Vacation Rentals & Apartments in Cruz Bay

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White Seagull -Just For Two- POOL 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 17 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$603

Poi Pu St John Villa - great views & total privacy

Cruz Bay house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“St John is just the best little island around.” The villa is wide open, very spacious. Open the big doors and you let the cool breezes in. There are always breezes at Poi Pu. It's great to have your own pool right there, even if you have spent the day at the beach. It's close to town for shopping and dinning, but there is nothing like dinning right there on the deck with the breezes and all those stars. I will be going back it's just the best place to be with friends. Carol

Match: Private outdoor pool (unheated)

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Price per night from

$395

“A little slice of paradise!” When we were deciding on a rental in St. John I was fixated on having a great view...I can't imagine there's a much better view paired with a beautiful and clean house on the whole island! The pictures can't possibly do it justice. We couldn't stop taking pictures in hopes of capturing it the best we could. The house is very clean and well-equipped. We were able to eat some dinners in, using both the grill and the stove. We had Meredith at St. John Provisions shop for food for us and stock the house before we got there so that we didn't have to go back out once we got in the first night. Very convenient! The kids loved the pool. The beds are super comfortable and it seems that our host had thought of everything we might need - soap, shampoo, hair dryers, beach towels, chairs and coolers, etc. Our favorite beach was Cinnamon Bay since we were able to rent paddle boards and skim boards for the kids. All around it was an awesome vacation. Thank you, Michael!!

Responds fast! avg. 1 hour 21 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$626

Waterklip

Cruz Bay house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Private outdoor pool (unheated)

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Price per night from

$351

Pink Conch Villa

Cruz Bay villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

Match: Private outdoor pool (unheated)

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Price per night from

$560

Starvilla--Walk to Cruz Bay!

Cruz Bay house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Match: Private outdoor pool (unheated)

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Price per night from

$487

Calicaribe--hill top villa with views of Caribbean

Cruz Bay house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Fantastic Villa” Your Review is Pending Please read and confirm your review for Property #284227 below. Review #4627412 Fantastic Villa Our family spent two unforgettable weeks in late July and early august at Calicaribe, celebrating our 50th wedding anniversary, We can't say enough about Calicaribe. We loved the villa -- its layout and tasteful decor. The views of St Thomas, other islands, and Cruz Bay from the property, especially the guest house and the pool area, are breathtaking. Although the heat and humidity were high during the peak hours of each day, temperatures and humidity lowered late in the afternoon so that we could enjoy wine and cheese and the view, including spectacular sunsets, on the patio and dinner on the verandah. Pictures of the property on various websites don't do it justice. Calicaribe is much better than we expected. It is clean and very well maintained. Calicaribe is blessed with an excellent local property manager, Steve Black, who has lived in Cruz Bay for 25 years and is a constructive civic activist. Whenever we needed anything, Steve was prompt in his response. St John is truly paradise. We were fortunate to have a rental jeep to get around the island and to have our daughter and her partner do all the driving. The roads are challenging because the island is very hilly and the roads have very sharp turns, which means that one does not need to worry about exceeding the 20 mph speed limit. Opportunities for snorkeling and scuba diving abound. The beaches (St John has 39 of them) are beautiful. We swam at four of them: Trunk Bay, Little Lameshur Bay, Hawksnest Bay, and Maho Bay. We ate out only three times because my daughter's partner loves to cook, and having dinner on the verandah was a pleasant experience. The Fish Trap and Zozo's are excellent restaurants in Cruz Bay, although the latter may be too expensive for some folks. We highly recommend a sojourn at Calicaribe. You'll get plenty of bang for your bucks.

Match: Private outdoor pool (unheated)

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Price per night from

$1,145

Eco Serendib Villa & Spa - Luxury in Harmony with Nature

Cruz Bay villa

  • 8 bedrooms
  • 9 bathrooms
  • sleeps 16

“Want for nothing -- and I mean nothing!” From the incredibly spacious and luxurious suites to the world class swimming pool to the on-site massage therapy sanctuaries to the full on-site gym with sauna, steam and soaking tub to the Epicurean theater to the on-site fruit, vegetable and herb garden to the meeting facilities and beyond -- all served up astride one of the most amazing views on St. John -- it's not only possible to spend several weeks here without the need to leave the grounds, it's actually desirable. Still, see the parks and head downtown for some amazing cuisine just to round out the stay. And enjoy one of the best support staffs on the island. Well done, all!

Match: Private outdoor pool (unheated)

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Price per night from

$3,436

Great Expectations St. John vacation rental villa

Cruz Bay villa

  • 8 bedrooms
  • 9 bathrooms
  • sleeps 20

“Re-impressed” I spent time at Great Expectations for one month, each, in 2010 and 2011 with family and friends. We had an amazing time. Its really a beautiful property, and its true, everything you need, they supply. in 2013 we tried a new place on a different island. What a mistake. the place did not live up to its on line review or pics. This year we went back to G E and were even more pleased (which none of us thought was possible)! The new pool is amazing. Infinity in style, large, with amazing views. Can't wait for next year!

Match: Private outdoor pool (unheated)

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Price per night from

$1,468

Fantastic Ocean Views and Breezes

Cruz Bay villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

“Can't wait to go back!” We loved Villa Mar de amores from the moment we got there. Amazing views, great vibes, lovely decorations, high ceilings, comfy beds, great kitchen, just perfect. It's even nicer than the pictures. We all started smiling when we climbed to the top of the hill in our Jeep. Perfect amount of space for the five of us. Could sit on that deck any time of day and be totally entranced. The owner is great, and the on island managers were also great. We booked the house again for next year before we left!

Match: Private outdoor pool (unheated)

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Price per night from

$574

Villa L'Agave

Cruz Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Private outdoor pool (unheated)

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Price per night from

$660

Rhapsody: Luxury! Sunset Views! Full AC! Pool!

Cruz Bay villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Private outdoor pool (unheated)

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Price per night from

$2,000

Latitude 15A: Walk to Klein Bay! Pool & Hot Tub!

Cruz Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Private outdoor pool (unheated)

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Price per night from

$1,200

Ballena Blue: Panoramic Views! New Pool!

Cruz Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Private outdoor pool (unheated)

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Price per night from

$1,017

Estate Rose: Luxury Villa! Full AC! Pool! Hot Tub!

Cruz Bay villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

Match: Private outdoor pool (unheated)

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Price per night from

$1,929

Villa Adagio: Newly Renovated! Indoor Pool! Sunset Views!

Cruz Bay villa

  • 3 bedrooms
  • 3 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!

Match: Private outdoor pool (unheated)

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Price per night from

$1,077

Blue Tang: Spectacular Sunset Views!

Cruz Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“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.

Match: Private outdoor pool (unheated)

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Price per night from

$1,151

Seas Edge: Waterfront! Breathtaking Views! Newly Renovated!

Cruz Bay villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Private outdoor pool (unheated)

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Price per night from

$2,071

Ami La Vita: Views of Rendezvous Bay! Sun all day!

Cruz Bay villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Private outdoor pool (unheated)

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Price per night from

$1,286

Vista Caribe: Sunset Views all Year! Full A/C! Amazing Pool!

Cruz Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

“Spring Break in the islands!!!” Vista Caribe was perfect for us! Had everything we could have imagined and incredible views. We had 8 adults on our trip, 6 of which were making their first trip to St. John. Could not have gone better and we will be back. Thank you to Catered To for doing an excellent job!

Match: Private outdoor pool (unheated)

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Price per night from

$1,500

Altagracia: Stunning Sunsets! Endless Decks! Huge Pool!

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.

Match: Private outdoor pool (unheated)

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Price per night from

$1,200

Coqui: Newly Renovated! Full AC! Fantastic Views!

Cruz Bay 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.

Match: Private outdoor pool (unheated)

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Price per night from

$1,151

Island Rider: Luxury Villa with Amazing Views! Pool and Hot Tub!

Cruz Bay villa

  • 4 bedrooms
  • 6 bathrooms
  • sleeps 8

“very nice” We had a great time at island rider with our family. The house is very clean and modern, and the views are spectacular. The only issue I would say is the air conditioning. In the master bedroom it doesn't get much cooler then the mid 70's which makes it hard to sleep, I was there 2 years prior and it was the same issue. Also the main living area has no ac which wasn't horrible because we went in the winter, but I can not imagine what it would be like once the weather gets warmer. Once you start cooking and people are in there- the ocean breeze does very little to cool it down. One other issue was the water in the showers it was luke warm at best and would not get any hotter. I give it 4 stars- if they worked out these issues- especially the aC it would be 5 stars, but having to deal with the heat indoors takes away the 5th star which is reserved for those properties that don't try to save money on air conditioning. Overall- it is a great place and very beautiful- the management company is very accommodating and they keep the house very well.

Match: Private outdoor pool (unheated)

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Price per night from

$1,857

Sunset Beach: Beachfront Villa! Pool! Hot Tub!

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!

Match: Private outdoor pool (unheated)

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Price per night from

$1,229

Sea Forever: 180 Views! Pool! Hot Tub! Newly Renovated!

Cruz Bay villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

“View to die for” Exceeded all of our expectations. We couldn't be critical of one thing. When we return to St J, this will be our home once again.

Match: Private outdoor pool (unheated)

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Price per night from

$2,314

Ardisia: Luxury Waterfront Villa!

Cruz Bay villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

Match: Private outdoor pool (unheated)

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Price per night from

$3,000

Stunning Ocean Views Villa Catalina

Cruz Bay villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 7

“Fabulous St. John Get away!” My husband, 16 year old daughter, her friend, and myself vacationed at Villa Catalina from June 5-June 12, 2012. From being met at the ferry dock, Myrtle took care of every need we had. The home was incredible and very comfortable for our stay. The kitchen is well stocked, the bedrooms very comfortable, and the beach towels, chairs, and ice chest are a definite plus! Villa Catalina is just minutes from Cruz Bay and very convenient to beaches, restaurants, shops, etc. The deck and pool area are great in the mornings and evenings, and the grill was a must have as we cooked plenty meals out in the evenings. There was a grocery on our way back in to the villa which had a great meat selection as well as wines. The thing I think I would say i liked least is the third bedroom being accessed from outside and down stairs. Though this was not a problem for the 4 of us it was just a little inconvenient. What we loved most was the peace and quiet of the area, the great breezes blowing across the decks in the evenings. This was a wonderful place to stay and we cant wait to return. A definite slice of heaven!

Responds fast! avg. 3 hours 39 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$516

Bananaquit Villa: Amazing Views! Large Pool! Full AC!

Cruz Bay house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Private outdoor pool (unheated)

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Price per night from

$1,103

Stunning Ocean View Spacious Villa Private Pool - Cruz Bay St John USVI

Cruz Bay villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

Match: Private outdoor pool (unheated)

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Price per night from

$1,489

Reefside Villa: Full AC! Pool! Private sandy beach!

Cruz Bay villa

  • 5 bedrooms
  • 7 bathrooms
  • sleeps 10

Match: Private outdoor pool (unheated)

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Price per night from

$1,800

Marathon: Full AC! Pool! Amazing Views!

Cruz Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Private outdoor pool (unheated)

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Price per night from

$1,223

Villa Alondras: Beach Front! Large Pool and Spa! Island Luxury!

Cruz Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Private outdoor pool (unheated)

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Price per night from

$2,929

Chase the Sun! Incredible Views! Interior Bedrooms!

Cruz Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Private outdoor pool (unheated)

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Price per night from

$1,277

La Bella Vita: Full AC! Pool! Sunset Views All Year!

Cruz Bay villa

  • 4 bedrooms
  • 4 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.

Match: Private outdoor pool (unheated)

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Price per night from

$1,343

EauSea: New Luxury Villa! Pool! Full AC! Pool Table!

Cruz Bay villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

Match: Private outdoor pool (unheated)

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Price per night from

$1,914

Great rentals within 20 miles that match your search

Luxury 5 Bedroom Villa Overlooking Magens Bay

Peterborg villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 14

Match: Private outdoor pool (unheated)

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Price per night from

$2,174

Luxury Villa with Large Pool Above Honeymoon Beach

Water Island house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Private outdoor pool (unheated)

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Price per night from

$493

Serenity - Private Caribbean Style Pool Villa

St Thomas East condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Private outdoor pool (unheated)

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Price per night from

$259

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