A rare find - fun for all ages with on-site arcade/game room.
Discover nearby landmarks
Close to Virgin Islands National Park
6 bedrooms5 bathroomsSleeps 16
Popular amenities
Private pool
Hot tub on site
Garage parking available
Dog-friendly
Kitchen
Washing machine
Explore the area
Cruz Bay, St. John
Virgin Islands National Park
Place, Virgin Islands National Park
9 min walk
Cruz Bay Beach
Place, Cruz Bay Beach
2 min drive
Battery
Place, Battery
2 min drive
St. Thomas (STT-Cyril E. King)
Airport, St. Thomas (STT-Cyril E. King)
57 min drive
Rooms & beds
6 bedrooms (sleeps 16)
Bedroom 1
1 Queen Bed
Bedroom 2
1 King Bed
Bedroom 3
1 Queen Bed
Bedroom 4
1 King Bed
Bedroom 5
1 Queen Bed
Bedroom 6
1 Queen Bed
Living Room 1
2 Double Sofa Beds
5 bathrooms
Bathroom 1
Toilet · Shower only
Bathroom 2
Toilet · Shower only
Bathroom 3
Toilet · Shower only
Bathroom 4
Toilet · Shower only
Bathroom 5
Toilet · Shower only
Spaces
Deck or patio
Kitchen
Office
Balcony
Number of living rooms
Garden
Dining area
About this property
Riley's Retreat + Cottage
Summary: Spacious 6 bedroom, 5 bath estate with pool, hot tub, game room and gourmet kitchen. Plenty of room for family, friends, privacy/quiet time.
Panoramic views, tranquil breezes, and colorful sunsets await at Riley's Retreat on the island of St John. Nestled on the hillside in a private neighborhood, this villa provides relaxation with numerous on-site amenities to enjoy, while remaining conveniently close to Cruz Bay.
Come explore! Let us host you in paradise!
Guest Access: They will have access to the full property with the exception of the private storage in the garage and couple locked owners closets.
The Neighborhood: The Villa is located a mile uphill from Cruz Bay at the end of a private road. It is a very private property overlooking the ocean and the valley below. Just minutes to dining, dancing & shopping. 1.5 Miles to the nearest beach. Caneel hiking trail accessible at base of property.
Getting Around: We recommend you rent a jeep to explore and experience the island to its fullest. We can recommend several safari style taxi drivers who also know the property well and take great care of you in your palnning, especially when staying with a large group. The Villa can easily accomododate multiple vehicles parked at the property.
Interaction with Guests: Our property manager is on island to show you the house, answer questions and generally be available if there is an issue. Otherwise, you will have complete privacy.
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In the event of a hurricane you must leave the property and the island for your own safety. Travel insurance is highly recommended, especially dur...
Important information
You need to know
Property # 3894199vb
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit
About the area
St. John
Located in St. John, this villa is in the mountains and near the beach. The area's natural beauty can be seen at Virgin Islands National Park and Cruz Bay Beach. The Virgin Islands Children's Museum and JR O’Neal Botanic Gardens are also worth visiting. Explore all the area has to offer with horse riding and rock climbing.
Virgin Islands National Park - 9 min walk - 0.8 km
Cruz Bay Beach - 2 min drive - 1.8 km
Battery - 2 min drive - 1.8 km
St. John Spice - 2 min drive - 1.8 km
Mongoose Junction - 2 min drive - 2.2 km
Getting around
St. Thomas (STT-Cyril E. King) - 64 min drive
Restaurants
Trunk Bay Beach Bar - 12 min drive
Maho Crossroads - 20 min drive
Shambles - 2 min drive
Woody's Seafood Saloon - 3 min drive
Cruz Bay Landing - 3 min drive
Frequently asked questions
Does Riley's Retreat + Cottage have a pool?
Yes, this property has a pool.
How much does it cost to stay at Riley's Retreat + Cottage?
As of 5 Sept, 2026, prices found for a 1-night stay for 2 adults at Riley's Retreat + Cottage on 11 Sept, 2026 start from S$10,068, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
Is Riley's Retreat + Cottage pet-friendly?
Yes, this property allows dogs (limit 1 total).
How much is parking at Riley's Retreat + Cottage?
On-site parking is available at the property.
What time is check-in at Riley's Retreat + Cottage?
Check-in begins at 4:00 PM.
What time is check-out at Riley's Retreat + Cottage?
Checkout is at 10:00 AM.
Where is Riley's Retreat + Cottage located?
Situated by the sea, this villa is within 1 mi (2 km) of Virgin Islands National Park and Cruz Bay Beach. Trunk Bay is 2.6 mi (4.2 km) away.
About the host
Hosted by Brian and Dorothy Pitt
Languages:
English
Premier Host
They consistently provide great experiences for their guests