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Escape Winter at Westin St. John Resort, USVI

Cruz Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 4 match: Rental types, Lakefront, Children's pool, Games room

1 of 4 filters match

Price per night from

$2,009

Rare Brand New Luxury Beachfront Villa

East End condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

1 of 4 match: Rental types, Lakefront, Games room, Children's pool

1 of 4 filters match

Price per night from

$656

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 4 match: Rental types, Lakefront, Children's pool, Games room

1 of 4 filters match

Price per night from

$688

Responds fast! avg. 3 hours 57 minutes

1 of 4 match: Rental types, Lakefront, Games room, Children's pool

1 of 4 filters match

Price per night from

$1,803

Calypso Condo, Luxury on the Water at Gentle Winds

Christiansted apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

“Calypso condo stay was paradise!!!” We recently returned from a weeks vacation to St. Croix where we stayed at Calypso Condo C-2 in the gated community of Gentle Winds and had a fabulous time!!! The condo was immaculate upon arrival and Angela, the unit manager, stocked us with some groceries I requested so we didn't have to go out at night when we first arrived. There were six of us and with the three bedrooms, three bathrooms, three balconies and the loft area we did not feel crowded. Barbara, the owner, thought of everything to make our stay enjoyable and a home away from home. The book Life in the Left Lane, the bottle of champagne in the fridge, the starfish necklaces and the gift certificate to the Snack shack were complimentary gifts to us for staying there. It was a vey nice finishing touch by Barbara and very much appreciated. The kitchen was very well-equipped. There were so many books, Wii games, VHS movies, DVDs, and board games for all ages to choose from. It was nice having a grill to cookout on since we don't always like to eat out and as we found out food in St. Croix is expensive. I would definitely come back to St. Croix and stay at Calypso Condo again in a heartbeat !!!! The view was breathtaking, the beach gorgeous and the pool refreshing. The grounds at Gentle Winds were beautifully kept and the people there including the guard, the groundskeepers, and the woman who ran the Snack Shack were very polite. Staying there in early June had its benefits. I truly felt we had the whole place to ourselves. Besides us there were maybe 6 units out of 65 that were occupied at the time. No fighting for chaise lounges at the beach or pool.. A nice perk of the off season. Before leaving for St. Croix Barbara made sure we had directions from the airport to the condo and how to access the lockbox should the unit be locked. She also stressed checking out her website which had extremely helpful tips and suggestions one should know before arriving. I was also impressed that early on in our stay Barbara called and sent me an email checking in with us to see that everything was going well. We did so many fun activities while in St. Croix- stand up paddle boarding , snorkeling, kayaking, relaxing on the beach, shopping in Christiansted, touring the Cruzan Rum Factory, watching the sunset at Off the Wall restaurant while playing bingo and watching the sunrise at Point Udall. Needless to say we were all very sad to leave but have so many fond memories and beautiful pictures.

1 of 4 match: Rental types, Lakefront, Children's pool, Games room

1 of 4 filters match

Price per night from

$442

OCEANFRONT CONDO, SERENE, UNCROWDED GENTLE WINDS

Christiansted apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 4 match: Rental types, Lakefront, Children's pool, Games room

1 of 4 filters match

Price per night from

$316

'Billion$ View' New Deluxe 2FL Beachfront Villa

East End apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 7

1 of 4 match: Rental types, Lakefront, Games room, Children's pool

1 of 4 filters match

Price per night from

$656

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 4 match: Rental types, Lakefront, Games room, Children's pool

1 of 4 filters match

Price per night from

$1,468

Westin St. John 3 Bdrm/ 3 Bath Thanksgiving Week

Cruz Bay villa

  • 4 bathrooms
  • sleeps 10

2 of 4 match: Rental types, Lakefront, Children's pool, Games room

2 of 4 filters match

Price per night from

$987

Marriott Frenchman's Cove 2/2 Gorgeous, Spacious, Villa - 2 Units available -4BR

Charlotte Amalie hotel apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 4 match: Rental types, Lakefront, Games room, Children's pool

1 of 4 filters match

Price per night from

$558

Two Bedroom Villa at Sapphire Beach Resort

St Thomas East villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 4 match: Rental types, Lakefront, Games room, Children's pool

1 of 4 filters match

Price per night from

$458

@Sapphire Beach Playa Brisa y Mar

St Thomas East condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 4 match: Rental types, Lakefront, Games room, Children's pool

1 of 4 filters match

Price per night from

$574

Stunning Newly Renovated 1BR Beachfront Condo

East End condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 4 match: Rental types, Lakefront, Games room, Children's pool

1 of 4 filters match

Price per night from

$574

Beautiful 2 Bedroom Home with Pool, view Ocean

Charlotte Amalie villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 8

1 of 4 match: Rental types, Lakefront, Games room, Children's pool

1 of 4 filters match

Price per night from

$573

Live the ‘Suite Life’ - All Inclusive Private Yacht

Charlotte Amalie yacht

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 9

1 of 4 match: Rental types, Lakefront, Children's pool, Games room

1 of 4 filters match

Price per night from

$5,739

1 of 4 match: Rental types, Lakefront, Games room, Children's pool

1 of 4 filters match

Price per night from

$1,067

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

Cruz Bay villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 4 match: Rental types, Lakefront, Games room, Children's pool

1 of 4 filters match

Price per night from

$1,017

Responds fast! avg. 2 hours 14 minutes

1 of 4 match: Rental types, Lakefront, Children's pool, Games room

1 of 4 filters match

Price per night from

$7,684

Responds fast! avg. 16 minutes

1 of 4 match: Rental types, Lakefront, Children's pool, Games room

1 of 4 filters match

Price per night from

$1,279

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

Cruz Bay villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 4 match: Rental types, Lakefront, Children's pool, Games room

2 of 4 filters match

Price per night from

$804

Sheraton Steamboat Resort Villas

Virgin Islands National Park villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 4 match: Rental types, Lakefront, Children's pool, Games room

1 of 4 filters match

Price per night from

$426

Luxury 3 Day Catamaran Sailing Trip in USVI St. Thomas & St. John

Charlotte Amalie houseboat

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 4 match: Children's pool, Lakefront, Games room, Rental types

1 of 4 filters match

Price per night from

$6,025

1 of 4 match: Rental types, Lakefront, Children's pool, Games room

1 of 4 filters match

Price per night from

$2,497

Beachfront Villa with a Down Island View-Priceless

East End apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

“Well maintained, quality furnished condo with very helpful owner.” We have stayed in several different condos @ Sapphire Beach in several different price ranges. John's is by far the best maintained despite it not being the highest end priced. It also has a great bar/eating area on the lower deck. Renting from John is like renting from a friend or family member. There were no surprises from John other than I had over paid without realizing & he contacted me to let me know he was sending me a check.

1 of 4 match: Rental types, Lakefront, Games room, Children's pool

1 of 4 filters match

Price per night from

$402

Luxury 2BR Suite Apt. –With ocean beachfront view

Nazareth apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 4 match: Rental types, Lakefront, Games room, Children's pool

1 of 4 filters match

Price per night from

$995

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

Cruz Bay villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

1 of 4 match: Rental types, Lakefront, Children's pool, Games room

1 of 4 filters match

Price per night from

$1,492

Luxury 3BR Residence –With ocean beachfront view

Nazareth apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 4 match: Rental types, Lakefront, Games room, Children's pool

1 of 4 filters match

Price per night from

$1,239

View of Paradise (Fully Renovated Condo)

East End apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 4 match: Rental types, Lakefront, Games room, Children's pool

1 of 4 filters match

Price per night from

$458

Rare Brand New Luxury 2BR Beachfront 2FL condo

East End apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 4 match: Rental types, Lakefront, Games room, Children's pool

1 of 4 filters match

Price per night from

$738

Sapphire Beach Front (Fully Renovated)

East End condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 4 match: Rental types, Lakefront, Games room, Children's pool

1 of 4 filters match

Price per night from

$458

The Hideaway Hull Bay Cottage 1

Charlotte Amalie cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 4 match: Rental types, Lakefront, Children's pool, Games room

1 of 4 filters match

Price per night from

$401

Island Horizons | Million Dollar View

Coral Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

1 of 4 match: Rental types, Lakefront, Children's pool, Games room

1 of 4 filters match

Price per night from

$700

Villa Circe

Coral Bay villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

1 of 4 match: Rental types, Lakefront, Children's pool, Games room

1 of 4 filters match

Price per night from

$1,105

Responds fast! avg. 1 hour 12 minutes

1 of 4 match: Rental types, Lakefront, Children's pool, Games room

1 of 4 filters match

Price per night from

$264

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