow down. Let the birds and tree frogs sing you to sleep and the sunrise over the island chain wake you up. Ideally located halfway between Cruz and Coral Bay and just 5 minutes from the North Shore beaches, Samsara is the perfect place from which to explore St. John.

Island Life With the Comforts of Home
Here Comes the Sun is a short drive from Coral Bay shops, restaurants, and bars. It's an island escape a little off the beaten path yet conveniently located to some of the best beaches and trails St. John offers. Its hillside perch allows breezes, magnificent sunrises and ocean views of the East End and BVIs. Relax on the deck and listen to sounds from the bordering jungle. (4WD required.)

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 beautiful sun rises. Simple tiny room (8’x10’) with full size bed with a private bathroom + outdoor shower, NO hot water.. Outdoor kitchenette with mini fridge, stove, kettle, toaster. Electricity, solar lights, fan and WiFi.

Stylish, Secluded, Hot Tub and 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.
Popular amenities for holiday rentals near Josiah's Bay
Condo rentals with Wi-Fi

This view from Limeberry Cottage could be yours

Oceanfront Beach Hideaway Retreat

1 mile to town, comfortable, steps from the pool.

Modern condo with shared pool in Road Town-3 Rooms

Renovated 2025, FULL A/C, Generator coming Oct. 1

Ocean Views · Walk to Cruz Bay · Beach Ready

Upper Grande Bay-Studio King plus 1 foldout

Silver Palm at Palm Terrace
Family-friendly house rentals

Johnny Horn Trail House St. John

Odyssea Oasis

Just Right Villa St John

Seaside Townhome, Dock, 2 Bdrm

Salt Spring Villa & Spa - Superb

Stone Cottage with a pool and gorgeous view

Mar de Amores great Views, private pool generator

Nirvana, Serene Stylish, Tropical Oasis
Apartment rentals with air conditioning

Long Bay Lookout II

Orchid Bloom pool/beach nest

Cane Garden Bay 2 bed Apt

2 Bedroom Apartment in Great Mountain

Love City Lofts -Walkable Cruz Bay-Lameshur Suite

Lambert Beach Get Away

Big Ocean View, Minutes From Town

5*****AFFORDABLE LUXURY STUDIOW/ JEEP RENTAL AVAIL
Other great holiday rentals near Josiah's Bay

Cannon Point: Surfside luxe villa

BEACHFRONT Cottage in Privateer Bay𓆉

Villa Almondeen- Peaceful 2bedroom villa with pool

Zafira Luxe 1BR: Sauna, Steam, Sunset Ocean Views

Private Oceanfront Villa for Two in St. John, USVI

Luxury LongView Villa with Stunning Sea views

Ocean view cottage at Lambert Bay

Palladio's View - Private Villa With Pool & AC!
Destinations to explore
- Flamenco Beach
- Magens Bay Beach
- Coki Beach
- Cane Garden Beach
- Honeymoon Beach
- Secret Harbor Beach
- Cinnamon Bay Beach
- Virgin Islands National Park
- Cane Bay Beach
- Limetree Beach
- The Baths
- Peter Bay Beach
- Maho Bay Beach
- Coral World Ocean Park
- Cane Bay
- Brewers Bay Beach
- Paradise Point Tranway
- Lindquist Beach
- Cruz Bay
- Point Udall
- Culebrita Beach
- Coki Point Beach





