Photo by Eric Sturgeon

Estate Trunk Bay holiday rentals

We found 3,076 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals in Estate Trunk Bay that are perfect for your trip. Holiday rentals provide the best amenities for your family, friends or furry companion, such as air conditioning and a pool. What you'll find is a property to rent to meet everyone's needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts – Estate Trunk Bay

Showing deals for:25 Dec - 1 Jan

View of Caribbean Sea from the comfort of your bed. ☺️
Incredible view of Caribbean Sea.
Pathway to the airstream 😎
Exterior
Exceptional
(33 reviews)

Airstream Glamping Camping overlooking Caribbean Sea Amazing Sunrises & Sunsets

St. Thomas

9% off
AU$1,238
for 7 nights, 1 home
AU$177 per night
includes taxes & fees
Airstream Glamping Camping overlooking Caribbean Sea Amazing Sunrises & Sunsets
Terrace/patio
Pool
Private kitchen
Property grounds
Exceptional
(47 reviews)

Breathtaking Panoramic Views of the British Virgin Islands from hot tub & pool!

St. John

8% off
AU$5,710
for 7 nights, 1 home
AU$816 per night
includes taxes & fees
Breathtaking Panoramic Views of the British Virgin Islands from hot tub & pool!
Exterior
View of the mountains from your bed!
King size custom made bed, with storage on all sides
Parking right outside your front door, shaded place to sit and relax.
Exceptional
(37 reviews)

Island Escape for Two, Class and Comfort

St. John

8% off
AU$3,386
for 7 nights, 1 apartment
AU$484 per night
includes taxes & fees
Island Escape for Two, Class and Comfort
Overlooking the ocean
From the balcony
Bedroom
Hummingbirds flock these flowers
Exceptional
(41 reviews)

Affordable, oceanfront and walk to private beach gem

St. Thomas

8% off
AU$3,705
for 7 nights, 1 apartment
AU$529 per night
includes taxes & fees
Affordable, oceanfront and walk to private beach gem
Private kitchen
View from patio never gets old...you hear the waves at all times.
View from patio
Swimming in the pool and listening to the waves...the perfect relaxing afternoon
Exceptional
(30 reviews)

CHECK OUT THE VIEW! Fantastic Affordable Oceanfront Studio - Listen to the Waves

St. Thomas

8% off
AU$2,874
for 7 nights, 1 apartment
AU$411 per night
includes taxes & fees
CHECK OUT THE VIEW! Fantastic Affordable Oceanfront Studio - Listen to the Waves
Private kitchen
Pool
Outdoor dining
Dining
Exceptional
(96 reviews)

Breathtaking Panoramic Views Of The Caribbean Sea From This Luxury Villa

St. Thomas

8% off
AU$6,385
for 7 nights, 1 apartment
AU$912 per night
includes taxes & fees
Breathtaking Panoramic Views Of The Caribbean Sea From This Luxury Villa
Exterior
The Pool
Bedroom
Gorgeous outdoor deck on the sand!
Exceptional
(13 reviews)

Sapphire Beach Resort Rental

St. Thomas

21% off
AU$5,609
for 7 nights, 1 apartment
AU$801 per night
includes taxes & fees
Sapphire Beach Resort Rental

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Book a holiday rental for your Estate Trunk Bay getaway

Learn about the unique charm of Estate Trunk Bay with a stay in a holiday home rental. This city has something for everyone. Are you looking for specific amenities for your getaway? Many of our holiday rentals feature full kitchens and laundry facilities.

Activities and attractions in and around Estate Trunk Bay

Are you hoping to discover attractions to see in the city? Venture out of your cosy holiday rental and check out everything that makes Estate Trunk Bay a fun spot to go on holiday. These are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Mahogany Run Golf Course (9 mi / 14.5 km)
  • The Self Centre (1.3 mi / 2 km)

Exploring the natural features in Estate Trunk Bay

Whether you're looking for fun outdoor activities or just want to spend some time taking in the scenery, you'll be sure to find the perfect setting for your holiday in Estate Trunk Bay. Here are some of the area’s most enchanting sights, all within 30 miles (48.2 km) of the city centre:

  • Sapphire Beach (5.5 mi / 8.8 km)
  • Trunk Bay (0.2 mi / 0.3 km)
  • Cinnamon Bay (0.6 mi / 1 km)
  • Cinnamon Bay Beach (0.7 mi / 1.1 km)
  • Caneel Bay Beach (1.4 mi / 2.2 km)
  • Maho Beach (1.4 mi / 2.3 km)

Travelling to and around Estate Trunk Bay

The nearest airport is in St. Thomas (SPB-St. Thomas Seaplane Base), located 11.4 mi (18.3 km) from the city centre. If you can't find a flight that works for your travel itinerary, you could book a flight to St. Thomas (STT-Cyril E. King), which is 13.4 mi (21.6 km) away.

Frequently asked questions

What is the best area to stay in Estate Trunk Bay when booking a holiday rental?
When considering a holiday rental in Estate Trunk Bay, a popular area to stay is in the nearby neighbourhoods of Coral Bay and Cruz Bay. Coral Bay offers a more laid-back atmosphere, great for those looking to unwind amidst stunning natural surroundings. It boasts beautiful beaches and access to the Virgin Islands National Park, where visitors can explore hiking trails and enjoy the diverse wildlife. On the other hand, Cruz Bay serves as the main hub for dining and shopping, featuring a vibrant waterfront and the iconic Frank Bay Beach. Both areas provide a variety of rental properties, allowing visitors to choose from charming villas to cosy cottages. Staying in either neighbourhood ensures you're close to the stunning Trunk Bay beach, known for its clear waters and vibrant coral reefs, making it ideal for snorkelling and sunbathing.
What are the top attractions in Estate Trunk Bay?
Estate Trunk Bay is renowned for its stunning natural beauty and offers visitors a range of attractions. One of the main highlights is the beach itself, known for its crystal-clear waters and pristine white sand, great for swimming and sunbathing. The nearby Trunk Bay Beach is often regarded as one of the most beautiful beaches in the world and features a snorkelling trail that allows visitors to explore vibrant marine life.The Virgin Islands National Park is another major draw, encompassing much of the island and providing numerous hiking trails that lead to breathtaking vistas and secluded beaches. The park also has historical sites, including the remnants of sugar plantations, which offer a glimpse into the island's history.For those interested in water sports, the area around Estate Trunk Bay offers opportunities for kayaking and paddleboarding. The stunning coral reefs nearby make it a favourite spot for snorkelling and diving enthusiasts.
Are all fees included in the Estate Trunk Bay holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Estate Trunk Bay holiday homes with parking?
Stayz offers a wide selection of holiday homes in Estate Trunk Bay with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Estate Trunk Bay holiday homes?
You can find great discounts on holiday homes in Estate Trunk Bay on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Estate Trunk Bay holiday home booking on Stayz?
To find Estate Trunk Bay holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Estate Trunk Bay?
A long-stay holiday home in Estate Trunk Bay is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Estate Trunk Bay holiday home?
Book your Estate Trunk Bay holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Estate Trunk Bay?
Prices for holiday homes in Estate Trunk Bay vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Estate Trunk Bay to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.