Vacation Rentals & Apartments in Cruz Bay

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390 apartments

Responds fast! avg. 1 hour 21 minutes

Price per night from

$340

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

Cruz Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$2,290

Just For 2- Tropical Orchid Hot/Tub/SPA ~ SALE NOW

Cruz Bay villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“spectacular views with affordable villa” My husband and I had wonderful time in the Tropical Garden villa we rented from Jacqueline. This is not the typical rental where you pick up your key and you're on your own. Jacqueline met us after we arrived on the ferry and rented our jeep to follow her up to the villa. Her home is part of the property to which her four rental villas are connected, and everything is well kept. She was so friendly and helpful providing advice and making sure we had everything we needed. By the end of the week, we had become friends. The Tropical Garden villa has a spectacular view overlooking Great Cruz Bay, Chocolate Hole, and Heart Bay, which you can enjoy from the deck, living room and bedroom. It is on the lower level and has a secluded feeling. It has a full kitchen and a gas grill in the garden. There is a hot tub with a view that you can find at the end of the path through the tropical garden. The beach chairs and cooler that were provided were very much appreciated during our many outings to different gorgeous beaches every day. We have fond memories of waking up and seeing that incredible view and enjoying our breakfast on the deck. We also enjoyed staying in the White Seagull villa for the latter part of the trip when it was available. We would stay in either one again. Jacqueline went above and beyond to make our stay extra special. We were sad to leave but very happy to have a new friend in St. John!

Responds fast! avg. 3 hours 3 minutes

Price per night from

$457

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 3 minutes

Price per night from

$602

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

Price per night from

$395

“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. 1 hour 21 minutes

Price per night from

$327

Price per night from

$1,799

Pura Vida: Large Deck w/ Pergola and Pool Overlooking Ocean

Cruz Bay villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

Price per night from

$630

“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

Price per night from

$624

Waterklip

Cruz Bay house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$350

Pink Conch Villa

Cruz Bay villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

Price per night from

$559

Starvilla--Walk to Cruz Bay!

Cruz Bay house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Price per night from

$487

Spectacular Views Day & Eve in Treetop Apartment

Cruz Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$311

Coconuts: Panoramic ocean views and sunsets

Cruz Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

Price per night from

$458

Comfortable Cruz Bay Condo with Awesome Views and Convenient Walk

Cruz Bay condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Price per night from

$401

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.

Price per night from

$1,145

Spectacular Sunsets & Ocean Views Remodeled Villa

Cruz Bay villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 10

“Awesome View” We recently stayed here and it was perfect. The villa was very clean and well maintained. They have everything you need there (beach towels, cooler, chairs, pots, pans, appliances, wifi). There is a/c in both bedrooms and it cools the place off very nice at night. It has a large glass door that opens up to the deck where you have one of the best views of the island. The view is simply breath-taking. Relaxing in the evening on the deck with the view was one of my highlights of the vacation. The property is about 5 minutes from town. Their property management company met us at ferry dock and gave us tour of the town and villa. This is an awesome property and wouldn't hesitate to stay there again. I don't have one complaint about this villa. Highly recommended!

Price per night from

$1,031

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!

Price per night from

$3,430

Sky-Sea

Cruz Bay house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Price per night from

$300

“Great time at Bliss” Bliss is not large but perfect for 3 to 4 people. We enjoyed the view of Cruz Bay and the proximity to town. Cynthia has all the necessities in Bliss and it was nice to use the cooler and beach chairs. We rented a jeep from amalie at the airport in St Thomas, I would recommend renting a vehicle, as the walk to town and back is possible, but requires a lot of effort. The beaches around the island are beautiful and it is great to be able to explore. I would recommend going to Chateau Bordeaux for lunch, it has a great view of Coral Bay and wonderful food. Thanks Cynthia, you have a great villa and would love to stay again.

Price per night from

$263

Dahlia Villa

Cruz Bay villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

Price per night from

$745

Frangipani: Tropical haven in Cruz Bay!

Cruz Bay house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Price per night from

$378

Westin St. John 3 Bdrm/ 3 Bath Thanksgiving Week

Cruz Bay villa

  • 4 bathrooms
  • sleeps 10

Price per night from

$985

Bogie's Villa, Cow Rock, 2/2 with shared pool, private deck, sleeps 4

Cruz Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$418

Westin St. Johns, 2 Bedroom Bay Vista Villa Loft, April 21-28

Cruz Bay villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$1,015

Price per night from

$745

Price per night from

$686

An Enchanting Caribbean Interlude affordable 4 you

Cruz Bay condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$166

Price per night from

$1,064

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!

Price per night from

$1,465

Star View--Is Waiting For You!

Cruz Bay house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$378

Ocean Garden- Just For Two -SALE NOW

Cruz Bay villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 3 hours 3 minutes

Price per night from

$430

Brand New - Sleek, Ultra Modern, Cottage for Two

Cruz Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$361

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!

Price per night from

$630

Suite 8C - Gallows Point Resort Oceanfront Upper Level

Cruz Bay villa

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

Price per night from

$682

Suite St. John at Gallows Point

Cruz Bay villa

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

“Beautiful views, quiet and convenient” From the initial reservation to check-out, service was terrific. The property has everything you might need from beach chairs and towels to groceries. The proximity to town is also a big plus. Our condo was spotless and very comfortable. Excellent all around. We will definitely rent again!

Price per night from

$796

Villa L'Agave

Cruz Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Price per night from

$659

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

Cruz Bay villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

Price per night from

$1,071

Viewing 38 of 390
rentals in Cruz Bay

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About Cruz Bay

Cruz Bay, also known as 'Love City', is known for its chilled-out atmosphere and is an island of natural, unspoiled beauty. It has been called one of the most stunning resorts in the Caribbean by many visitors. If you're looking to take a trip, book a Cruz Bay rental property with FlipKey. From luxury beachfront villas to condos, you’re sure to find the perfect place to stay.

About Cruz Bay, Virgin Islands

Cruz Bay is the main town on the island of St. John, in the US Virgin Islands. Considered as one of the busier resorts on the island, Cruz Bay has a long and colorful history, which locals love to share with tourists who come and visit.

It was in 1917 that the US bought St. John from Denmark and over the years, the tourist industry started to grow, due its connections with the US mainland. These days, the quiet island has much more of a buzz and has been brought to life due to the number of re-developments it has undergone.

Cruz Bay is now a commercialized destination and would be ideal for those looking for a carefree break away. It’s filled with quirky designer shops—perfect if you're looking to splash the cash—as well as happy-hour beach bars and restaurants on every street corner.

What to do in Cruz Bay

If you're hoping to relax on a white, sandy beach, there are a number to choose from around the island which include Maho Beach, Trunk Bay and Cinnamon Bay Beach.

There are also plenty of opportunities to try your hand at water sport activities, such as scuba diving and snorkeling—perfect if you're looking for a taste of adventure or to get up close to the stunning marine life that calls the island home.

If you're hoping to gain more of an insight into the culture of Cruz Bay, be sure to catch the annual St. John festival which takes place throughout the month of June. Tourists can expect wonderful live music, colorful carnivals, and the chance to try unique and traditional Caribbean food.

There's also the opportunity to book up on a relaxing boat ride, where you can explore the island and visit other resorts. There's also the option to visit St. Thomas – another nearby island if you wish to go a little further afield.

Top travel tips for Cruz Bay

One of the great aspects of taking a vacation to Cruz Bay is that the currency is US Dollars, so you'll never need to worry about collecting a new currency before traveling.

If you're looking to make your own way around the island, there's a car ferry which sails between St. John’s and St. Thomas', which is both a cheap and efficient method of getting around if you're on a budget.

During the months of July and August, temperatures can reach up to 89F. However temperatures don't fluctuate too much throughout the entire year, so always be prepared for blazing heat—it’s one of the factors that makes Cruz Bay such a sought after location.

Whether you're on the lookout for a relaxed and natural vacation or hoping to experience a variety of activities and a buzzing atmosphere, Cruz Bay is definitely a destination to consider. 

Get your Cruz Bay vacation planned and booked up today by searching for a rental property with FlipKey. From beachfront stays to luxury apartments, you’ll find the perfect place to suit your travel style and budget. Start your search, today!

Top Destination reviews

Poi Pu St John Villa - great views & total privacy
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.see more
Palm Vista: 1 of the Top 10 Villa Views in World! Over 120 FIVE STAR REVIEWS
Comfortable and pleasant with easy days and restful nights.

We returned home with fond memories of our wonderful 10 days in St. Johns. On our arrival, we were welcomed at the Cruz Bay ferry dock by a representative of Palm Vista who guided us, after picking up our car rental, to the Palm Vista villa. All operational issues of the villa and our responsibilities were explained. The lodging at Palm Vista was perfect for what we had wished--isolated when we were there, spectacular views at all times of day, comfortable, clean inside and out, nice flowers and setting, spacious and quiet. To top that, everything worked splendidly, from the kitchen and its appliances, to the showers, to the grill, to the wireless if you were so inclined. The seemingly perilous drive to Palm Vista through the turns and up the slopes was definitely worth the few anxious moments and the courageous act was always generously rewarded. We made many trips with our rented Jeep Wrangler and snorkeled and enjoyed visiting other parts of the island and having some memorable dinners. But, returning to Palm Vista was always joined with great anticipation by all four of us for the waiting discussion, drinks, sometimes dinner, and views to pass the time and to catch some sun with complete relaxation, mostly around the pool and on the main patio. Some books were read and the nights were perfect for a restful sleep. We took a chance depending upon the website for information, and it worked out excellently. I will keep Palm Vista in mind for the next time. Of course, the picture of Palm Vista copied on the ceramic cup that we took home, will come in sight every time the cup is lifted, be it containing coffee or scotch, and it will bring back great memories of the paradise we found. All things worked out regarding travel and car rental, and we enjoyed some nice food and comfortable dining in town. We all had a great time! There is no mistake here!see more
Great Expectations St. John vacation rental villa
Great expectations helped us have the perfect vacation.

We traveled here for spring break - 8 kids and 8 adults. The house was perfect. The views, the pools and the layout made an ideal getaway for our families. Hoping to return soon. … see more
Calicaribe--hill top villa with views of Caribbean
Lovely property, very convenient, incredible views

I have been travelling to St. John for many years and Calicaribe is my absolute favorite place to stay. I will sometimes change the dates of my travel so I can stay here. Lovely, well maintained property, tastefully furnished and literally minutes from Cruz Bay and the Marketplace. The house has a wonderful pool for relaxing beside and dipping in after a day at the beach. Very reasonably priced as well. But the major asset of this property in my opinion are the views. Located on a hillside facing west, north/west the view includes Stevens Cay, Grass Cay, Mingo Cay, Two Brothers, Thatch Cay, Hans Lollik, all of Pillsbury Sound and, of course, parts of St. Thomas. Sunsets range from beautiful to truly spectacular. I wish I was there now! Highly recommended.see more
Bliss Cruz Views 1: near NP Beaches; Amazing Sea/Sunset Views, A/C, private
PERFECT PERFECT PERFECT

While writing this review, I find myself missing Bliss more with each passing letter. This was truly a wonderful experience on St. JOHN, VI. Cynthia was great from the start. Prompt responses and answers to all of our concerns and questions. From planning the trip, to island day beach excursions, nothing was too much to ask. Bliss is a piece of heaven. There are many books, movies and VIEWS to keep everyone happy. I couldn't watch TV, but the selections were ample. Kitchen was well equipped. All was clean and very well updated. Anyone could use this place as a home. The air conditioner, when needed, was plenty to keep the whole place cool, upstairs and down. The mattresses were comfy. It was easy to sleep. Also, there was a grill (worked perfect) and a patio that I could just enjoy forever...view of Cruz Bay. If you do encounter an issue while you stay, rest assured that they will work diligently and quickly to resolve and make things perfect. I would recommend a car. The hill is too much for most. Well worth the climb though for the untouchable views. Just as a side note...we moved to Gallows point for the last half of the stay and it wasn't nearly as comfortable. We should have saved our money and stayed longer at Bliss.see more
Spectacular Sunsets & Ocean Views Remodeled Villa
Great location, beautiful view, all the amenities you need!

We just returned from our honeymoon in St. John and Heavenly Villas was perfect for our time on the island, and the views from the deck are incredible. The villa is the perfect size for a couple, or a very small group, and had everything we needed. We had breakfast and coffee on the deck each morning, and spent most evenings there watching the sunset before going out for dinner. We also took advantage of the beach chairs, snorkel gear, and cooler and didn't have to worry about buying anything aside from food and drinks while we were down there. Josh, the property manager, was very helpful, and everything went smoothly when we arrived to check in, meeting us at the ferry dock, and he also helped us get in touch with our jeep rental company. He also had the villa provisioned for us with food and drinks we had requested. The villa is located a short 2 minute drive from downtown Cruz Bay, and a short drive to all the beautiful beaches, so it made it easy for us to get anywhere on the island. Scott, the owner, was very helpful and super responsive throughout the booking process, and made everything super easy and stress-free, which was much appreciated. We will definitely be returning and recommending Heavenly Villas to friends!see more

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