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

10.0 (1 Review) |   7 Bedrooms  7 Bathrooms  14 Guests
Estate Chocolate Hole and Great Cruz Bay Villa | Play, Stay, and Unwind: Tennis Villa & Cottage for 14 with Pool, A/C, and Tennis/Pickleball Court

7 Bedroom Villa in Estate Chocolate Hole and Great Cruz Bay, St John

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!

Play, Stay, and Unwind: Tennis Villa & Cottage for 14 with Pool, A/C, and Tennis/Pickleball Court is located in Estate Chocolate Hole and Great Cruz Bay. Play, Stay, and Unwind: Tennis Villa & Cottage for 14 with Pool, A/C, and Tennis/Pickleball Court provides accommodation, featuring Sports/Activities, Wellness Facilities, Entertainment, among other amenities. This Villa features Air Conditioner, Parking and Pool to make your stay a comfortable one.

Play, Stay, and Unwind: Tennis Villa & Cottage for 14 with Pool, A/C, and Tennis/Pickleball Court has 7 Bedrooms , 7 Bathrooms, and max occupancy of 14 people. The minimum rental for this property is 1 nights, but this can change depending on the season you plan on staying. Previous guests have given good rated it, and VRBO labeled it a top-rated Villa because of the excellent services rendered by the owner or manager of this Villa, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. Villa has a friendly neighborhood, and the Estate Chocolate Hole and Great Cruz Bay has interesting places to visit. If you want to learn more about the Villa in Estate Chocolate Hole and Great Cruz Bay, such as places to visit and things to do nearby, you can check below to learn more.

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Amenities

Air Conditioner
Parking
Pool
TV
View
Private Pool
Ocean View
Balcony/Terrace
Oceanfront
Security/Safety
Sports/Activities
Wellness Facilities
Entertainment
Barbecue/Outdoor Cooking
Child Friendly
Internet
Kitchen
Laundry

Facility Overview

Air Conditioner
  • Air conditioning
Bathrooms
  • 7 bathrooms
  • Hair dryer
Bedroom
  • 7 bedrooms
  • Bed sheets provided
  • Dining table
  • Dining room
Kitchen
  • Stovetop
  • Coffee/tea maker
  • Dishwasher
  • Microwave
  • Toaster
  • Oven
  • Blender
  • Cookware/dishes/utensils
  • Refrigerator
Laundry
  • Laundry facilities
  • Washing machine and dryer
Ocean view
  • Near the beach
Parking
  • Onsite parking
Pet Friendly
  • No pets allowed
Accessibility
  • Smoke-free property
  • Note from host: No smoking is allowed on the premises.
Activities
  • Fishing nearby
  • Hiking/biking trails nearby
  • Basketball nearby
  • Casino nearby
  • Power boating nearby
  • Fitness facilities nearby
  • Kayaking nearby
  • Kayak on site
  • Scuba diving nearby
  • Hiking nearby
  • Tennis on site
Entertainment
  • Stereo
  • Pool or billiards table
  • DVD player
  • TV with cable/satellite service
General
  • English
  • Near a hospital
  • Near a health or beauty spa
Guest Services
  • Iron/ironing board
Internet
  • Free WiFi
Outdoors
  • Patio
  • Garden
  • Barbecue grill
Security/Safety
  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector not reported (host has not indicated whether there is a smoke detector on the property)
Spa
  • Shared/communal pool
  • Private pool

Policies

Child Policy
Children are welcome. note from host: children welcome
Event Policy
No events allowed
Pet Policy
Pets not allowed
Smoking Policy
Smoking is not permitted;no smoking is allowed on the premises.

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 host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip host has not indicated whether there is a smoke detector on the property onsite parties or group events are strictly prohibited special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed 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

Reviews

Emily S.
Nov 11, 2025 02:47:52 AM
Review Score:   10
Summary: House was great for all guest and very clean!
See All Reviews

FAQ's

Is this Estate Chocolate Hole and Great Cruz Bay villa pet-friendly for guests?

No, pets are not allowed at this property. Check the guest reviews to learn what guests had to share.

Does the Estate Chocolate Hole and Great Cruz Bay villa have a swimming pool?

Yes, this Estate Chocolate Hole and Great Cruz Bay villa has a swimming pool. Check the Facility Overview section for details about the pool and other available facilities.

How much does it cost per night to stay in Estate Chocolate Hole and Great Cruz Bay villa?

Best-rates for the Estate Chocolate Hole and Great Cruz Bay villa starts from $1,893 per night with includes Laundry, Parking, TV, Ocean View, Oceanfront, Internet, Air Conditioner, Private Pool, Balcony/Terrace, Barbecue/Outdoor Cooking, Pool, View, Security/Safety, Sports/Activities, Wellness Facilities, Entertainment, Child Friendly, Kitchen with all other facilities. matches every traveler with their perfect accommodation, whether you are traveling with a group, friends, family, or pets.

Is Estate Chocolate Hole and Great Cruz Bay villa a family-friendly place to stay?

Based on the information we have received from the owner or our partner, this is considered to be a family-friendly property. Families have rated this villa Good or guests have recommended them suitable for families. As reported by the owner or manager, the villa has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.

Is the Estate Chocolate Hole and Great Cruz Bay villa wheelchair accessible or offer services for disabled guests?

Based on the information received from our partner, the Estate Chocolate Hole and Great Cruz Bay villa has not specified they are wheelchair accessible. Likewise, there is not an elevator specified as being available at the property. Specific accessibility details may be addressed in the property details section of this page.

What is the minimum night stay policy for the Estate Chocolate Hole and Great Cruz Bay villa?

Based on the information reported by the owner or manager, the Estate Chocolate Hole and Great Cruz Bay villa indicates 1 day stay policy at this villa. Guests are cautioned that the minimum stay policy may differ based on seasonality or availability and may be at the discretion of the owner or manager.

What cancellation policy is in place for Estate Chocolate Hole and Great Cruz Bay villa?

Guests are cautioned that the cancellation policy may differ based on seasonality, availability, or current travel restrictions. Guests should also be aware that this policy may be subject to change and should be confirmed prior to booking. More details may be available on this page in the property description. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.

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