Beachfront vacation rentals in Little Trunk Bay

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Popular amenities for Little Trunk Bay beachfront rentals

Pet-friendly beachfront home rentals

Superhost
The serene view captures a sunset over the Caribbean Sea, with gentle waves reflecting hues of orange and gold. Silhouettes of distant islands line the horizon, while the sky showcases a mix of soft clouds and fading light.
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 favorite
The cottage is set within a vibrant garden, with lush tropical plants and colorful shrubs surrounding the property. Tall palms provide shade, while a covered patio is visible through the greenery. A gated entrance adds a sense of privacy to the peaceful setting.
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 favorite
A panoramic view of a lush landscape leading to a serene beach, with vibrant greenery interspersed with palm trees. The turquoise waters stretch towards distant islands under a partly cloudy sky, showcasing the natural beauty of the beach coastline.
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 favorite
A sheltered patio space features woven lounge chairs and potted plants, providing a tranquil view of the surrounding greenery and water. A ceiling fan enhances airflow, while the gravel flooring adds textural interest. Sunlight filters through, creating gentle patterns on the ground.
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!
Top guest favorite
A spacious bedroom features a light-colored bed frame with decorative bedding in blue patterns. Two bedside lamps provide subtle lighting, and large doors open to a balcony with views of lush greenery and a palm tree swaying gently in the breeze.
Home in Cruz Bay
4.96 out of 5 average rating, 174 reviews

BIG WATERFRONT VILLA WALK SHOPPING & RESTAURANTS

TinaRating, 5 stars3 weeks ago
The home is spacious and well located. I would definitely stay here again! The host was very responsive.
Guest favorite
A covered balcony offers comfortable seating with green cushions, overlooking the infinity pool and panoramic views of the Caribbean Sea and surrounding islands. The space features tiled flooring and large sliding doors that invite natural light and fresh air.
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.
Superhost
A dining table set for a meal overlooks a vibrant marina filled with boats. The scene features a decorative starfish and elegant glassware, with sunlight casting striped shadows across the tabletop. Lush greenery and water in shades of blue enhance the backdrop.
Condo in East End
4.82 out of 5 average rating, 130 reviews

Luxury 1/1 Oceanfront @ Sapphire Beach Resort

KarolineRating, 5 stars2 weeks ago
Amazing stay at Ana’s place! Walking distance to the beach and all the restaurants sapphire beach has to offer. Would absolutely come back!! Ana was so responsive with recommendations and help when needed. Thank you!!
Superhost
An inviting common area features an eclectic mix of colorful furniture and artwork. Various seating options, including plush sofas and dining chairs, surround a central wooden coffee table. Large windows offer views of the surrounding greenery, enhancing the open and airy atmosphere.
Place to stay in Water Island
4.82 out of 5 average rating, 115 reviews

Bohemian Paradise Eco Retreat cottages

RenottaRating, 5 stars14 months ago
Wanted a place to take our family and extended family of friends on a vacation they would always remember. This absolutely was that and more. Kids were in awe and so were we. Things we did include going to honeymoon bay multiple x to enjoy the beach, eat and have a few adult beverages. Went to mainland to shop & explore. Ingrid made our stay so much the better w her amazing energy. The massages from her were best I've ever had. Kids had a drum circle night and that was amazing. Our hosts son took us out on his sail boat, super exciting afternoon. The creatures at 4 elements were a fun part of trip. Hermit crabs. Turtles, lizards and cool sounding frogs. My number one recommendation would be to make sure you rent a golf cart before arrival. The walking up hills was likely good for me but I didn't like it 😂. I believe they book up quick so rent golf cart before you arrive. The property is so amazingly beautiful so worth going. Hope we can make it back another year.

Beachfront home rentals with a pool

Top guest favorite
A clear pool reflects the blue sky above, surrounded by palm trees. Lounge chairs are positioned along the pool deck, and shaded cabanas offer relaxing spaces for guests. The peaceful environment is enhanced by the greenery in the background, creating a calming retreat.
Condo in East End
4.98 out of 5 average rating, 198 reviews

Stunning Ocean View w/Balcony~Shades of Sapphire~

KimberlyRating, 5 stars2 weeks ago
We truly hit the Airbnb jackpot with this stay. Deb and Rob were incredibly friendly and accommodating — they genuinely know how to host! The unit was spotless and well-stocked with everything we needed for the beach, including lawn chairs, a cooler, and more. On our last day, I realized I had forgotten to grab laundry coins from the office (Deb had kindly mentioned the hours during check-in), but since it was Sunday, the office was closed. Thankfully, Deb had some extra coins and let us purchase them so we could still do laundry — such a thoughtful gesture! They also run their own sailing company and sent us great recommendations throughout our stay. The balcony had a stunning view, and Sudi’s — an amazing bar and restaurant — was just a few steps from the unit and quickly became one of our favorite spots on the island. The village itself is private and peaceful, with two pools and a great atmosphere. We’d absolutely recommend staying here and hope to return ourselves!
Guest favorite
A private pool is surrounded by a white railing and lush greenery, reflecting blue skies and scattered clouds. The inviting water is clear and calm, inviting relaxation. The pool area offers a serene view of the landscape, emphasizing tranquility in a peaceful setting.
Guest suite in Saint Thomas
4.98 out of 5 average rating, 102 reviews

Oma’s Oasis

ColetteRating, 5 stars1 week ago
We stayed at Anna’s place while in town for a wedding, and it couldn’t have been more perfect, especially since the couple getting married was just two minutes away! The location was incredibly convenient, and the home itself was adorable, cozy, and well-stocked with everything we needed. We especially appreciated the abundance of towels, as well as thoughtful extras like bug spray, sunscreen, aloe, and snacks. The space was very clean, beautifully decorated, and peaceful throughout our stay. It was also just a short drive to downtown and no more than 20 minutes from anywhere we needed to go on the island. We had a fantastic time and would highly recommend staying here!
Top guest favorite
A private infinity pool is surrounded by several lounge chairs, each featuring soft blue towels. Lush tropical vegetation frames the area, while unobstructed ocean views stretch into the distance, capturing serene coastal hues under a clear blue sky.
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.
Guest favorite
A clear blue pool is framed by palm trees and tropical plants, with sun loungers arranged around its perimeter. The expansive ocean view is visible in the background, under a vibrant sky. The surrounding patio is paved with natural stone.
Condo in Southside
4.95 out of 5 average rating, 102 reviews

Sea Dreams at Regatta Point Villas

JohanaRating, 5 stars3 weeks ago
Excellent stay in St. Thomas! I had an amazing experience at the Airbnb hosted by Caribbean Properties. Everything was super clean and well-maintained. The kitchen had all the utensils I needed to cook, which was a big plus. They also provided everything you’d need for the beach, which made my stay even more enjoyable. You can really see the attention to detail. I totally recommend this place and would love to come back!
Guest favorite
A clear pool surrounded by palm trees is visible, with a thatched-roof hut to one side. Lounge chairs are positioned near the pool. The background features white buildings against a blue sky, complemented by vibrant greenery and flowering plants.
Condo in Sapphire Beach
4.96 out of 5 average rating, 197 reviews

Salt Life at Sapphire Beach

CarolynnRating, 5 stars3 days ago
Great place to stay! Very convenient if you want to explore St. John too! John was responsive and kind. We really appreciated the recommendations and insights into the area prior to our stay. We would love to stay here again soon!
Guest favorite
A private balcony offers ocean views and is furnished with a round dining table for four, two lounge chairs, and a side table. The space is shaded by a slatted wooden roof, with beach and water visible in the background.
Condo in St. Thomas
4.95 out of 5 average rating, 19 reviews

2025 Renovated • On Sapphire Beach • King Bed

SenadaRating, 5 stars1 month ago
This condo was absolutely wonderful! My husband and I as well as our 9 month old came to visit St. Thomas for the first time and this was the perfect place to be. Kristin had a pack and play ready for our baby to use along with additional sheets and blankets. It was super clean and had a lot of amenities such as abundant kitchen utensils/pots/pans, beach chairs, beach toys, parking for the car we rented, and of course, super close access to the beach. The view from the condo is amazing. We had rain unfortunately but the view was sill stunning. Kristin was very easy to communicate with and she sent us a list of recommendations nearby as well as the cruise ship schedule which allowed us to see which beaches may be crowded at those times. There are restaurants on site as well as a gift shop and coffee shop. All other attractions and cities are within a short drive from Sapphire Beach which was awesome. We got to go to Carnival nights… so much fun!!
Guest favorite
A spacious pool area is surrounded by palm trees, featuring a clear blue pool with steps for entry. Lounge chairs line the pool's edge, providing ample seating. Quiet foliage creates a relaxing environment, complemented by a bright blue sky.
Condo in East End
4.79 out of 5 average rating, 295 reviews

Stunning Beach Condo with Balcony- King Bed

LatoyaRating, 5 stars1 month ago
Let me just start by saying ALL of Emily's places are BEAUTIFUL! We came to St Thomas a group of 11. We rented out all of Emily's condo. Each one was beautiful in it's own right. They each had character and a feel all their own. Check-in was easy, there were restaurants and a coffee bar all in walking distance as well as the Beach. Host was very responsive when we asked any questions or when we asked for suggestions. I would highly recommend Emily's place if you're ever in St Thomas.
Guest favorite
A clear swimming pool is visible, surrounded by a stone deck that extends toward the ocean. Palm trees sway gently in the breeze. The water reflects the sky, and rocky coastline is seen beyond the pool, showcasing a serene landscape.
Condo in East End
4.93 out of 5 average rating, 100 reviews

Your Perfect Beachfront Condo in Paradise

AmandaRating, 5 stars1 month ago
This was my second stay at Mary’s at Sapphire Beach. The location is great. The view is amazing. The beach is clean and well maintained. The balcony is my favorite part. I could sit out there for hours.

Private beachfront home rentals

Guest favorite
The spacious studio features a king bed with decorative pillows and a textured headboard. A ceiling fan circulates air above, while large windows provide natural light and views of the Caribbean. A small seating area with a sofa is visible, along with a dining table and dresser.
Apartment in East End
4.9 out of 5 average rating, 21 reviews

Sapphire Beach Escape VIEWS! HGTV

RickyRating, 5 stars2 weeks ago
Kimberly was a wonderful host and very responsive when we needed help and recommendations. The condo itself was a perfect size for my girlfriend and I. The proximity to Sapphire Beach was a huge plus. Getting to Red Hook was also easy and convenient. I would highly recommend this place for anyone looking for a peaceful getaway.
Top guest favorite
Tropical palm trees frame a serene beach, leading to the calm waters of the Caribbean Sea. The sky transitions from soft pink to blue as clouds drift gently, creating a peaceful atmosphere. The sandy shore invites relaxation, while distant hills add depth to the landscape.
Apartment in East End
5 out of 5 average rating, 40 reviews

Island Escape @Sapphire Beach

VivekRating, 5 stars4 days ago
Elaine's place is beautiful inside and also the moment you walk out of it. The place was immaculate. The view from the patio is breathtaking. Just a few steps to the beach. Great spot to snorkel. Can rent snorkeling gear right outside. The beach also has a lot of shade. Also great restaurants and bar right outside the place. Would definitely come back.
Top guest favorite
An outdoor terrace is highlighted by two loungers draped with towels. A stone pathway leads towards the ocean, where a sunset casts warm hues over the water. Lush tropical plants frame the area, enhancing the serene coastal ambiance.
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 favorite
A spacious outdoor patio extends towards the water, featuring a table surrounded by colorful chairs in red and blue. The coastline and lush greenery are visible in the background, with gentle waves lapping at the shore.
Cottage in Caret Bay
4.98 out of 5 average rating, 53 reviews

Secluded Beach Front Paradise: Castaway Cottage

WayneRating, 5 stars1 month ago
Secluded cottage with private setting. Absolutely stunning views with your own private reef to snorkel. I snorkeled every day and did not see another person. Definitely need to be comfortable with driving on rough roads with switchbacks and also capable of climbing lots of stairs when leaving the cottage. Make sure you go to EAST Caret bay. I had a little trouble finding it because I turned at the west Caret bay sign initially. The journey there is sooo worth it. You won’t hear a sound other than birds, the waves crashing, or frogs and insects at night. If you’re looking for privacy with gorgeous views and snorkeling at your doorstep, this is the place.
Superhost
A covered terrace features a dining table surrounded by several outdoor chairs, overlooking serene turquoise waters. Light shadows cast from the slatted structure enhance the scene. The distant horizon reveals a combination of land and sky, creating a scenic backdrop for relaxation.
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!
Superhost
A scenic patio area features two lounge chairs positioned to face the ocean, surrounded by tropical plants in bright yellow pots. The view includes a vibrant turquoise bay and distant hills under a blue sky with scattered clouds.
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 favorite
An expansive ocean view is captured from the balcony, showcasing clear turquoise waters and a sandy beach. A vibrant blue sky with scattered clouds complements the scene, while a bird glides gracefully above the shoreline, enhancing the tranquil coastal atmosphere.
Condo in East End
4.98 out of 5 average rating, 48 reviews

Sapphire Sunrise: 2 Story Ocean Villa Luxe Reno

StevenRating, 5 stars2 weeks ago
David was an awesome host/owner. He always checked in via email so he didn't interrupt anything and always wanted to ensure the stay was going as planned or better. Communication process was solid, consistent and responsive. Thanks David for a wonderful stay.
Top guest favorite
An outdoor patio features a large table surrounded by four white chairs, all situated under a large umbrella. Scenic ocean views highlight turquoise waters and green islands in the distance, creating a serene backdrop for relaxation.
Condo in East End
5 out of 5 average rating, 13 reviews

Luxury Fully Remodeled Villa W Pool & Beach Access

PhilipRating, 5 stars2 weeks ago
Our stay at Cinda’s condo in St. Thomas was nothing short of amazing. From the moment we arrived, we were blown away by the breathtaking views and the thoughtful attention to detail throughout the space. The design, lighting, and decor created a relaxing, luxurious atmosphere that made this feel like a true getaway. This was hands down the best vacation my wife and I have ever had, and Cinda played a big part in that. She was incredibly responsive and kind, checking in with us regularly via text to make sure everything was going smoothly. Her warmth and hospitality made us feel completely at home. We can’t recommend this place enough—thank you, Cinda, for an unforgettable experience! We will be back!

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