[See all properties](http://www.expedia.ca/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # Chill by the Pool, Enjoy the Views: Tennis Cottage with A/C and Chocolate Hole Views Villa with private pool, near Virgin Islands National Park ![Pool](https://images.trvl-media.com/lodging/34000000/33970000/33968700/33968607/0d8ef77f.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33970000/33968700/33968607/36bc2f8f.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Dining](https://images.trvl-media.com/lodging/34000000/33970000/33968700/33968607/3244994d.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33970000/33968700/33968607/ba1cf656.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Interior](https://images.trvl-media.com/lodging/34000000/33970000/33968700/33968607/fbf26075.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Amenities - Policies - Location Perched overlooking Chocolate Hole Harbor, Tennis Cottage offers a serene retreat with private living areas, a 40-foot pool and sundeck. Enjoy scenic views of the Caribbean Sea from the covered deck or cozy up in the romantic master bedroom. 10 Exceptional ### Entire home 3 bedrooms3 bathroomsSleeps 6 ## Popular amenities - Pool - Washer - Barbecue grill - Air conditioning - Kitchen - Free WiFi ## Add dates for prices Check-in Check-out Travellers ## About this property ### Entire place You'll have the entire home to yourself and will only share it with other guests in your party. ### 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. ## Property amenities ### Beach - Beach nearby ### Pool/Spa - Communal pool - Private pool ### Internet - Available in the villa: Free WiFi ### Kitchen - Coffee/tea maker - Dishwasher - Microwave - Oven - Refrigerator - Stovetop - Toaster ### Dining - Dining table ### Bedrooms - 3 bedrooms - Bedsheets provided ### Bathroom - 3 bathrooms ### Living spaces - Dining table - Separate dining area ### Entertainment - Piano - TV ### Outdoor areas - Barbecue grill - Deck ### Laundry - Laundry facilities - Washing machine ### Comfort - Air conditioning ### Pets - No pets allowed ### Suitability/Accessibility - Smoking not allowed - Note from host: No smoking is allowed on the premises. ### Things to do - Billiards/pool table ### Safety features - 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) ## Similar properties ![Outdoor dining](https://images.trvl-media.com/lodging/35000000/34530000/34525500/34525453/a4abc0bf.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Updated Caribbean retreat, with solar and generator power backup Cruz Bay - Ocean view - Pool - Kitchen - Washer 9.8 Exceptional 43 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-04&endDate=2025-11-05&selected=34525453&PinnedHotelID=34525453&HadPinnedHotel=true®ionId=-1&adults=2) ![Outdoor pool](https://images.trvl-media.com/lodging/35000000/34530000/34520500/34520470/c9d9ecad.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Poi Pu St John - Great Views, Total Privacy & Tesla Solar Backup System Chocolate Hole - Pool - Kitchen - Washer - Dryer 9.8 Exceptional 73 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-04&endDate=2025-11-05&selected=34520470&PinnedHotelID=34520470&HadPinnedHotel=true®ionId=-1&adults=2) ![Outdoor pool](https://images.trvl-media.com/lodging/113000000/112840000/112832600/112832599/4ace7728.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Cloud Nine! Spectacular Sunsets, Privacy, Pool, Spa & AC- Near Town & Beaches! St John - Ocean view - Pool - Hot tub - Kitchen 10 Exceptional 53 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-04&endDate=2025-11-05&selected=112832599&PinnedHotelID=112832599&HadPinnedHotel=true®ionId=-1&adults=2) ![Pool](https://images.trvl-media.com/lodging/43000000/42280000/42276300/42276202/351db908.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Experience the ultimate retreat at One Particular Harbour, where breathtaking views meet unparalleled privacy, creating the perfect oasis for relaxation and rejuvenation. This is the getaway you’ve been dreaming of! Coral Bay - Ocean view - Pool - Kitchen - Washer 9.6 Exceptional 12 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-04&endDate=2025-11-05&selected=42276202&PinnedHotelID=42276202&HadPinnedHotel=true®ionId=-1&adults=2) ![Outdoor pool](https://images.trvl-media.com/lodging/36000000/35700000/35697400/35697365/w846h565x0y2-7947de5d.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Palm Vista: Voted Top 10 Panoramic Villa View in the World! +200 5 star reviews fish bay, cruz bay - Ocean view - Pool - Kitchen - Washer 10 Exceptional 164 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-04&endDate=2025-11-05&selected=35697365&PinnedHotelID=35697365&HadPinnedHotel=true®ionId=-1&adults=2) ![Outdoor pool](https://images.trvl-media.com/lodging/35000000/34140000/34135600/34135521/c63845f7.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### MESMERIZING VIEWS, COOLING TRADEWINDS: COCONUT BREEZE VILLA Coral Bay - Pool - Kitchen - Washer - Dryer 9.6 Exceptional 37 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-04&endDate=2025-11-05&selected=34135521&PinnedHotelID=34135521&HadPinnedHotel=true®ionId=-1&adults=2) ![Outdoor pool](https://images.trvl-media.com/lodging/31000000/30530000/30525300/30525254/345f9cbb.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Sunset View Pool Villa - 4 Equal Master Bedrooms with Big Views and Easy Access Cruz Bay - Pool - Kitchen - Washer - Dryer 10 Exceptional 43 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-04&endDate=2025-11-05&selected=30525254&PinnedHotelID=30525254&HadPinnedHotel=true®ionId=-1&adults=2) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/35000000/34390000/34388200/34388133/2e8dd6f0.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Incredible Ocean views at Villa Catalina. Full Generator! Cruz Bay, St John - Pool - Kitchen - Washer - Dryer 9.8 Exceptional 61 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-04&endDate=2025-11-05&selected=34388133&PinnedHotelID=34388133&HadPinnedHotel=true®ionId=-1&adults=2) ![Outdoor pool](https://images.trvl-media.com/lodging/39000000/38290000/38287800/38287753/7a460be7.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Southern Exposure 3 bedroom / 3 bath villa St John, USVI - Pool - Kitchen - Washer - Dryer 9.8 Exceptional 30 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-04&endDate=2025-11-05&selected=38287753&PinnedHotelID=38287753&HadPinnedHotel=true®ionId=-1&adults=2) ![TV, offices](https://images.trvl-media.com/lodging/105000000/104030000/104026900/104026842/565fde8f.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Spacious Serene Villas~4 bedrooms-w/4 private ensuite bathrooms. St John - Kitchen - Air conditioning - Outdoor space - Microwave 9.6 Exceptional 8 reviews CA $672 CA $1,409 total includes taxes & fees Nov 7 - Nov 8 [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-07&endDate=2025-11-08&selected=104026842&PinnedHotelID=104026842&HadPinnedHotel=true®ionId=-1&adults=2) ## Policies ### Check-in Check-in time starts at 4:00 PM Contactless check-in available Minimum check-in age: 25 ### Check-out Check-out before 10:00 AM ### Special check-in instructions You will receive an email from the host with check-in and check-out instructions ### Rules 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. ### Pets Pets not allowed ### Children and extra beds Children are welcome Note from host: Children Welcome ### Events No events allowed ### Smoking Smoking is not permitted No smoking is allowed on the premises. ## Important information ### You need to know 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 Onsite 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 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 ### Property is also known as 29572 ## About the area ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6&zoom=13&markers=icon:https%3A%2F%2Fa.travel-assets.com%2Ftravel-assets-manager%2Feg-maps%2Fproperty.png%7C18.32022%2C-64.78449&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=ayhnnS78Zs9dtVUIgmR9hhgaMiA=) Chocolate Hole Harbor, St. John #### What's nearby - Great Cruz Bay - 4 min walk - 0.4 km - Chocolate Hole - 10 min walk - 0.9 km - Cruz Bay Beach - 4 min drive - 2.7 km - Virgin Islands National Park - 4 min drive - 3.0 km - Trunk Bay - 16 min drive - 7.9 km #### Getting around - St. Thomas (SPB-St. Thomas Seaplane Base) - 63 min drive #### Restaurants - ‪Woody's Seafood Saloon - ‬6 min drive - ‪Greengo’s - ‬7 min drive - ‪Sun Dog Cafe - ‬7 min drive - ‪Tap & Still - ‬6 min drive - ‪Snorkels Pool Bar & BBQ - ‬14 min walk ## 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. ### 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? > Check-out 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. ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Chill by the Pool, Enjoy the Views: Tennis Cottage with A/C and Chocolate Hole Views Reviews 10 ### Exceptional All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.[More information](https://www.expedia.ca/lp/b/content-guidelines) ### 8.8 Cleanliness ### 10 Location 10 - Excellent 5 8 - Good 0 6 - Okay 0 4 - Poor 0 2 - Terrible 0 This review was submitted before 2018 and has not been verified. ### 10/10 Excellent Sep 24, 2016 #### Wonderful vacation 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. This review was submitted before 2018 and has not been verified. ### 10/10 Excellent Oct 6, 2016 #### RELAXING 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. ### 10/10 Excellent #### Troy H. Apr 3, 2021 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Quiet island cottage If you’re looking for a quiet spot on St John, Tennis Cottage is a great option. The cottage is appropriately named as it’s more cottage than villa, but we really liked the charm of the place. There are 3 bdrms, one in the basement walks out to the pool. Upstairs is a nice open air porch that overlooks Chocolate Hole. The property is situated lower on the ridge line between Chocolate Hole and little Cruz Bay which doesn’t afford big sweeping views, but there is a very nice view of the Hole and beyond out to open water. The main house consists of a kitchen, living room and dining area in an open floor plan. There is also a bedroom with a large closet. In addition, there is a separate building with a bedroom. All three bedrooms have a bathroom. Because of the layout, this cottage probably isn’t ideal for a family with young children who you don’t want sleeping separately from the adults. But if you want a place with some privacy among the bdrms, this set up is perfect. Many people walk and run along the road just in front of the cottage so it’s a good place to get a little exercise in the mornings or early evenings. It is possible to walk down a short but steep landing to gain access to the beach at little Cruz Bay and the Westin. We walked down to let the kids swim and we had dinner at the beach restaurant at the Westin. That walkability factor is a big plus for this location as the property also feels isolated and quiet. Lastly, the management company and all of the good people there are really enjoyable and made our stay wonderful. ##### Troy H. Stayed 7 nights in Mar 2021 ### 10/10 Excellent #### Danielle M. Feb 21, 2022 Liked: Cleanliness, check-in, communication, location, listing accuracy #### A lovely stay in paradise We had a wonderful time. The house provided everything we could want or need. Our welcome surprise in the fridge was perfect & came in handy. My parents were in the main level & my husband and I chose the pool level room, it was great having the separate areas. We will definitely be back. ##### Danielle M. Stayed 8 nights in Feb 2022 ### 10/10 Excellent #### Sarah B. Feb 19, 2021 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great Stocked with everything you would possible need for a beach vacation. The property manager was constantly in communication with you and easy to reach. The full kitchen had anything you would need to prepare a meal. It was easily found and accessible to taxi services so getting a car wasn’t exactly necessary. It is very close to the main house so you can hear people outside and vice versa, overall a very nice stay I would book again. ##### Sarah B. Stayed 7 nights in Feb 2021 ## Expedia's Latest Trends ### Hotels > [Margaritaville Vacation Club - St. Thomas](https://www.expedia.ca/St-Thomas-Hotels-Margaritaville-Vacation-Club-By-Wyndham-St-Thomas.h11796106.Hotel-Information) > > [The Ritz-Carlton, St. Thomas](https://www.expedia.ca/St-Thomas-Hotels-The-Ritz-Carlton.h329494.Hotel-Information) > > [Bolongo Bay Beach Resort](https://www.expedia.ca/St-Thomas-Hotels-Bolongo-Bay-Beach-Resort.h26734.Hotel-Information) > > [Hotels in Honolulu](https://www.expedia.ca/Honolulu-Hotels.d1488.Travel-Guide-Hotels) > > [Hôtel Atypiq](https://www.expedia.ca/Quebec-Hotels-Hotel-Atypiq.h1360090.Hotel-Information) > > [Marriott's Frenchman's Cove](https://www.expedia.ca/St-Thomas-Hotels-Marriotts-Frenchmans-Cove.h1776650.Hotel-Information) > > [Limetree Beach Resort by Club Wyndham](https://www.expedia.ca/St-Thomas-Hotels-Limetree-Beach-Resort-By-Club-Wyndham.h527815.Hotel-Information) > > [Sapphire Sanctuary by the Sea](https://www.expedia.ca/St-Thomas-Hotels-Sapphire-Sanctuary-By-The-Sea-LLC.h16826140.Hotel-Information) > > [Royal Hotel](https://www.expedia.ca/Chilliwack-Hotels-Royal-Hotel.h4461510.Hotel-Information) > > [All Inclusive Resorts and Hotels in Aruba](https://www.expedia.ca/Destinations-In-Aruba-All-Inclusive-Hotel.0-0-d9-tAllInclusiveHotel.Hotel-Filter-Destinations) > > [Secret Harbour Beach Resort](https://www.expedia.ca/St-Thomas-Hotels-Secret-Harbour-Beach-Resort.h866.Hotel-Information) > > [Hotels in Côte Saint-Luc](https://www.expedia.ca/Cote-Saint-Luc-Hotels.d178517.Travel-Guide-Hotels) > > [Great Canadian Casino Resort Toronto](https://www.expedia.ca/Toronto-Hotels-Great-Canadian-Casino-Resort-Toronto.h94900038.Hotel-Information) > > [Beach Front Luxury at the Bay View Grand - Location! Location! Location!](https://www.expedia.ca/Puerto-Vallarta-Hotels-Beach-Front-Luxury-At-The-Bay-View-Grand-Location-Location-Location.h30788461.Hotel-Information) > > [Hotels with Free Airport Shuttle in Winnipeg](https://www.expedia.ca/Winnipeg-Hotels-Hotels-With-Free-Airport-Shuttle.0-0-d6141041-tHotelswithFreeAirportShuttle.Travel-Guide-Filter-Hotels) > > [Kilkea Castle](https://www.expedia.ca/Kilkea-Hotels-Kilkea-Castle.h21240683.Hotel-Information) ### Flights > [Flights from Goffs (YHZ) to Palm Springs (PSP)](https://www.expedia.ca/lp/flights/yhz/psp/halifax-to-palm-springs) > > [Flights from Toronto (YYZ) to Sudbury (YSB)](https://www.expedia.ca/lp/flights/yyz/ysb/toronto-to-sudbury) > > [Flights from Goffs (YHZ) to St. John's (YYT)](https://www.expedia.ca/lp/flights/yhz/yyt/halifax-to-st-johns) > > [Flights from Toronto (YYZ) to Vancouver (YVR)](https://www.expedia.ca/lp/flights/yyz/yvr/toronto-to-vancouver) > > [Flights from Vancouver (YVR) to Toronto (YYZ)](https://www.expedia.ca/lp/flights/yvr/yyz/vancouver-to-toronto) > > [Flights from Gatwick (LGW) to Montreal (YUL)](https://www.expedia.ca/lp/flights/lgw/yul/london-to-montreal) > > [Korean Air](https://www.expedia.ca/Korean-Air-Flights.cKE.Travel-Guide-Airlines) ### Cars > [Car rentals in Victoria](https://www.expedia.ca/Car-Rentals-In-Victoria.d4138.Car-Rental-Guide) > > [Economy Car Rentals in Calgary](https://www.expedia.ca/Economy-Car-Rentals-In-Calgary-Intl.d4413785-tEconomy.Car-Rental-Guide-Class) ### Packages > [Hawaii](https://www.expedia.ca/lp/theme-vacations/all-inclusive-vacations/213/Hawaii) > > [all inclusive vacations](https://www.expedia.ca/lp/theme-vacations/all-inclusive-vacations) > > [Mexico Vacations](https://www.expedia.ca/Mexico.d117.Destination-Travel-Guides) ### General > [Visit Downtown Kelowna](https://www.expedia.ca/Kelowna-Downtown-Kelowna.dx3000662835)