Riley's Retreat + Cottage

Top rated by guests
Privacy, gorgeous ocean views overlooking the harbour of Cruz Bay and the islands in Pillsbury Sound. Amazing 14 x 21 pool with steps, sitting ledge and deep end.  Plenty of room for gatherings with friends and family or quiet time.
Spacious open floor plan with ocean views
What's for dinner?  Plenty of space to get creative with food in the chef inspired gourmet kitchen.
Plenty of space to cook in our chef inspired gormet kitchen.
Kitchen and dining second level
review stars
10.0Outstanding
(10 Ratings)
"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! "
Tyler R.
Don't miss out! Price and availability may change
10.0 / 10.0
Outstanding(10 Ratings)

Villa in Cruz Bay

16 guests · 6 bedrooms · 5 baths

Reasons to book

Guests love it hereGuests give this property a top rating
Great for petsBring all your friends and family, even the furry ones
Top-tier experienceA high end property in this area

About this villa rental

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.

Amenities at Riley's Retreat + Cottage

Non-smoking
Pets allowed
Family friendly

Map of Cruz Bay


Ratings and reviews

10.0 / 10.0
Outstanding(10 Ratings)
10.0 / 10.0Outstanding·May 2025
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!
10.0 / 10.0Outstanding·Nov 2023
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.
10.0 / 10.0Outstanding·Jul 2023
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.
10.0 / 10.0Outstanding·Jul 2023
Beautiful and perfect for large family. Very responsive staff. Would stay again.

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FAQs

Is parking included with this villa?

Parking is not specified as an available amenity at Riley's Retreat + Cottage. For more information, we encourage you to contact the property about where to park.

Is there a pool at this villa?

We didn’t find pool listed as an amenity for this villa. It may be worth double checking if a pool is important for your stay.

Is Riley's Retreat + Cottage pet friendly?

Yes! This villa is pet-friendly. For more information, we recommend contacting the booking provider about animal policies.

What amenities are available at Riley's Retreat + Cottage?

We found 3 amenities for this rental. This includes non-smoking, pets allowed, and family friendly.


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