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Villas in Cruz Bay and Condos – Holiday Lettings - Holiday Rentals Cruz Bay

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82 Holiday homes

Apartment rental in Cruz Bay

Cruz Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £249 / night

£1,742 / week

1 / 46

Cruz Bay holiday villa rental

Cruz Bay villa

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

“Best of Both Worlds” We stayed at Gallows Point on our week-long honeymoon. From the moment we entered Cruz Bay, we felt welcome. We were thrilled with our accommodations - the modern kitchen and breezy back deck were amazing perks. The landscaping on the Gallows property makes you feel like you're on your own island. We loved how close we were to the pool, whirlpool and floating dock in the bay. The best part about Gallows is that while it makes you feel secluded, it's actually conveniently located just a short walk from the town center. We did not need a car because everything was within walking distance or was a taxi ride away. Having checked out many other properties as we explored the island, Gallows is the only place we'd stay due to the beauty of the surroundings and the prime location. Thank you, Gallows owners and staff!

from £637 / night

£4,459 / week

1 / 50

Holiday home with swimming pool in Cruz Bay

Cruz Bay house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £916 / night

£6,412 / week

1 / 37

Cruz Bay holiday villa rental

Cruz Bay villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £206 / night

£1,437 / week

1 / 9

Holiday condo with shared pool in Cruz Bay

Cruz Bay condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“Absolute "Bliss"” We stayed at Bliss in February 2013, and were completely happy with the accomodations. The condo was perfect for our family. The loft was the ideal space for my teenage son and his friend- they had amazing views from the top level! The location is about a five minute walk to town. The hill is a little steep, so while we were definitely able to walk up from town, (and did so a few times), it was also an inexpensive cab ride when we were feeling lazy! The patio area was fantastic- we spent a lot of time out there enjoying the sunsets and cocktails. I would absolutely recommend bliss to anyone. We will be back!

from £210 / night

£1,469 / week

1 / 38

Holiday villa in Cruz Bay

Cruz Bay villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from £2,748 / night

£19,236 / week

1 / 64

Holiday villa rental

Cruz Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £814 / night

£6,401 / week

1 / 31

Holiday villa in Cruz Bay

Cruz Bay villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

from £550 / night

£3,529 / week

1 / 24

Holiday villa letting

Cruz Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

“outstanding!!” We had a fabulous time. We would highly recommend staying at altagracia it was beautiful.

from £960 / night

£8,003 / week

1 / 44

Holiday condo with shared pool in Cruz Bay

Cruz Bay condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £454 / night

£3,176 / week

1 / 41

Holiday condo with shared pool in Cruz Bay

Cruz Bay condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £454 / night

£3,176 / week

1 / 33

Holiday condo with shared pool in Cruz Bay

Cruz Bay condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

from £545 / night

£3,815 / week

1 / 34

Holiday condo rental

Cruz Bay condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £390 / night

£2,727 / week

1 / 39

Holiday home rental

Cruz Bay house

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

from £454 / night

£3,176 / week

1 / 39

Holiday condo rental

Cruz Bay condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £454 / night

£3,176 / week

1 / 35

Holiday condo rental

Cruz Bay condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

from £546 / night

£3,817 / week

1 / 42

Holiday condo with shared pool in Cruz Bay

Cruz Bay condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £454 / night

£3,176 / week

1 / 6

Holiday condo with shared pool in Cruz Bay

Cruz Bay condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

from £545 / night

£3,815 / week

1 / 28

Holiday condo with shared pool in Cruz Bay

Cruz Bay condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £454 / night

£3,176 / week

1 / 41

Holiday home in Cruz Bay

Cruz Bay house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £303 / night

£2,117 / week

1 / 7

Holiday villa rental

Cruz Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Absolutely First Class!” Everything went without a hitch. We were picked up at the dock and our hostess stopped at the market so we could shop and then to the Villa. The house had a beautiful view to the west over Chocolate Hole so the sunsets were spectacular. The indoor pool was really great since it rained a lot during our stay. The outdoor showers off the two master baths made it extra special. We only used the two bedrooms and baths on the main floor but the third room downstairs was as nice as the others with it's own balcony and beautiful bath with terrific shower surrounded by glass bricks. The thing that impressed us the most was the quality and design of the furniture and all the spaces. We didn't realize until the second day that the interior stonework on the walls was actually hand-painted by an accomplished artist. All the furniture was top drawer including all the very expensive chaises on the terraces. My wife said it was the best bed she has ever slept in and we have the Select comfort system at home.Even the laundry room had two top of the line front loading washers and dryers. We chose not to rent a car since we were there only three days b/4 our cruise on the arabella so the taxis ran about $30 each way into Cruz Bay for four people but we loved the house (home?) so much that we only went into town twice. All in all, it is hard to believe the owners rent this out since it is obviously their home away from home. I think they love it so much that they want to share it with others. We will be back with more friends in the future and I don't care what room I get as they are all great and have their own special benefits. Also, we will have Dinner with Ted come in and cook for us next time at least one night.

from £862 / night

£6,799 / week

1 / 35

Holiday villa rental

Cruz Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

from £1,440 / night

£10,080 / week

1 / 11

Holiday condo with shared pool in Cruz Bay

Cruz Bay condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from £549 / night

£3,573 - £4,214 / week

1 / 14

Holiday villa with swimming pool in Cruz Bay

Cruz Bay villa

  • 8 bedrooms
  • 9 bathrooms
  • sleeps 16

from £2,745 / night

£19,213 / week

1 / 30

Holiday villa with shared pool in Cruz Bay

Cruz Bay villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 8

from £812 / night

£5,682 / week

1 / 12

Holiday home in Cruz Bay

Cruz Bay house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £303 / night

£2,116 / week

1 / 10

Holiday villa with swimming pool in Cruz Bay

Cruz Bay villa

  • 8 bedrooms
  • 9 bathrooms
  • sleeps 20

“The views are even better than they look online!” This house is fantastic. The views are amazing. We had six couples travel for some warm sun and the house couldn't have been more accommodating. It has the views, the pools, and enough room to get away if need be. They have thought of everything. We cooked a few meals and every utensil is there. We went to the beach and they had chairs and coolers for us to take. When we stayed around the pool there were chairs and floating rafts to use. The new pool is great and large enough for everyone to enjoy. The tennis court and basketball hoop are there if you want to get some exercise. They do have air conditioners in each room but we never used them. The breeze is perfect and will keep you cool each night. The location is perfect. It takes about ten minutes to get to Cruz Bay. If you need a grocery item it only takes a few minutes to go and get back. Trunk Bay was about 25 minutes or so. The elevation of the house is just about right. You have views of the sun set and sun rise. Check in was easy and Coby was always near when we needed something. The island lost power on Super Bowl Sunday and Coby showed up and started up the generator. We didn't even think about checking to see if there was a generator before we rented. Each room is a little different. Some have more stairs or better views. At the end of the trip all six couples said they would be happy with the same room if we returned next year. Great Expectations has the perfect set up for multiple couples or large families.

from £1,172 / night

£8,202 - £65,938 / week

1 / 58

Cruz Bay holiday villa rental

Cruz Bay villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £367 / night

£2,566 / week

1 / 6

Holiday home with swimming pool in Cruz Bay

Cruz Bay house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £281 / night

£1,961 - £2,882 / week

1 / 12

Holiday villa rental

Cruz Bay villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

from £504 / night

£3,208 / week

1 / 9

Holiday villa in Cruz Bay

Cruz Bay villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from £1,657 / night

£13,199 / week

1 / 42

Cruz Bay holiday villa rental

Cruz Bay villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

from £2,400 / night

£19,997 / week

1 / 31

Holiday villa in Cruz Bay

Cruz Bay villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £366 / night

£2,559 / week

1 / 31

Cruz Bay holiday villa rental

Cruz Bay villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 7

from £413 / night

£2,886 / week

1 / 35

Holiday home in Cruz Bay

Cruz Bay house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“One of the Best Views on St. John” Absolutely loved the panoramic view of Fish Bay from this cozy 2-person villa -- up about as high as you can get on the island. Wonderful pool and deck area. Microwave, ice-maker and small refrigerator, which worked just fine for us. Comfy bed. Very happy with the WiFi. Felt very private (no one was staying in the main house above us.)

from £261 / night

£1,828 - £2,790 / week

1 / 31

Cruz Bay holiday villa rental

Cruz Bay villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Fantastic Room” White Seagull was the best room we have ever had, and we have traveled all over!!! The pictures on the website, although lovely, don't even compare to the real thing. Decks on 3 sides, awesome views of neighboring islands and so convenient to Cruz Bay. The furnishings were beautiful and the bathroom-you have to see it to believe it!!! We'll definitely be going back.

from £482 / night

£3,368 / week

1 / 22

Holiday villa with shared pool in Cruz Bay

Cruz Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £1,833 / night

£12,830 / week

1 / 17

Cruz Bay holiday condo rental

Cruz Bay condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from £321 / night

£2,246 / week

1 / 17

Cruz Bay holiday villa rental

Cruz Bay villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

“Tropical Paradise” This home was everything we hoped it would be. Every room has a view of the ocean. The pool was enjoyed at sunset after a long day at the beach. The deck was a a wonderful place to have dinner under the stars or breakfast with the tropical island breeze.

from £459 / night

£3,208 / week

1 / 36

Home rental in Cruz Bay with swimming pool

Cruz Bay house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from £390 / night

£2,725 / week

1 / 16

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Cruz Bay holidays

Cruz Bay, also known as 'love City', is known for its chilled-out atmosphere and is an island of natural, unspoilt 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 Holiday Lettings. 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 colourful 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 commercialised 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 snorkelling—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, colourful 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 holiday to Cruz Bay is that the currency is US Dollars, so you'll never need to worry about collecting a new currency before travelling.

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 holiday or hoping to experience a variety of activities and a buzzing atmosphere, Cruz Bay is definightly a destination to consider.

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

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