Play, Stay, and Unwind: Tennis Villa & Cottage for 14 with Pool, A/C, and Tennis/Pickleball Court

Top rated by guests
Your view to the south from Tennis Villa looks out over Chocolate Hole Harbor
Your kitchen is well equipped ...
...and looks out towards the great room
There is a door which takes you out to the pool and sun deck
Tennis Villa plus Cottage
review stars
10.0Outstanding
(1 Rating)
"House was great for all guest and very clean!"
Emily S.
Don't miss out! Price and availability may change
10.0 / 10.0
Outstanding(1 Rating)

Villa in Cruz Bay

14 guests · 7 bedrooms · 7 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: Experience the ultimate in relaxation at the exceptional Tennis Villa and Cottage—your perfect getaway in paradise! This stunning retreat offers unparalleled flexibility, allowing you to rent the entire 7-bedroom property or choose the main house with 4 bedrooms and a charming 3-bedroom cottage separately. Each villa is uniquely designed with private entrances and a convenient pathway that connects them, ensuring seamless access.

Tennis Villa is ideal for groups of up to 8 guests, is tailored for leisure and enjoyment, featuring a private tennis/pickleball court and a stunning 43-foot pool. This thoughtfully crafted one-story home is spacious and child-friendly, making it an ideal venue for family reunions or friends’ retreats. The main house boasts three comfortable bedrooms and baths, along with an inviting detached pool house bedroom.

Culinary enthusiasts will be delighted by the gourmet kitchen, while the expansive living area—adorned with graceful archways—opens onto a breathtaking garden courtyard, creating a sun-soaked paradise enveloping the pool.

Equally enchanting, the Tennis Cottage offers 3 beautifully appointed bedrooms and its own private lap pool. Revel in spectacular vistas from the main house, featuring a romantic master suite (king bed), a cozy guesthouse (twins convert to king), and a poolside bedroom (queen) that radiates charm and privacy.

Picture yourself enjoying tranquil evenings on the covered deck overlooking Chocolate Hole Harbor, where gentle tropical breezes and serene ambiance create the perfect backdrop for unforgettable Caribbean nights.

A major enhancement, the regulation-size tennis court at Tennis Villa was expertly resurfaced in May 2023, now accommodating both tennis and pickleball, complete with all necessary gear. For the best experience, we suggest you bring your personal rackets.

Embodying sustainability and luxury, Tennis Villa and Tennis Cottage are equipped with state-of-the-art Tesla solar panels, providing a dependable power supply with robust battery backup.

Location: Nestled in the stunning Great Cruz Bay, Tennis Villa seamlessly merges privacy with accessibility. Just a short 5-minute drive to Cruz Bay, you’ll find top-notch dining options that blend culinary excellence with the beauty of swaying palms. Both villas boast breathtaking views. Tennis Villa enjoys picturesque views of Great Cruz Bay and Chocolate Hole Harbors. The Tennis Cottage offers a tranquil perch overlooking Chocolate Hole Harbor, ensuring your privacy while being just steps away from the Tennis Villa. Both properties feature their own private pools, driveways, and parking areas, connected by a charming pathway for your convenience.

Tennis Villa:
Living and Dining: Experience the expansive living room with magnificent arched doorways, soaring cathedral ceilings, and a 56-inch flat-screen TV, complemented by a regulation pool table. The dining area accommodates 8-10 guests, making it perfect for intimate dinners or lively gatherings.

Kitchen: Culinary dreams come to life in the chef’s dream kitchen equipped with a 6-burner Wolf gas range, dual sinks, and ample prep space for multiple chefs to create masterpieces.

Bedrooms: Four comfortable bedrooms (1 king, 3 sets of twins that convert to kings), each featuring air-conditioning, flat-screen TVs, and en-suite baths to ensure restful nights, while the absence of common walls fosters tranquility and privacy.

Tennis Cottage:
Living and Dining: Unwind in the inviting, air-conditioned living area that showcases spectacular views, equipped with a 32-inch flat-screen TV. Enjoy dining on the pool deck or the upper-level terrace for unforgettable meals with loved ones.

Kitchen: The kitchen is fully equipped to cater to everything from snacks to gourmet meals, complete with a gas BBQ grill situated in the courtyard.

Bedrooms: Indulge in three beautifully appointed air-conditioned bedrooms (king, queen, 2 twins convert to a king), each featuring en-suite baths, cable TV, and charming details that provide cozy retreats after a day of adventure.

With unmatched space, privacy, and access to exciting activities, the Tennis Villa and Cottage invite you to embrace an unforgettable vacation experience that masterfully combines relaxation with adventure in the captivating Caribbean. Don’t miss out on the opportunity to create cherished memories in this stunning oasis!

Amenities at Play, Stay, and Unwind: Tennis Villa & Cottage for 14 with Pool, A/C, and Tennis/Pickleball Court

Non-smoking
No pets allowed

Map of Cruz Bay


Ratings and reviews

10.0 / 10.0
Outstanding(1 Rating)
10.0 / 10.0Outstanding·Nov 2025
House was great for all guest and very clean!

$$$$
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FAQs

Is parking included with this villa?

Parking is not specified as an available amenity at Play, Stay, and Unwind: Tennis Villa & Cottage for 14 with Pool, A/C, and Tennis/Pickleball Court. 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 Play, Stay, and Unwind: Tennis Villa & Cottage for 14 with Pool, A/C, and Tennis/Pickleball Court pet friendly?

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

What amenities are available at Play, Stay, and Unwind: Tennis Villa & Cottage for 14 with Pool, A/C, and Tennis/Pickleball Court?

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


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