Villa vacation rentals in Cinnamon Bay

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Popular amenities for Cinnamon Bay villa rentals

Private villa rentals

Guest favorite
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.
Guest favorite
Villa in Southside
5 out of 5 average rating, 8 reviews

NEW - open cal - Central Location - POOL Sleeps 9!

KimberlyRating, 5 stars1 week ago
This home was breathtaking. This was a family trip plenty of space for my family of 7. We had space together and space for private moments. Don’t be alarmed by the link for your deposit Airbnb support confirmed that it was okay as long as it is mentioned. Host was extremely patient while I got a better understanding about the process. The pictures are worth a thousand words for this property.
Top guest favorite
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 favorite
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 favorite
Villa in Southside
4.95 out of 5 average rating, 65 reviews

Frenchman's View Villa 2 BD/2.5 BA w/ Pool

StephenRating, 5 stars1 month ago
I would absolutely recommend this place for anyone! Everything was as advertised the views were stunning the home was absolutely beautiful and sabrina was an excellent host. My favorite part was that it wasn't dead in the center of town nor was it too far away from Charlotte Amalie or anything else, really 10/10 on all fronts.
Guest favorite
Villa in Charlotte Amalie
5 out of 5 average rating, 67 reviews

Hilltop Paradise Vacation Package with Jeep

MichaelRating, 5 stars1 month ago
Beautiful place with a beautiful view, will definitely be back next year, the jeep was a huge plus making it a breeze to get around and explore. Rolitto was such a sweet dog to have as a playful companion for the week, didn’t bark at all and just hung out and wanted love. He also did amazing with our 18 month old, my personal dogs aren’t as patient as Rolitto. It was quiet and secluded being up in the hills, with a pool overlooking the city was mesmerizing thank you Francis for having an amazing place to stay
Guest favorite
Villa in White Bay
4.94 out of 5 average rating, 16 reviews

Ocean View Villas, 1 Bedroom- (Seascape)

JohnRating, 5 stars1 month 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 Southside
5 out of 5 average rating, 5 reviews

Walk to the Beach - POOL - Pickleball Court!

EsmeraldaRating, 5 stars1 week ago
From the moment I saw the listing I fell in love with the home. Once I arrived o realized why. It felt like home (only in paradise). The home was perfectly described. Meghan and the crew were amazing and so responsive and willing to help with any questions we had. Their concierge Chloe was also extremely helpful. A week wasn’t long enough and I can’t wait to go back!

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.
Guest favorite
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
Superhost
Villa in Tortola
4.8 out of 5 average rating, 20 reviews

Modern, Serene, and a view you must see. Modere’

KristyRating, 5 stars12 months ago
View is amazing. You are close to a few marinas, restaurants & and grocery store. You MUST have 4-Wheel drive or use their driver. The driveway/road is 1/2 mile to main street with gravel & it’s very steep. The house could use a little TLC. It is an island, I understand but the house is damp smelling upstairs. The master downstairs ceiling came down during the freak tropical rain storm while we were there. It can also use some more kitchen supplies. It is not conducive to really cooking/eating for a group. There was no laundry supplies even tho there was Washer/Dryer so bring if u want to wash clothes. Outside needs fans & citronella desperately. It’s very buggy day or night. The place is amazing and a great deal. Especially for large groups or multiple families. We would stay there again. Claudia the concierge was amazing. Lionel the driver equally great and gave us history every time we drove somewhere. I would recommend this house.
Superhost
Villa in Belmont
5 out of 5 average rating, 8 reviews

Paradiso Ocean View

TimothyRating, 5 stars2 months ago
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.
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!
Top guest favorite
Villa in Charlotte Amalie
4.99 out of 5 average rating, 82 reviews

Tropical Modern Loft | SoHo Style | Concierge

CeCeRating, 5 stars4 days ago
We just stayed at Zack’s a couple of days ago and can’t recommend enough! We stayed for 2 days after coming back from a boat charter in the BVIs and we really wanted to explore St. Thomas. Zack met us at the apartment/studio. The place was super cool like a New York loft and had lots of room for 2 adults and 3 teenage boys! We walked to restaurants and the Diamond District and Zack arranged for a car to the airport! Loved the vibe!
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 Northside
4.93 out of 5 average rating, 27 reviews

Beachfront Villa #2

ZoëRating, 5 stars3 months ago
We loved our stay here. We were traveling with two young kids (1 yo a 3 yo) as well as my parents. We both went out to eat and cooked quite a bit for ourselves and it was great that the kitchen was well stocked with necessary utensils, pots/pans, dishes, etc. The grounds are gorgeous, we felt very safe, and we loved have both the pool option and the beach so close. Host was very responsive and helpful throughout our stay.

Villa rentals with a pool

Top guest favorite
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.
Superhost
Villa in St. Thomas
4.8 out of 5 average rating, 59 reviews

Escape Ordinary: Villa Calvo

SarahRating, 5 stars1 week 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.
Guest favorite
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 😊
Superhost
Villa in Saint Thomas
5 out of 5 average rating, 18 reviews

Paradise with Exquisite Ocean View

CathyRating, 5 stars1 month ago
I cannot say enough about how beautiful this house and location is. A beautiful view of the water in almost every location in the home. Very clean and the ere was plenty of room for 5 of us. We loved the spacious dining room with a huge dining table to seat a large group. When on the deck, you are almost directly above the water-feels like you are on a cruise ship! Andrew responded immediately whenever we had a question. I would definitely recommend this home!
Guest favorite
Villa in Northside
4.83 out of 5 average rating, 48 reviews

Minutes to Magens Bay - POOL - Views - Dining

JasonRating, 5 stars2 weeks ago
The view is amazing, plenty of room and very spacious. AWD is a must for the driveway, pool are is very nice. No complaints at all. We loved our week here !!!!
Guest favorite
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:)
Guest favorite
Villa in Ballast Bay
4.91 out of 5 average rating, 65 reviews

Villa Almondeen- Peaceful 2bedroom villa with pool

NatalieRating, 5 stars2 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 favorite
Villa in NorthSide
4.96 out of 5 average rating, 53 reviews

Heated Pool/Views/SpaTub/Outdoor Shower/Generator

AnabellaRating, 5 stars3 weeks ago
I’ve had staying in many airbnbs before, and Stacie’s place has been one of the best I’ve stayed at. It had everything we needed and wanted plus more. Don’t even think twice to book this place! It’s beautiful. Also bathrooms were recently remodeled and they’re both beautiful. I will say that this home is not for children under or the elderly.

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