Vacation Rentals & Villas in St. John

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An Enchanting Caribbean Interlude affordable 4 you

Cruz Bay condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 3 match: Lakefront, Climbing frame, Kettle

1 of 3 filters match

Price per night from

$167

Escape Winter at Westin St. John Resort, USVI

Cruz Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 3 match: Lakefront, Climbing frame, Kettle

1 of 3 filters match

Price per night from

$2,006

1 of 3 match: Lakefront, Climbing frame, Kettle

1 of 3 filters match

Price per night from

$1,801

Drake's View: Voted Best View in the Caribbean

Coral Bay villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

“Awesome family vacation” This was our second visit to Drakes View and we again enjoyed everything the property has to offer...views, a well equpped kitchen, hot tub and ample space for our 3 generations to be together for Thanksgiving week. In spite of an abnormally rainy week, we made the best of our beach time and enjoyed the views from the villa when we were forced inside. We lovedbeing able to stay overlooking Coral Bay,our favorite side of St. Johns. We explored several new beaches and snorkeling apots. Thanks to the Roberts family and their wonderful concierge team of Dorothy and Fernando.

1 of 3 match: Lakefront, Climbing frame, Kettle

1 of 3 filters match

Price per night from

$912

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!

1 of 3 match: Lakefront, Climbing frame, Kettle

1 of 3 filters match

Price per night from

$1,466

Responds fast! avg. 1 hour 21 minutes

1 of 3 match: Lakefront, Climbing frame, Kettle

1 of 3 filters match

Price per night from

$343

Westin St. John 3 Bdrm/ 3 Bath Thanksgiving Week

Cruz Bay villa

  • 4 bathrooms
  • sleeps 10

2 of 3 match: Lakefront, Climbing frame, Kettle

2 of 3 filters match

Price per night from

$986

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!

1 of 3 match: Lakefront, Climbing frame, Kettle

1 of 3 filters match

Price per night from

$3,433

Easy Breezes - Family Luxury & Romantic Getaways

Coral Bay villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 of 3 match: Lakefront, Climbing frame, Kettle

1 of 3 filters match

Price per night from

$568

Turtle's Nest Villa

Virgin Islands National Park cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 3 match: Lakefront, Climbing frame, Kettle

1 of 3 filters match

Price per night from

$327

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

Cruz Bay villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 3 match: Lakefront, Climbing frame, Kettle

1 of 3 filters match

Price per night from

$1,016

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

Cruz Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 3 match: Lakefront, Climbing frame, Kettle

1 of 3 filters match

Price per night from

$419

Luxury 4/4 Villa with Pool, Privacy, 180° Ocean Views! All on one level

Coral Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 3 match: Lakefront, Climbing frame, Kettle

1 of 3 filters match

Price per night from

$965

Playcation in Paradise work away from the office with blue ocean & cool breezes.

Virgin Islands National Park villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 3 match: Lakefront, Climbing frame, Kettle

1 of 3 filters match

Price per night from

$572

Dahlia Villa

Cruz Bay villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

1 of 3 match: Lakefront, Climbing frame, Kettle

1 of 3 filters match

Price per night from

$745

Coral Cove | Oceanfront Retreat

Coral Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 3 match: Lakefront, Climbing frame, Kettle

1 of 3 filters match

Price per night from

$1,720

Responds fast! avg. 16 minutes

2 of 3 match: Lakefront, Climbing frame, Kettle

2 of 3 filters match

Price per night from

$1,277

Gorgeous 3 bedroom villa on Fish Bay! Private pool and stunning views!

Virgin Islands National Park house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 3 match: Lakefront, Climbing frame, Kettle

1 of 3 filters match

Price per night from

$912

The Westin St. John Resort Premier Villa 2BRM Sleeps 6 with 2 Balconies

Cruz Bay villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 3 match: Lakefront, Climbing frame, Kettle

1 of 3 filters match

Price per night from

$803

Ada by the Sea

Coral Bay house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 3 match: Lakefront, Climbing frame, Kettle

1 of 3 filters match

Price per night from

$694

Westin St. John Resort Villas, Beautiful One bedroom villas, well equipped

Virgin Islands National Park villa

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 of 3 match: Lakefront, Climbing frame, Kettle

1 of 3 filters match

Price per night from

$736

Romantic Beachfront Villa

Virgin Islands National Park house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 3 match: Lakefront, Climbing frame, Kettle

1 of 3 filters match

Price per night from

$331

Waterklip

Cruz Bay house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 3 match: Lakefront, Climbing frame, Kettle

1 of 3 filters match

Price per night from

$351

Great Escape

St. John villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 6

1 of 3 match: Lakefront, Climbing frame, Kettle

1 of 3 filters match

Price per night from

$1,001

CASA DEL PALMAS - Perfectly Private Caribbean Comfort

Virgin Islands National Park villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

1 of 3 match: Lakefront, Climbing frame, Kettle

1 of 3 filters match

Price per night from

$791

Island Breeze- Central Location - Easy Access - New AC - Spa

Coral Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 3 match: Lakefront, Climbing frame, Kettle

1 of 3 filters match

Price per night from

$373

Turtle Nest Villa - Chocolate Hole (2, 3 or 5 bedroom villa)

Virgin Islands National Park villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

1 of 3 match: Lakefront, Climbing frame, Kettle

1 of 3 filters match

Price per night from

$573

Villa L'Agave

Cruz Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 3 match: Lakefront, Climbing frame, Kettle

1 of 3 filters match

Price per night from

$659

Experience the Sunrise | Serene Views

Virgin Islands National Park condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 3 match: Lakefront, Climbing frame, Kettle

1 of 3 filters match

Price per night from

$167

1 of 3 match: Lakefront, Climbing frame, Kettle

1 of 3 filters match

Price per night from

$2,493

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

Cruz Bay villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

1 of 3 match: Lakefront, Climbing frame, Kettle

1 of 3 filters match

Price per night from

$1,490

Sweet Wind Villa overlooking Hurricane Hole

Coral Bay house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

“Sweet Wind is outstanding” We just returned from 9 wonderful days at Nina"s Sweet Wind Villa. The view is spectacular, the trade winds always kept the villa very comfortable and the location to great snorkeling and beautiful beaches is a big plus. Nina is a great hostess and close by if you need any hints on where to go or places to eat but she is never in the way. She even was so kind to fillet a Mahi Mahi I bought in Cruz Bay!! The "Pod" set up of the Villa makes it really nice. The living, dinning and kitchen area is separate but right next to two pods that are the sleeping and bathroom areas. Great for 3 couples or a family. The East end of the Island is also very peaceful and quiet. We certainly plan to return.

1 of 3 match: Lakefront, Climbing frame, Kettle

1 of 3 filters match

Price per night from

$687

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.

1 of 3 match: Lakefront, Climbing frame, Kettle

1 of 3 filters match

Price per night from

$1,147

Frangipani: Tropical haven in Cruz Bay!

Cruz Bay house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 3 match: Lakefront, Climbing frame, Kettle

1 of 3 filters match

Price per night from

$379

Sale! $180/night Dec 18-23, 2023 Last minute cancellation.

Coral Bay cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 3 match: Lakefront, Climbing frame, Kettle

1 of 3 filters match

Price per night from

$316

Ocean Garden- Just For Two -SALE NOW

Cruz Bay villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 3 hours 17 minutes

1 of 3 match: Lakefront, Climbing frame, Kettle

1 of 3 filters match

Price per night from

$430

Memory Daze

Coral Bay villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

1 of 3 match: Lakefront, Climbing frame, Kettle

1 of 3 filters match

Price per night from

$619

Villa Madeline | Cozy Hillside Villa

Coral Bay villa

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 4

1 of 3 match: Lakefront, Climbing frame, Kettle

1 of 3 filters match

Price per night from

$453

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