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Sailing in the Virgin Islands

Charlotte Amalie yacht

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$946

Striking Ocean Views, Privacy,

Water Island house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$488

Sapphire Beach Front (Fully Renovated)

East End condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$458

Luxury All-Inclusive Sailing Catamaran

East End yacht

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$2,450

Beautiful 2015 Saba 50 Catamaran Sail Boat

East End yacht

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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Price per night from

$4,014

Luxury Villa with Large Pool Above Honeymoon Beach

Water Island house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$492

Starfish Studio on Crystal Cove Sapphire Beach

Smith Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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$224

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

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Price per night from

$221

Responds fast! avg. 3 hours 57 minutes

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Price per night from

$1,802

“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 10 minutes

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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

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$206

Waterfront Escape: Paradise at a Great Price!

East End studio

  • Studio
  • 1 bathroom
  • sleeps 4

“Amazing Experience” I loved my stay at this condo! Great location! Owner was super friendly and helpful. The condo was very clean and newly renovated, exactly like the photos shows. I could have not asked for a better vacation. Will definitely come back again.

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$316

Responds fast! avg. 1 hour 21 minutes

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$343

Westin St. John 3 Bdrm/ 3 Bath Thanksgiving Week

Cruz Bay villa

  • 4 bathrooms
  • sleeps 10

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Price per night from

$987

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.

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Price per night from

$286

Studio Condo on the Waterfront at Bolongo Bay

Bolongo Bay condo

  • 1 bathroom
  • sleeps 2

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$190

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

Cruz Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$2,294

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!

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Price per night from

$3,435

View of Paradise (Fully Renovated Condo)

East End apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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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

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Price per night from

$362

Wooow Experience at Little Taj by the Sea!

St. Thomas villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 12

“A DREAM COME TRUE” My stay at the Taj was one of the most memorable vacations.Given the areas relaxed atmosphere,waking up each morning to the blue sea,watching ships go by,followed by a swim on the beach.ST.Thomas with its unique culture was very inviting as I enjoyed the music and dance performances down town each thursday.Restaurants provided meals not to be forgotten served by some of the friendliest people I have come across. Back at the Taj,some evenings were spent dinning outside taking in beautiful sunsets .Outside of St.Thomas I ventured to St.Johns and St.Croix places that added to my appreciation of the Virgin islands as a destination to enjoy the simple and yet important aspects of life.

Responds fast! avg. 2 hours 30 minutes

1 of 3 match: Rental types, Car not required, Pool or snooker table

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Price per night from

$1,136

Sailboat Ragamuffin Floating Bed and Breakfast INCL meals drinks water toys

Water Island b&b

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$230

Live the ‘Suite Life’ - All Inclusive Private Yacht

Charlotte Amalie yacht

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 9

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Price per night from

$5,734

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Price per night from

$1,066

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

Cruz Bay villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$1,016

Soulshine Charters

Virgin Islands National Park yacht

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$1,950

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Price per night from

$746

Dahlia Villa

Cruz Bay villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

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Price per night from

$746

Responds fast! avg. 16 minutes

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Price per night from

$1,278

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

Cruz Bay villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

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Price per night from

$1,491

Sapphire Fully Renovated

East End apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$458

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

Virgin Islands National Park villa

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

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Price per night from

$737

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

Charlotte Amalie houseboat

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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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

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Price per night from

$2,770

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Price per night from

$1,176

Responds fast! avg. 2 hours 14 minutes

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$7,677

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Price per night from

$2,494

Frigate’s View Retreat

Christiansted studio

  • Studio
  • 1 bathroom
  • sleeps 2

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Price per night from

$144

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