
Villa vacation rentals in Nail Bay
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Top-rated villa rentals in Nail Bay
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Popular amenities for Nail Bay villa rentals
Private villa rentals

Hideaway Villa - Private, Old Caribbean
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!

Nautilus Villa - Beach front!
We absolutely loved our stay at the Nautilus villa! The pictures do NOT do this place justice!! The rooms are spacious, the beds are comfortable and it's stocked with everything you need from snorkel gear, beach chairs, floats, and of course all the kitchenware you need for some at home cooking. The location is near the Westin and a short ride into town. We loved all that St John had to offer, and it was too much to fit into one week! David is the best host I've ever had the pleasure of having! He had a car available to rent which made things super convenient. We were able to take the passenger ferry from the airport directly to St John without the hassle of the car ferry. He was proactive with his communication, relayed great instructions, and really made the trip just that much more enjoyable. Would we stay here again? 10/10

Seascape Villa, Leverick Bay, Virgin Gorda
I hesitate to write a review too glowing because I’d love to keep this gem hidden for myself for future travel to VG! It was absolutely perfect for my family of 5 (3 daughters 11, 13, & 15). It’s located right where you want to be on the island. The house was spotless, the kitchen was well-provisioned - we wanted for nothing when poking around to make a meal. The beds were comfortable, all of the instructions for appliances and general house use were clear & concise, everything was exactly what we wanted. Communication from the host was proactive and helpful. I cannot think of anything I would change!

L'Isle Amour - Aqua Bay Villas
Our stay at L'Isle Amour was perfect for our 20th Anniversary/makeup Honeymoon! The inside living area/kitchen was inviting and comfortable and had everything we needed plus items that would have been handy if we cooked more but we ate out a lot. The bar area was great for eating and planning our days and the lounge area was great for hanging out after a long day of exploring. We didn't watch much TV but there were plenty of channels to choose from. The upstairs bedroom provided plenty of closet/drawer space. The bed was comfy and provided amazing views in the morning. The AC cooled off the upstairs pretty quickly, only used it once, the windows and fans allowed for great breezes and the entire place stayed comfy for our stay. There were plenty of towels provided for showering, poolside and beach visits. The decks provided great views and we watched birds and iguanas with our binoculars. The pool & area were amazing! We will be back!!

Paradiso Ocean View
Villa Paradiso was incredible! Hilltop location, overlooking to Jost Van Dyke. The roads are a little harrowing to get up there, but easily navigable, and once there it’s pure solitude. Our kids lived the pool. The kitchen had everything to cook to dinner for our group of 10. The outdoor showers were the cherry on top. Would rate the home 10/10 and Rehanna and Sylvia were so so great to communicate with.

Spacious 3BR "Golden View" near the best beaches
Nice place. Great view. Easy to get to, only about 1 minute up the hill. Host and local contact were very responsive with the few questions that we had. Overall we enjoyed it, fit our family of 3 nicely.

Mango Manor Eclectic Villa w/ Beach Access & pool
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!

Ocean Views! 4 Master Suites! 24/7 Concierge Team!
The Villa was Spectacular. Can’t beat the views. Truly felt like an oasis. We cooked several meals at the house and had everything we needed. Bedrooms and Bathrooms were comfortable, clean and peaceful. Drew was a great host was always available when I had questions and responded quickly. We took advantage of the shuttle taxis ($10 PP each way) a lot even though we had a jeep rental. Would definitely recommend this place. Thank You DREW!!!!
Luxury villa rentals

Water View, 2 King Primary Suites, pool, private
The photos don’t do Kim’s place justice! The view is incredible, sitting in the pool or on the patio and looking over the hills and Coral Bay makes you never want to leave! Kim was full of helpful tips and very responsive. She had everything there from pool floats, beach towels to sunblock and a wonderfully equipped kitchen which we made quite a few meals in. We can’t wait to return to the incredibly gorgeous St. John and Blue Kai.

Ginger Thomas Villa in Cruz Bay
Amazing views in a very well equipped home! This place has it all - from the comfortable beds to the peaceful outdoor patio - and was exactly as described. We appreciated the beach towels and chairs and especially the snorkeling gear, which we used every day as we explored different beaches across the island. This home is a decent drive up a steep road so renting a jeep is highly recommended. We will definitely return to this home in paradise!

Just Peachy - Pool Villa + Bronco
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!

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

Gorgeous views from every room, Pool, A/C
Can’t say enough good things about our stay here. The house and views are simply beautiful, and we were so happy to have such a comfortable and relaxing place to stay. We ate in most nights after busy days of diving, hiking, and beach time, and the kitchen was stocked with everything we needed and more! The pool was also lovely with comfortable furniture and a super handy mini fridge right there. Kandee’s directions to the house were very clear and easy to follow- I’d recommend a Jeep for sure as the roads in the area can be challenging, especially at night. Kandee was also super responsive and friendly, and gave us great recommendations for things to do and plaxes to eat. Would 100% stay here again!

Serene Villas~4 bed, 4 private en-suite baths
Good location 5 min from Cruz Bay. Loved having the en suite bathroom for each bedroom. Kitchen and living area very spacious. Mayling was quick to respond to us. Unit was clean. We enjoyed our stay here!

Luxury Villa near Beach~ Private Estate~ Pool
Kesha was really the best host I've had and I travel often. When a slight problem arose, she handled it with grace.
Villa rentals with a pool

'Tortola Adventure' Private Villa: Ocean-View Pool
Stunning views, and a great layout for families and friends. Very friendly, responsive and helpful host/owner and gracious, helpful, wonderful local contact/caretaker. We plan to come back!

Villa Mirino, East End St Thomas
This home is absolutely amazing! The views are stunning and the location is unbeatable! We will definitely be staying here again! Hosts were very responsive and anticipated every need, we have zero complaints and had the best vacation! It’s nice being walkable for Redhook with the best restaurants minutes away.

Luxury Villa with Pool, steps from the Beach
We really enjoyed our stay here. Views from every room are amazing. Located in a nice area, conveniently located near Red Hook, where you will find restaurants & the ferry to St John. We rented a Jeep (highly recommend) and went to a different beach every day. The only concern was that the sliding doors didn’t lock which would’ve been a problem if we had younger children with us & was a little unsettling the first night but he host is aware and already has plans to fix them.

Lloyd Hill Vacation Suite
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.

Gorgeous ocean view penthouse! Walk to Cruz Bay!
Condo was very nice, well equipped, nice pool with very central location to restaurants and shops. We had 2 minor glitches but both were resolved quickly.

Breathtaking views, pool, solar: 5 min to beaches
We loved our week long stay at Pressure Drop! We were a family of four with an almost 2 year old and 5 year old, plus our au pair. The set up was great, and Jean had a pack and play and blow up twin mattress for the kids. The house was nicely decorated with a well stocked kitchen. We liked having the separate living and sleeping quarters so whoever got up early with kids could let everyone else sleep. The pool was also a great size for our kids with a shallower end where the older one could stand. We also loved how close the house is to Maho and the north shore beaches. We would definitely come back! The only downside is that the driveway is not for the faint of heart, but that’s not uncommon for St John. The only downside

Villa Solare -sunsets, private pool
A positive experience from start to end. When looking for a villa, this place checked all the boxes. All the reviews were 5s and I must agree. I give it 5 and want to Thank them for sharing their little piece of heaven. We'll be back.

IRIE Paradise Sapphire Beach
Second stay at sapphire condos and did not disappoint! This unit was clean and well appointed. We’d definitely stay here again!
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- Virgin Islands National Park
- Limetree Beach
- Morningstar Beach
- Hull Bay Beach
- Turquoise Beach
- Salt Pond Beach
- Bordeaux Beach
- Mandahl Bay Beach
- Tutu Beach
- Little Cinnamon Bay Beach
- Cocoloba Beach
- Trunk Beach
- Francis Bay Beach
- Blue Cobblestone Beach
- Fortuna Bay Beach
- Stumpy Bay Beach
- Revenge Beach
- Lindbergh Bay Beach
- Sugarbird Beach
- Long-Bay Beach
- Pineapple Beach
- Coral World Ocean Park
- Scott Beach
- Pelican Beach
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