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Book Online or call HomeAway Booking Assistance 888-640-7927
Book Online or call HomeAway Booking Assistance 888-640-7927

Tennis Cottage- Swim in your private lap pool, A/C in all rooms!

Bedrooms 3
Space 2,100 sq. ft.
Property type villa
Minimum Stay 7 nights


About the property

3 bedrooms, 3 baths, 40' pool, full a/c, private, convenient

Tennis Cottage is private, tropical and comfortable. The Cottage consists of a main house and a guest house. The main house contains the living/dining and kitchen areas, plus a romantic master bedroom and bath on the upper level and a second bedroom/bath on the lower level that opens to the 40 foot pool and sundeck. A large covered deck runs along the upper length of the main house and provides an excellent place to relax and enjoy the scenic views and magical Caribbean nights. The third bedroom/bath is private and cozy and is located in the guesthouse behind the main house.

Tennis Cottage overlooks Chocolate Hole Harbor with south facing sunny and scenic views of the harbor and the Caribbean Sea. The Cottage is the neighbor of Tennis Villa, but both villas are private and hidden from view from each other. The Cottage can be rented in combination with Tennis Villa, and you thereby gain access to one of the finest villa amenities and activities packages on St. John. Tennis Villa's amenities include a private tennis and basketball court, a 43 foot pool, a regulation pool table, a horseshoe pit and a piano. Each villa has a separate, private driveway and parking area, but if you rent both villas a path connects the two villas and insures an easy walk from one house to the other.

Chocolate Hole is a well-established, quiet and convenient neighborhood that consists of high-priced residential villas. Groceries at Starfish Market are a 4-5 minute drive and the many restaurants and shops of Cruz Bay are an easy 5 minute drive. The restaurants, beach, spa and tennis courts of the Westin Resort are a 2 minute drive.

More Details

Property Manager
Owner / Property Managers
Member since: 2010
Speaks: english
Response time:
Within a day
Response rate:
Calendar last updated:
February 23, 2018

About Owner / Property Managers

We’re a family where the head of the family is an obstetrician who spent his entire professional life delivering and caring for babies (and their moms) in a lovely small town in Wisconsin. Delivering babies is tough work and you really can’t choose the hours babies are born so you work a lot of long, really long, sleepless nights. So when you can grab some vacation time, and that’s rare, it has to be really enjoyable and relaxing. After a vacation on St. John many years ago, we quickly discovered that this island is all of these things, it’s truly one of planet earth’s finest little islands. So we searched around and found Tennis Villa and Tennis Cottage and bought them. We have a pretty large family that absolutely loves St. John and with lots of space, privacy and amenities, Tennis Villa and Tennis Cottage are just perfect for socializing with our family or friends.

Why Owner / Property Managers chose Estate Chocolate Hole and Great Cruz Bay

We originally were interested in purchasing Tennis Villa because it has one of the very few private tennis courts on St. John. Tennis Cottage and Tennis Villa were sold as a package, so we ended up with two homes. Since we added the 40' pool, sun deck and full a/c to the Cottage, and remodeled it, we've come to enjoy the Cottage almost as much as Tennis Villa. It's private, cozy, great for families, and still quite affordable on an island with lots of expensive rentals.

What makes this villa unique

The most unique aspect of Tennis Cottage is that it can be rented by itself as a 3-bedroom villa, or it can be rented as part of a 7-bedroom, two villa combination package, along with Tennis Cottage.


Estate Chocolate Hole and Great Cruz Bay Villa Accommodation and Amenities

Property Type:
  • villa
  • Guests provide their own meals
Floor Area:
  • 2100 sq. ft.
House Rules:
  • Check-in: 3:00 PM / Check-out: 10:00 AM
  • Max. occupancy: 6
  • children welcome
  • non smoking only
Location Type:
  • Ocean View
  • Away From It All
  • Budget
  • Family
  • Romantic
  • Air Conditioning ...
  • Clothes Dryer
  • Internet
  • Iron & Board
  • Linens Provided
  • Living Room
  • Parking
  • Telephone
  • Towels Provided
  • Washing Machine
  • Coffee Maker
  • Dishes & Utensils
  • Dishwasher
  • Kitchen
  • Microwave
  • Oven
  • Refrigerator
  • Stove
  • Toaster
  • Dining Area
  • seating for 6 people
  • 3 Bathrooms
  • Bathroom 1 - toilet , shower
    Bathroom 2 - toilet , shower
    Bathroom 3 - toilet , shower
  • 3 Bedrooms, Sleeps 6
  • Main House, upper level - 1 queen , A/C
    Main House, pool level - 1 queen , A/C
    Guest House - 1 king , A/C, king bed converts to 2 twin beds
  • DVD Player
  • Satellite / Cable
  • Stereo
  • Television
  • Balcony
  • Deck / Patio
  • Outdoor Grill
Pool / Spa:
  • Private Pool ...
  • churches
  • duty free shops
  • health/beauty spa
  • marina
  • recreation center
  • restaurants
  • ruins
Leisure Activities:
  • boating
  • paddle boating
  • scenic drives
  • shopping
  • sight seeing
  • walking
Local Services & Businesses:
  • ATM/bank
  • fitness center
  • groceries
  • laundromat
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • hiking
  • jet skiing
  • kayaking
  • paragliding
  • parasailing
  • sailing
  • scuba diving or snorkeling
  • snorkeling/diving
  • surfing
  • swimming
  • tennis
  • wind-surfing


5/5 -
(2 traveler reviews)

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Tennis Cottage- Swim in your private lap pool, A/C in all rooms!
average rating of 5.0 based on 2 reviews
Santa Fe, NM


  • 5 of 5

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.

  • Submitted: Oct 6, 2016
  • Stayed: August 2016
  • Source: VRBO, from HomeAway
Owner's Response: Thank you for your review! We are pleased you have already reserved for next year and look forward to having you stay with us again!
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1 0
Tewksbury, Massachusetts

Wonderful vacation

  • 5 of 5

we loved this villa's location and it had everything we needed. Three bedrooms are all separate and private and comfortable. Management company took very good care of us and we will be back to tennis cottage next year.

  • Submitted: Sep 23, 2016
  • Stayed: July 2016
  • Source: VRBO, from HomeAway
Owner's Response: Thank you for your review! We are happy to hear you enjoyed your stay at Tennis Cottage! We look forward to having you stay with us again!
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1 0


Nearest Airport
12 Miles
St Thomas
Nearest Ferry
2 Miles
Cruz Bay
Nearest Beach
1 Miles
Great Cruz Bay
Car: necessary


Rates & Availability

Taxes and fees are additional

Additional information about rental rates

Tax Rate 17.5%

Thanksgiving - Off Season Rates Apply
12.5% Hotel tax/5% Service charge
$500 Damage Deposit

50% is due within 7 days of booking, final payment is due 60 days prior to arrival. For Christmas/New Years bookings- final payment is due 120 days prior to arrival.

Manager's Cancellation Policy

  • Canceled bookings will not receive a refund

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