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Riley's Retreat + Cottage

Villa in Cruz Bay, U.S. Virgin Islands

16 guests·6 bedrooms·5 bathrooms
5.0 · 11 reviews

Why you'll love this stay

Outdoor Living

Outdoor Living

Private hillside estate with pool, hot tub, and panoramic ocean views.

Location & Accessibility

Location & Accessibility

Minutes from Cruz Bay, yet secluded for peaceful island evenings.

Group & Family Friendly

Group & Family Friendly

Ideal for large groups seeking privacy and spacious common areas.

Property details

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! Pets: Allowed (maximum 1). Smoking: Not allowed. Events: Not allowed. Suitable for: children and infants. Reason: This place is not suitable for children/infants. Please contact us for more information. Additional 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 during hurricane season. They will have access to the full property with the exception of the private storage in the garage and couple locked owners closets. 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. 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.

Sleeping arrangements

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

Livingroom

2 Sofa Beds

What’s included

  • Parking

    Parking

  • Hot tub

    Hot tub

  • Pool

    Pool

  • Washer

    Washer

  • Dryer

    Dryer

  • Air conditioning

    Air conditioning

  • Heating

    Heating

  • Kitchen

    Kitchen

Guest reviews

Star icon 5.0 | 11 reviews
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Geena

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May 2026

The house was perfect for everybody & we all fit very comfortably. It had everything we needed already stocked there- couldn't have asked for a better or more beautiful space!

M

Michael

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March 2026

Dorothy and her team were all very responsive and welcoming. They had someone there when we arrived to show us around the property and be a contact person for the week. The views are even better than the pictures. The pool felt great during the day and there is tons of space to hangout with a large group (we had 11). There is even a big table on the upper patio for dinner that could probably hold 14. When the code for the cottage didn't work her team was very responsive with solving the issue. The biggest pro of the location is it's not only a nice view but is about 5 minute drive to cruz bay. The only con of the place is that you are about 400-500 yards from a hairpin turn on the main road, so in the mid-morning you may start to hear trucks honking before going around the turn.

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Colleen

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April 2025

We loved the house! It fit a large group of us comfortably and was stocked with all the kitchen gadgets, linens and beach gear you would need. The management team was responsive when questions or concerns arose. We had a great time!

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Laura

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April 2025

Riley's Retreat was an incredible place to stay! The house comfortably accommodated 11 adult family members, with multiple living areas that gave everyone plenty of space to relax. Everything was beautifully maintained and exactly as pictured. The pool, decks, and outdoor spaces truly made our stay—and the view was a perfect 10 out of 10. The kitchen was fully equipped with everything we needed, making it easy to cook and gather as a group. Dorothy and her property management team were fantastic—professional, helpful, and very responsive throughout our stay. We had a wonderful trip and would love to return to Riley's Retreat again!

Know before you go

House rules

Check-in: 4:00pm

Checkout: 10:00am

Pets allowed

No smoking

No parties

Have a question about this property?

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