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The Best Caribbean sailing vacations for the best price; No Bad Days Sailing
Road Town yacht
- 4 bedrooms
- 4 bathrooms
- sleeps 10
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$1,251
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$402
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$402
Responds fast! avg. 2 hours 59 minutes
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$492
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$402
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$402
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$402
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$402
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$402
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$402
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$402
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$402
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$402
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$402
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$178
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$150
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$155
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$1,025
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$194
Great rentals within 20 miles that match your search
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$2,009
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$656
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$167
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$947
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$311
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$401
“My happy place” A beautiful and well maintained villa with a breathtaking view of Coral Bay and the Francis Drake channel. Not the hustle and bustle of Cruz Bay but still close to great restaurants in Coral Bay. Separate living and sleeping buildings isa great idea.
Price per night from
$543
“Incredible Getaway” This is a great place to stay when vacationing in St. Thomas. Max is an incredible host and generously shares her home and her knowledge of the islands. Rent a car if you don't like trekking up the hill, but we made it okay without one.
Responds fast! avg. 3 hours 26 minutes
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$161
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$459
Satinwood: private, breezy eco-villa with an amazing View
Coral Bay villa
- 3 bedrooms
- 3 bathrooms
- sleeps 10
Price per night from
$419
“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.
Price per night from
$688
Lidskjalf at Annaberg - Walk to Francis Bay Beach!
Virgin Islands National Park villa
- 3 bedrooms
- 4 bathrooms
- sleeps 6
Price per night from
$502
Westin St John 3BR Private Pool Villa: 2024 Summer, Christmas & New Years Weeks
Cruz Bay villa
- 3 bedrooms
- 3 bathrooms
- sleeps 10
Responds fast! avg. 3 hours 57 minutes
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$1,803
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$459
Mooncottage: Most Romantic St. John Petite Luxury Villa in peaceful Coral Bay
Coral Bay villa
- 2 bedrooms
- 4 bathrooms
- sleeps 4
“We didn't want to leave!” My husband and I stayed at Mooncottage for too short a time in april 2014. We loved it and will hope to go back one day. The layout of the cottage is perfect for a couple. Separate sleeping cottage allows for one to sleep-in undisturbed while the other makes coffee. The island/asian decor is very attractive and the house was fully equipped with everything we needed. But the very best feature is the view which is absolutely to die for. Once there, you will be happy to skip a day at the beach and just bask in the breezy air, taking an occasional dip in the tiny pool, positioned perfectly between the bedroom and the deck. The drive in is pretty hair-raising, but once you get the hang of the very steep and very rough roads (typical in Carol Bay and much of St. John) and the perilously steep driveway, you'll be so glad you made the journey!
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$820