Entire home
Rare opportunity Spacious Property with Ocean View
Villa near Trunk Bay in St. John
Choose dates to view prices
Photo gallery for Rare opportunity Spacious Property with Ocean View





Reviews
9.09.0 out of 10
Wonderful
Entire home
Popular amenities
- Pool
- Hot tub
- Kitchen
- Washer
- Dryer
- Pet friendly
Explore the area

Cruz Bay, St. John
- Virgin Islands National ParkPlace, Virgin Islands National Park8 min walk
- Caneel Bay BeachPlace, Caneel Bay Beach17 min walk
- Honeymoon BeachPlace, Honeymoon Beach7 min drive
- St. Thomas (STT-Cyril E. King)Airport, St. Thomas (STT-Cyril E. King)55 min drive
Room options
About the area
St. John
In St. John .At this St. John villa, you'll be within half a mile (1 km) of Virgin Islands National Park and 3 miles (5 km) of Trunk Bay. Caneel Bay Beach and Honeymoon Beach are also within 2 miles (3 km).
What's nearby
- Virgin Islands National Park - 8 min walk - 0.7 km
- Caneel Bay Beach - 17 min walk - 1.5 km
- Cruz Bay Beach - 2 min drive - 1.8 km
- Great Cruz Bay - 2 min drive - 1.6 km
- Honeymoon Beach - 7 min drive - 2.7 km
Getting around
- Cyril E. King Airport (STT) - 64 min drive
Restaurants
- Shambles - 2 min drive
- Woody's Seafood Saloon - 3 min drive
- Greengo’s - 3 min drive
- Sun Dog Cafe - 4 min drive
- Upstairs Bar & Grill - 3 min drive
About this property
Entire place
You'll have the entire home to yourself and will only share it with other guests in your party.
Rare opportunity Spacious Property with Ocean View
Summary:
Rare Opportunity, because its not often that we offer just the 3 bedroom upstairs at this amazing property. Only offered 60 days in advance of arrival and an open calendar date. Looking for privacy, stunning views, pool and convenience for your tropical vacation? Look no further than Riley's Retreat!
The Upper level of our Villa is a spacious 3 bedroom, 2 bath living area with open concept dining room, living room, dedicated work space and gourmet kitchen. Pool, hot tub and game room too
The Space:
Riley's Retreat is a bright and beautiful, newly updated villa that retains all the charm of Old St. John with ornate stonework and custom mahogany details, while also providing the modern conveniences you would expect from a vacation home. Enjoy morning coffee on the breezy decks, tropical cocktails by the pool in the afternoon. Challenge friends and family to a billiards tournament in the game room after a sunny beach day, or relish in a slow dance at the water’s edge while one of the island’s private chefs prepares a local seafood dinner. If you're lucky, the resident iguanas will join you for a starfruit snack in the groves surrounding the property. A beautiful sunset over the isles awaits every night, followed by a canopy of a million stars to gaze.
The two-level design of this spacious home offers plenty of room to gather, yet it also includes private areas for you to relax and enjoy some alone time. The upper living area is an open concept to capitalize on the natural light. Complete with a gourmet kitchen and furnished indoor and outdoor dining areas, the space is meant to accommodate large groups and families. There are three spacious bedrooms upstairs and 2 full bathrooms. Each bedroom has an AC unit with individual temperature controls and ceiling fans. The Master has a king-sized bed, private ensuite bathroom with a stone walk in shower. From the bathroom, you can walk out to the outdoor shower and down private steps to the pool area. There are 2 more large guest bedrooms, with new queen-sized beds and full closet. From any room, enjoy the peaceful sounds of tree frogs floating on the soft breezes to lull you to sleep at night. Wrap-around porches make it easy to navigate and explore the property from every angle.
Guest Access:
There is plenty of parking in the driveway to accomodate 4 vehicles and space for safari style taxis to access and turn around. We highly recommend you rent a jeep to experience all that the island of St John has to offer. We can also recommend several great safari style taxis that can accomodate large parties.
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.
Other Things to Note:
We have plenty of beach towels, beach chairs and coolers to take with you when you explore St John's stunning beaches. Beach toys and some snorkel gear are also available.
Interaction with Guests:
Our property manager will greet you on the island, introduce you to the house and be available on island for questions or issues. You are given your space and privacy.
Rare Opportunity, because its not often that we offer just the 3 bedroom upstairs at this amazing property. Only offered 60 days in advance of arrival and an open calendar date. Looking for privacy, stunning views, pool and convenience for your tropical vacation? Look no further than Riley's Retreat!
The Upper level of our Villa is a spacious 3 bedroom, 2 bath living area with open concept dining room, living room, dedicated work space and gourmet kitchen. Pool, hot tub and game room too
The Space:
Riley's Retreat is a bright and beautiful, newly updated villa that retains all the charm of Old St. John with ornate stonework and custom mahogany details, while also providing the modern conveniences you would expect from a vacation home. Enjoy morning coffee on the breezy decks, tropical cocktails by the pool in the afternoon. Challenge friends and family to a billiards tournament in the game room after a sunny beach day, or relish in a slow dance at the water’s edge while one of the island’s private chefs prepares a local seafood dinner. If you're lucky, the resident iguanas will join you for a starfruit snack in the groves surrounding the property. A beautiful sunset over the isles awaits every night, followed by a canopy of a million stars to gaze.
The two-level design of this spacious home offers plenty of room to gather, yet it also includes private areas for you to relax and enjoy some alone time. The upper living area is an open concept to capitalize on the natural light. Complete with a gourmet kitchen and furnished indoor and outdoor dining areas, the space is meant to accommodate large groups and families. There are three spacious bedrooms upstairs and 2 full bathrooms. Each bedroom has an AC unit with individual temperature controls and ceiling fans. The Master has a king-sized bed, private ensuite bathroom with a stone walk in shower. From the bathroom, you can walk out to the outdoor shower and down private steps to the pool area. There are 2 more large guest bedrooms, with new queen-sized beds and full closet. From any room, enjoy the peaceful sounds of tree frogs floating on the soft breezes to lull you to sleep at night. Wrap-around porches make it easy to navigate and explore the property from every angle.
Guest Access:
There is plenty of parking in the driveway to accomodate 4 vehicles and space for safari style taxis to access and turn around. We highly recommend you rent a jeep to experience all that the island of St John has to offer. We can also recommend several great safari style taxis that can accomodate large parties.
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.
Other Things to Note:
We have plenty of beach towels, beach chairs and coolers to take with you when you explore St John's stunning beaches. Beach toys and some snorkel gear are also available.
Interaction with Guests:
Our property manager will greet you on the island, introduce you to the house and be available on island for questions or issues. You are given your space and privacy.
Similar properties

Beneath the Mango Tree: Private Pool, Prime Location, Stunning Sunsets!
Beneath the Mango Tree: Private Pool, Prime Location, Stunning Sunsets!
Cruz Bay
- Pool
- Kitchen
- Washer
- Dryer
5.0 out of 5, Exceptional, 47 reviews
5
Exceptional
47 reviews

Aahana Studio at Grande Bay Resort
Aahana Studio at Grande Bay Resort
Cruz Bay, St. John
- Ocean view
- Pool
- Hot tub
- Kitchen
5.0 out of 5, Exceptional, 56 reviews
5
Exceptional
56 reviews

Gallows Point 3A-Luxury oceanfront lower 1 BR condo at Gallows Point Resort
Gallows Point 3A-Luxury oceanfront lower 1 BR condo at Gallows Point Resort
Cruz Bay, St. John USVI
- Ocean view
- Pool
- Hot tub
- Kitchen
4.7 out of 5, Exceptional, 9 reviews
4.7
Exceptional
9 reviews

Gallows Point 15B, Oceanfront Elegance, 5-Star Amenities
Gallows Point 15B, Oceanfront Elegance, 5-Star Amenities
Cruz Bay
- Ocean view
- Pool
- Hot tub
- Kitchen
4.8 out of 5, Exceptional, 5 reviews
4.8
Exceptional
5 reviews

Cactus Flower Cottage - a Charming Quiet Retreat with Ocean View
Cactus Flower Cottage - a Charming Quiet Retreat with Ocean View
St. John
- Ocean view
- Pool
- Hot tub
- Kitchen
4.9 out of 5, Exceptional, 142 reviews
4.9
Exceptional
142 reviews

Welcome to your island home, Mystical Mermaid!
Welcome to your island home, Mystical Mermaid!
Cruz Bay
- Pool
- Hot tub
- Kitchen
- Washer
5.0 out of 5, Exceptional, 11 reviews
5
Exceptional
11 reviews

Sea Shore Allure's Standard One Bedroom One Bathroom Ocean Front Villa
Sea Shore Allure's Standard One Bedroom One Bathroom Ocean Front Villa
St. John
- Ocean view
- Pool
- Hot tub
- Kitchen
5.0 out of 5, Exceptional, 31 reviews
5
Exceptional
31 reviews

Suite 9C - Gallows Point Resort Oceanfront Upper 1BR by Suite St. John Villas
Suite 9C - Gallows Point Resort Oceanfront Upper 1BR by Suite St. John Villas
St. John
- Ocean view
- Pool
- Hot tub
- Kitchen
4.9 out of 5, Exceptional, 18 reviews
4.9
Exceptional
18 reviews
The price is CA $1,361
CA $1,361
CA $2,099 total
includes taxes & fees
Jan 12 - Jan 13, 2026

Pond Bay Paradise Villa Ocean Views Beach and Kayaks
Pond Bay Paradise Villa Ocean Views Beach and Kayaks
Cruz Bay
- Hot tub
- Kitchen
- Washer
- Dryer
5.0 out of 5, Exceptional, 13 reviews
5
Exceptional
13 reviews

3 Bedroom - Westin St. John Bay Vista Villas - Full Resort Access
3 Bedroom - Westin St. John Bay Vista Villas - Full Resort Access
St John
- Pool
- Hot tub
- Air conditioning
- Gym
5.0 out of 5, Exceptional, 1 review
5
Exceptional
1 review
The price is CA $7,659
CA $7,659
CA $8,710 total
includes taxes & fees
Jan 9 - Jan 10, 2026
Property amenities
Pool/Spa
- Hot tub
- Pool
Internet
- Available in the villa: WiFi
Parking and transportation
- Parking on site
Kitchen
- Coffee/tea maker
- Cookware, dishware, and utensils
- Dishwasher
- Microwave
- Oven
- Refrigerator
- Stovetop
Bedrooms
- 3 bedrooms
- Bedsheets provided
Bathroom
- 3 bathrooms
- Hair dryer
- Shower
Entertainment
- Books
- Smart TV
Outdoor areas
- Balcony
- Barbecue grill
- Garden
Laundry
- Laundry facilities
- Washing machine
Work spaces
- Office
Comfort
- Air conditioning
- Heating
Pets
- Pet friendly
Suitability/Accessibility
- Smoking not allowed
Services and conveniences
- Iron/ironing board
Things to do
- Arcade/game room
- Billiards/pool table
Safety features
- Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
- Smoke detector (host has indicated there is a smoke detector on the property)
- First aid kit
- Fire extinguisher
General
- Garden
Policies
Check-in
Check-in time starts at 4:00 PM
Minimum check-in age: 24
Check-out
Check-out before 10:00 AM
Special check-in instructions
You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools
Rules
In the event of a hurricane and the ports are going to be closed, guests must leave the property and the island for their own safety.
Pets
- Pets are welcome
- Note from host: Charge may apply
Children and extra beds
- Children are welcome.
Events
No events allowed
Smoking
Smoking is not permitted
Important information
You need to know
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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
- This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector, and a first aid kit in each accommodation.
Property is also known as
65dcf3eb123a5900379cf4a9