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Villa holiday rentals in Nail Bay

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Popular amenities for villa rentals in Nail Bay

Private villa rentals

Guest favourite
Villa in VG
4.98 out of 5 average rating, 51 reviews

Stunning Limeberry Villa, a designer's dream.

JimRating, 5 stars3 months ago
Great host and property. Unique,great view,comfortable,well equipped. Great pool. 5 star across board except star on location as represented due to advertising of "short walk to beach ". Was short drive to multiple beautiful beaches,Smugglers Cove most beautiful secluded beach ever
Guest favourite
Villa in Coral Bay
5 out of 5 average rating, 34 reviews

Water View, 2 King Primary Suites, pool, private

JasonRating, 5 stars4 weeks ago
This place was amazing. The property was very well maintained and clean. Everything worked and it had everything we needed. The location is close to hiking, beaches, grocery and food. Kim was a great host we will be back for sure.
Superhost
Villa in Jost Van Dyke
4.9 out of 5 average rating, 10 reviews

Hideaway Villa - Private, Old Caribbean

TimiRating, 5 stars4 months ago
The charm of the Hideaway is the quiet, remote location. The views are spectacular! The beach is very private with lounge chairs and a pergola - we were the only ones there! The open-air dining area is spacious and we loved being able to look out at sea while eating. The beds were comfortable and the outdoor shower was a cool experience. The kitchen had all we needed to make simple meals, including a blender for frozen island drinks. :-) Filtered water and an ice-maker in the fridge were key. Libby was a great host - very communicative, helpful and quick to respond to our questions. We did end up renting a Jeep since it is a bit far from from Great Harbour and the roads are very steep, but Foxy's Taboo is a short 1-mile walk down the road and their food is excellent. I do recommend bringing some provisions with you so you don't have to make the trek back to town because once you're there, you won't want to leave!
Top guest favourite
Villa in Cruz Bay
4.96 out of 5 average rating, 26 reviews

Ginger Thomas Villa in Cruz Bay

DarrenRating, 5 stars1 week ago
We really enjoyed our stay! The view from the house is incredible, and the amenities provided basically every possible need. We enjoyed the provided beach chair, beach shade, beach towels, snorkel gear, cooler with ice packs, provided snacks, and more! The kitchen had pretty much any appliance and gadget you could need or want, plus Tupperware for prepping beach snacks and lunch. The location was great just up the hill from groceries and restaurants and a short drive from the national park and beaches. The pool area and view from it were terrific. It has to be one of the better sunset watching spots in the island. When we come back to St. John we would easily consider staying here again.
Top guest favourite
Villa in St. John
4.98 out of 5 average rating, 54 reviews

Just Peachy - Pool Villa + Bronco + WE’RE SOLAR!

JoshuaRating, 5 stars3 months ago
Absolutely Perfect Stay at Just Peachy! Our stay at Just Peachy in St. John was nothing short of incredible! From the moment we arrived, we were blown away by the stunning views of the mountains and ocean—it truly felt like paradise. The villa itself was immaculate, beautifully designed, and had everything we needed for a comfortable and relaxing vacation. Melissa, our host, was phenomenal! She was incredibly responsive, always just a message away, and went above and beyond to make sure our stay was perfect. Whether it was providing great local recommendations, answering any questions we had, or simply ensuring we felt at home, her hospitality was unmatched. Waking up to breathtaking sunrises, lounging on the patio with the cool island breeze, and enjoying the peaceful surroundings made this trip unforgettable. If you're looking for the perfect getaway in St. John, Just Peachy is the place to be. We can’t wait to come back! Thank you, Melissa, for making our trip so special!
Guest favourite
Villa in Ballast Bay
4.91 out of 5 average rating, 65 reviews

Villa Almondeen- Peaceful 2bedroom villa with pool

NatalieRating, 5 stars3 weeks ago
Janice and her family are absolutely amazing! From the moment we arrived, she went above and beyond to make our stay seamless and welcoming. She provided clear instructions on where to meet and was incredibly flexible with our check-in time. Janice even personally drove us to the villa, gave us a full tour, and made sure we knew where everything was. As a thoughtful touch, she welcomed us with a fresh bowl of mangoes picked right from the tree on her property—such a lovely gesture! The villa itself is private, peaceful, and perfectly located. We were no more than 20 minutes away from everywhere we wanted to go on the island, including all the ferry ports. Each evening, we relaxed by the pool and watched the sunset—truly a breathtaking experience. We felt completely at home and safe throughout our stay. Without a doubt, we’ll be returning to Tortola—and when we do, we can’t imagine staying anywhere else!
Guest favourite
Villa in East End
4.95 out of 5 average rating, 57 reviews

Private Pool Getaway in Smith Bay (Beach Nextdoor)

TatyanaRating, 5 stars3 days ago
Kurt’s place was absolutely amazing for a relaxing get away. The space was beautiful and well maintained. The location is amazing as well with a less than 5 minute walk to Sapphire beach and a 5 minute drive to Red Hook. Kurt is also an amazing host who is extremely responsive and quick to help with anything you may need. Cant wait to book again!!
Guest favourite
Villa in East End
4.93 out of 5 average rating, 14 reviews

Tropical Villa with Stunning Views

MichaelRating, 5 stars1 month ago
Great house located a few minutes from red hook and secret harbor. Very clean, well stocked, great hosts. Unbelievable view of multiple islands over the water, easily a house we would come back to. Had 8 guests including 5 kids and had more than enough space

Luxury villa rentals

Superhost
Villa in St John
4.86 out of 5 average rating, 66 reviews

Coconut Breeze, Mesmerizing Views, Generator

IanRating, 5 stars1 month ago
Coconut Breeze was as good as advertised. The home was comfortable, well stocked and had spectacular views, absolutely perfect for our group of 6. Definitely get a 4 wheel drive vehicle as the roads leading up are steep and a bumpy, but hey it’s St John and that’s what you signed up for. While the home is tucked into the private, lush jungle hillside it’s also conveniently located a short drive away from multiple restaurants, grocery stores etc. We had an issue with an AC unit in the cottage, but it was promptly resolved by our host. The cottage porch was not screened in, but maybe this is something that will be done in the future. If you are staying in Coral Bay Coconut Breeze is the way.
Superhost
Villa in Cruz Bay
4.92 out of 5 average rating, 39 reviews

The Tile House

CateRating, 5 stars1 week ago
Chirag was so kind and responsive! His place is gorgeous. The pool felt amazing after a long day at the beach or a hike. The place looked just as pictured. I would definitely come back!
Superhost
Villa in Cruz Bay
4.87 out of 5 average rating, 39 reviews

Eureka! Stunning Views in Paradise! 3BR, 3.5BA

JasonRating, 5 stars11 months ago
We had a great stay at Eureka. The home was extremely nice, clean, and very well appointed. Elise was also amazing. Not only did she meet us as we got our Jeep rental to lead us to the house, but she was continually trying to make our stay better. From making sure we had kids sizes for snorkel gear to having the generator running before we even knew there was a power outage. The view and privacy of the home we also fantastic. We will definitely be back and for much longer than a week next time.
Guest favourite
Villa in East End
5 out of 5 average rating, 6 reviews

Blue Infinity - Oceanfront Villa-Full A/C & Solar

JonathanRating, 5 stars3 days ago
Our stay at this house was beyond expectations. The secluded location, well-appointed amenities, and breathtaking views of the ocean and bay made it a perfect getaway. The private pool on the lower level of the quad-level deck was a fantastic feature that my girls absolutely loved. We enjoyed grilling out one night and cooked breakfast and dinner almost every day. Driving in St. John takes a minute to get used to, but having Emily as our guide for where to go and when to hit the beaches was incredibly helpful for planning. The house provided beach chairs and pool floats, so we really didn't need anything other than renting snorkeling gear. Overall, it was an amazing experience with everything thoughtfully provided. Highly recommend!!!
Superhost
Villa in Cruz Bay
4.85 out of 5 average rating, 33 reviews

Ocean Views! 4 Master Suites! 24/7 Concierge Team!

RobRating, 5 stars2 months ago
Terrific house and host. Drew was awesome and the house was perfect for our family of 6. Terrific view, great pool, comfortable beds, spacious and well stocked kitchen.
Superhost
Villa in Cruz Bay
4.67 out of 5 average rating, 3 reviews

Pool Suites Adjoined

SheilaRating, 5 stars5 months ago
We had a fabulous week, going for Christmas to be with our daughter and her wife who live there. There were five of us staying in both sides, having 2 kitchens which came in very handy for Christmas dinner. We would definitely come back.
Superhost
Villa in St. John
4.87 out of 5 average rating, 67 reviews

Stunning Views Villa Catalina. Full Generator!

ChrisRating, 5 stars2 days ago
Villa Catalina was a beautiful home with a great south view of the Caribbean. Minutes from Cruz bay and restaurants/ groceries. We spent many evenings on the deck using the well provision kitchen to have dinner on the deck after a day at the beautiful Saint John beaches. We had four adults and two kids which the sleeping arrangements were perfect for. We hope to return to this home someday if we can fit Saint John into our schedule. We were also met at the ferry dock in Cruz bay by the hosts and escorted to the home with a quick tour which was a bonus.
Superhost
Villa in Cruz Bay
4.87 out of 5 average rating, 15 reviews

Mandavilla Rose - SuperHost/Generator/Starlink

RebeccaRating, 5 stars3 weeks ago
This was our second stay at Mandavilla Rose. It was a great base for our long weekend in St. John. We loved coming back to the pool after a day at the beach and our Friends of the Park Power Swim. And perhaps our favorite time was sitting around the large dining table after dinner with wine, playing the conversation card game that we found on the shelf. We hope to return next year.

Villa rentals with a pool

Villa in Tortola
5 out of 5 average rating, 3 reviews

Park View Villa

PaulRating, 5 stars2 weeks ago
The Villa was lovely with fantastic views and great to have your own pool. Well equipped with all the mod cons and great air con. Dawn was fantastic and gave very clear instructions and pro actively checked in with me prior my arrival. The location is 5 mins drive from the most beutiful bar and restaurant 1748, the restaurant next to that Tropic fusion was good as well with fantastic views as you are literally sitting on the beach or the swings at the bar. It was very much Tom cuise beach bar vibes in the film Cocktail but better. Your only 5 minutes away from the West End Port which takes you to Jost Van D, which i cant reccomend enough, just get the 10am ferry to make the most of the beach bar festivities. You will need to higher a car no matter where you are on the island so location is not a big deal, Nanny Cay is also a great place to go and if you land in beef island do a day in Virgin Gorda straight away. Only negative is the roads are unmade but u get used to it. 100% stay here
Guest favourite
Villa in East End
4.97 out of 5 average rating, 29 reviews

Villa - Private Pool!

melanieRating, 5 stars3 weeks ago
This place was even better than described. Anything you could think of or might need was available to use. Peaceful, private and clean. One of the best places I’ve ever stayed! We would definitely book with this host in the future. Thank you 😊
Guest favourite
Villa in St. John
5 out of 5 average rating, 58 reviews

SunDancer Villa-St John USVI

RhondaRating, 5 stars1 month ago
Sundancer is a gorgeous, more contemporary villa with a rich history, in a beautiful, peaceful location about 15 mins outside of Cruz Bay. Owner Rob provided a lot of useful information about the ferries, jeep rental, restaurants, things to do, before our arrival, and Lauren from Driftwood met us to escort us to the villa, which was so helpful considering driving on the left side of the narrow, winding roads was a new experience for us! We loved every minute we spent on St. John and at this beautiful villa! Thanks Rob and Lauren for all your help making this one of the most memorable vacations we've ever had. We will be back!
Superhost
Villa in Road Town
4.73 out of 5 average rating, 11 reviews

Lloyd Hill Villas Holiday Suite

NyanaRating, 5 stars3 months ago
This unit was very lovely inside and out. Derek was very responsive at all times and gave lots of local recommendations. Overall I would definitely stay here again when visiting Tortola.
Guest favourite
Villa in Spanish Town
4.85 out of 5 average rating, 21 reviews

Bigger Splash Villa: private w/ pool and Concierge

MiroRating, 5 stars17 months ago
Bigger Splash was perfect for our group of 9 family members. We really enjoyed walking to the Baths and Spring Bay and eating many of our meals in the house. The living room has a spectacular view and the sunsets from the roof were beautiful. The kids enjoyed the pool and brand new snorkeling equipment. The villa staff were very helpful and responsive.
Villa in Red Hook
5 out of 5 average rating, 7 reviews

'Sea La Vie' - Waterfront St Thomas Escape w/ Pool

BarbRating, 5 stars1 month ago
This was the most amazing place I have ever stayed. I needed to destress and the first day was spent in the pool on a raft and letting it all relax in the infinity pool, looking over the ocean. I could have stayed just like that the whole time. But there was so much to see, we went snorkeling several times and saw turtles, stingrays and barracuda. My daughters and I take long weekend trips at least once a year and this by far has been the best. The beds were extremely comfortable and I slept like I haven't in a very long time. I couldn't have asked for anything more. This place is worth trying, especially if you are stressed and need to learn to relax and regroup. There are a lot of things to do, we went into St. Johns for a day and snorkeling , Great Trip. Hope we can go back soon.
Guest favourite
Villa in Cruz Bay
4.95 out of 5 average rating, 21 reviews

Gorgeous ocean view penthouse! Walk to Cruz Bay!

JordanRating, 5 stars2 weeks ago
We really enjoyed this condo on St. John!! It was so comfortable and had everything we needed. We loved sitting out on the covered balcony, enjoying the view, both in the morning while having our coffee and in the evening watching the sunset! The location was fantastic! We walked to town for restaurants & groceries, and we walked to the taxi area to get a ride to the beautiful beaches! There was a steep hill walking back to the condo, but it was worth it for the condo and its location! It was just right for us and our two teenagers:)
Top guest favourite
Villa in Coral Bay
5 out of 5 average rating, 10 reviews

Amazing Views, Private Pool, Close To Beaches!!!

SaraRating, 5 stars4 weeks ago
We had such a great time staying at the villa. The home was set up perfect for our group. Everything was very clean and the views were unbeatable. John and the property managers were very helpful with any questions we had. They even met us at the ferry dock to make sure we made it to the villa ok. Next time we come to St.John we will plan on staying again. Thank you for your hospitality.

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