St. John Rentals with Pools

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420 villas in St. John with pools

St. John, USVI, Blue Agave Villa, 4 bedroom, dazzling sea view, pool, Cruz Bay

Cruz Bay villa

4 bedrooms / 4 bathrooms / sleeps 9

“Awesome View” We spent a week at the Blue Agave with 3 other couples. The set up was perfect as each couple had their own private bedroom and bath. When choosing a house for our vacation our main concerns was having master suites for all couples. Three of the suites had king beds and the fourth bedroom had a queen. That was all perfect. The other main concern was having a home that had a covered deck so we all would not crisp. Well this house was excellent for shade. There was a beautiful spacious deck with pool and lots of covered space so that no one had to sit in the sun unless they wanted to be. There were two tables under the shade area so plenty of room to eat any meals outside while enjoying the beautiful view. Always a nice cool breeze outside under the covered veranda area. We enjoyed watching the sugar birds come and go. Very entertaining. We put sugar on a plastic plate and set it on a post and had constant entertainment from the sugar birds. We would enjoy renting this home again if we should ever get back to St. John.

Responds fast! avg. 2 hours 28 minutes

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Price per night from

$590

Caneel Trailside Cottage: Expansive Views of the Caribbean!

Cruz Bay villa

2 bedrooms / 2 bathrooms / sleeps 4

“Every thing was neat and tidy and just right for us.” Our first visit to this villa and we loved it. Two equal sized bedrooms and everything you could ask for. Great view and close to town. We will rent here again. Catered to was great to work with and gave us super service.

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Price per night from

$429

Satinwood: private, breezy eco-villa with an amazing View open after hurricanes!

Coral Bay villa

3 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 49 minutes

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Price per night from

$235

Altagracia: Stunning Sunsets!

Cruz Bay villa

4 bedrooms / 4 bathrooms / sleeps 8

“Paradise” This was our 3rd visit to St. John and will not be our last. Altagracia was wonderful. The house was so comfortable. Everything was perfect, the pool, the bedrooms, the decks, everything!!! The kitchen is fully equipped with everything one needs. The bedrooms are spacious. The views from the deck were breathtaking. We loved the fact that the home was close to Cruz Bay. Catered To Management is a very professional group of people, especially Jason. We needed something and he took care of it immediately. Our greeter Michelle was a very special person. Not only did she recommend us to take a day sail on Kekoa, but she followed through with a call to tell us the schedules and who to contact. We all have very special memories from that sail! All in all, we will definitely return to St. John and would love to stay at altagracia! Thanks to all of you for a very special vacation.

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Price per night from

$700

Pool-Private Snorkeling Beach-Free Kayaks

Virgin Islands National Park villa

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 2 hours 12 minutes

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Price per night from

$395

Modena

Cruz Bay villa

4 bedrooms / 4 bathrooms / sleeps 8

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Price per night from

$687

Eco Friendly Beachfront Villa

Virgin Islands National Park villa

4 bedrooms / 4 bathrooms / sleeps 8

“Great House and Setting” I agree with every positive comment made by others. This was our second year of staying at Reef Bay. There were 6 of us, including four teenage girls. There is so much living space! The design is remarkable. Our days were full: from hiking to the petroglyphs, swimming at the nearby beach (quietest scenic beach that you'll ever see), and sampling the island's beautiful north shore beaches. The house is a nature lovers dream, looking over the National Park. The owner and caretaker were always quick to answer any questions I had leading up to our visit. After arriving, we never needed help because we had no problems!

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Price per night from

$601

Westin St. John Luxury -- Three-Bedroom Pool Villa

Cruz Bay villa

3 bedrooms / 3 bathrooms / sleeps 8

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Price per night from

$1,145

Cruz Views #01 – Bliss

St. John apartment

2 bedrooms / 1 bathroom / sleeps 4

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Price per night from

$320

La Bella Vita: Sunset Views Year Round!

St. John villa

4 bedrooms / 5 bathrooms / sleeps 8

“Extraordinary home with ever changing views” Our group of six has been traveling to Usvi for 6 years. We have worked with Catered To for four of those years and they are the best. In the planning stages for this trip my conversations with Catered To were very helpful. They weren't just interested in renting any property, they wanted us to have the best possible experience. This is our first stay at La Bella Vita and we give it an a+ rating. The views were magnificent especially in the mornings when the sun was coming up and in the evenings during sundown. The colors and the views were constantly changing. They can't be described. The villa was very comfortable and stocked with all the amenities that we needed. We would have liked to see more lounge chairs around the pool and more comfortable outdoor furniture but overall it is on our list as a return property.

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$858

Cruz Bay Luxury Studio Apt.~ A+ View

Cruz Bay apartment

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 2 hours 51 minutes

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Price per night from

$257

Chateau Margot

St. John villa

6 bedrooms / 6 bathrooms / sleeps 14

“Wonderful” Chateau Margot was perfect for a family celebration and holiday. The three seperate buildings gave privacy and comfort for the three different families on this trip. The terrace was perfect to enjoy the spectacular views and get together for breakfast and afternoon cocktails. The house is very well appointed, tastefully furnished and very quiet.

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Price per night from

$857

Lime Tree at Peter Bay! New Construction! Luxury! Hot Tub! Pool! Full AC!

Hawksnest Bay villa

5 bedrooms / 6 bathrooms / sleeps 10

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$1,929

“Week in paradise!” Our stay in the Little Palm Suite was wonderful! The suite was exactly as described in the posting and was accurately displayed in the photos. The view of Fish Bay off the deck was amazing! It was a beautiful sight to look forward to every morning. The suite was very clean and well-stocked with necessities. Both the inside and outside (grounds) at the suite were extremely well-maintained. We appreciated having beach towels and beach chairs provided for us to use for our daily trip(s) to the beaches. Michael was a wonderful host! The information he provided to prior to our trip was extremely helpful as we made our plans. He was so helpful to us during our stay as well with directions and with restaurant and beach recommendations. We enjoyed all of the restaurants that he recommended. Our personal favorites were the Sun Dog Cafe for breakfast/lunch and the Lime Inn and Fish Trap for dinner. We loved being able to eat every meal outside for an entire week! The ice cream shop at the end of Mongoose Junction was also a favorite. Our favorite north side beaches were Hawksnest (smaller and not very busy) and Trunk Bay (busier, but so beautiful and picturesque). We really enjoyed the laid-back pace on St. John and had a truly relaxing week. I really enjoyed staying a little bit outside of Cruz Bay and the location in Fish Bay was perfect. We would highly recommend Little Palm Suite! Thank you, Michael for sharing your home with us and for helping us enjoy our week in paradise!

Responds fast! avg. 3 hours 12 minutes

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Price per night from

$317

White Seagull SALE NOW

Cruz Bay villa

1 bedroom / 1 bathroom / sleeps 2

“Spectacular View and Wonderful Hospitality!” We just returned from a wonderful 8-day stay in the White Seagull, at "Just For Two" on St. John. This was a return trip for us, having stayed there, last May, as well. We rarely return to the same location, preferring to seek new adventures. This was a rare exception and a testimony to the wonder of this place - both St. John and Jacqueline's hospitality. The room is wonderfully decorated and comfortable, with 270 degree views of the Caribbean. We overlook Great Cruz Bay and Chocolate Hole from our windows, with views of St. Thomas from the Sky Lounge. It's amazing to wake to the early sunrise and see the ocean view, by simply sitting up in the bed. We took wonderful photos of the sunsets from the rooftop Sky Lounge and our location near the top of a mountain, overlooking the island. Jacqueline readily gave us access to her private patio, as well, providing wonderful views of Great Cruz Bay and relaxing surroundings to talk or simply play cards, in paradise! The room is well decorated with antiques and personal items. There was good Wi-Fi access and a TV with limited channels, but we rarely used them. A fireplace was available, but we can't imagine using it, except in the dead of "winter"! The room offers a small kitchenette, suitable for simple breakfasts or lunch preparation. There is access to a grill in the courtyard, as well. However, we mostly enjoyed the wonderful food at all the restaurants on the island. You definitely need to rent a car and we have had great experience with Courtesy Rental. The roads are steep, somewhat narrow and you get the challenge of driving on the left side. It's a challenge, but quickly becomes comfortable. The roads Just For Two are steep, but enjoyable. There is a back way that allows a "less steep" option, if it is rainy. Next year is our 25th anniversary and we are planning to return, yet again. It's hard to argue with perfection - especially for a milestone date.

Responds fast! avg. 3 hours 44 minutes

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Price per night from

$447

Mango Bay: Amazing North Shore Views!

St. John villa

4 bedrooms / 5 bathrooms / sleeps 8

“Lovely home” This was our second time to stay at Mango Bay. The house is still as lovely as ever. A previous reviewer had said the outside furniture was in poor condition, but we found it to be in excellent shape. It is all teak, and has the natural weathered look, but still very solid. The rest of the house is still immaculate. Other than losing power a couple of nights, late at night, we had no problems with the house. Just an FYI, the only cell service available up on that side of the island appears to be with at&T.; Neither Verizon or T-Mobile worked, except down in Cruz Bay. Our biggest problem was transportation. We booked at the last moment, and got a jeep rental from a group I had not used before. I had to change a flat tire on the first vehicle we got, after it went flat over the first night at the house. The second vehicle was in pretty rough shape, but got us around. The road up to Catherineburg from the main Centerline road is much rougher that I remember from our last two stays up there. Definitely requires a jeep vehicle. I did not dare to drive down to the north beach road, as that has always been a much rougher drive. But the view from the house every day, and the wonderful breezes up there make everything else worth it.

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Price per night from

$858

Mooncottage: Most Romantic St. John Petite Luxury Villa in peaceful Coral Bay

Coral Bay villa

2 bedrooms / 4 bathrooms / sleeps 4

“We didn't want to leave!” My husband and I stayed at Mooncottage for too short a time in april 2014. We loved it and will hope to go back one day. The layout of the cottage is perfect for a couple. Separate sleeping cottage allows for one to sleep-in undisturbed while the other makes coffee. The island/asian decor is very attractive and the house was fully equipped with everything we needed. But the very best feature is the view which is absolutely to die for. Once there, you will be happy to skip a day at the beach and just bask in the breezy air, taking an occasional dip in the tiny pool, positioned perfectly between the bedroom and the deck. The drive in is pretty hair-raising, but once you get the hang of the very steep and very rough roads (typical in Carol Bay and much of St. John) and the perilously steep driveway, you'll be so glad you made the journey!

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Price per night from

$654

Oleander

St. John villa

3 bedrooms / 3 bathrooms / sleeps 6

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$430

Luxury Home, Affordable rates! Close to beaches, shopping, and dining!

Cruz Bay villa

5 bedrooms / 6 bathrooms / sleeps 14

“Beautiful estate” Great views, awesome kitchen and amenities. Kids loved the pool. Amazing architecture. We were 6, could easily have fit 8.

Responds fast! avg. 3 hours 9 minutes

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Price per night from

$720

Poi Pu St John Villa - great views & total privacy

Cruz Bay house

3 bedrooms / 2 bathrooms / sleeps 6

“Lifetime Memories” My family and friends rented Poi Pu for a week this past June. We had an amazing time. We loved the rock double shower. Several nights we cooked dinner and everyone ate out on the deck what a beautiful experience. It was also located close to some of the most beautiful beaches ever. The house was very clean, great amenities, cozy, and we were comfortable. If we needed anything we could call the property management and they were prompt to offer advice or their services if needed. It was also the little things that made our stay like the beach accessories that we were able to use instead of having to rent them daily. Those costs could have added up quickly. A beautiful home with a beautiful view. We can't wait to return. Also we were traveling with our 10 month old daughter. She took her very first steps at Poi Pu. We made lasting memories for our family.

Responds fast! avg. 1 hour 0 minutes

Match: Swimming pool

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Price per night from

$344

Chateau La Tete Rouge: Pool! Hot Tub! Expansive Ocean Views! Breezes!

St. John villa

4 bedrooms / 5 bathrooms / sleeps 8

“Paradise” La Tete Rouge was a wonderful place to stay! We had a group of 7 adults and there was plenty of room for everyone to have their own space. The outdoor space is amazing. The pictures are accurate of the house (no trick photography), and I think it even looks better in person. I can't wait to stay there again. Any minor issues with the house Catered To addressed immediately and they were great to work with.

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$786

Sunset Beach: Beachfront Villa!

Cruz Bay villa

4 bedrooms / 4 bathrooms / sleeps 8

“Fantabulous!!!” Catered To Vacations was very helpful during the planning stages of our "all girl vacation"!They kept us informed,answered all our many questions, and sent us great information about St John. They handled our rental car and upon arrival Michele met us as promised and guided us to our Villa.I will definately use their services again! We'll be back! Sunset Beach Villa lives up to it's name, the sunsets were beautiful!We loved our villa especially the pool area.The views were great and you could snorkle and swim as long as you had good water shoes!Watch the Bose sound system it is easy to play your music too loud, but a good way to meet your neighbors:)I would rent this Villa again! It is a perfect distance from Cruz Bay!Close enough for taxi service and not a bad drive for rookies! Blue Sky Provision Co. (Shanna Dickerson) did a great job provisioning our villa with food and beverage so we did not have to shop upon arrival. Made for a great birthday party! I would definately rate this whole vacation as wonderful!

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Price per night from

$643

Mystic Ridge

St. John villa

4 bedrooms / 5 bathrooms / sleeps 10

“Close to Heaven at Mystic Ridge!” What a wonderful place to vacation -- easy to get to and parking is much easier than I have previously experienced on St. John. Views are breathtaking and vary from day to day and from day to night. Sort of in the middle of St. John which makes accessing all beaches so easy. Accommodations were extremely comfortable and way more than adequate. Cooking-friendly kitchen and great outdoor and indoor dining choices. Restaurants are easy to reach at Cruz Bay or Coral Bay. Would definitely consider staying there again! Island Getaways, Inc. is very service oriented. Go and enjoy!

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$614

Coqui: Lovely Cliffside Villa! 180 degree Panoramic View!

St. John villa

3 bedrooms / 3 bathrooms / sleeps 6

“Coqui was perfect for a family of 4 w/2 adult sons - also great” Beautiful, open air common space with stunning views and very tasteful furnishings. Spacious master bedroom and bath, well equipped kitchen, very private second and third bedrooms on lower level opposite pool. Property exceptionally well maintained, great location in Chocolate Hole. Would definitely rent this house again.

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Price per night from

$715

Island Girl:Breathtaking Sunrise Views! Crosswind Breezes! Full AC!

Coral Bay villa

4 bedrooms / 5 bathrooms / sleeps 8

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Price per night from

$929

Blue Tang: Spectacular Sunset Views!

Cruz Bay villa

2 bedrooms / 2 bathrooms / sleeps 4

“Very Much Enjoyed The Villa” We didn't know what to expect arriving with two two-year olds and my wife, but we very much enjoyed the Villa. It is two bedrooms connected in the middle by the living room/dining area/kitchen. It was more than enough room for the four of us. Not sure if it could fit much more without having to use the middle area. Villa was nicely outfitted and had lots of extras such as deck chairs and a barbecue as well as beach towels and even sun screen. We went to the beach in the morning and then used the small pool in the afternoon -- which was perfect for young kids. Deck has a great view of grand cruz bay and you can spend all day under the shaded part. The bedrooms are air conditioned but not the main part -- we didn't mind because we just kept the screen doors open. It is just beyond the Westin -- so we drove into town and to the beaches with a rental car which you will definitely need. The villa is on a hill -- very steep so you basically have to drive everywhere which is the one down side. We also bought our food on St. Thomas at the Cost-U-Less (Costco equivalent) which saved us a lot of money. It was a great vacation and we would go back.

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Price per night from

$429

Casa Coram Deo: Luxury Beach Front!

Cruz Bay villa

5 bedrooms / 6 bathrooms / sleeps 12

“Fabulous Villa in Perfect Location” 4 families shared Casa Coram Deo for one week back in March. My requirements for a Villa were that it be a short drive to town, close to the Westin (friends staying there), and be very comfortable for 4 families; Each family had one teenage kid. This villa not only hit the mark, it surpassed it. We wanted to be close to town because even though we love to cook and had a couple of great dinners we prepared in the amazing kitchen (and fantastic outdoor grill), we like to eat out when on vacation. Plus the teenagers wanted to hit the town in the evenings and didn't want to worry about a long drive back late at night. Our friends could walk over from the Westin easily in a couple of minutes, we booked our charters and fishing trips with the Westin and just walked over to catch the boat without having to drive. Super convenient. Even though we rented a car, we used the Westin cabs a few times for the kids and all we did was call over there and asked for a cab when needed; they were at our Villa in 5 minutes. The layout is perfect for 4 families, with a 5th bedroom for the kids. Each bedroom is luxurious with very comfortable King beds, huge master bathrooms, huge showers (water pressure was very low but who cares really), walk-in closets, and lots of privacy because each bedroom has a corner of the house with no connecting walls. And each of the 4 bedrooms has a full view of the pool area/ocean (2 upstairs, 2 downstairs) and a walk out glass door. The kids room is in the center with no pool view or ocean view which was fine with us. The kitchen is equipped incredibly well, the open layout with the kitchen and living/dining room all one huge room with very high ceilings made for a great party room. Just perfect. We thought this Villa offered the perfect combination of luxury, convenience, and great location (if you want to be close to Cruz Bay). And working with Catered To, the rental company, was a true pleasure - great people over there.

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$1,629

Villa Adagio: Pool! Hot tub! Sunset Views!

St. John villa

3 bedrooms / 4 bathrooms / sleeps 6

“Home away from home...but with a view!” I don't know where to begin. This was our first, but definitely not our last, visit to Villa adagio. We have rented several homes on St. John over the past years and they all pale in comparison. Let's start with the pool in the middle of the great room. It's amazing! There is no smell from the chlorine which was my initial concern. It is not heated, which is great, because who needs a heated pool in St. John and the view cannot be beat. Speaking of the view, you will have prime seats for sunset...get your cameras ready. Next, let's talk about the outdoor showers in 2 of the 3 bathrooms. I loved this. What an indulgence coming from a rough winter in the Northeast! Third, the furnishings are lovley. It is very homey and there are so many places both inside and outside to relax with a cocktail and enjoy the surroundings. If you want a change of scenery from the stunning views of the water, head to the front yard which has a lovely lawn and garden. Lastly, if convenience is important to you, then you will be happy here. It is 10 minutes to Cruz Bay and within 5 minutes of the car ferry and grocery store. I have already checked availability for this fall. Don't hesitate...reserve it now!

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Price per night from

$615

Pink Conch Villa

Cruz Bay villa

2 bedrooms / 3 bathrooms / sleeps 5

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Price per night from

$524

Ami La Vita: Views of Rendezvous Bay! Sun All Day!

Cruz Bay villa

4 bedrooms / 5 bathrooms / sleeps 8

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$786

Easy Breezes - Family Luxury & Romantic Getaways

Coral Bay villa

2 bedrooms / 2 bathrooms / sleeps 5

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Price per night from

$447

Stunning Secluded Oceanfront Private Beach Villa

St. John villa

2 bedrooms / 2 bathrooms / sleeps 10

“Even better than expected” This villa was what I expected, except even more amazing. To begin with it is in excellent shape, and was remarkably clean on our arrival, and I am someone who is critical about those things in particular. The garage doors make it so that no matter where you are in the house you feel like you're outside. I don't think there was one thing that we looked for an couldn't find. The view is just remarkable. There are a couple of villas that are being constructed, but the construction noise is an occasional saw, or hammer, or some distant music, nothing that was at all disturbing. We ate mostly in Coral Bay because of proximity, although the drive to Cruz Bay was only about 30 minutes, so really not that bad on a lazy vacation. I am the ultimate mosquito magnet, and yes there were mosquitos, but nothing more than I expected. I was extremely pleased to find that all of the screens are in perfect shape, which I was a little nervous about. We left the screen to the courtyard closed all the time which I think helped, and also closed all the screens around dusk and dawn. It was really an incredible house. I can't imagine staying anywhere else on a return trip to St. John.

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$499

Oceanfront Private Beach Paradise Kayaks,SUPS,Snorkel,Fishing ,Pool w waterfall

Cruz Bay villa

5 bedrooms / 4 bathrooms / sleeps 12

“Amazing dream house in perfect natural setting with every amenit” Wonderful house in spectacular waterfront location with amazing sunsets every night. The flow of the house and deck work wonderfully four lazing or entertaining as does the fully stocked kitchen. Snorkeling just outside the villa is terrific but challenging to enter and exit - but there is a nearly always empty beach head close by. This is clearly a dream house that the owners have given every thought to designing and furnishing. It's waterfront position , close to town but in a spectacular natural setting is unique on st. john.

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$822

Cinnamon Stones

St. John villa

3 bedrooms / 5 bathrooms / sleeps 6

“Enjoy oustanding views from this totally secluded villa” My wife and I spent a week at Cinnamon Stones and we couldn't have been more pleased. The views are some of the best you can enjoy anywhere and you're totally secluded from anyone else. The modest-sized pool is on the lower level which, while not ideal, is necessary due to the slope the house is built upon, and only adds to the privacy. Lush foliage is well-maintained. The kitchen is outstanding, ideal for amateur chefs who enjoy staying in and preparing gourmet meals, which we do. It is well-stocked with many high-end items. If you like going out for dinner every night this place probably isn't for you since the road leading to the highway from the house can be challenging in the dark, moreso if it's raining. My advice, stay in and enjoy what you're paying for. My wife and I walked for exercise every morning, and due to the terrain you can get a great workout! Nice outdoor shower at the pool and the master bathroom shower is amazing, you'll have to see for yourself. No a/C in the villa may scare away some but it honestly was never an issue the entire week we were there (in June!!), great breezes and plenty of ceiling fans. Tourists from the northeast us probably can't imagine staying at a villa with no a/C since they sweat profusely above 60 degrees. This place is a gem, bring your lover and get busy!

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Price per night from

$686

Pisa

Cruz Bay villa

3 bedrooms / 4 bathrooms / sleeps 6

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Price per night from

$691

Westin St John 3BR PoolVilla: Summer, Xmas & NewYrs

Cruz Bay villa

3 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 2 hours 21 minutes

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Price per night from

$818

Villa Solemare-Exquisite Euro-inspired Vacation Villa in Coral Bay

Coral Bay villa

4 bedrooms / 3 bathrooms / sleeps 6

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Price per night from

$817

Responds fast! avg. 2 hours 40 minutes

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Price per night from

$206

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