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Riley's Retreat + Cottage

Villa near Trunk Bay in St. John

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Photo gallery for Riley's Retreat + Cottage

Beach nearby
Exterior
Dining
Property grounds
TV, books, stereo, offices

Reviews

10 out of 10
Exceptional

Entire home

6 bedrooms5 bathroomsSleeps 16

Popular amenities

  • Pool
  • Kitchen
  • Washer
  • Dryer
  • Pet friendly

Explore the area

View in a map
Cruz Bay, St. John
  • Place, Virgin Islands National Park
    ‪8 min walk‬
  • Place, Caneel Bay Beach
    ‪17 min walk‬
  • Place, Honeymoon Beach
    ‪7 min drive‬
  • Airport, St. Thomas (STT-Cyril E. King)
    ‪55 min drive‬

Room options

About the neighborhood

St. John

Seaside stay .With a stay at this well-placed villa, you'll be half a mile (1 km) from Virgin Islands National Park and within 3 miles (5 km) of Trunk Bay. Caneel Bay Beach and Honeymoon Beach are also within 2 miles (3 km).
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What's nearby

  • Virgin Islands National Park - 8 min walk - 0.5 miles
  • Caneel Bay Beach - 17 min walk - 0.9 miles
  • Cruz Bay Beach - 2 min drive - 1.2 miles
  • Great Cruz Bay - 2 min drive - 1.0 mile
  • Honeymoon Beach - 7 min drive - 1.7 miles

Getting around

  • Cyril E. King Airport (STT) - 64 min drive

Restaurants

  • ‪High Tide Bar & Seafood Grill - ‬3 min drive
  • ‪Shambles - ‬2 min drive
  • ‪Cruz Bay Landing - ‬3 min drive
  • ‪Woody's Seafood Saloon - ‬3 min drive
  • ‪Greengo’s - ‬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.

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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  • Pool
  • Hot tub
  • Kitchen
  • Washer
4.1 out of 5, Very Good, 468 reviews
$620 nightly
The price is $698
Apr 12 - Apr 13
Total with taxes and fees
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Property amenities

Beach

  • Beach nearby

Pool/Spa

  • Hot tub
  • Private pool

Internet

  • Available in the villa: WiFi

Parking and transportation

  • Onsite parking options include a garage

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop
  • Toaster

Bedrooms

  • 6 bedrooms
  • Bedsheets provided
  • Sofa bed

Bathroom

  • 5 bathrooms
  • Hair dryer
  • Shower
  • Towels provided

Entertainment

  • Books
  • Stereo
  • TV with cable/satellite channels

Outdoor areas

  • Balcony
  • Barbecue grill
  • Garden

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Desk
  • Office

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • Welcoming dogs only
  • One pet total

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • In the mountains
  • Near the bay
  • Near the sea

Things to do

  • Arcade/game room
  • Casino nearby
  • Horseback riding nearby
  • Rock climbing nearby

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 you must leave the property and the island for your own safety. Travel insurance is highly recommended, especially dur...

Pets

  • Pets are welcome
  • Only dogs are allowed
  • Maximum 1 pets
  • 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.
    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

65dcf407ec02dd00109dbf6c

Frequently asked questions

How close is Riley's Retreat + Cottage to the airport?

This villa is 14.2 mi (55-min drive) away from the St. Thomas (SPB-St. Thomas Seaplane Base) airport, the closest popular airport to the property.

Does Riley's Retreat + Cottage have an airport shuttle?

Airport shuttle services are not available at this villa.

How close is Riley's Retreat + Cottage to the beach?

This villa is 2.8 mi (12-min drive) from Trunk Bay and 5.9 mi (42-min drive) from Sapphire Beach. Don't forget your sunscreen!

Does Riley's Retreat + Cottage offer free breakfast?

This villa does not offer free breakfast.

Is there a casino at Riley's Retreat + Cottage?

No, there is no casino at this villa.

What time is check-in at Riley's Retreat + Cottage?

Check-in begins at 4:00 PM.

Is there free parking at Riley's Retreat + Cottage?

Free parking is not available at this villa.

Does Riley's Retreat + Cottage have a pool?

Yes, there's a private pool.

Does Riley's Retreat + Cottage have a spa?

There are no spa services available at this villa.

How close is Riley's Retreat + Cottage to downtown St. John?

This villa is 0.2 mi away from Estate Pastory.

Riley's Retreat + Cottage Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 10 out of 10 reviews
Rating 8 - Good. 0 out of 10 reviews
Rating 6 - Okay. 0 out of 10 reviews
Rating 4 - Poor. 0 out of 10 reviews
Rating 2 - Terrible. 0 out of 10 reviews

10/10

Cleanliness

Reviews

10/10 Excellent

Emily W.

Liked: Cleanliness
You will not find a more welcoming host than Dorothy. At every step of the way, she made sure our stay was comfortable. The home was beautiful and had a very well appointed kitchen that our group of 12 easily prepared dinners in. The property was clean and spacious. We had a minor issue with water pressure and within a few minutes of reaching out to the house manager (Kim, who is equally amazing) was at our door to correct with ease. On the day we were to check out, countless flights were cancelled in the area and Dorothy graciously allowed us to stay an extra night in her home. New renters arrived the next day so she continued to exhibit unparalleled hospitality and found us another rental to get us through the next day. Our party of 12 couldn’t have picked a better home, and we couldn’t have asked for a better host!!! Thank you Dorothy!!!
Stayed 7 nights in Dec 2025

10/10 Excellent

Daniel Z.

Liked: Cleanliness
Wow ! What a great week we had at Riley’s Retreat. 2 family’s with 11 people. So many large great entertaining areas throughout the house and a number a quiet spots if you needed a little time away. Anything you needed for large dinner parties, days at the beach and snorkeling the beautiful waters are provided at the house ! The views are spectacular from sunrise to sunset and can’t be truly reflected m pictures . Easy access to all the beaches am Cruz bay. The owners and property managers were fantastic and communicated quickly with any questions we had and even provided a Christmas Tree and decorations for us to set up and enjoy throughout the week . Will be coming back again! Thank you !
Sunrise Coffee
Sunset pool side
Sunset top deck
View of house Night time at the pool
Stayed 6 nights in Dec 2025

10/10 Excellent

Sarah C.

Stayed 7 nights in Nov 2025

10/10 Excellent

Paul M.

Stayed 7 nights in Nov 2025

10/10 Excellent

Tyler R.

Liked: Cleanliness

Wedding

The villa was beautiful and have everything from fun to relaxation. Our family and friends all stayed comfortably for a week! This vacation was perfect and my wife and I got married around the pool!
Stayed 5 nights in May 2025

10/10 Excellent

Joanie G.

Liked: Cleanliness
Stayed 5 nights in Jan 2025

10/10 Excellent

Christine B., Maine

Liked: Cleanliness

Met all our expectations!

Beautiful spot tucked up outside of town but still conveniently located. The property was clean, well maintained. The management staff was attentive and helpful. We stayed with 6 couples and each of the spaces worked perfectly for our group. The pool was cleaned mid-week which was nice. Laundry on-site was perfect for towels and bathing suits. Plenty of amenities including pool floats, coolers, and beach chairs. We look forward to staying again.
Stayed 7 nights in Nov 2023

10/10 Excellent

Ruth K.

Liked: Cleanliness

Excellent stay

The view is gorgeous! Come for the view, stay for the amenities. There are fully stocked kitchens, bathrooms, and cold AC in all of the bedrooms. Lots of nice touches like ergo-mats, beach towels and chairs, spices in the cabinets, extra toilet paper, etc. The pool is great as is the hot tub, with the added fun of iguanas coming up for a visit at least once a day. The coordination and communication was excellent and our stay was wonderful -highly recommend Riley's Retreat.
Stayed 5 nights in Jul 2023

10/10 Excellent

Elaine D.

Liked: Cleanliness

Family vacation

Beautiful and perfect for large family. Very responsive staff. Would stay again.
Stayed 8 nights in Jun 2023

10/10 Excellent

Bob S.

Liked: Cleanliness

Fantastic family getaway.

This property had everything we needed for our family. The rooms were spacious for our family of 11 adults. Kitchen fully stocked, a variety of areas to relax inside and outside. We enjoyed our early morning coffee on the comfy outdoor furniture soaking in the beautiful views surrounding us.
Stayed 8 nights in Apr 2023