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

Tennis Villa & Tennis Cottage – 7-Bedroom St. John Estate with Private Pools, Tennis & Pickleball

Tennis Villa & Tennis Cottage offer an exceptional 7-bedroom vacation estate in Great Cruz Bay on St. John, U.S. Virgin Islands, combining two private vacation homes with a total of 7 bedrooms, 7 bathrooms, 2 private pools, and a private tennis/pickleball court. This unique property can be rented as a complete 7-bedroom Caribbean estate for large families, reunions, celebrations, and groups of friends, or Tennis Villa and Tennis Cottage can be rented separately for smaller groups seeking additional privacy and space. The two villas have separate entrances, driveways, and parking areas, with a convenient private pathway connecting the properties. This arrangement allows guests to vacation together while maintaining the independence and privacy of two individual homes.

Tennis Villa plus Cottage at a Glance includes:
- 7 bedrooms
- 7 bathrooms
- Accommodates up to 14 guests when rented together
- 2 private swimming pools
- Private regulation-size tennis court
- Pickleball court markings
- Tesla solar panels and battery backup at both properties
- Great Cruz Bay and Chocolate Hole locations
- Harbor and Caribbean Sea views
- Air conditioning - in bedrooms at Tennis Villa. All rooms at Tennis Cottage
- Well equipped kitchens at both homes
- Multiple indoor and outdoor living areas
- Approximately 5 minutes to Cruz Bay

Tennis Villa is a spacious 4-bedroom, 4-bathroom, single-story vacation home designed for families and groups of up to 8 guests. With a private tennis and pickleball court, 43-foot private pool, expansive garden courtyard, and beautifully designed living spaces, Tennis Villa offers an ideal combination of recreation and relaxation.

The main house features three bedrooms and three bathrooms, while a detached pool house provides the fourth bedroom and bathroom. The bedrooms are separated without common walls, providing an exceptional level of privacy for families and groups traveling together.

Private Tennis & Pickleball Court
The regulation-size tennis court was professionally resurfaced in May 2023 and includes markings for pickleball. Guests have access to tennis rackets, balls, pickleball paddles, and other equipment, although avid players may prefer to bring their own rackets and gear. The private court makes Tennis Villa particularly appealing to travelers searching for a St. John vacation rental with tennis or pickleball.

Private 43-Foot Pool & Garden Courtyard
A stunning 43-foot private swimming pool forms the centerpiece of Tennis Villa's spacious south-facing garden courtyard. The pool area is designed for all-day enjoyment, with plenty of space for swimming, sunbathing, outdoor dining, and relaxing in the tropical surroundings. The courtyard also provides a wonderful setting for enjoying St. John's warm Caribbean evenings.

Living & Dining
The expansive, living room features elegant arched doorways, soaring cathedral ceilings, tropical décor, and views toward the garden courtyard and surrounding harbor. Large screened doors open directly to the pool area, creating an easy indoor-outdoor flow.

Amenities include:
- 56-inch flat-screen TV
- Bluetooth speaker
- Wireless internet
- Regulation pool table
- Spacious indoor seating

The dining area comfortably accommodates 6 guests, while additional outdoor dining areas provide an inviting setting for breakfast, lunch, or dinner beside the pool.

Gourmet Kitchen

The chef-inspired kitchen is designed for serious cooking and entertaining, with generous counter space and high-quality appliances.

Kitchen highlights include:
- 6-burner Wolf gas range
- Dual sinks
- Multiple cooking and preparation areas
- Refrigerator/freezer
- Microwave
- Toaster
- Blender
- Coffeemaker
- Complete cookware, dishes, and glassware

A gas BBQ grill provides an additional option for outdoor meals.

Four Bedrooms
Tennis Villa features four private, air-conditioned bedrooms:
- 1 king bedroom
- 3 bedrooms with twin beds that convert to kings
- 4 private ensuite bathrooms
- Flat-screen TVs
- Cable TV

Three bedrooms are located in the main house, while the fourth is in the detached pool house.

Tennis Cottage is a charming 3-bedroom, 3-bathroom Caribbean vacation home located just behind Tennis Villa. It offers a more intimate tropical retreat while providing easy access to the larger estate when both properties are rented together. The cottage has its own private entrance, driveway, parking area, kitchen, living space, private pool, and outdoor areas, making it completely comfortable as a standalone vacation rental.

A private pathway connects Tennis Cottage to Tennis Villa.

Private Pool & Harbor Views
Tennis Cottage features its own private lap-style swimming pool and beautiful views overlooking Chocolate Hole Harbor. The covered deck provides an inviting place to relax, enjoy the tropical breezes, dine outdoors, and take in the peaceful Caribbean scenery.

Living & Dining
The air-conditioned living area features spectacular harbor views and a 32-inch flat-screen TV.

Guests can enjoy meals:
- Beside the private pool
- On the upper-level terrace
- In the comfortable indoor living area

Kitchen
The fully equipped kitchen makes it easy to prepare everything from casual snacks to full meals.

A gas BBQ grill in the courtyard provides an additional option for outdoor cooking and entertaining.

Three Bedrooms
Tennis Cottage features three air-conditioned bedrooms with private ensuite bathrooms:
- King bedroom - main house
- Queen bedroom - pool level
- Two twin beds that convert to a king - courtyard

Bedrooms also feature cable TV and comfortable furnishings, creating peaceful private retreats after a day exploring St. John.

Location – Great Cruz Bay & Chocolate Hole
Tennis Villa & Tennis Cottage are ideally positioned in the Great Cruz Bay and Chocolate Hole area of St. John, offering a rare combination of privacy and convenience.
The properties are approximately a 5-minute drive from Cruz Bay, making it easy to enjoy the island's restaurants, shopping, grocery stores, nightlife, ferry terminal, and other amenities. Tennis Villa enjoys picturesque views toward Great Cruz Bay Harbor and Chocolate Hole Harbor, while Tennis Cottage offers a peaceful vantage point overlooking Chocolate Hole Harbor.

The two properties each have their own:
- Private driveway
- Parking area
- Entrance
- Outdoor living spaces
- Private swimming pool

A connecting pathway allows guests renting both properties to move easily between the villas.

Solar Power & Battery Backup
Both Tennis Villa and Tennis Cottage feature Tesla solar panels and battery backup systems, combining sustainable energy technology with added peace of mind for guests. The battery systems provide backup power in the event of a temporary island power interruption, while the solar panels support a more energy-conscious Caribbean vacation experience.

Rent the Complete 7-Bedroom Estate
For larger groups, renting Tennis Villa and Tennis Cottage together creates an exceptional 7-bedroom St. John vacation estate.
This configuration is ideal for:
- Extended families
- Family reunions
- Friends traveling together
- Multi-generational vacations
- Special celebrations
- Groups seeking multiple private pools
- Tennis and pickleball enthusiasts

The two homes provide plenty of space to gather together while maintaining separate bedrooms, living areas, kitchens, pools, and outdoor spaces. For smaller groups, either villa can be reserved independently.

Tennis Villa & Tennis Cottage offer something truly special on St. John: the space and privacy of a private estate, the recreation of tennis and pickleball, two private pools, beautiful Caribbean views, and the convenience of being only minutes from Cruz Bay. Whether rented together for a memorable group getaway or separately for a more intimate escape, this unique Caribbean retreat makes it easy to relax, reconnect, and enjoy everything St. John has to offer.

Frequently Asked Questions (FAQ):
Is there on island assistance during our stay?
Yes! Caribbean Villas of St. John has a local office right on St. John. Our friendly team is available to answer questions, provide recommendations, and assist with anything you may need during your stay, helping ensure a smooth and enjoyable vacation.

Does Tennis Villa plus Cottage have backup power?
Yes! The villa has a solar powered battery backup system that automatically kicks on if there is an unexpected power outage.

Are linens, towels, and beach gear provided?
Yes, your linens, bath towels, beach towels, beach chairs, a cooler, and a starter packet of paper products.

What are the best restaurants & Bars in Cruz Bay & Coral Bay, St. John? Cruz Bay is the main town on St. John and offers the largest variety of restaurants, from casual to fine dining. Coral Bay is the quieter side of the island and offers a more casual, laid back atmosphere. A complete list can be found in our About St John Section under Dining.
- St. John Back Bar
- 1864
- Joe's BBQ
- Surf Club Cantina - Coral Bay
- Cafe Roma
- Skinny Legs - Coral Bay
- Sundog Cafe
- Greengos Mexican Cantina

What are some hiking trail recommendations?
Ram's Head, Reef Bay Trail, Lind Point Trail, Salt Pond & Drunk Bay Trails, to name a few.

How far away are the barefoot, white sand beaches of the National Park?
Located on the north side of the island, about a 10-15-20 minute drive away are some of the most beautiful beaches - Hawksnest, Trunk Bay, Cinnamon Bay, Maho Bay, and Francis Bay.

Do I need a vehicle to stay at Tennis Villa plus Cottage?
Yes, renting a jeep is recommended. Having a vehicle will allow you to easily explore beaches, restaurants, and attractions around St. John.

What activities are available on the island?
- Scuba Diving - Low Key Watersports
- Snorkeling
- Paddleboarding
- Kayaking
- Swimming
- Boating

What provisioning companies, private chef services, and boating excursions are recommended?
- Provisioning: Landlubber Logistics and Starfish Market
- Chefs: St. John Catering & DSC Dining
- Boat Excursions: Flyaway Charters, Sunshine Day Dream Charters. Scheduled excursions: Stormy Pirates

What grocery stores are closest to Tennis Villa plus Cottage?
- St John Gourmet Market - Cruz Bay
- Starfish Market - Cruz Bay
- Dolphin Market - Cruz Bay
- Pine Peace Market - Cruz Bay

What gas stations are on St. John?
- E.C. Gas - Cruz Bay
- Race Track Gas Station - Southshore Road
- Midway Gas - Centerline Road
There aren't any gas stations in Coral Bay.

For a complete list of our recommendations, please visit our About St John Section on our website.