Cottages St. John

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157 cottages

Flamboyant Cottage, Saba - Great View & Pool!

Windwardside cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Beautiful cottage in a lovely place” I have stayed at Flamboyant several times now. It is a wonderful cottage, with all the amenities, including wireless, swimming pool, and the most gorgeous view from the porch and eating area. It is in a very quiet area and really allows me to unwind. I thoroughly recommend it. My only criticism is with the fees. Though it is advertised that the cottage houses 4 people, beware that there is a substantial added fee per person, per day if you have more than 2 people. The flat rate for two people is reasonable,a bit on the high side, but in my opinion worth it. However, I don't believe the owners incur any extra expenses in having 4 people and I question the surcharge.

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$274

Modern Cottage near Beach, small Coastal Forest and Restaurants

Santurce cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 7

Responds fast! avg. 1 hour 46 minutes

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$380

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Condado Great Location !!!!

San Juan apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Best Place Ever” This was our second time staying at Micheals condo it is very nice, clean, great view, in a safe building, centrally located to everything from transportation to Old San Juan, restaurants, clubs, spas,and beaches. The condo is so relaxing especially when the wall of windows is open in the morning for breakfast or in the evening to let the lite breeze from the lagoon. And the best for last, Maritza is The GREATEST HOST EVER.

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$189

OLD SAN JUAN CHARM WITH A VIEW

San Juan apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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$143

Solar powered La Terraza, private terrace in the Heart of the Old City

San Juan apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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$229

Los Balcones : a cozy 1bdr on Sol Street - with solar panels

San Juan apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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$229

Beautiful 2015 Saba 50 Catamaran Sail Boat

East End yacht

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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$3,993

Sailing in the Virgin Islands

Charlotte Amalie yacht

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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$942

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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$314

Quart-A-Nancy Point, Cooper Island, BVI

Cooper Island house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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$457

Amazing Condado Beachfront Studio Rental! San Juan

San Juan apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Very, very pleased” If you want to sleep w/the doors open so you can hear the ocean and enjoy the breeze, this is the perfect spot! I chose to stay here instead of at a U.S. hotel nearby where a conference I was attending was being held. The studio was half the price, very clean, and situated near lots of eateries. I highly recommend it.

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$172

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

Cruz Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

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$2,282

Dos Palmas-1Bdrm, 1Ba, Vieques, Puerto Rico

Isla de Vieques apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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$132

CONDADO - Modern 1 BR Beachfront & Oceanfront view

San Juan apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$160

Quaint Studio By The Sea

Isla de Vieques apartment

  • 1 bathroom
  • sleeps 4

Responds fast! avg. 40 minutes

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$119

⛵ Sail charter Catamaran NEW! Caribbean BVI's

Brewers Bay yacht

  • 1 bedroom
  • 3 bathrooms
  • sleeps 2

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$2,289

Casa Arana 104 San José

San Juan apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Fabulous location!” Excellent Old San Juan location near everything cultural, historical and restaurants! Loved being surrounded by the beautiful Spanish styled homes, cobbled streets and our host was helpful and engaging. Our patio was a true delight, a nice quiet place in the middle of Old San Juan!

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$137

Luxury All-Inclusive Sailing Catamaran

East End yacht

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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$2,437

ESJ ♥ Beachfront★Top Location★ View★Lux! ♥

Isla Verde apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$273

Live the ‘Suite Life’ - All Inclusive Private Yacht

Charlotte Amalie yacht

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 9

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$5,704

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Price per night from

$684

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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$229

105 ft Luxury Trimaran

Road Town yacht

  • 10 bedrooms
  • 10 bathrooms
  • sleeps 20

Responds fast! avg. 2 hours 59 minutes

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Price per night from

$489

Soulshine Charters

Virgin Islands National Park yacht

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$1,940

Casa Condado Residences Ground Floor Studio

San Juan studio

  • Studio
  • 1 bathroom
  • sleeps 1

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$200

Glass House BVI

Jost Van Dyke house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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$2,494

Amazing Views 3BR King Bed Great Nightlife

San Juan apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

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$257

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

Water Island yacht

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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$2,755

GIV#B - Unit jus step away from the beach

Isla Verde apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

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$227

GIV#C-Updated unit just step away from the beach!

Isla Verde apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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$113

GIV#D - Little Spot walking to the beach

Isla Verde studio

  • Studio
  • 1 bathroom
  • sleeps 2

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$102

GIV#E - Updated unit just step away from the beach!

Isla Verde apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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$91

GIV#F - Cozy small one bedroom near to beach

Isla Verde apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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$91

Serenity - Private Caribbean Style Pool Villa

St Thomas East condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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$257

Luxury 2BR Residence –With ocean beachfront view

Nazareth apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$1,037

Ghetty Motorhome

San Juan camper van

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

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Price per night from

$229

Calicaribe--hill top villa with views of Caribbean

Cruz Bay house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Fantastic Villa” Your Review is Pending Please read and confirm your review for Property #284227 below. Review #4627412 Fantastic Villa Our family spent two unforgettable weeks in late July and early august at Calicaribe, celebrating our 50th wedding anniversary, We can't say enough about Calicaribe. We loved the villa -- its layout and tasteful decor. The views of St Thomas, other islands, and Cruz Bay from the property, especially the guest house and the pool area, are breathtaking. Although the heat and humidity were high during the peak hours of each day, temperatures and humidity lowered late in the afternoon so that we could enjoy wine and cheese and the view, including spectacular sunsets, on the patio and dinner on the verandah. Pictures of the property on various websites don't do it justice. Calicaribe is much better than we expected. It is clean and very well maintained. Calicaribe is blessed with an excellent local property manager, Steve Black, who has lived in Cruz Bay for 25 years and is a constructive civic activist. Whenever we needed anything, Steve was prompt in his response. St John is truly paradise. We were fortunate to have a rental jeep to get around the island and to have our daughter and her partner do all the driving. The roads are challenging because the island is very hilly and the roads have very sharp turns, which means that one does not need to worry about exceeding the 20 mph speed limit. Opportunities for snorkeling and scuba diving abound. The beaches (St John has 39 of them) are beautiful. We swam at four of them: Trunk Bay, Little Lameshur Bay, Hawksnest Bay, and Maho Bay. We ate out only three times because my daughter's partner loves to cook, and having dinner on the verandah was a pleasant experience. The Fish Trap and Zozo's are excellent restaurants in Cruz Bay, although the latter may be too expensive for some folks. We highly recommend a sojourn at Calicaribe. You'll get plenty of bang for your bucks.

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Price per night from

$1,141

Quaint Colonial Home in Residential Area

San Juan house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$263

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