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Escape Winter at Westin St. John Resort, USVI

Cruz Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 3 match: Rental types, Golf course on site or within 15 min walk, Games room

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Price per night from

$2,004

Villa Serenity

Teague Bay villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 3 match: Rental types, Games room, Golf course on site or within 15 min walk

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Price per night from

$287

Private Pool Villa with Views ~Hook, Wine & Sinker

Teague Bay villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 3 match: Rental types, Games room, Golf course on site or within 15 min walk

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Price per night from

$364

Sunrise and Rumset

Christiansted condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

1 of 3 match: Rental types, Games room, Golf course on site or within 15 min walk

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Price per night from

$269

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: Rental types, Golf course on site or within 15 min walk, Games room

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Price per night from

$686

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 3 match: Rental types, Golf course on site or within 15 min walk, Games room

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Price per night from

$441

Find the Perfect Caribbean Getaway at Gentle Winds!

Christiansted apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 3 match: Rental types, Games room, Golf course on site or within 15 min walk

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Price per night from

$240

OCEANFRONT CONDO, SERENE, UNCROWDED GENTLE WINDS

Christiansted apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 3 match: Rental types, Golf course on site or within 15 min walk, Games room

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Price per night from

$315

DIVE INTO THE REEF. EAST END 2 BEDROOM VILLA AT THE REEF GOLF AND BEACH RESORT

Christiansted villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 45 minutes

1 of 3 match: Rental types, Games room, Golf course on site or within 15 min walk

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Price per night from

$166

Westin St. John 3 Bdrm/ 3 Bath Thanksgiving Week

Cruz Bay villa

  • 4 bathrooms
  • sleeps 10

1 of 3 match: Rental types, Golf course on site or within 15 min walk, Games room

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Price per night from

$985

@Sapphire Beach Playa Brisa y Mar

St Thomas East condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 3 match: Rental types, Games room, Golf course on site or within 15 min walk

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Price per night from

$573

Experience the Sunrise | Serene Views

Virgin Islands National Park condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 3 match: Rental types, Games room, Golf course on site or within 15 min walk

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Price per night from

$166

Live the ‘Suite Life’ - All Inclusive Private Yacht

Charlotte Amalie yacht

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 9

1 of 3 match: Rental types, Golf course on site or within 15 min walk, Games room

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Price per night from

$5,725

💙VILLA BLISS💙 Don’t Settle For An Ordinary Rental For Your Island Time.

Christiansted villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 3 match: Rental types, Games room, Golf course on site or within 15 min walk

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Price per night from

$687

Island Time ~ Private Pool Villa at Villa Madeleine

Teague Bay villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 3 match: Rental types, Games room, Golf course on site or within 15 min walk

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Price per night from

$364

2BD Villa on Golf Course with Ocean Views

Christiansted villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 3 match: Rental types, Games room, Golf course on site or within 15 min walk

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Price per night from

$252

Villa Circe

Coral Bay villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

1 of 3 match: Rental types, Golf course on site or within 15 min walk, Games room

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Price per night from

$1,105

Responds fast! avg. 16 minutes

1 of 3 match: Rental types, Golf course on site or within 15 min walk, Games room

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Price per night from

$1,276

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: Rental types, Golf course on site or within 15 min walk, Games room

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Price per night from

$802

PARADISE FOR NATURE LOVERS, serene, private and spacious, fabulous views

Kingshill house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 3 match: Rental types, Games room, Golf course on site or within 15 min walk

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Price per night from

$258

Royal Palms Villa/Retreat

Christiansted house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 3 match: Rental types, Games room, Golf course on site or within 15 min walk

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Price per night from

$434

Sheraton Steamboat Resort Villas

Virgin Islands National Park villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 3 match: Rental types, Golf course on site or within 15 min walk, Games room

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Price per night from

$425

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

Charlotte Amalie houseboat

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 3 match: Games room, Golf course on site or within 15 min walk, Rental types

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Price per night from

$6,012

The Tipsea Turtle

Estate Thomas condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 3 match: Rental types, Games room, Golf course on site or within 15 min walk

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Price per night from

$195

1 of 3 match: Rental types, Games room, Golf course on site or within 15 min walk

1 of 3 filters match

Price per night from

$1,174

1 of 3 match: Rental types, Golf course on site or within 15 min walk, Games room

1 of 3 filters match

Price per night from

$2,491

Responds fast! avg. 2 hours 14 minutes

1 of 3 match: Rental types, Golf course on site or within 15 min walk, Games room

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Price per night from

$7,666

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: Rental types, Golf course on site or within 15 min walk, Games room

1 of 3 filters match

Price per night from

$1,489

Rare Brand New Luxury 2BR Beachfront 2FL condo

East End apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 3 match: Rental types, Games room, Golf course on site or within 15 min walk

1 of 3 filters match

Price per night from

$737

Private Pool Upscale Villa -Bird of Paradise

Teague Bay villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 3 match: Rental types, Games room, Golf course on site or within 15 min walk

1 of 3 filters match

Price per night from

$364

Marriott's Frenchman's Cove - 3BR Condo - Sleeps 12!

Havensight condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 12

1 of 3 match: Rental types, Games room, Golf course on site or within 15 min walk

1 of 3 filters match

Price per night from

$787

Marriott's Frenchman's Cove - 2BR Condo - Sleeps 8!

Havensight condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 3 match: Rental types, Games room, Golf course on site or within 15 min walk

1 of 3 filters match

Price per night from

$575

Marriott's Frenchman's Cove - 2BR Condo - Sleeps 8!

Havensight condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 3 match: Rental types, Games room, Golf course on site or within 15 min walk

1 of 3 filters match

Price per night from

$536

Marriott's Frenchman's Cove - 3BR Condo - Sleeps 12!

Havensight condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 12

1 of 3 match: Rental types, Games room, Golf course on site or within 15 min walk

1 of 3 filters match

Price per night from

$787

Marriott's Frenchman's Cove - 3BR Condo - Sleeps 12!

Havensight condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 12

1 of 3 match: Rental types, Games room, Golf course on site or within 15 min walk

1 of 3 filters match

Price per night from

$484

Marriott's Frenchman's Cove - 2BR Condo - Sleeps 8!

Havensight condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 3 match: Rental types, Games room, Golf course on site or within 15 min walk

1 of 3 filters match

Price per night from

$471

The Hideaway Hull Bay Cottage 1

Charlotte Amalie cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 3 match: Rental types, Golf course on site or within 15 min walk, Games room

1 of 3 filters match

Price per night from

$400

Island Horizons | Million Dollar View

Coral Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

1 of 3 match: Rental types, Golf course on site or within 15 min walk, Games room

1 of 3 filters match

Price per night from

$699

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