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

Wonderful Cottage
My wife and Ioved Sea Cottage. It has a beautiful view of Coral Bay and beyond, in an incredibly peaceful jungle setting. The hosts are wonderful and extremely responsive. Like most places on St John, having a 4wd vehicle is a "must."
We would 100% stay at Sea Cottage again and would recommend it to any couple looking for a place to stay on St John.
Sheehan G.
Stayed Jun 2023

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

Stunning retreat in the treetops
When my husband and I were looking for a relatively last-minute getaway, we felt so fortunate to have found Papaya Moon. It was a truly beautiful, quiet and complete package with luscious gardens and stunning views. The owners, Ron and Sue, were attentive and helpful for these first-time St John visitors. The unit had no AC, but the fans, trade winds and open windows with screens made it very comfortable. There were beach towels and a great beach bag waiting on is to use for the week. While we didn’t use the pool, we enjoyed the hot tub a few evenings and it was so nice to have access to both steps from the unit. Our only issues we had were some tiny sugar ants that kept coming in (an issue that happens all the time at the beach) and the proximity of the property to the main Cruz Bay area. If you are interested in dinner and/or drinks in the downtown in the evening, the drive back to the property is dark, curvy and a little nerve racking. We ended up arranging taxis two nights so we didn’t have to drive, and that was expensive, but worth it to us. However, if you want a peaceful retreat, and don’t have a desire to go to Cruz Bay much with excellent proximity to the beautiful north shore beaches, this is your place! We loved our stay and would love to come back.
Meghan H.
Stayed Jul 2021

A great stay
Wonderful house, location, views.
Charles H.
Stayed Jun 2021
- 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 accommodation in Upper Carolina?
According to our research, villas are the most sought-after vacation rental type in Upper Carolina. But naturally, everyone's idea of an awesome trip isn't the same. Vrbo has vacation homes with every shape, size and budget in mind, and we'll help you to find the perfect fit.
How much does it cost to rent a vacation rental in Upper Carolina?
The average price for a vacation home in Upper Carolina is based on several factors, such as season, length of stay and property type. Whether you'd like a sprawling villa with room to move around or a quaint cabin perfect for just you and the kids, just add your dates of travel to discover stays with amazing value.
How much does it cost to rent a beach house in Upper Carolina?
When you travel and the style and size of the property will help determine the cost of your beachside vacation rental. Type in your Upper Carolina travel dates to view your options on Vrbo. Can't live without a hot tub, or maybe a private pool? Use our filters to select the amenities and features you want.
Are there pet-friendly vacation rentals in Upper Carolina?
You're in luck. There are. You'll have a choice of 66 vacation homes that allow pets in Upper Carolina on Vrbo. Our furry best friends need a getaway too, so simply use our search function for pet-friendly vacation rentals to book a property where your pooch can get in on the fun.
Can I rent a house with a pool in Upper Carolina?
Tick the "pool" box in our handy filter tool and you can choose from 40 houses with private pools in Upper Carolina on Vrbo. Morning swim, sunset soak or midnight dip? How you spend your leisure time is up to you when your vacation home comes with its own swimming pool.
What are popular rental amenities in Upper Carolina?
Some of the most popular rental amenities people are searching for in Upper Carolina are tennis, a barbecue grill and a nearby waterfront. Whether you're on a trip with family, friends or even pets, Vrbo vacation properties come with the best amenities for fun and relaxation with the people you love.
Are there large group vacation rentals in Upper Carolina?
Take your pick of seven vacation properties in Upper Carolina that can host a group of 10 or more guests. Whether you're planning a trip with the family or an event like an anniversary, there's enough room to get your favorite people together under one roof.
Are there vacation rentals in Upper Carolina that welcome kids?
Upper Carolina has 66 family-friendly vacation rentals to choose from. And discovering a stay that welcomes little ones is super easy with Vrbo's "Properties good for families" filter. As well as having the entire place to yourselves, you'll also get access to amenities and perks like dining rooms, kitchens and pools.
What are the top attractions for families in Upper Carolina?
If you're looking for some fun for all the family close to the center of Upper Carolina, make sure to visit Ajax Peak.
Are there one-bedroom vacation rentals in Upper Carolina?
Yes, you'll find 20 one-bedroom properties in Upper Carolina to pick from. A one-bedroom vacation rental is a great choice if it's just two of you or if you're vacationing alone. Throw in more space, privacy and convenience than a regular hotel, and you'll be sure to have a getaway to remember.
Can I find two-bedroom vacation rentals in Upper Carolina?
Take off with your loved ones and enjoy a relaxing escape in one of the 14 two-bedroom vacation homes Upper Carolina has to offer.
Are there vacation rentals with WiFi in Upper Carolina?
Whether you want to keep up to date with the news, check emails or update your social media, there are 29 vacation homes with WiFi in Upper Carolina. Check the "WiFi" box when searching on Vrbo and stay connected on your getaway.
How can I find vacation rentals with air conditioning in Upper Carolina?
You can pick from 50 vacation homes with air conditioning in Upper Carolina providing that gentle, cool breeze and extra bit of comfort. Just enter your dates of travel and then take advantage of our filters to help you book properties with air conditioning.
How old do you have to be to rent a vacation rental in Upper Carolina?
The minimum age allowed can differ across properties on Vrbo, so be sure to look at the rules of the vacation rental in Upper Carolina you're considering. But usually, it's 16, 18 or 21.
How long can I rent a vacation rental in Upper Carolina for?
The amount of time you can stay in an Upper Carolina vacation rental for depends on the property. Just put in your dates of travel to see available options offering extended stays. They include the things you need to make your extended trip more enjoyable and convenient, like air conditioning and laundries. Some Vrbo vacation homes may also offer discounted weekly or monthly prices, so you can stay even longer for less.
Does Vrbo offer discounts for vacation homes in Upper Carolina?
Whether you've got your sights set on one of our newly listed homes, or one of our weekly or monthly discounts on vacation rentals, you're sure to score some incredible deals and discounts on Vrbo. From mini stays to extended getaways, we've got the ideal space for your next Upper Carolina escape.
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