Estate Trunk Bay Vacation Rentals

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Vacation Rentals in Estate Trunk Bay

Hilltop Villas at Bluebeard's Castle by Capital Vacations
3.0 star property
8.6 out of 10, Excellent, (1165)
"Property has the most amazing views "
Hilltop Villas at Bluebeard's Castle by Capital Vacations
Castle Villas at Bluebeard's by Capital Vacations
2.5 star property
8.4 out of 10, Very good, (782)
"The amazing view!"
Castle Villas at Bluebeard's by Capital Vacations
Secret Harbour Beach Resort
4.0 star property
8.8 out of 10, Excellent, (1182)
"We stayed in the 2 bedroom villa and it was absolutely amazing. Loved having 2 king beds so my young kids were able to share a bed. The AC and blackout curtains were amazing and such a nice treat to get a good nights rest before heading to the airport in the morning. Highly recommend! "
The price is CA $747
CA $923 total
includes taxes & fees
Jun 3 - Jun 4
Secret Harbour Beach Resort
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Gallows Point Resort
4.0 star property
9.6 out of 10, Exceptional, (472)
"What I liked most about this hotel is its location. It’s a quiet and safe property just outside of town and an easy walk to Cruz Bay."
Gallows Point Resort
Flamboyan on the Bay Resort and Villas
3.5 star property
8.8 out of 10, Excellent, (420)
"Great spot with a fantastic view of Magen’s Bay…"
The price is CA $176
CA $215 total
includes taxes & fees
Jun 2 - Jun 3
Flamboyan on the Bay Resort and Villas
Pirates Pension at Bluebeard's Castle by Capital Vacations
3.0 star property
8.4 out of 10, Very good, (561)
"I love this hotel already planning on booking again with my kids. Came out here alone and they made me feel safe and helped me to get around."
Pirates Pension at Bluebeard's Castle by Capital Vacations
Sapphire Beach Resort
3.0 star property
6.8 out of 10, (241)
"Weather was amazing...spent lots of time relaxing at the beach! The scenery was breathtaking. We met folks from various places across the U.S....frìendly and interesting! This experience is one that enhances our book of life's memories. "
Sapphire Beach Resort
Marriott's Frenchman's Cove
4.0 star property
9.0 out of 10, Wonderful, (159)
"Wonderful stay and friendly staff."
The price is CA $1,171
CA $1,317 total
includes taxes & fees
Jun 13 - Jun 14
Marriott's Frenchman's Cove
Virgin Islands Campground
2.0 star property
9.4 out of 10, Exceptional, (110)
"Had an excellent time! It was our first time camping and I am definitely more comfortable with showers and facilities rather than setting up a tent. The owners were excellent and the locals are so friendly! Highly recommend this place, but definitely bring industrial strength bug spray"
Virgin Islands Campground
Private Paradise! One level, panoramic views from every room!
10.0 out of 10, Exceptional, (113)
"This villa is absolutely breathtaking! You feel as though you stepped right into dream with the gorgeous views! Every room is perfect and the property owners were the friendliest and most helpful we've ever had! We loved every minute of our stay in STT!"
Private Paradise! One level, panoramic views from every room!
Sapphire Village Resort by Antilles Resorts
3.0 star property
6.2 out of 10, (288)
"Location is great!!! Pizza place and bar on the beach were really good. The room needed some serious update. Appliances, kitchen faucet rusted, patio light didn't work and a few lamp bulbs were out as well. The beach amd pool were awesome!!!!"
Sapphire Village Resort by Antilles Resorts
Beachfront Villas at Crystal Cove
4.0 star property
9.4 out of 10, Exceptional, (101)
"Such a great experience upon arrival. Concierge, Gorety met us in the parking lot. She provided a tour of the property and was available if needed. The outside of the property may be a turn off due age and simply the weather can be tough on the exterior; however you open the door and this place was amazing - nice upgrades throughout. The walk to the beach is 2 min - take your coolers, backpack cooler if you have one. The restaurants have amazing food - from good ole burgers to Chilean Sea...
Beachfront Villas at Crystal Cove
Blue Moon Villa At Point Pleasant Resort 1 Bedroom Condo by RedAwning
3.0 star property
Blue Moon Villa At Point Pleasant Resort 1 Bedroom Condo by RedAwning
Suite St. John at Gallows Point Resort
4.0 star property
8.8 out of 10, Excellent, (83)
"Amazing property and helpful staff. "
The price is CA $716
CA $1,045 total
includes taxes & fees
Jun 16 - Jun 17
Suite St. John at Gallows Point Resort
Gorgeous Condo At Sapphire on St Thomas. Walk-in Level. Killer Island Views!
9.4 out of 10, Exceptional, (66)
"Killer views was an accurate description! Lovely sunrises and view from the gallery of the marina and the bay. Instructions beforehand with tips on what to bring, how to get to Sapphire Villages, and how to access the property were very helpful and made the trip easy. It would have been helpful though to have guest information in the unit as to the association requirements and amenities, such as where dumpsters are located, pool, beach, and dining options, as well as information on area...
Gorgeous Condo At Sapphire on St Thomas. Walk-in Level. Killer Island Views!
New listing! Easy walk to 3 separate Beaches, Pool, and multiple Restaurants!
9.4 out of 10, Exceptional, (21)
"Loved the pools,grounds,n room. The hot tub wasnt hot but I enjoyed my stay during Carnival Week! did"
New listing! Easy walk to 3 separate Beaches, Pool, and multiple Restaurants!
HEAVENLY VIEWS and PRIVATE POOL!!
10.0 out of 10, Exceptional, (137)
"Be still my heart! Arriving at Villa Celeste was exhilarating! Our stay at the Villa Vista for 7 days (6 nights) was heavenly. Our views of Coral Bay, Hurricane Hole, Hanson Bay, and the British Virgin Islands were phenomenally gorgeous and Lois gifted us with a keepsake to remember our view. The patio, our private pool, and the cozy villa are relaxing and beautiful. We loved the TLC we received from the house manager, Joy who checked in on us, stayed in touch, and we joined her for Thursday...
HEAVENLY VIEWS and PRIVATE POOL!!
BRAND NEW "Serenity" Beachfront Villa, steps away from Private Bay
10.0 out of 10, Exceptional, (12)
"Great location, very clean and well equipped. Property was even better than we expected. Will stay here again when we return. David was very accessible and really great to deal with. Very comfortable beds and overall layout!!!"
BRAND NEW "Serenity" Beachfront Villa, steps away from Private Bay
Totally Renovated Summer 2023! Paradise For The Two Of You Or Your Family.
10.0 out of 10, Exceptional, (174)
"This was our second time staying in the same condo. We wont stay anywhere else! Its so clean, convenient, and so much fun!!!"
Totally Renovated Summer 2023! Paradise For The Two Of You Or Your Family.
Sapphire beach Marina Gem
9.4 out of 10, Exceptional, (61)
"We appreciated the close proximity to the Sapphire beach and the pool. You can see St. John from the patio. Many options available right at this marina for excursions including: parasailing, jet skis, and sailing trips. Just a short 5 minute taxi ride to Red Hook for additional dining and shopping and ferry rides to St John. Be sure and check out Sudi’s restaurant which is just a short walk up the hill."
Sapphire beach Marina Gem
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See all available properties in Estate Trunk Bay
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Estate Trunk Bay Vacation Rental Travel Info

Number of vacation rentals
174
Popular accommodation
Estate Trunk Bay private vacation homes
Known landmarks
Trunk Bay, Honeymoon Beach and Maho Beach
International airport
St. Thomas (STT-Cyril E. King)

Other types of properties in Estate Trunk Bay you may be interested in

The Westin Beach Resort & Spa at Frenchman's Reef
4.5 star property
8.0 out of 10, Very good, (1006)
"Location and amenities were as expected. The AC did not work properly our entire stay. We reported the issue to the front desk and was told they were working on it. It was never fixed and there was never any follow up. It wasn't pleasant trying to sleep in a luxury resort property without AC. It wasn't just our room, but the indoor dining area was too hot to even enjoy a meal. Overall it was a disappointing experience."
The price is CA $522
CA $703 total
includes taxes & fees
Jun 12 - Jun 13
The Westin Beach Resort & Spa at Frenchman's Reef
Margaritaville Vacation Club by Wyndham - St. Thomas
4.0 star property
8.0 out of 10, Very good, (1382)
"Resort grounds were well maintained. Room was clean and stocked with all the essentials. Pools were nice. Beautiful island. My boys and I had a great time. With that being said, we did not encounter a single friendly employee. Every single one looks like they are forced to be there. That is the receptionist at check-in, shuttle driver to the beach, the girl working the towel booth at the pool, waiters and hostess at the restaurant and especially the young men driving the golf carts that are...
The price is CA $509
CA $573 total
includes taxes & fees
Jun 3 - Jun 4
Margaritaville Vacation Club by Wyndham - St. Thomas
Hilltop Villas at Bluebeard's Castle by Capital Vacations
3.0 star property
8.6 out of 10, Excellent, (1165)
"Property has the most amazing views "
Hilltop Villas at Bluebeard's Castle by Capital Vacations
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Estate Trunk Bay. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find vacation rentals in Estate Trunk Bay?

Yes, we offer vacation rentals close to well known points of interest in Estate Trunk Bay, or you can choose a more remote option if you'd like a relaxing place to stay.

What are some of the best vacation home rentals in Estate Trunk Bay?

Gorgeous View, Beach Access, Swimming Pool, Kayaks, Quiet Privacy - the East End: This vacation home rental outside of Estate Trunk Bay is located in the mountains and has an outdoor pool, a balcony, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. You can relax into your vacation with a garden and a selection of games.

What can I see and do in Estate Trunk Bay?

While you're exploring the area, Trunk Bay and Cinnamon Bay are a couple of picturesque spots to get outside and enjoy nature. Cinnamon Bay Beach and Hawksnest Beach are a couple of places you'll find in the larger area.

What are vacation rentals like in Estate Trunk Bay?

Vacation rentals are privately owned properties you can book for a short or long stay in Estate Trunk Bay. Vacation rentals offer amenities such as patios, hot tubs, and fire pits so you'll have a home away from home. If you're concerned about a clean environment, vacation rentals can offer a sense of seclusion away from public hotel elevators and busy front desks while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive choice for a small group gathering.

Recent reviews of Estate Trunk Bay properties
Expedia verified reviews