Chill by the Pool, Enjoy the Views: Tennis Cottage with A/C and Chocolate Hole Views

Top rated by guests
The pool and sundeck are very private and enjoy all day sun
Looking towards the kitchen and entrance from the dining area
The kitchen looking into the bedroom in the main house
Your view from the upper deck
and looks out to the pool
review stars
10Outstanding
(5 Ratings)
The property provided everything we needed. The separate bedrooms were comfortable and private. The management took very good care of us. We will definitely be back.
From real guest reviews summarized by AI
Don't miss out! Price and availability may change
10 / 10
Outstanding(5 Ratings)

Villa in Cruz Bay

6 guests · 3 bedrooms · 3 baths

Reasons to book

Guests love it hereGuests give this property a top rating
Top-tier experienceA high end property in this area
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental

About this villa rental

Description: Discover the enchanting Tennis Cottage, a delightful 3-bedroom, 3-bath home boasting a stunning pool. With its private and tropical atmosphere, Tennis Cottage is the perfect retreat, featuring two separate buildings: the main house and a cozy guest house. The main house offers a seamless living space, including the kitchen and dining areas, alongside a romantic master bedroom with an ensuite bath.

A spacious covered deck provides a fantastic vantage point to unwind and soak in the breathtaking views of Chocolate Hole while enjoying the captivating Caribbean nights.

The guest house hosts a second private and inviting bedroom with its own bath, while the third bedroom, located on the lower level of the main house, opens directly to the expansive 40-foot pool and sun-drenched sundeck.

Equipped with Tesla solar panels, the main house ensures an eco-friendly stay and should there ever be a power interruption on the island, the automatic battery backup system has you covered.

If you are looking for a charming Caribbean cottage, look no further; Tennis Cottage awaits your arrival. Make your reservations now and plan your tropical getaway.

Location: Positioned in a serene enclave, Tennis Cottage provides stunning south-facing vistas of Chocolate Hole Harbor and the shimmering Caribbean Sea. Despite its proximity to Tennis Villa, both residences offer complete privacy, with separate driveways and parking areas. A scenic path links the two villas, making it easy to transition between spaces. Chocolate Hole is a well-established, tranquil neighborhood characterized by luxury residential villas.

In just a 5-6 minute drive, you can reach the bustling shops, restaurants, and grocery stores of Cruz Bay, while the island's beautiful National Park beaches are only a short 7 to 15-minute drive away.

Living and Dining: Inside, the air-conditioned living and dining area exudes relaxation, enhanced by captivating views and refreshing breezes. Stay connected with wireless internet and enjoy entertainment through the 32-inch flat-screen cable TV/DVD and Bluetooth speaker. Dine al fresco on the upper-level deck, or inside at another table for six. A convenient washer/dryer can be found on the lower level for added ease.

Kitchen: The fully equipped kitchen caters to all culinary needs, whether you're preparing snacks or crafting gourmet meals, complete with a gas BBQ grill in the courtyard.

Bedrooms: Each of the three bedrooms is designed for comfort, featuring 32" cable flat-screen TVs, Blu-ray DVD players, air conditioning, and ceiling fans, or opt for the refreshing natural breezes. The main house master suite features a luxurious king bed and is conveniently located off the great room. The guest house's private master suite also boasts a king bed (or two twin beds) and opens directly to the courtyard. The third bedroom, on the lower level, offers a queen bed, a cozy sitting area, and stunning views of the pool and Chocolate Hole. All bedrooms are paired with well-appointed tiled baths for added convenience.

Tennis Villa can be rented simultaneously with Tennis Cottage, creating a remarkable 7-bedroom estate, or each villa can stand alone for a more intimate experience.

Amenities at Chill by the Pool, Enjoy the Views: Tennis Cottage with A/C and Chocolate Hole Views

Non-smoking
No pets allowed

Map of Cruz Bay


Ratings and reviews

10 / 10
Outstanding(5 Ratings)
review starsSummary of reviews
The property provided everything we needed. The separate bedrooms were comfortable and private. The management took very good care of us. We will definitely be back.
From real guest reviews summarized by AI
10 / 10Outstanding·Feb 2022
We had a wonderful time. The house provided everything we could want or need. Our welcome surprise in the fridge was perfect & came in handy. My parents were in the main level & my husband and I chose the pool level room, it was great having the separate areas. We will definitely be back.
10 / 10Outstanding·Apr 2021
If you’re looking for a quiet spot on St John, Tennis Cottage is a great option. The cottage is appropriately named as it’s more cottage than villa, but we really liked the charm of the place. There are 3 bdrms, one in the basement walks out to the pool. Upstairs is a nice open air porch that overlooks Chocolate Hole. The property is situated lower on the ridge line between Chocolate Hole and little Cruz Bay which doesn’t afford big sweeping views, but there is a very nice view of the Hole and beyond out to open water. The main house consists of a kitchen, living room and dining area in an open floor plan. There is also a bedroom with a large closet. In addition, there is a separate building with a bedroom. All three bedrooms have a bathroom. Because of the layout, this cottage probably isn’t ideal for a family with young children who you don’t want sleeping separately from the adults. But if you want a place with some privacy among the bdrms, this set up is perfect. Many people walk and run along the road just in front of the cottage so it’s a good place to get a little exercise in the mornings or early evenings. It is possible to walk down a short but steep landing to gain access to the beach at little Cruz Bay and the Westin. We walked down to let the kids swim and we had dinner at the beach restaurant at the Westin. That walkability factor is a big plus for this location as the property also feels isolated and quiet. Lastly, the management company and all of the good people there are really enjoyable and made our stay wonderful.
10 / 10Outstanding·Feb 2021
Stocked with everything you would possible need for a beach vacation. The property manager was constantly in communication with you and easy to reach. The full kitchen had anything you would need to prepare a meal. It was easily found and accessible to taxi services so getting a car wasn’t exactly necessary. It is very close to the main house so you can hear people outside and vice versa, overall a very nice stay I would book again.
10 / 10Outstanding·Oct 2016
Cozy cottage just outside of town. Perfect spot for us. We booked our next trip for next year and look forward to staying at tennis cottage again.

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FAQs

Is parking included with this villa?

Parking is not specified as an available amenity at Chill by the Pool, Enjoy the Views: Tennis Cottage with A/C and Chocolate Hole Views. 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 Chill by the Pool, Enjoy the Views: Tennis Cottage with A/C and Chocolate Hole Views pet friendly?

Unfortunately, this villa is not pet-friendly. Try searching again and filter for "Pets Allowed"

What amenities are available at Chill by the Pool, Enjoy the Views: Tennis Cottage with A/C and Chocolate Hole Views?

We found 2 amenities for this rental. This includes non-smoking, and no pets allowed.