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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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Price per night from

$441

OCEANFRONT CONDO, SERENE, UNCROWDED GENTLE WINDS

Christiansted apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$315

Beautiful View Beachfront Apartment at Rio Grande ,Puerto Rico

Rio Grande apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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$189

Isla Verde Oceanfront Condo

Isla Verde apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

“Perfect!” My husband and I stayed here in April 2015 with our 10yr. old daughter. The Condo was perfect. Very tastefully decorated, and very clean. The owner took a lot of thinking into everyone's needs that would be staying here. Both bathrooms were stocked with multiple toiletries, all kitchen appliances necessary, including coolers for the beach. Beach chairs, beach towels, games, baby equipment and the list goes on. The location was absolutely perfect. We rented a car so did a lot of exploring but if you do not rent a car, you will not miss it. Everything you need is within walking distance or a very short taxi ride for groceries. I was a little worried about the condo being so close to the airport, although very convenient, I thought it would be somewhat of a disturbance with the airplanes flying over. We never even noticed the airplanes! That was not an issue. We had soooo much wonderful food in Puerto Rico but I must say, One of my very favorite things was walking down the beach, to the left and getting fish taco's. It is about 1 block down from condo if you are facing the ocean. We like fine dining and have tried fish tacos from all over, even the ones from Cabo do not compare with these. We were skeptical at first, but you will not regret or "get sick" if you try! The leasing agent and owner both were very friendly and very timely will all responses. Comparing this condo to a hotel, you can not beat the price. We normally stay in luxury hotels but because our daughter was with us, we did not spend the extra money. We made an excellent choice and would absolutely stay here again.

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$242

COME SPEND HOLIDAY SUPER FACING THE SEA

Oyster Pond apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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$529

West Indies Luxurious Suite SPA 5* (8 pax) St Maarten front of St Barth island

Oyster Pond apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

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$238

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St. Thomas USVI 3 bedroom plus Cottage Villa

Peterborg villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

“Truly Exceptional Property!” Villa Sunrose was a truly exceptional property. The villa was exceedingly well appointed, very tasteful and spacious. All the bedrooms were extremely well decorated and comfortable, and the cottage was a once in a lifetime experience. The main living areas and kitchen were spacious and beautiful, and accommodated our group wonderfully. The owners have thought of everything, and make your stay warm and inviting, from having beach chairs and coolers to kitchen supplies ready for your use. Like the inside, the outdoor decks/living areas went far beyond our expectations, and we thoroughly enjoyed our time in the hammocks, glider and chairs, and meals and games at the outdoor tables. The views from all the decks of St. John and the BVIs were breathtaking day and night. The binoculars were a fabulous treat. The decks, like the inside, were so very well appointed and decorated, and we truly enjoyed all the small touches throughout the many decks.The kids loved the pool, and we adults appreciated the ample covered decking to enjoy the outside while taking a break from the sun. The outdoor shower was a hit, the boys and dads especially loved this. Thank you for a truly exceptional stay at your villa. Your graciousness and sharing of your exceptional property have left us all with a trip of a lifetime.

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Price per night from

$498

Tranquil Two-Bedroom Retreat with Ocean Views!

Charlotte Amalie villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

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$241

“Our best vacation yet!” My family is from Puerto Rico, and so is my husband's, so we go to the island often. The last two visits we stayed at the Embassy Suites, but it gets pricy for such a long stay. This year we opted to stay at San Juan Towers and room 663 was amazing! The view from our balcony was the beach and the pool - you can't really ask for more than that. It was great to have a kitchen available, fully equipped, and the front desk, doormen, and staff were all very friendly and helpful. Best part for us was free parking. I will definitely be staying here in the future, and recommend it for anybody making travel plans. Isabel made the process easy and made herself available via email and cell. The reservation deposit was reimbursed immediately upon our return, and I will be sure to rent from her again in the future.

Responds fast! avg. 3 hours 0 minutes

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Price per night from

$115

Paradise on Earth!

Cul de Sac villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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Villa ALLAMANDA in Guana Bay

Philipsburg villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

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$1,374

Feeling Tip’sea

Isla Verde condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$189

“One of the best vacations I've ever had” This villa has two-bedrooms, two-bathrooms, beautiful kitchen, great balcony and comfy living room. It housed ten of us comfortably (1 king sized bed, 2 queen sized beds, 1 full sized bed, 1 futon). The showers were fine - using them both at the same time often decreased water pressure a bit. The kitchen is fully stocked with kitchenware. There are supermarkets on highway 3 not too far from the resort. There is cable and aC so we ended up hanging out in the villa a decent amount. While the beach isn't the prettiest that Puerto Rico has to offer, we definitely got use out of it and spent nearly every day there. The pool area has a kiddie pool, infinity pool, laps pool, and hot tub. This area was is primarily for those living in the villa and was never really crowded. It is also very close to the hotel pool and bar if a renter wishes to interact and meet new people. This area of Puerto Rico is only about a ten minute drive to the Rainforest. My friends and I enjoyed spending a morning/afternoon at El Yunque National Rainforest Park. Such proximity to the rainforest did not provide 24/7 sunshine. We did get rain here and there everyday. San Juan is about a 40-minute drive away, and we ended up going there three times out of our six days - I recommend renting cars (we used Enterprise, and they were great!). This also meant that we decided against "going out" to clubs/bars in San Juan because we would've had to designate drivers to drive back really late at night. From the very first moment we were interested, Diana had been in constant communication with us. She made the whole process of planning our Spring Break so easy and efficient. When we were finally there and settled in at the pool, Jesus came by to introduce himself and welcome us. Then, all ten of us were invited one night to come over to their other property for some drinks and hors d'oeuvres. This was a great experience, and I definitely hope to come back (she'll be the first one I contact).

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Price per night from

$1,060

Hacienda Margarita Private Pool Ocean/Rainforest Views

Luquillo house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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$401

Westin St. John 3 Bdrm/ 3 Bath Thanksgiving Week

Cruz Bay villa

  • 4 bathrooms
  • sleeps 10

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$985

Responds fast! avg. 16 minutes

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$1,276

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$573

3 bedroom Caribbean dream Vacation

Oyster Pond apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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$516

Paradise Beach Apartment. We are ready to host you!

Rio Grande apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$194

Spectacular “Seabreeze” view

Christiansted apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$125

Suite luxueuse Saint-Martin

Oyster Pond apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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$529

Centric 3/2 Apartment With Great View Of San Juan

San Juan apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

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$58

St Maarten: Luxury Sea View Apartment (2045 sq ft)

Oyster Pond apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$401

THE ROCK 2 New Seaview Duplex Condo with Jacuzzi !

Orient Bay apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 32 minutes

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$185

Sailor's Rest, a Romantic and Luxurious Sanctuary

Christiansted apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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$338

European Luxury Orient Beach Tortola 5318

Orient Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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$149

Suenos Del Mar Vacation Rental - Fajardo, Puerto Rico

Fajardo apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$161

Ocean View Apartment at Captain's Ridge (view from every room)

Island Harbour apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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$161

Apartement with fantastic sea view

Marigot apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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$222

Need a place to stay while in Puerto Rico

Carolina apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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$98

All services in the beautiful Island of Culebra

Culebra apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$263

safari on the beach

Marigot apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

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$172

APARTMENT ANY COMFORT

Oyster Pond apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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$154

Luxury Apartment in San Juan

San Juan apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$92

Best Location! enjoy of a beautiful ocean view!!

Isla Verde apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$172

Seaside Apartments

Punta Santiago apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 38 minutes

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$92

Beautiful 3 bed/2bath with a/c throughout.

San Juan apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 2 hours 53 minutes

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Price per night from

$315

Duplex Creole Nettle Bay view and pool

Baie Nettle apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

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Price per night from

$148

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