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78 apartments

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.

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$442

OCEANFRONT CONDO, SERENE, UNCROWDED GENTLE WINDS

Christiansted apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$316

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Responds fast! avg. 1 hour 27 minutes

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Price per night from

$264

The Hideaway Hull Bay Cottage 1

Charlotte Amalie cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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$401

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Price per night from

$2,494

Responds fast! avg. 2 hours 14 minutes

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Price per night from

$7,677

Escape Winter at Westin St. John Resort, USVI

Cruz Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

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$2,007

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.

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Price per night from

$687

Westin St. John 3 Bdrm/ 3 Bath Thanksgiving Week

Cruz Bay villa

  • 4 bathrooms
  • sleeps 10

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Price per night from

$986

Live the ‘Suite Life’ - All Inclusive Private Yacht

Charlotte Amalie yacht

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 9

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$5,733

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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$1,491

Villa Circe

Coral Bay villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

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$1,107

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

Cruz Bay villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$803

Sheraton Steamboat Resort Villas

Virgin Islands National Park villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$426

Island Horizons | Million Dollar View

Coral Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

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$700

Spectacular “Seabreeze” view

Christiansted apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$125

Sailor's Rest, a Romantic and Luxurious Sanctuary

Christiansted apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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$339

Spectacular Views Day & Eve in Treetop Apartment

Cruz Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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$311

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

Find the Perfect Caribbean Getaway at Gentle Winds!

Christiansted apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

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$240

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

Dolphin's Paradise at Pelican Cove

Christiansted apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Relaxing, convenient” We had a fabulous stay at your condo! My husband did the St Croix Ironman so we wanted a place that was close enough to race venue without being right in Christiansted, and had a kitchen. This turned out to be an excellent choice! From an athlete's perspective, the location was ideal. It was about 15 minutes to race venue, and easy to get to. The kitchen was fully equipped and we cooked 2 out of 3 meals per day here. 2 grocery stores are right on the way from Christiansted to the condo, making stopping off for groceries very convenient. It is very quiet, so napping and sleeping were no problem. If you are coming to St Croix for an event of this kind, this is a great place to stay. After the race, we had 3 days to relax and enjoy the area and just hanging out in the condo. Our welcome packet, sent well ahead of our stay, had everything we needed to orient ourselves before we arrived. The condo was very clean, and well maintained. The décor is delightful, sunny, island type décor with bright colors, rattan type furniture. Plenty of room to move around the condo and relax in the living room, the back patio, or set up your laptop at the kitchen bar or dining table. We stayed in the master bedroom and the bed was very comfortable. The back patio is quite large, with plenty of seating to enjoy the outdoors. The back patio faces the water, which is a short walk from the condo. You can see the water through the beautiful palm trees from the back patio. If you like to sunbathe on the beach, there are chairs available at the condo's beachfront. If you'd rather sunbathe by a pool, there is plenty of seating at the pool. The pool is quite large if you want to get some swimming in. We swam in the ocean in front of the hotel just North of the condo. The location on the island is ideal, and we explored the island from East to West. Everything was easy to get to from the condo's location. We would definitely stay here again!

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$281

'Billion$ View' New Deluxe 2FL Beachfront Villa

East End apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 7

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$655

Luxury Honeymoon Suite/ Wifi/ Gated/ Privacy/ Private Pool/ Hot Tub

East End apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

“Best Place On Earth!!” Where do I begin... My husband and I were on our honeymoon. Dana and Jason were the best hosts-they gave you privacy, but if you need assistance they were always there to help. They made us feel at home in the HarmonySuite with happy smiles and open arms. We were given breakfast every morning-tastes of the Island foods- DELICIOUS ; ) It was amazing to see the iguanas that would come up to the deck to visit. The rooms were well-kept and well-stocked Dana and Jason have everything at your hands. The pictures don't lie the VIEWS were phenomenal-(I think I have a billion pictures of just the view) It was awesome to wake up and come home every day to the spectacular views. The pool/cabana and hot tub were extra touches to this fantastic getaway and are exclusively for your enjoyment . The people on the island are the best so sweet, helpful, and genuine-always great to be around, the beaches are jaw dropping we never wanted to get out- recommending COKI BEACH/ MAGENS BAY and night life was amazing recommending DUFFY'S LOVE SHACK/ SENOR FROGS (RED HOOK) all of this plus much more all located about 6-8 minutes away (car recommended). Can't wait to go back to the best place on earth!! Dana & Jason we love you, Thank You for making our honeymoon a time to remember forever..God Bless

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$339

Two bedroom beachfront condo at Sapphire Beach

East End apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Excellent location!” We enjoyed our stay at Linda's place. The two level apartment is located right at the beach with a million dollar view. The apartment is quite spacious and accommodated our family of 4 very comfortably. The apartment had everything we needed for a comfortable stay and even had some snorkeling pieces and beach chairs. The kitches is equipped and fully functioning and we cooked a couple of times. My family loves st Thomas and we would love to come back! We highly recommend the apartment!

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$453

Bird Watchers Delite

Christiansted apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Tough to leave this island gem!” The owner was great to work with.This is a great 1 bedroom unit located in a quiet gated area. The huge pool calls your name as soon as you arrive. Condo is located close to beach and many great area restaurants. We found the swaying of the palm trees, the great breezes and the sweet sound of the birds so very relaxing. It was very tough to leave this island gem.

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$138

Beach Bungalow

Christiansted apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$138

'O' VACATION RENTAL

St Thomas East apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 3

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$172

Too Blue Villa - Spectacular Caribbean front 3B/3B

St. Thomas apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“A Gem” Too Blue is a Gem!! Having tea every morning while watching Yacht Club activities, or boats coming and going from Cowpet Harbor was soothing. Walking to the beach each day without having to drive, perfect. Being close to Red Hook was nice too. Very good restaurants near by as well. Perfect spot. The unit itself is beyond 5 star's ! The only issue we had was there was no electricity in the bathrooms that is it (you shouldn't blow dry your hair on the islands any way). Every other amenity was thought of (frying pan's on the small side should you want to cook breakfast in the am for the group) The furniture and beds are all comfortable. But wait.... The master bath shower, will be the best shower you ever experience. I had tears in my eyes the day I turned off the water for the last time! I actually waved good bye to the view! Miray has been nothing but great to work with! This is the place to stay!!!

Responds fast! avg. 3 hours 36 minutes

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Price per night from

$516

Responds fast! avg. 33 minutes

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Price per night from

$172

Calypso Suite

Frederiksted apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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$171

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

The Caribe Suite

Frederiksted apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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$229

You have tried the rest, Now check out the best

Christiansted apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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$344

Luxury private 2 BR condo at Gentle Winds

Christiansted apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“The perfect family vacation” We have stayed at this condo each year for 6 of the last 7 years. The reason that we keep coming back is that this condo is well kept, convenient to the whole island, but also has local accommodations for the whole family. It is safe and the beach and pool are wonderful for staying local. All restaurants are a short drive and it is minutes to Christiansted. The owner is friendly and accommodating. We will continue to go back, there is no reason to look elsewhere.

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$287

CARIBBEAN Beachfront Condo,Georgeous Views, Elysian Beach Resort

East End apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

“I really cannot imagine any place more enjoyable for us” We recently stayed at Nancy's condos for the first three days of our 10 day stay. All I can say is that I wished we had stayed there the entire time! We headed to a resort and even my 12 and 7 year old boys (who had plenty to keep them busy at the resort) kept saying that they wished we were back at "Nancy's condos." The beach and the water were simply amazing. No having to fight for pool or beach chairs. I was pleasantly surprised at how well appointed the kitchen was with excellent cookware and general supplies with many guests "paying it forward," with items they left. We did the same. There is really nothing negative I can say at all, as evidenced by the fact that we already booked for next year immediately upon arriving home!

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Price per night from

$344

View of Paradise (Fully Renovated Condo)

East End apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$458

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