
House holiday rentals in Chocolate Hole
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Top-rated house rentals in Chocolate Hole
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Disconnect & Reset Here | Pool + Generator
Mango Cove Villa is tucked away in the lush, green, corner of St. Thomas. The northwest side is an area of the island where the rhythm is slower and the crowds feel a world away. If you want to truly disconnect, Mango Cove Villa will deliver. Catch the green streaks of the conures as they depart each sunrise and return each sunset to roost in the surrounding trees. In the summertime, you'll want to be on the pool deck for sunset to watch the light glimmering off the banana leaves below the pool.

Folly View by the Sea
Located on the "quiet side of the island", this fabulous 1 bedroom home is a dream with loads of deck space and breathtaking views of the ocean. Upstairs: living/kitchen, full bath (+outdoor shower!). Downstairs: Bedroom with king Tempur-Pedic bed and spacious ensuite bathroom/ shower. Upstairs living room also offers additional space with a cozy sofa bed. Parking, bedroom A/C, Starlink WiFi, battery backup, laundry, and all a mile from Salt Pond beach. 4 wheel drive is HIGHLY recommended.

House By The Sea | Idyllic Views, Pool, AC
Huis Aan Zee, “House by the Sea”, offers the perfect Caribbean getaway. Relax in your own private saltwater pool overlooking the turquoise waters of Coral Bay. This modern villa offers breathtaking views of Hurricane Hole and Drake’s Channel, blending seclusion, comfort, and convenience! *Lounge on sun chairs, soak in the pool *Enjoy AC + a fully equipped chef’s kitchen *High-speed Wi-Fi + peaceful work area for remote stays *Located minutes from St. John’s beaches, grocery stores, restaurants

Palladio's View - Private Villa With Pool & AC!
Escape to a tropical oasis at Palladio's View, a stunning villa perched above St. John's East End. This enchanting 3-bedroom, 2.5-bath retreat is the ultimate getaway, offering three luxurious king-sized beds, a private hot tub, and a sparkling pool. With breathtaking views of the turquoise waters below, every corner of this home invites you to unwind and embrace paradise. This home is also equipped with a new HVAC system, which is adds an extra bit of comfort in this tropic environment!

2BR/2BA AMAZING MagensBay View! SerenityNorthstar⭐️
Solar-Powered Luxurious 2BR w/breathtaking views of Magen’s Bay. Serenity Northstar is located in the Northside area of St. Thomas near Sibs, Mafolie Hotel, and Mountaintop. Full Air conditioning. Rent a car and live like a local. Short drive to famous Magens Bay Beach; Less than 10 min from shopping, dining, bars, etc. Includes SmartTVs with Netflix etc. 2 rms w/ King beds. Queen sofa-bed also included. 1 Rollaway cot. Sleeps up to 6ppl. Laundry. Private Parking. Patio. Killer views!

Entire villa with beautiful views! Amazing
Overlooking Bolongo beach. Perfect for couples traveling together but want plenty of privacy as well. 1200 sf covered patio to enjoy sunning, relaxing, dinners with family and friends while being soothed by waves and wonderful breezes. Two bedrooms, each with full baths in main house AND two private apartments below each having the same wonderful views! Perfectly located between Red Hook for ferry to St. John and Havensight for shopping. Catch the beautiful sunrises and sunsets.

Private Pool in Paradise! Ocean View Steps 2 Beach
Come enjoy the island life at this tranquil villa with private pool...only steps from the beach! Cooler, snorkeling gear, and beach chairs INCLUDED! The entire home has been remodeled. The pool has been fully updated as well as the deck area, which includes brand new furniture and high-end loungers. A new gas grill has also been added for your outdoor grilling pleasure. Stream all your favorites with our strong Wi-Fi. Upscale restaurant, Pangea, is just steps away. Free parking.

Searenity Villa in Cruz bay
Searenity Villa offers a private pool, outdoor sun deck, covered patio with BBQ grill, lush landscape, amazing view of mountain , surrounding cays and Caribbean blue water. The two bedroom suites come with mini split AC , smart TV for streaming for each bedroom, separate sitting area with queen sleeper sofas for additional guests or office if you have to work remotely. AN ENTIRE HOUSE GENERATOR BACK UP FOR POWER OUTAGES for your comfort without an interruption

Expansive Island Chain Views! Solar Power Backup
Lunazul Cottage has Romantic BVI and Natl. Monument Views – High above Coral Bay. Delightful great room, gourmet kitchen, well appointed living area, picturesque covered deck, 2 air conditioned BR with en-suite full baths. Washer/dryer, Starlink wifi, and fully Solar powered. The best down island view from St John. Pristine waters of Hurricane Hole and the Virgin Islands Coral Reef at your feet along with the rolling Atlantic Ocean and the tranquil Caribbean Sea.

Paradisea 2 Bedroom w/ Pool & Backup Solar Power
2 cozy bedrooms, fully equipped kitchen, large decks, pool, solar and backup battery power. Everything you need for a day at the beach: chairs, umbrella, coolers, toys, towels all provided. Close to Coral Bay restaurants and shops. North Shore beaches and hiking trails are only a short drive away. Quiet setting in the hills above Coral Bay. Close to it all with a far away feel. good for couples, solo adventurers, and families with children over the age of 8.

Villa Beso Del Sol - Three Bedroom Cozy Oasis
Villa Beso Del Sol is a three bedroom, three bath beach oasis nestled into the hills above the historic town of Charlotte Amalie. We are located in estate Solberg, once you arrive you may not want to leave, the pool is partially covered so you have the option of soaking in the shade or soaking in ALL the sun. Morning coffee or afternoon cocktails, the outdoor pool area is where you'll want to be your entire vacation.

Ylang Ylang - Luxury 2 Suite Villa in Cruz Bay...
A perfect spot for two couples to have their privacy but still vacation together. The beautiful view and landscape will make it hard to leave. Your own private pool, large deck to lounge, fully equipped kitchen, very clean and close to town! Luxury bedding and linens for quality comfort.
Popular amenities for house rentals in Chocolate Hole
House rentals with a pool

Tortola, Turpentine House, pool+sunset+aircon

Flannagan's Peak Cozy 1 Bdrm Home-New Pool!

Pool - Ocean View - Large Deck & Pergola - Private

The yellow flamingo

St John Brand new 2 bedroom stunner

Stone Cottage with a pool and gorgeous view

Luxury Villa with Pool, Privacy, Sunsets

Private Pickleball Court - 5 min walk to Beach
Weekly house rentals

Eureka Villa -Stunning Views in Paradise 2BR/2.5BA

Island Retreat - Generator/Ocean View/Heated Pool

Just Right Villa St John

Private Ocean & Stargazing views on the Northside

IRIE Tides-Sapphire beachfront!

La Sirena Secluded Villa w/Pool+NEW Solar backup!

Dolphin Suites - Ocean View

2 Bed ⭐️ STAR VILLA HOME ⭐️ 5 Min walk to CRUZ BAY
Private house rentals

Johnny Horn Trail House St. John

A secluded "Walk to Beach" villa

Hoos House

Sea Cottage

Northside Ocean View Villa • Pool • Near Magens

VIewtiful: Virgin Islands Views

Sunnyside Villa (Upstairs only-sleeps 6)+generator

Beautiful 3 Bedroom w/Saltwater Pool & Great Views
Destinations to explore
- Flamenco Beach
- Magens Bay Beach
- Honeymoon Beach
- Coki Beach
- Cane Garden Beach
- Secret Harbor Beach
- Cinnamon Bay Beach
- Virgin Islands National Park
- Cane Bay Beach
- Limetree Beach
- The Baths
- Peter Bay Beach
- Sun Bay Beach
- Maho Bay Beach
- Josiah's Bay
- Cane Bay
- Coral World Ocean Park
- Paradise Point Tranway
- Cruz Bay
- Brewers Bay Beach
- Lindquist Beach
- Point Udall
- Sandy Point Beach
- Coki Point Beach





