With space for 10 guests, this villa features 4 bedrooms and 4 bathrooms. It includes 1 separate living room and 1 outdoor pool. Enjoy ocean views from the patio while exploring nearby hiking, scuba diving, and water sports.
Highlights
Cook, dine, and unwind
Top-rated for its fully equipped kitchen, perfect for every meal.
Outdoor pool
The outdoor pool is a refreshing retreat under the open sky - a rare gem in this area.
Centrally-located
You're never far from where you need to be with this convenient location.
A Luxury Caribbean Retreat Designed for Gathering, Entertaining & Epic Sunsets
Some vacations are about seeing a destination. Others are about spending meaningful time with the people you love.
At My Ladies Manor, mornings begin with coffee overlooking the turquoise Caribbean as the cruise ships glide in. Days are spent exploring St. Thomas' world-famous beaches, sailing crystal-clear waters, snorkeling vibrant reefs, or simply relaxing beside your private pool. As the sun begins to set, everyone naturally gathers on the expansive veranda, where panoramic ocean views create the perfect backdrop for cocktails, dinner, laughter, and memories that will last long after your vacation ends.
Recently renovated from top to bottom, My Ladies Manor was thoughtfully designed for families, couples traveling together, wellness retreats, milestone celebrations, and friends looking for a private Caribbean escape that feels both luxurious and welcoming. Unlike many villas where everyone is on top of each other, My Ladies Manor offers an ideal balance of togetherness and privacy. Four beautifully appointed ensuite bedrooms are thoughtfully separated throughout the home, giving guests their own peaceful retreat while generous indoor and outdoor gathering spaces invite everyone back together.
One of the villa's greatest luxuries is its seamless indoor-outdoor living. Open the doors and the Caribbean breeze flows through spacious living areas onto a stunning veranda overlooking the ocean. Whether you're enjoying breakfast as cruise ships enter the harbor, grilling fresh local seafood in the outdoor kitchen, sharing sunset dinners around the large dining table, or taking an evening swim beneath the stars, every day feels effortless.
For guests who enjoy staying active, the villa features a fully equipped exercise room with sweeping ocean views—proof that workouts are better in paradise. Looking for complete relaxation? Arrange in-villa massages, facials, or private yoga sessions while surrounded by breathtaking Caribbean scenery.
Perfectly Located
Although wonderfully private, My Ladies Manor is only minutes from many of St. Thomas' best attractions.
• Morningstar Beach• Magens Bay• Yacht Haven Grande• Red Hook ferry terminal• Charlotte Amalie shopping and dining• Coral World Ocean Park• Sailing excursions• World-class snorkeling and diving
Whether you're planning beach days, island hopping to St. John, sunset sailing, shopping, or dining at some of St. Thomas' finest restaurants, everything is conveniently close.
Designed for Every Occasion
My Ladies Manor is especially well suited for:
• Multi-generational family vacations• Couples traveling together• Girls' getaways• Wellness retreats• Milestone birthdays and anniversaries• Executive retreats• Small wedding groups
The flexible layout allows guests to enjoy time together while still having private spaces to relax and recharge.
Concierge Services Available
Elevate your vacation with optional concierge services including:
• Private chef experiences• Grocery stocking before arrival• In-villa massage and spa treatments• Yacht charters• Fishing excursions• Island tours• Airport transportation• Restaurant reservations
More Than a Villa
Guests often tell us that some of their favorite moments weren't spent sightseeing at all—they were spent right here.
Watching spectacular Caribbean sunsets from the veranda.
Sharing long dinners with family and friends.
Floating in the pool beneath a sky full of stars.
Laughing together over morning coffee as another perfect island day begins.
My Ladies Manor isn't simply a place to stay.
It's a place to reconnect, celebrate, unwind, and create memories you'll be talking about for years to come.
Our prices include all fees. No hidden fees.
Add dates for prices
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Discover the Rainbow Beach House – your ultimate beachfront getaway in stunning Coral Bay! Experience the perfect blend of comfort and relaxation in this idyllic paradise. Book your escape today!
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Discover the Rainbow Beach House – your ultimate beachfront getaway in stunning Coral Bay! Experience the perfect blend of comfort and relaxation in this idyllic paradise. Book your escape today!
Events allowed: family gatherings, birthday parties, weddings
All events must have pre approval from host.
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Pets
No pets allowed
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Smoking
Smoking is not permitted
Check-out instructions
The host requires you complete the following before checking out:
Load and start the dishwasher
Strip any used beds and gather used towels
Remove personal items and take out the trash
Turn off the lights and lock the doors
Please turn off all AC units.
Failure to complete these may result in a negative review from the host.
Important information
You need to know
Property # 4704755
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
Parties and events (including family gatherings, birthday parties and weddings) are allowed on site; maximum attendees: 25
Note from host: All events must have pre approval from host.
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
About the neighborhood
Charlotte Amalie
St. Thomas is home to this villa. The area's natural beauty can be seen at Bolongo Bay and Magens Bay Beach. Discover the area's water adventures with jet skiing, kayaking, and scuba diving nearby, or enjoy the great outdoors with hiking/biking trails.
Does A Luxury Caribbean Retreat Designed for Gathering, Entertaining & Epic Sunsets have a pool?
Yes, this property has an outdoor pool.
How much does it cost to stay at A Luxury Caribbean Retreat Designed for Gathering, Entertaining & Epic Sunsets?
As of Sep 23, 2026, prices found for a 1-night stay for 2 adults at A Luxury Caribbean Retreat Designed for Gathering, Entertaining & Epic Sunsets on Oct 6, 2026 start from $1,577, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
Is A Luxury Caribbean Retreat Designed for Gathering, Entertaining & Epic Sunsets pet-friendly?
No, pets are not allowed at this property.
How much is parking?
Onsite parking is available at the property.
What time is check-in at A Luxury Caribbean Retreat Designed for Gathering, Entertaining & Epic Sunsets?
Check-in begins at 4:00 PM.
What time is check-out at A Luxury Caribbean Retreat Designed for Gathering, Entertaining & Epic Sunsets?
Check-out is at 10:00 AM.
Where is A Luxury Caribbean Retreat Designed for Gathering, Entertaining & Epic Sunsets located?
Situated in St. Thomas, this villa is steps from Frenchman's Bay and 2.7 mi (4.3 km) from Bolongo Bay. Morningstar Beach and Pacquereau Bay are also within 10 minutes.
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
This rental was awesome. The kitchen was well stocked with some items we needed (like coffee), the pots and pans, knives, BBQ essentials were all top of the line. I have never rented a place with the kitchen stocked like this one was stocked. Everyone said the beds and bedding were so comfortable. Chris was great to work with and responded quickly, if we had a question. My whole family loved this place.It was also very conveniently located to get places. We had 3 generations in the home.
Stayed 5 nights in Dec 2025
About the host
Hosted by Chris Brewer
We’re based in St. Thomas and love sharing the island lifestyle with guests from all over the world. Hosting has become something we genuinely enjoy because it allows us to help families and groups experience the island in a comfortable, memorable way.
We especially love seeing multi-generational families come together here—sharing meals, relaxing by the pool, and exploring the beaches and towns nearby. Our goal is to make your stay feel easy, welcoming, and well taken care of from start to finish.
We’re always just a message away if you need anything during your stay and take pride in being responsive and helpful so you can focus on enjoying your time in paradise.
Why they chose this property
Set in the quiet, elevated hills of Bakkero Estates, the neighborhood offers a peaceful escape above the energy of Charlotte Amalie while still keeping you close to everything St. Thomas has to offer. From this vantage point, you get sweeping views of the southside coastline, with the harbor, nearby islands, and sunsets that shift from soft gold to deep ocean blue in the evenings.
What we enjoy most about this area is the balance it provides—privacy, space, and calm at home, with beaches, restaurants, and shopping just minutes away. Mornings feel quiet and unhurried, often with ocean breezes moving through the hills, while evenings are perfect for unwinding on the deck as the sky changes color over the water.
It’s a neighborhood that feels tucked away, but never far from anything you want to do on the island.
What makes this property unique
What makes My Lady’s Manor truly unique is its rare combination of space, privacy, and flexibility—especially for multi-generational families and group travel. Unlike typical vacation rentals, the home is designed with multiple distinct living areas, allowing guests to gather together while still having room to spread out and enjoy privacy when needed.
A standout feature is the dual kitchen setup, both fully equipped with high-end appliances, cookware, and generous prep space—ideal for cooking large family meals or entertaining at home. Paired with multiple dining areas inside and out, the home naturally brings people together.
The layout also sets it apart: three bedrooms upstairs, a private TV room with a sleeper sofa and doors for added privacy, and a fully separate lower-level apartment with its own entrance, kitchen, and laundry. This creates a level of flexibility that works beautifully for extended families, grandparents, couples, or friends traveling together.
Add in sweeping southside views, a private pool deck, a built-in outdoor grill area, a fitness room, and a backup generator for peace of mind, and the property becomes more than just a place to stay—it’s a fully equipped island retreat designed for comfort, connection, and effortless group living.