Beachfront holiday rental in Little Trunk Bay

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Popular amenities for Little Trunk Bay beachfront rentals

Pet-friendly beachfront home rentals

Superhost
Villa in Cruz Bay
4.64 out of 5 average rating, 25 reviews

Villa Belvedere Oceanfront Suites

CourtneyRating, 5 stars1 month ago
Our group had an amazing time staying at Joys place. We are a very outdoorsy active group and after a day of snorkeling or hiking it was always nice coming back to her place for the amazing sunsets. You're super close to grocery stores restaurants equipment rentals shopping. Would absolutely recommend. Her and Chris were very quick and responsive with anything we needed.
Guest favourite
Cottage in Cruz Bay
4.92 out of 5 average rating, 26 reviews

Seabreeze Cottage with private pool

ChrisRating, 5 stars1 week ago
Wonderful stay! Great views with an awesome screened in porch! Close to town yet private on a gated property. Perfect for a couple.
Top Guest favourite
Condo in Belmont
5 out of 5 average rating, 33 reviews

This view from Limeberry Cottage could be yours

AnnaRating, 5 stars2 weeks ago
Jon and Jude were two of the best hosts we’ve ever experienced! They were kind, communicative, incredibly helpful, and accommodating. The place was paradise - clean, beautiful, everything we wanted - and we can’t wait to return!!! Thank you, Jon and Jude! Hope to see you again!
Top Guest favourite
Apartment in East End
5 out of 5 average rating, 11 reviews

Island Timin' Elysian Cowpet Bay Beach Resort USVI

Jo-AnnRating, 5 stars1 month ago
I can't say enough about this space. The room was spacious and clean. Nice sized bathroom. It is a very peaceful area and just a few steps away from the beach. We enjoyed snorkeling and some night kayaking. We also enjoyed some relaxing time by the pool. There are two great restaurants with views of the beach on location, and you are walking distance to additional restaurants at the Ritz Carlton. I loved the nightly walks on the beach after dining. Everyone is so friendly and helpful and I loved that I could bring my 5lbs chihuahua and everyone was so sweet to her. We were a 5 min taxi ride away from Red Hook where we enjoyed some shopping additional dining, nightlife and a ferry to St. Johns. Jennifer was super responsive and very clear with instructions and things to do. I recommend this location to anyone that want to be away from the noise and want to embrace the tranquility and the beauty that is St. Thomas.
Top Guest favourite
Apartment in Cruz Bay
4.98 out of 5 average rating, 60 reviews

Turtle’s Nest : Caribbean Studio Retreat

DestineeRating, 5 stars1 week ago
This place was so clean and comfortable. After long days on the beach, I looked forward to coming back to the nest. As a solo traveler who doesn’t drive, the only note I have is that the nest is far from cabs and taxis. I had to walk a bit and hitchhike to get anywhere, which isn’t a big complaint but worth noting!
Guest favourite
Guest suite in East End
4.87 out of 5 average rating, 47 reviews

Guest Suite 100 steps from the Ocean solar powered

KishaRating, 5 stars1 month ago
Private, quiet, and easy access to the Coki Beach 👌🏾 this will always be my #1 pick for my staycations.
Top Guest favourite
Home in Cruz Bay
4.96 out of 5 average rating, 175 reviews

BIG WATERFRONT VILLA WALK SHOPPING & RESTAURANTS

MichaelRating, 5 stars1 day ago
Jon is a wonderful host. We have stayed there multiple times and are always pleased and amazed at the house. So much room, and the kitchen and living area are incredible to hang out in. Looking out of the house through the sliding doors to the bay cannot be accurately described. Great location for a direct walk to downtown Cruz Bay and all restaurants. You have to stay here!
Guest favourite
Apartment in East End
4.96 out of 5 average rating, 85 reviews

Exquisite Hillside Condo 2 - St. Thomas, U.S.V.I.

SuzyRating, 5 stars1 month ago
We had a wonderful 2 week stay. Ms Jackie was so helpful and always available to answer our questions and provide suggestions. It was exactly what we wanted and needed.

Beachfront home rentals with a pool

Top Guest favourite
Villa in Northside
5 out of 5 average rating, 17 reviews

Private Villa*MagensBay *Ocean front* Private Pool

JonathanRating, 5 stars4 months ago
Tressa was great communicating and the binder they leave is great. The house is exactly as described and is beautiful. My wife is already bugging me to go back. We could only book for six nights due to availability so we stayed our last night at the Ritz. Villa Del Mar was cleaner than our room at the Ritz. Thank you for a great experience and will be booking again here soon.
Top Guest favourite
Condo in East End
5 out of 5 average rating, 181 reviews

"H2Oh What a Beach!" condo: Walk-out Beach Access!

DianeRating, 5 stars1 month ago
Our stay at Darryl & Deb's couldn't have been better. From the minute we booked our trip, they were in communication and provided answers for anything we inquired about. On the day of our arrival, we found everything to be as described and never had a complaint for the 10 days we stayed. The location of their condo is prime, with the patio being just steps to the water. It is also close - but not too close - to the bar and several options for eating, as well as the area where live music or a DJ is provided on weekends. We enjoyed a wonderful and relaxing 10 days and really can't think of anything that we would improve upon. Thank you Darryl and Deb for your hospitality. We will be back!
Superhost
Villa in St Thomas
4.93 out of 5 average rating, 14 reviews

IRIE Paradise Sapphire Beach

KyleRating, 5 stars1 month ago
Lovely stay! It was perfect for a family of 4 with the washer & dryer and two full bathrooms. Beach was beautiful and snorkeling was fantastic! It was nice to be several buildings down from the restaurants and busy part of the resort. Also, easy to rent a boat from the marina in walking distance (GoMojo). Would absolutely stay again. Thank you!
Guest favourite
Condo in Southside
4.94 out of 5 average rating, 122 reviews

Stay in style right on the ocean -Simply the BEST!

KatyaRating, 5 stars1 month ago
Couldn’t have asked for a better stay! The location was PERFECT. The condo was clean and equipped with everything that we needed. The welcome packet that Mike provided was extremely helpful! We will definitely be back!
Superhost
Condo in East End
4.8 out of 5 average rating, 107 reviews

Sapphire Village Resort Getaway

JoanRating, 5 stars1 month ago
Matt is a great host. very responsive, place is clean and good Location. This was our 2nd time staying at Matt’s, definitely will be back.
Guest favourite
Condo in Smith Bay
4.83 out of 5 average rating, 345 reviews

Oceanfront Apt with Panoramic Views

AmandaRating, 5 stars3 weeks ago
So many things to say....Everything, and I mean EVERYTHING about our stay in the US Virgin Islands was amazing! Originally we were only suppose to stay 2 nights in St Thomas, and the remaining 2 nights in St John. Although we loved both islands, we decided to stay and enjoy our entire trip in Pleasant Point! Just wrote a long message but not enough space, so takeaways: RESTAURANT: Picasso Coffee (2 min right), Oceans 180 (Dexter-on-site), Pesce Italian (Richie Red Hook), Carigas Island Cafe (Daria west of Red Hook), XO for late night (Audrey? Red Hook), Cruz Bay Landing (St Thomas Cruz Bay), Windmill Bar (St Thomas top of mountain!) Beaches: St Thomas-Sapphire Beach (restaurants), Coki Beach (restaurants), Magens Bay Beach (restaurants, $9pp) | St John-Hawksnest Beach, Trunk Bay ($9 pp, food/drinks, #1 beach in the world, Great Cinnamon Bay (FAV), Maho Bay Beach (food/drinks) Taxis take you anywhere for $14 pp, or $9 pp per stop. If you rent a car, get something 4 wheel drive!!!!
Superhost
Villa in Trunk Bay
5 out of 5 average rating, 7 reviews

Ventana - modern villa, walk to Trunk Bay beach

StephenRating, 5 stars3 months ago
The pace was ideal for privacy and only a 5 minute walk to the beach. Which is essentially a private beach. The beach was amazing. There are literally maybe 6 houses that can walk there. We saw four people total in seven days. The property comes with a concierge service that I think is essential for navigating the island and getting things set up. Sam was responsive and everything was first class. Driving in Tortola can be a bit of an adventure, but you get the hang of it after a few drives.
Guest favourite
Apartment in charlotte amalie
4.88 out of 5 average rating, 113 reviews

View of Magen’s Bay Beach

AlexanderRating, 5 stars2 weeks ago
Amazing place in an unbelievable location. Myrla is a great host.

Private beachfront home rentals

Superhost
Townhouse in Road Town
4.89 out of 5 average rating, 36 reviews

Road Town Marina 2BR Condo

ScottRating, 5 stars3 weeks ago
Great place. Sophie was super responsive and helpful. The place had great labels and instructions that made it super easy to move in and use the goodies. Dedicated parking place was a real plus. Super close to marina if you are going to moorings or sunsail.
Top Guest favourite
Guesthouse in Cruz Bay
5 out of 5 average rating, 18 reviews

Oceanfront Clifftop Escape Guest Suite

LoriRating, 5 stars3 weeks ago
Our stay at Madidadi Clifftop was absolutely stunning from start to finish! The location couldn’t be better. It was stunning, peaceful, private, and close to everything we wanted to explore. The guest suite was beautifully designed, incredibly comfortable, and stocked with all the essentials (and then some). And of course, the ocean views were unreal. Our host, Ruby, was the absolute sweetest!! So warm and helpful, and she gave us great recommendations for food and beaches to check out. Truly a 10/10 experience, no complaints. Can’t recommend this spot enough and already excited to come back!
Guest favourite
Home in St. John
5 out of 5 average rating, 32 reviews

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

MadelynRating, 5 stars1 month ago
La Sirena is absolutely BEAUTIFUL! The location is private which was perfect for us. Eileen was helpful and answered all of my questions! Few tips she had was to rent a car from St. Thomas, get groceries in St. Thomas (very important if you want variety and to save some money), local beach recommendations, etc! Definitely recommend future guests to follow those tips! The kitchen was stocked with most things a person needs to cook with. La Sirena had storage containers for left overs, a toaster, a blender, a toaster oven, a coffee maker, microwave, grill & grill utensils, coolers for the beach, ice packs, etc! WiFi was great! AT&T did get service at the house, but I did loose reception on the way to the house. The Salt Pond Beach was our favorite place to go! It was absolutely beautiful and the crowd was few (especially compared to the North side). I’m confident anyone would find La Sirena as an awesome place to relax and enjoy the island!
Guest favourite
Hotel room in Cane Garden Bay
5 out of 5 average rating, 9 reviews

Steps From The Beach 1 Bedrrom On Cane Garden Bay

ShellyRating, 5 stars1 week ago
My stay at this beachfront apartment in Tortola was absolutely incredible! The host's Dad was welcoming, responsive, and made sure everything was perfect for my visit. The location is unbeatable, waking up to the sound of the waves and enjoying breathtaking views every day was a dream.
Superhost
Villa in Northside
4.88 out of 5 average rating, 78 reviews

Sailfish Villa Beachfront Magens Bay St. Thomas!

DennisRating, 5 stars1 month ago
Beautiful property. Best spot on the island if you ask me. Everything was just as described online. Host was super responsive and proactive in communication. She even sent me an early morning text that there were dolphins in the bay. I woke up too late so I missed the dolphins but we did see turtles everyday. Pelicans and iguanas were always around. I would love to come back some day.
Top Guest favourite
Condo in East End
5 out of 5 average rating, 14 reviews

Luxury Fully Remodeled Villa W Pool & Beach Access

VanessaRating, 5 stars1 week ago
Words can’t describe how pleased we were with our stay! The place is just gorgeous, the pictures are great but in person it is even better if that’s possible :)! The view is stunning! The attention to details in the home are just above and beyond! We felt right at home with how homey and cozy it was! Cinda is an amazing host, the attention to details from reservation to check out, always made sure all was perfect for our stay! You will not be disappointed with your stay at Cinda’s place! The location is great, perfect for all of our stops during our stay! We can’t wait to be back and stay once again in this beautiful home!
Superhost
Villa in Southside
5 out of 5 average rating, 4 reviews

Walk to the Beach - POOL - Pickleball Court!

EsmeraldaRating, 5 stars3 days ago
From the moment I saw the listing I fell in love with the home. Once I arrived o realized why. It felt like home (only in paradise). The home was perfectly described. Meghan and the crew were amazing and so responsive and willing to help with any questions we had. Their concierge Chloe was also extremely helpful. A week wasn’t long enough and I can’t wait to go back!
Top Guest favourite
Condo in Southside
5 out of 5 average rating, 33 reviews

Peaceful Oceanfront Oasis / Pool, Beach, Generator

ChristenaRating, 5 stars4 days ago
We had a wonderfully relaxing stay at Sara’s. Having coffee on the balcony every morning with that stunning view was incredible. The place suited 4 adults and 2 kids perfectly. The kids pretty much wanted to live at the pool. It was always clean and never busy. Iguana friends visiting was a bonus. We had everything we needed and there were so many extra touches that were greatly appreciated. The location is peaceful and just a short drive to all the popular spots. It was nice to grab dinner downstairs at Mim’s the day we arrived so we could wait to grocery shop. Would absolutely stay again. Thanks again!

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