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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 Coral Bay
5 out of 5 average rating, 34 reviews

Water View, 2 King Primary Suites, pool, private

JasonRating, 5 stars1 month 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.
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 stars4 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!
Superhost
Villa in Tortola
4.76 out of 5 average rating, 21 reviews

Spacious 3BR "Golden View" near the best beaches

AndrewRating, 5 stars1 week ago
Great views, plenty of room in the house, friendly and helpful host. Would recommend arriving before dark - will make finding the driveway easier, but if you keep track of the driveways and turns from the host's instructions, you'll be okay. Only the master bedroom has AC, but some well-placed fans can help cool the rest of the house.
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!
Superhost
Villa in St Thomas
4.93 out of 5 average rating, 14 reviews

IRIE Paradise Sapphire Beach

KyleRating, 5 stars2 months 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!
Guest favourite
Villa in White Bay
4.94 out of 5 average rating, 16 reviews

Ocean View Villas, 1 Bedroom- (Seascape)

JohnRating, 5 stars2 months ago
We stayed in the two bedroom villa for a few days in April and it was wonderful. We really enjoyed the large patio and amazing views. The beds were very comfortable and bathrooms super clean and nice. Kitchen was well stocked and again very clean. Overall it was such a peaceful retreat and a wonderful stay. Nigel and Karen were wonderful hosts.
Superhost
Villa in Daseys
5 out of 5 average rating, 5 reviews

Fort Recovery resort 1br Superior Beachfront Villa

ChennelRating, 5 stars8 months ago
The Best Location I have stayed in, in a while the view the atmosphere the host ,Everything was 10☆ Don't hesitate to choose here it was the best. you won't Regret it. the Host went above and Beyond to make my Stay a Memorable one.
Guest favourite
Villa in Cruz Bay
5 out of 5 average rating, 17 reviews

Midnight Sun-2 bd/1bth Suite w/Island & Water View

AmyRating, 5 stars1 month ago
This St. John stay was everything we hoped for—breathtaking views of St. Thomas, unreal sunsets, and a cozy, well-equipped space. We spent evenings on the balcony, pretending we lived there (we wish!). We loved watching the boats wake up in the harbor, and seeing the emerald hummingbirds while washing dishes. It’s the kind of place that makes you forget what day it is, in the best way. The space was well stocked (oodles of towels) and plenty of kitchenware to have a cozy night in after a long day of exploring St. John. We’re already planning our return. Save us a sunset!

Luxury villa rentals

Guest favourite
Villa in Cruz Bay
4.9 out of 5 average rating, 21 reviews

BlueWater Vista - 4 Bed Pool Villa, Amazing Views

KarenRating, 5 stars2 weeks ago
About us - First adventure to St. John for a family wedding.... we had four nuggets with us (two under 12 and two under 2 .. all boys) and their parents. Needed a home that would cover entertainment (pool), enough rooms and down home comfort. About the Villa - Easily met all of our requirements. The four bedrooms provided beds for my kids with kids, the kitchen had enough space for congregation and meal prep, the living room provided huge open area with kid friendly seating and the outdoor decks treated us to additional room. Helpful Hints (?) - Should have read amenities closer - "essentials not included" was one I missed... oops. Island Baby Rentals - excellent for extra cribs, toys, etc. Landlubber Logistics - excellent for pre-grocery stocking the home. Best of all, Ari was one of the quickest hosts we have worked with making this a memorable / want to do again experience!
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.
Guest favourite
Villa in Coral Bay
5 out of 5 average rating, 18 reviews

Close enough to hear the ocean! Pool!

SarahRating, 5 stars3 months ago
This was an absolutely WONDERFUL AirBNB! It is very well appropriated and has everything you could possibly need, including supplies for the beach, linens, towels, and good recommendations for local activities. The views are breathtaking, the pool is delightful, and the beds are comfortable. Something that would have been helpful for us to know is that the main house contains two bedrooms and a common space. The other three bedrooms are stand alone and they open up onto the pool with doors that do not lock (to my knowledge). This influenced where we felt comfortable sleeping small children in our group and may be worthwhile for families to know ahead of time. We would stay here again in a heartbeat. Thank you for this little slice of paradise!
Guest favourite
Villa in Tortola
4.96 out of 5 average rating, 25 reviews

Sand Dollar- overlooking Long Bay Beach

ToniRating, 5 stars1 week ago
We absolutely loved our stay here. The house looks exactly like the photos, and the view is amazing! A nice private get away, close to so many things to do/restaurants. Very friendly neighbors as well. It felt like home away from home! We will definitely be back. Thank you very much!
Superhost
Villa in Cruz Bay
4.92 out of 5 average rating, 39 reviews

The Tile House

CateRating, 5 stars2 weeks 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!
Guest favourite
Villa in East End
4.93 out of 5 average rating, 15 reviews

Mango Manor Eclectic Villa w/ Beach Access & pool

JesseRating, 5 stars4 months ago
Beautiful home and unparalleled views, especially for sunsets. Proximity to Redhook area, beaches and food was great; close but simultaneously tucked away. If you want to relax and recharge, this is your spot! Our host was accommodating and quick with responses to any questions as well. A little confusing navigating the last half mile to the house but after the 1st time, with directions from Carrie, no problem. Definitely 5 stars!
Superhost
Villa in St. John
4.87 out of 5 average rating, 67 reviews

Stunning Views Villa Catalina. Full Generator!

ChrisRating, 5 stars6 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
4.83 out of 5 average rating, 6 reviews

Mandavilla - SuperHost / Generator / Starlink / LoveCity

TroyRating, 5 stars1 week ago
Beautiful view overlooking Cruz Bay. Very close to the downtown area full of restaurants and shops. Also close to the beaches. Large space with king size beds. Fantastic patio and access to the pool. More than enough beach supplies so nothing was needed. As a person who loves to cook, absolutely loved the overly stocked kitchen plus a grill with a view. While we don’t normally like to duplicate trips we would definitely look to book the Mandavilla again. Plus Emily and Matthew were great to deal with and very responsive. Don’t hesitate to make this your home for your stay!!

Villa rentals with a pool

Top guest favourite
Villa in East End
4.96 out of 5 average rating, 50 reviews

Tropical Palm Villa- Ocean Views From All Rooms!

TravisRating, 5 stars3 months ago
We had an amazing week at the Tropical Palm Villa!! Spencer was extremely helpful and always quick to respond to any questions we had. Mason met us and made us feel right at home while checking us into the villa. The views from villa are incredible! The place was perfect for my family of five to enjoy St. Thomas and all it has to offer. We were especially grateful for the amenities that made cooking and grilling a breeze. We also enjoyed the beach gear that was provided, including chairs, beach umbrella, and snorkel gear. The location of the house is perfect, offering easy access to the beach, or a quick drive into Red Hook for restaurants, groceries, and the ferry to St. John. Overall, we had a tremendous week and hope to make it back soon.
Guest favourite
Villa in East End
4.97 out of 5 average rating, 29 reviews

Villa - Private Pool!

melanieRating, 5 stars4 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 😊
Superhost
Villa in St. Thomas
4.8 out of 5 average rating, 59 reviews

Escape Ordinary: Villa Calvo

SarahRating, 5 stars2 weeks ago
The place was amazing! Best vacation we have ever been on. Beautiful views of the water. Snorkel gear and chairs come in handy! My advice would be to rent a car, so you can explore multiple beaches. We felt very at home at Ryan’s place. We were sad to leave.
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.
Superhost
Villa in Cruz Bay
4.82 out of 5 average rating, 33 reviews

Aqua Bay Villa #3~A' La Plage~1 BR~Ocean View~Pool

AlexRating, 5 stars4 weeks ago
Great and safe location! Right by all the action in Cruz Bay
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:)
Villa in Spanish Town
5 out of 5 average rating, 6 reviews

Water's Edge Villa - Dramatic Ocean Views, 2 Pools

JohnRating, 5 stars11 months ago
absolutely wonderful place and location. we loved our stay here. the views are inspiring and the rooms are fantastic. thank you to our amazing hosts and also special thanks to Karl for his help as well!
Top guest favourite
Villa in Coral Bay
5 out of 5 average rating, 10 reviews

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

SaraRating, 5 stars1 month 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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