Entire home
Gather & Unwind in Style at Our St. Croix Getaway for Friends and Family!
Villa in Christiansted with private pool and kitchen
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Reviews
10 out of 10
Exceptional
5 bedrooms 5+ bathrooms Sleeps 10 3000 sq ft
Popular amenities
Explore the area

Christiansted, St. Croix Island
- Place, Grape Tree Beach6 min walk
- Place, Casino at the Divi Carina Bay3 min drive
- Place, St. Croix Point Udall9 min drive
- Airport, Christiansted (STX-Henry E. Rohlsen)45 min drive
Rooms & beds
5 bedrooms (sleeps 10)
Coral Reef Suite
1 King Bed
Living Room
1 Double Futon
Master Bedroom
1 Queen Bed
Palms Suite
1 King Bed
Sea Fan Suite
2 Single Beds
Sea Mist Suite
2 Single Beds
5 bathrooms, 1 half bathroom
Coral Reef Bathroom
Toilet · Shower only
Main House Bathroom
Toilet
Master Bathroom
Bathtub or shower · Toilet
Palms Bathroom
Toilet · Shower only
Sea Fan Bathroom
Toilet · Shower only
Sea Mist Bathroom
Toilet · Shower only
Spaces
Deck or patio
Porch or lanai
Kitchen
Balcony
Dining area
About this property
Gather & Unwind in Style at Our St. Croix Getaway for Friends and Family!
Are you looking for ocean views, rolling hills and incredible tropical breezes? How about a home where every bedroom has a front row seat to the Caribbean Sea?
Book our home with confidence... with over 780 nights booked and more than 525 guests at Five O'Clock on the Hill, you can be sure that we know how to help our guests get the most out of their St. Croix vacations.
If you are looking for a Caribbean adventure for your family or a group of friends, Five O'Clock on the Hill offers plenty of space to gather everyone for breakfast, lunch, and dinner yet still offers room and privacy when you want to get away. Private balconies and a variety of other outdoor lounging areas won't cramp your style.
Destination weddings can be held on the neighborhood beach or right on our covered patio. If a wedding is in your future, we can assist you with arrangements.
With five bedrooms including en suite bathrooms spread over three terraced levels and two buildings, your companions will all enjoy the gorgeous sea views and spectacular starry nights from their rooms as well as their balconies. You can hear the sound of the waves throughout the villa – adding to your relaxation.
The Main House has one bedroom and and can accommodate 2-4 guests and the Guest House has four bedrooms and can accommodate up to 8 guests.
Two separate kitchen areas make it easy for large groups to cook and dine individually or together.
The six foot deep swimming pool and an adjacent waterfall feature are a perfect complement to this tropical home. Surrounded by stone walls the pool area is both beautiful and private… without blocking the scenery. Floating on your back at night will reveal some magnificent views on beautiful starry nights. The ambient light is minimal in the neighborhood making star gazing a wonderful pastime.
Five O’Clock on the Hill is located in the South Grapetree Bay neighborhood, adjacent to Jack’s Bay and Isaac’s Bay Beaches which are protected and maintained by the Nature Conservancy.
Grapetree Bay Beach is a short walk away and you will often find yourself alone on this beautiful private beach. Sea Turtles enjoy nesting in the solitude of this beach and can be seen hatching in the fall.
The property covers 1.6 acres and offers several private areas for outside lounging and dining. There is ample paved parking… enough to park five vehicles without blocking anyone in. Cable/Smart, TV, and WiFi internet are also included. A separate laundry room with outside access is near the pool area. Air Conditioning is available if you don't think our breezes are strong enough to keep your cool.
If you have eight or fewer guests in your group, please contact us before you book your reservation and save by renting the guest house only. (The guest house is the two story building closer to the ocean.)
Plenty of room and privacy for everybody GREAT VIEWS! - Five O'Clock on the Hill
Relax and Enjoy our spectacular views of the Caribbean Sea!
Book our home with confidence... with over 780 nights booked and more than 525 guests at Five O'Clock on the Hill, you can be sure that we know how to help our guests get the most out of their St. Croix vacations.
If you are looking for a Caribbean adventure for your family or a group of friends, Five O'Clock on the Hill offers plenty of space to gather everyone for breakfast, lunch, and dinner yet still offers room and privacy when you want to get away. Private balconies and a variety of other outdoor lounging areas won't cramp your style.
Destination weddings can be held on the neighborhood beach or right on our covered patio. If a wedding is in your future, we can assist you with arrangements.
With five bedrooms including en suite bathrooms spread over three terraced levels and two buildings, your companions will all enjoy the gorgeous sea views and spectacular starry nights from their rooms as well as their balconies. You can hear the sound of the waves throughout the villa – adding to your relaxation.
The Main House has one bedroom and and can accommodate 2-4 guests and the Guest House has four bedrooms and can accommodate up to 8 guests.
Two separate kitchen areas make it easy for large groups to cook and dine individually or together.
The six foot deep swimming pool and an adjacent waterfall feature are a perfect complement to this tropical home. Surrounded by stone walls the pool area is both beautiful and private… without blocking the scenery. Floating on your back at night will reveal some magnificent views on beautiful starry nights. The ambient light is minimal in the neighborhood making star gazing a wonderful pastime.
Five O’Clock on the Hill is located in the South Grapetree Bay neighborhood, adjacent to Jack’s Bay and Isaac’s Bay Beaches which are protected and maintained by the Nature Conservancy.
Grapetree Bay Beach is a short walk away and you will often find yourself alone on this beautiful private beach. Sea Turtles enjoy nesting in the solitude of this beach and can be seen hatching in the fall.
The property covers 1.6 acres and offers several private areas for outside lounging and dining. There is ample paved parking… enough to park five vehicles without blocking anyone in. Cable/Smart, TV, and WiFi internet are also included. A separate laundry room with outside access is near the pool area. Air Conditioning is available if you don't think our breezes are strong enough to keep your cool.
If you have eight or fewer guests in your group, please contact us before you book your reservation and save by renting the guest house only. (The guest house is the two story building closer to the ocean.)
Plenty of room and privacy for everybody GREAT VIEWS! - Five O'Clock on the Hill
Relax and Enjoy our spectacular views of the Caribbean Sea!
Add dates for prices
Amenities
Pool
Kitchen
Washing machine
Dryer
Free WiFi
Air conditioning
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House Rules
Check in after 3:00 PM
Minimum age to rent: 28
Check out before 11:00 AM
Children
Adults only
Not ideal for kids but will consider your needs.
Events
No events allowed
Pets
No pets allowed
Smoking
Smoking is not permitted
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
On-site parties or group events are strictly prohibited
Host has indicated that there are no carbon monoxide detectors or gas appliances on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit
We should mention
A car is recommended for transport to and from this property
About the area
Christiansted
Located near the beach, this villa is in Grapetree, a neighbourhood in Christiansted. Apothecary Museum and Steeple Museum are cultural highlights, and some of the area's activities can be experienced at The Reef Golf Course and Reef Golf Course. Make sure you get close to the area's animals with activities such as game walks and birdwatching.

Christiansted, St. Croix Island
What's nearby
- Grape Tree Beach - 6 min walk - 0.5 km
- Casino at the Divi Carina Bay - 3 min drive - 2.5 km
- The Reef Golf Course - 4 min drive - 3.0 km
- St. Croix Point Udall - 9 min drive - 4.9 km
- Chenay Bay Beach - 14 min drive - 10.2 km
Getting around
Restaurants
- The Terrace At The Buccaneer - 19 min drive
- Cheeseburgers in America's Paradise - 14 min drive
- Goat - 11 min drive
- The Mermaid At The Buccaneer Hotel - 20 min drive
- Deep End Bar - 17 min drive
Frequently asked questions
About the host
Hosted by Roy Chilson

We have been visiting St. Croix together since 1977 and have always dreamed of one day sharing a vacation home with guests from all around the world. In 2014 we purchased our dream vacation home and we’re here to welcome you to beautiful St. Croix. A real dream come true story!
Over the years we have enjoyed our travels but always come back to St. Croix as our number one travel destination. Beautiful weather, friendly people, snorkeling, scuba diving, sailing, kayaking, hiking, kiteboarding, paddleboarding, great dining, celebrations... the list goes on.
Over the years we have enjoyed our travels but always come back to St. Croix as our number one travel destination. Beautiful weather, friendly people, snorkeling, scuba diving, sailing, kayaking, hiking, kiteboarding, paddleboarding, great dining, celebrations... the list goes on.
Why they chose this property
Five O'Clock on the Hill is a special home located in a private neighborhood facing the sparkling waters of the south shore.
Five O'Clock on the Hill was designed and built with larger groups in mind. The main house has one bedroom with a private bathroom, a living room to accommodate all of our guests, and a kitchen with enough space to prepare meals for all. The attached 26 x 26 covered patio (with adjacent space that is comparable in size but uncovered) is the perfect place for the entire group to gather for meals, lounging, presentations, and other social events.
Sitting on the side of a hill, the multi-tiered property offers gorgeous views from every level, every room, and every patio. The two level guest house sits in front of and below the main house. This arrangement and layout add to the privacy of each of our guests.
The upper level of the guest house consists of two large bedrooms with private bathrooms and a large eat-in kitchen between them that can be shared or restricted to either room. Each room has a private entrance on the north side with doors on the south side leading to the private balcony overlooking the ocean.
The lower level also consists of two bedrooms with private bathrooms. Each of these rooms has a private entrance from the lower balcony which is even closer to the ocean.
Five O'Clock on the Hill was designed and built with larger groups in mind. The main house has one bedroom with a private bathroom, a living room to accommodate all of our guests, and a kitchen with enough space to prepare meals for all. The attached 26 x 26 covered patio (with adjacent space that is comparable in size but uncovered) is the perfect place for the entire group to gather for meals, lounging, presentations, and other social events.
Sitting on the side of a hill, the multi-tiered property offers gorgeous views from every level, every room, and every patio. The two level guest house sits in front of and below the main house. This arrangement and layout add to the privacy of each of our guests.
The upper level of the guest house consists of two large bedrooms with private bathrooms and a large eat-in kitchen between them that can be shared or restricted to either room. Each room has a private entrance on the north side with doors on the south side leading to the private balcony overlooking the ocean.
The lower level also consists of two bedrooms with private bathrooms. Each of these rooms has a private entrance from the lower balcony which is even closer to the ocean.
What makes this property unique
• Our multi-tiered home with outside entrances for each bedroom allows for individual privacy on all levels
• Lots of communal space for large groups to gather
• Unobstructed sea view from every bedroom
• Every bedroom has a private bath
• Southeast orientation provides a constant sea breeze
• Small community in a quiet location
• Every bedroom has its own balcony
• Air Conditioning is available in each bedroom and the main house living room.
• Lots of communal space for large groups to gather
• Unobstructed sea view from every bedroom
• Every bedroom has a private bath
• Southeast orientation provides a constant sea breeze
• Small community in a quiet location
• Every bedroom has its own balcony
• Air Conditioning is available in each bedroom and the main house living room.
Languages:
English
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