Upper Carolina vacation rentals
We found 158 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

Palm Ridge Incredible views, privacy, pool, AC. Property borders National Park.
Sleeps 8 · 4 bedrooms · 3+ bathrooms

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

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

Villa Ixora Sleeps 2-10 people~ 5 bedrooms, 4 baths, pool, AMAZING views!
Sleeps 10 · 5 bedrooms · 4 bathrooms

Satinwood - Inspiring Views, Pool, Privacy at this open and airy solar eco-villa
Sleeps 10 · 3 bedrooms · 3 bathrooms

La Bella Villa: Great views, spectacular pool, solar backup, magical villa!
Sleeps 6 · 2 bedrooms · 2 bathrooms
Top rated rentals - Upper Carolina

A fantastic stay in paradise!
This was one of our favorite trips which we have ever gone on! The view from this place was breath taking! Every day it was so special to wake up and be treated with the views over the bay! The area upstairs was perfect for playing games with friends, cooking food, and relaxing. The pool was nice to be able to chill and take in the views as well. Our room was great with everything for a perfect island vacation.We will definitely be back!!
Dexter B.
Stayed May 2025

Great Spot
Great spot up on the mountain up and out of the hustle and bustle of all the tourist traps. Great views up in the cool mountain air and only 5-10 minutes to the various National park beaches. Elvis has the place beautifully landscaped and even brought by some fruit from the property. Wouldn’t change a thing and hope to come back. Book it, you won’t regret it.
I would bring coffee with me as it can’t be found in any store on the island for less than $21/ bag. Starfish market in Cruz bay has the best selection of steak for the grill, midway market is the cleanest market and has a great selection of produce and a full service gas station.
Jeff G.
Stayed Apr 2023

Million Dollar View
This is a lovely home with a fabulous view of Coral Bay. It is fully equipped so you can easily cook, do laundry, and go to the beach. A perfect setting for two couples or a family of four. There is a grocery store at the foot of the hill and 4 restaurants within easy walking distance. Also at the foot of the hill is a place to rent snorkel equipment. One recommendation: rent a proper Jeep or Suzuki with high clearance. The approach to the house is very difficult in a regular car or hatch-back Jeep.
Nicola V.
Stayed Mar 2023

A great stay
Wonderful house, location, views.
Charles H.
Stayed Jun 2021

Amazing gem in Coral Bay
We absolutely loved EVERYTHING about Jewel's View! It is a perfect couples retreat with all the amenities you need. The view is so beautiful and the deck is a great place to enjoy coffee in the morning and cocktails in the evening. The kitchen has every appliance, utensil and dish you would ever need during your stay. Everything is updated and new in the kitchen and works wonderfully. The bed is very comfortable with lots of natural light as well. Of course the outdoor shower is a must on St. John! There were plenty of towels, beach chairs, coolers, etc. which certainly makes day trips easy and relaxing. We always stay in Coral Bay or East End for tranquility and access to less busy snorkel spots. We snorkeled every day and the location of the home is excellent for travel to and from the beaches. Salty Mongoose and Skinny Legs are our two favorite restaurants in Coral Bay. No frills, fun atmosphere and of course good comfort food completes a great day in the water. Greengos is our favorite restaurant in Cruz Bay and worth the drive. Thank you for sharing your piece of heaven with us and we can't wait to return!
Peter C.
Stayed Jun 2023
- Peace of mindOur Book with Confidence guarantee gives you 24/7 support
- All the privacy of homeEnjoy full kitchens, laundry, pools, yards and more
- 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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