One of the few properties with an onsite pool table.
Discover nearby landmarks
Walk to Great Cruz Bay
3 bedrooms3 bathroomsSleeps 6
Popular amenities
Private pool
Kitchen
Washing machine
Air-conditioning
Barbecue grill
Free Wi-Fi
Explore the area
St John, VI
Great Cruz Bay
Place, Great Cruz Bay
4 min walk
Chocolate Hole
Place, Chocolate Hole
7 min walk
Chocolate Hole Beach
Place, Chocolate Hole Beach
15 min walk
St. Thomas (STT-Cyril E. King)
Airport, St. Thomas (STT-Cyril E. King)
59 min drive
Rooms & beds
3 bedrooms (sleeps 6)
3 bathrooms
Bathroom 1
Bathroom 2
Bathroom 3
Spaces
Kitchen
Separate dining area
Dining area
About this property
Chill by the Pool, Enjoy the Views: Tennis Cottage with A/C and Chocolate Hole Views
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.
Our prices include all fees. No hidden fees.
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The property is non-smoking. This includes outside on the decks and the surrounding grounds of the property.
No functions, wedding/receptions, etc. are allowed at the property. The rental is only for the guests reserved and paid to stay at the property.
Important information
You need to know
Property # 504853vb
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with UK consumer law, property booking services are not subject to the right of withdrawal.
This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
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
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
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
About the area
St. John
Located in St. John, this villa is near the beach. The area's natural beauty can be seen at Virgin Islands National Park and Cruz Bay Beach.
St. Thomas (SPB-St. Thomas Seaplane Base) - 63 min drive
Restaurants
Skinny Legs - 27 min drive
Tarpon’s Table - 41 min drive
Duffy's Love Shack - 42 min drive
Shambles - 9 min drive
The Ritz-Carlton, St. Thomas - 45 min drive
Frequently asked questions
Does Chill by the Pool, Enjoy the Views: Tennis Cottage with A/C and Chocolate Hole Views have a pool?
Yes, this property has a pool.
How much does it cost to stay at Chill by the Pool, Enjoy the Views: Tennis Cottage with A/C and Chocolate Hole Views?
As of 19 Aug 2026, prices found for a 1-night stay for 2 adults at Chill by the Pool, Enjoy the Views: Tennis Cottage with A/C and Chocolate Hole Views on 26 Aug 2026 start from £3,086, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
Is Chill by the Pool, Enjoy the Views: Tennis Cottage with A/C and Chocolate Hole Views pet-friendly?
No, pets are not allowed at this property.
What time is check-in at Chill by the Pool, Enjoy the Views: Tennis Cottage with A/C and Chocolate Hole Views?
Check-in begins at 4:00 PM.
What time is check-out at Chill by the Pool, Enjoy the Views: Tennis Cottage with A/C and Chocolate Hole Views?
Checkout is at 10:00 AM.
Where is Chill by the Pool, Enjoy the Views: Tennis Cottage with A/C and Chocolate Hole Views located?
Situated near the beach, this villa is 0.4 mi (0.6 km) from Great Cruz Bay and 1.6 mi (2.6 km) from Virgin Islands National Park. Chocolate Hole Beach and Rendezvous Bay are also within 15 minutes.
About the host
Hosted by Caribbean Villas of St. John
Languages:
English
Premier Host
They consistently provide great experiences for their guests