Upper Carolina vacation rentals
We found 157 vacation rentals — enter your dates for availability
Escape to the breathtaking shores of St. John, where stunning beaches and lush landscapes create an idyllic paradise. Whether you’re lounging on the pristine sands of Trunk Bay or hiking through the enchanting trails of Virgin Islands National Park, adventure awaits at every turn. With charming accommodations ranging from cozy condos to luxurious villas, your group will enjoy the comfort and convenience of a home-like experience, making lasting memories in this tropical oasis.
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Find the best place to stay - Upper Carolina

Satinwood - Inspiring Views, Pool, Privacy at this open and airy Eco-Villa
Sleeps 10 · 3 bedrooms · 3 bathrooms

Big Views Over the Private Pool from this Simple Modern Getaway
Sleeps 4 · 2 bedrooms · 3 bathrooms

Dancing Dolphins ~ Pool + Tesla Solar!
Sleeps 9 · 4 bedrooms · 4+ bathrooms

MandeVilla Cottage at Ixora spectacular views AC in bedroom mid island location.
Sleeps 2 · 1 bedroom · 1 bathroom

Serenity House In Lala Land Coral Bay - Sleeps 4, Paddle boards for exploration
Sleeps 6 · 2 bedrooms · 1+ bathroom

New Moon - Beautifully Built Cottage with Views of Coral Bay
Sleeps 2 · 1 bedroom · 1 bathroom
Top rated rentals - Upper Carolina

Paradise
My family and I absolutely loved our stay at Aqua Villa. We’ve been to St. John many times, but this is the first time we’ve stayed on the east side of the island. I much much preferred staying here, perched up in the hills with a beautiful view of coral bay to staying in Cruz bay. We were extremely comfortable in the villa - the renovation is so nicely done - but the highlight is the delightful wraparound deck. It was so lovely to have this zen space to come chill on after a day exploring the island. There are incredible plantings all around the house, which plant lovers will appreciate. The giant banana plants adjacent to the deck make you feel like you’re really in a tropical paradise. Going into coral bay for dinner was a nice option, as was cooking at home. The house is well stocked with beach gear, including tons of snorkel stuff (I hadn’t seen that listed, so I had already rented in Cruz bay). Overall wonderful and we would love to come stay again.
Kim L.
Stayed Apr 2025

Amazing Centrally Located Home in STJ
We had an amazing stay! The place was well-equipped and thoughtfully furnished. The beach chairs were incredibly comfortable, and there were plenty of coolers and beach towels, which made our beach days so convenient. The beds were super cozy, ensuring a great night's sleep. We also loved spending time on the porch—it was the perfect spot to relax and enjoy the views of Coral Bay, East End, USVI and Tortola. The host was very responsive and made everything easy for us. We can't wait to come back!
Cathy P.
Stayed Feb 2025

Great hillside stay
Excellent place for some relaxation and exploring of the island. Very good accommodations overlooking Coral Bay. The supplies are very plentiful within the kitchen and linen supplies. The cooler and beach accessories are very helpful. We used the chairs, beach towels, cooler and floaties daily. Overall, this place is great! The only drawback is that the main road down the hill does lead to a fair amount of vehicle noise at times. So it's not always peaceful and quiet. That is hard to find though on a smaller island like this.
jeremy j.
Stayed Feb 2025

Don't hesitate!
If you see all of the 5 star ratings & wonder if something fishy is going on - let me assure you that the reviews are true & spot on! The "It's About Time Villa" deserves 5 stars and I'd give the property managers, Mike & Diana even a few more if I could! The location, views and all of the accommodations at the villa are the best! Well equipped with all that you need and then some. Mike & Diana went over & beyond to answer questions and support our needs on our vacation! Super responsive and communication was easy & so very helpful. Absolutely the best place that I've stayed on the island! So don't hesitate, you won't regret it!
Joyce M.
Stayed Jan 2025

Perfect for couples
This was our second vacation to St John and my wife and I really enjoyed our stay. The property was very clean and well maintained. We enjoyed the fact that it had a great view but was not so far up the hill that driving up and down was annoying. It was in a great location, very close to Coral Bay restaurants and shopping as well as a short drive to beaches on both the north and south shores. It was fun seeing little goats come to drink out of the pool daily as well. It had everything we needed in regards to kitchen equipment, supplies, etc. The King bed was very comfortable and the outdoor shower was a fun twist. Just 2 small suggestions to make the property even better: Because there is only one small bathroom, it would be handy to have another mirror on a wall somewhere. Also, there is a small gap in the door leading to the outdoor shower that could be easily remedied with some weather stripping to prevent bugs from getting in. Overall, great stay, would come again!
Eric W.
Stayed Jan 2025

Stunning views, gorgeous private home!
My mother, sister and I thoroughly enjoyed our stay in this beautiful, immaculately clean home high above Coral Bay! The views over to the British Virgin Islands are superb, particularly at sunrise, and the landscaping on this private, gated property is gorgeous. We each enjoyed a private, air-conditioned bedroom and bath (the showers in the two open air baths on the main level are beautifully designed), and the house is well stocked with condiments, pans, dishes, etc. We did wish that there were screens on the doors out to the pool (as there are on the windows on the opposite side of the home) to allow for cross breezes through the great room, as the living/kitchen/indoor dining area was on the warm side (AC would solve this as well). Communication with the owners and manager of the property was easy with a quick response to one issue we did have. Overall we loved our stay and would definitely stay here again, particularly given the perfect location for easy access to both the north shore beaches and the east end beaches (great snorkeling at North and South Haulover). Many thanks for an incredible week on St. John!
Christina T.
Stayed Apr 2024

“All About the View” is not an exaggeration!!
We have stayed in several villas in this area of STJ and this is the first that we want to rebook. AATV is beautifully furnished, provisioned well and so comfortable for two couples. We spent a great deal of time on the covered porch overlooking Coral Bay and beyond to the BVI’s…amazing. We had grown accustomed to steep scary driveways in other villas, but what a delightful change to pull right in off the main road on a flat drive! Property management was also exceptional and readily available (thank you for your help Keri!) Two rather minor negatives that will certainly not keep us from rebooking…1) master bath is right off the main living area rather than connected directly to the bedroom 2) our guests said the lower level bedroom had a very uncomfortable mattress.
Overall, we were super pleased with our stay at AATV and can’t wait to return!!
jari s.
Stayed Dec 2023

Simply excellent!
The home was as advertised with an excellent sweeping view from mid-mountain top! We stayed for a wonderful 5 nights, close to downtown locations Rams head, ect. Downtown restaurants we're good with open mics and a Saturday morning bazaar. The owner and manager were super supportive, very helpful and a pleasure to do business with! Would stay there again!
kenneth w.
Stayed Dec 2023
- Peace of mindOur Book with Confidence guarantee gives you 24/7 support
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- More for lessMore space, more privacy, more amenities — more value
Frequently asked questions
What is the most popular type of vacation rental in Upper Carolina?
In Upper Carolina, vacation houses are the most popular type of rental accommodation, with about 22 available in the area. These properties typically feature spacious layouts, multiple bedrooms, and amenities like fully equipped kitchens and outdoor spaces for enjoying the tropical climate. Villas are also a significant option, with around 21 properties that often include luxurious features such as private pools, stunning ocean views, and upscale furnishings. Additionally, several cottages, apartments, and condos provide a variety of choices for travelers seeking a more intimate or budget-friendly stay.
Are there any beach house rentals in Upper Carolina?
In Upper Carolina, U.S. Virgin Islands, there are about 87 beach house vacation rentals available. These properties typically offer a range of amenities, including spacious living areas, fully equipped kitchens, and outdoor spaces such as terraces or patios with stunning views of the ocean. Many rentals also feature private pools and easy access to nearby beaches, allowing guests to enjoy the beautiful Caribbean surroundings.
How much does it cost to rent a vacation home in Upper Carolina?
Prices for vacation rentals in Upper Carolina 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 traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Upper Carolina to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Upper Carolina vacation house rentals?
You can find great discounts on house rentals in Upper Carolina on Vrbo, 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.
What are popular rental amenities in Upper Carolina?
In Upper Carolina, popular rental amenities include fully equipped kitchens, private pools, and outdoor spaces such as decks or patios. Many vacation rentals also feature additional conveniences like blenders for preparing refreshing drinks. The charming properties often come with porches or lanais, providing an inviting space to relax and enjoy the tropical surroundings.
Can I find family house rentals in Upper Carolina?
In Upper Carolina, U.S. Virgin Islands, there are some available family-friendly house rentals, with approximately 34 options to choose from. This area is known for its stunning beaches and lush surroundings, making it a great spot for family getaways. Many of these homes feature spacious living areas, fully equipped kitchens for family meals, and outdoor spaces where children can play and enjoy the tropical climate.Visitors will appreciate amenities such as private pools, barbecue grills, and easy access to nearby attractions, including Cinnamon Bay and Trunk Bay, which are superb for both relaxation and adventure.
Can I rent a vacation home with a pool or hot tub in Upper Carolina?
In Upper Carolina, U.S. Virgin Islands, travelers will find a variety of vacation homes available for rent that come equipped with pools and hot tubs, with approximately 32 options featuring pools and 10 with hot tubs. This beautiful area offers a tropical paradise atmosphere, where properties often provide stunning views of the Caribbean Sea.Many of these rentals include amenities such as private swimming pools, inviting hot tubs, spacious outdoor patios for sunbathing, and fully equipped kitchens for easy meal preparation. Some homes may also offer additional features like outdoor dining areas, lush gardens, and proximity to the beach, allowing guests to fully immerse themselves in the serene island lifestyle.
Are there any Upper Carolina vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Upper Carolina with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo 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.
Can I book pet-friendly vacation rentals in Upper Carolina?
In Upper Carolina, U.S. Virgin Islands, there are several pet-friendly vacation rentals available for travelers seeking a tropical getaway with their furry companions. Visitors can expect properties equipped with amenities such as spacious outdoor areas, private pools, and fully equipped kitchens, allowing for a comfortable and enjoyable stay. Many rentals are strategically located to offer stunning views of the Caribbean Sea, enhancing the overall vacation experience.The area is known for its proximity to beautiful beaches, where pets are often welcome, providing an opportunity for fun-filled days by the water. Additionally, nearby attractions such as the Virgin Islands National Park offer scenic trails and natural beauty, great for outdoor adventures with pets.
Can I find long-stay vacation rentals in Upper Carolina?
A long-stay vacation rental in Upper Carolina is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* 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.
*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there any remote work vacation rentals in Upper Carolina?
In Upper Carolina, U.S. Virgin Islands, there are plenty of options for remote work vacation rentals, with around 51 available in the area. Travelers can expect a variety of accommodations that cater to remote work needs, including amenities such as high-speed Wi-Fi, in-room safes, and access to third-party internet services. Many properties are designed for comfort and productivity, often featuring dedicated workspaces and inviting living areas where you can unwind after a day of work.The neighborhood is known for its stunning views and proximity to beautiful beaches, which can serve as a relaxing backdrop for breaks from work. Additionally, the area allows for events, making it suitable for those looking to blend work and leisure. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Upper Carolina vacation rental?
Book your Upper Carolina vacation rental 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 Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Upper Carolina, U.S. Virgin Islands?
In Upper Carolina, U.S. Virgin Islands, visitors can enjoy a variety of attractions that showcase the region's natural beauty and cultural heritage. The picturesque beaches, such as Magens Bay, offer stunning views and opportunities for swimming and sunbathing. Nearby, the Virgin Islands National Park provides hiking trails with breathtaking vistas and the chance to explore the local flora and fauna.The historic town of Charlotte Amalie, located just a short drive away, features attractions like Fort Christian and the vibrant local markets, where travelers can experience local crafts and cuisine. Additionally, the area around Red Hook is known for its lively dining scene and ferry access to nearby islands, making it a great base for exploring the surrounding waters.
Can I change or cancel my Upper Carolina home rental booking on Vrbo?
To find Upper Carolina vacation rentals with free cancellation, just use Vrbo'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". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers 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, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.
Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Upper Carolina vacation rental prices shown on Vrbo?
Vrbo 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.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, 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.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.
Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing 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 favorites, and build the perfect itinerary together.
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