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Sailing in the Virgin Islands

Charlotte Amalie yacht

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 5 match: Rental types, Lakefront, Swing set or jungle gym, Telephone, Car not required

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Price per night from

$946

Relax 4 Us at Bolongo Bay ~ USVI

Charlotte Amalie apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Excellent property and great destination!” Our stay here was wonderful! We just came back a few weeks ago (Jan 7-14) from our trip and we are ready to book for the next year! We had such a great time: Accommodations - The apartment is very clean and modern. It has nice comfortable beds and lovely décor in every room. The kitchen is stocked with all necessary utensils and appliances. Bathrooms are clean and modern. I loved the cherry wood doors and marble countertops all around. There is a large balcony that you can eat or relax out on. Beach chairs, towels etc. is also provided for you. Beach - you can go downstairs and you are at the Bolongo Bay beach, its lovely, you have all the water sports options that you would find at a typical resort right there. If you walk past the restaurants and the hotel (5 minute walk along the beach), there is a great snorkeling spot past the rocks, very cool! We had a rental car so we also drove (about 15 min) to Smith Bay. This beach is pure heaven! It seems to be mainly visited by locals and is not crowded with perfect white sand and beautiful calm blue waters. Pool - There are a couple of pools that you can use. We used the one by the beach; it had a tap to wash off the sand as well. The pool was nice and clean and the water was pretty warm. Food - Like I mentioned you have everything you need to prepare your food 'at home' if you are on a budget or have specific dietary needs. There are many supermarkets that deliver or you can shop in a warehouse type place (CostUless) or a supermarket (Pueblo) or some local stands that are all around. There are three popular restaurants directly in the Bolongo Bay area so you don't ever have to leave the area if you choose not to: • Iggys - casual burger type place• Mims - fancier place that serves sea food• Lobster Grill - very fancy There is a lot to do on the island and its neighbors, but we have small kids so we took it easy this time and just enjoy the water. Next time we rent this apartment, we will explore the island.

Responds fast! avg. 2 hours 12 minutes

1 of 5 match: Rental types, Lakefront, Swing set or jungle gym, Telephone, Car not required

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Price per night from

$221

Responds fast! avg. 3 hours 57 minutes

2 of 5 match: Rental types, Lakefront, Telephone, Swing set or jungle gym, Car not required

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Price per night from

$1,802

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 5 match: Rental types, Lakefront, Telephone, Car not required, Swing set or jungle gym

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Price per night from

$442

“Absolute Paradise!!!!” Thanks to Tom we had the perfect getaway!!! Fast booking, we were provided with tons of information before we even left and the deposit returned asap. This condo was in the best place - you were in your own world yet so close to everything. We had privacy, everyone was pleasant and perfect weather. All that was needed was right there. The view was beautiful, the pool 2 minutes away - walking and Sapphire Beach 5 minutes away - walking. And lets not leave out the Off the Grid food truck at the top of the hill. We are early risers so we snorkeled in the morning, walked the beach in the afternoon and made good use of the pool 7am to 10pm with cocktails and appetizers at the Sapphire and Grill. The ferry to St. Thomas is a 5 minute drive too!!! This is the place you want to be and we will definitely be booking this amazing place again. Thanks to you Tom and your condo - you rock!!!!

Responds fast! avg. 3 hours 18 minutes

1 of 5 match: Rental types, Lakefront, Swing set or jungle gym, Telephone, Car not required

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Price per night from

$160

Sapphire 1 Bedroom-Free H/S WIFI & No Excessive Owner Fees #257

East End apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 5 match: Rental types, Lakefront, Swing set or jungle gym, Telephone, Car not required

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Price per night from

$206

Responds fast! avg. 1 hour 21 minutes

1 of 5 match: Rental types, Lakefront, Swing set or jungle gym, Telephone, Car not required

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Price per night from

$343

Westin St. John 3 Bdrm/ 3 Bath Thanksgiving Week

Cruz Bay villa

  • 4 bathrooms
  • sleeps 10

2 of 5 match: Rental types, Lakefront, Telephone, Swing set or jungle gym, Car not required

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Price per night from

$986

Cariso Suite

Frederiksted apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“An authentic taste of the "American Paradise" with best imaginab” We found the Cariso Suite so perfect for us that we have been there several times over the years. The home is very comfortable, the decor is exceptional with personal artistic touch, and we loved having such a well-equipped kitchen when we wanted to eat-in. Sugar hill is a very short walk to our favorite beaches for swimming, snorkeling and lounging either under bright blue sunny skies or beneath the palms and other natural shade. The private pool on the Sugar Hill estate is also a treat, nestled on the hillside with spectacular sunsets surrounded by diverse tropical landscaping, as well as cozy garden spots that surround the Cariso itself ... especially the hammock under our favorite mahogany tree. The owners offer such attentive warm hospitality, with lots of "insider tips" directed to our own personal interests. They have made discovering the cultural gems of St. Croix, diverse recreational activities, traditional island events, the best restaurants, tourist sights, favorite shopping spots, local specialties, peaceful hide-aways (our first visit was our honeymoon), etc. so much easier and more enjoyable. We have sometimes recommended Sugar Hill's other rental suites to close friends so we could all be on island at the same time and vacation together. You can really get the flavor of island life in the neighborhood and the closeby historic town of Frederiksted is so authentic compared to glitzy, noisy tourist towns we have seen elsewhere. You really feel well taken care of at Sugar Hill by the Sea with such accommodating host and hostess.

1 of 5 match: Rental types, Lakefront, Swing set or jungle gym, Telephone, Car not required

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Price per night from

$286

Studio Condo on the Waterfront at Bolongo Bay

Bolongo Bay condo

  • 1 bathroom
  • sleeps 2

1 of 5 match: Rental types, Lakefront, Swing set or jungle gym, Telephone, Car not required

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Price per night from

$190

St Croix, U.S. Virgin Island Condo Near the Beach

Frederiksted townhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 5 match: Rental types, Lakefront, Telephone, Car not required, Swing set or jungle gym

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Price per night from

$86

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

Cruz Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 5 match: Rental types, Lakefront, Swing set or jungle gym, Telephone, Car not required

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Price per night from

$2,293

View of Paradise (Fully Renovated Condo)

East End apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 5 match: Rental types, Lakefront, Swing set or jungle gym, Telephone, Car not required

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Price per night from

$458

Beautiful Sapphire Beach St. Thomas, USVI

East End apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 5

“Perfect Stay at Sapphire Bay” We just returned from the most fabulous week in St Thomas at the Sapphire Beach condo. The condo location could not be more perfect. Just steps to the beach with the most serine views of the island. It is a quick 2 min drive to Red Hook harbor for great restaurants, bars, grocery store and ferry to BVI or St John. The owners were so accommodating bringing in a full size crib, high chair and pack and play for my 1 YO. The house keeper Norma gave us a complete run down of the area, where to eat and what to do during our stay. Being a family with 2 kids, this was the perfect stay for us. Full kitchen in the unit, washer and dryer, satellite TV, games and movies for the kids--and the convenience of going back and forth between the beach and home when needed. The island was nothing but beautiful and after visiting many beaches on the island, this was by far the best. If you don’t snorkel, you will start on this trip. The water is so calm and clear with amazing fish, turtles and coral. Plus gear is provided at the condo! A trip to the Mountain Top for a banana daiquiri is a must. For dinner, Fish Tails had the freshest seafood and best sushi around. For Caribbean fare, don’t skip Cuzzin's and Glady's in Charlotte Amalie-- absolutely delicious! We cannot wait to return to paradise-- maybe next time without the kiddos!

Responds fast! avg. 1 hour 30 minutes

1 of 5 match: Rental types, Lakefront, Swing set or jungle gym, Telephone, Car not required

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Price per night from

$362

Striking Ocean Views, Privacy,

Water Island house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 5 match: Rental types, Lakefront, Swing set or jungle gym, Telephone, Car not required

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Price per night from

$488

Sapphire Beach Front (Fully Renovated)

East End condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 5 match: Rental types, Lakefront, Swing set or jungle gym, Telephone, Car not required

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Price per night from

$458

Luxury All-Inclusive Sailing Catamaran

East End yacht

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 5 match: Rental types, Lakefront, Swing set or jungle gym, Telephone, Car not required

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Price per night from

$2,449

Beautiful 2015 Saba 50 Catamaran Sail Boat

East End yacht

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

1 of 5 match: Rental types, Lakefront, Swing set or jungle gym, Telephone, Car not required

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Price per night from

$4,013

Luxury Villa with Large Pool Above Honeymoon Beach

Water Island house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 5 match: Rental types, Lakefront, Swing set or jungle gym, Telephone, Car not required

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Price per night from

$492

Your Perfect Beachfront Condo in Paradise - Sapphire Beach

Smith Bay condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 5 match: Rental types, Lakefront, Swing set or jungle gym, Telephone, Car not required

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Price per night from

$274

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

Cruz Bay villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 5 match: Rental types, Lakefront, Swing set or jungle gym, Telephone, Car not required

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Price per night from

$1,016

Live the ‘Suite Life’ - All Inclusive Private Yacht

Charlotte Amalie yacht

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 9

1 of 5 match: Rental types, Lakefront, Swing set or jungle gym, Telephone, Car not required

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Price per night from

$5,733

1 of 5 match: Rental types, Lakefront, Swing set or jungle gym, Telephone, Car not required

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Price per night from

$1,066

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

Christiansted villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 5 match: Rental types, Lakefront, Telephone, Car not required, Swing set or jungle gym

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Price per night from

$688

Soulshine Charters

Virgin Islands National Park yacht

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 5 match: Rental types, Lakefront, Swing set or jungle gym, Telephone, Car not required

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Price per night from

$1,950

Sailboat Ragamuffin Floating Bed and Breakfast INCL meals drinks water toys

Water Island b&b

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 5 match: Rental types, Lakefront, Swing set or jungle gym, Telephone, Car not required

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Price per night from

$230

1 of 5 match: Rental types, Lakefront, Swing set or jungle gym, Telephone, Car not required

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Price per night from

$746

Responds fast! avg. 16 minutes

2 of 5 match: Rental types, Lakefront, Telephone, Swing set or jungle gym, Car not required

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Price per night from

$1,278

Sapphire Fully Renovated

East End apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 5 match: Rental types, Lakefront, Swing set or jungle gym, Telephone, Car not required

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Price per night from

$458

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

Cruz Bay villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 5 match: Rental types, Lakefront, Telephone, Car not required, Swing set or jungle gym

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Price per night from

$803

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

Virgin Islands National Park villa

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 of 5 match: Rental types, Lakefront, Telephone, Car not required, Swing set or jungle gym

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Price per night from

$736

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

Charlotte Amalie houseboat

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 5 match: Swing set or jungle gym, Lakefront, Telephone, Car not required, Rental types

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Price per night from

$6,020

Yacht Serena | Luxury Crewed All-Inclusive Charters | USVI, BVI, ST BARTHS

Water Island yacht

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 5 match: Rental types, Lakefront, Swing set or jungle gym, Telephone, Car not required

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Price per night from

$2,769

1 of 5 match: Rental types, Lakefront, Swing set or jungle gym, Telephone, Car not required

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Price per night from

$1,176

“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.

1 of 5 match: Rental types, Lakefront, Swing set or jungle gym, Telephone, Car not required

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Price per night from

$263

Luxury 2BR Suite Apt. –With ocean beachfront view

Nazareth apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 5 match: Rental types, Lakefront, Swing set or jungle gym, Telephone, Car not required

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Price per night from

$994

Luxury 3BR Residence –With ocean beachfront view

Nazareth apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 5 match: Rental types, Lakefront, Swing set or jungle gym, Telephone, Car not required

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Price per night from

$1,238

1 of 5 match: Rental types, Lakefront, Swing set or jungle gym, Telephone, Car not required

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Price per night from

$687

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