
House holiday rentals in Chocolate Hole
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Top-rated house rentals in Chocolate Hole
Guests agree: these houses are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for house rentals in Chocolate Hole
House rentals with a pool

Private Saltwater Poolside Cottage w/View and Gate

Heated Pool, OceanView, Generator, Local Discounts

LUX 2 King BR Villa w/Generator & Pool Cruz Bay

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

Seaside Charm - Beachfront Romantic Getaway!

Villa Ventosa ~ 3 bedrooms, pool + solar!

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

Oceanfront Private Caribbean Resort!
Weekly house rentals

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

Regatta Point! Ocean View Condo!

Villa Isla A: Spacious 1 bedroom 1 bath sleeps 2-4

Apple Bay Villa at Seascape

Beach & Water Access, 3 bed, Oceanfront, East End

Ocean View, Near Town, Backup Power/Strong Wifi

Horizons Cottage w/ Ocean Views!

Wild Ginger at Casa Tre Fiori
Private house rentals

3 bedroom Villa Great End Location

Northside Villa, Pool + Views near Magens Bay

Villa Fratelli Giardino

Folly View by the Sea

Spectacular Views - 3-5 bedrooms Cruz Bay, St John

Sunnyside Villa - Upstairs (sleeps 6)

6BR w/Stunning Sunset Views and 5 mins to Red Hook

Private Pickleball Court - 5 min walk to Beach
Destinations to explore
- Flamenco Beach
- Honeymoon Beach
- Limetree Beach
- Magens Bay Beach
- Mosquito Bay Beach
- Coki Beach
- Cane Garden Beach
- Oppenheimer Beach
- Cinnamon Bay Beach
- Cane Bay Beach
- Peter Bay Beach
- Pelican Cove Beach
- Gibney Beach
- Josiah's Bay
- Caneel Bay Beach
- Playa Sun Bay
- Secret Harbor Beach
- Maho Bay Beach
- Virgin Islands National Park
- Buccaneer Beach
- Sandy Point Beach
- Mandahl Bay Beach
- Trunk Beach
- Pineapple Beach