Road Town Rentals

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249 Houses

Ocean Beach Suites and Villas Bedroom 2

Road Town villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 2

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Price per night from

$400

Ocean Beach Suites and Villas Bedroom 5

Road Town villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$400

Ocean Beach Suites and Villas Bedroom 9

Road Town villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$400

AnaCapri Estate

Road Town villa

  • 4 bedrooms
  • 6 bathrooms
  • sleeps 12

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Price per night from

$653

Ocean Beach Suites and Villas Bedroom 10

Road Town villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$400

Ocean Beach Suites and Villas Bedroom 12

Road Town villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$400

Ocean Beach Suites and Villas Bedroom 3

Road Town villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$400

Ocean Beach Suites and Villas Bedroom 7

Road Town villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$400

Ocean Beach Suites and Villas Bedroom 11

Road Town villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$400

Ocean Beach Suites and Villas Bedroom 6

Road Town villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$400

Ocean Beach Suites and Villas Bedroom 8

Road Town villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Linen provided

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Price per night from

$400

Ocean Beach Suites and Villas Bedroom 4

Road Town villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$400

Ocean Beach Suites and Villas Bedroom 1

Road Town villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$400

Catamaran Lagoon 42

Road Town yacht

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 9

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Price per night from

$1,632

1 Bedroom Vacation Rental

Road Town apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$149

Fort Hill's Hidden Secret

Road Town apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$155

villa jaden #2

Road Town apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$229

Great rentals within 20 miles that match your search

KAYAKS! - POOL! - AND THE BEST BEACH ON TORTOLA! 3 BEDROOM PRIVATE VILLA WITH AC

Sage Mountain National Park villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$376

Beautiful 2015 Saba 50 Catamaran Sail Boat

East End yacht

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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Price per night from

$3,996

The Peter Bay 1BR Honeymoon Suite at St. John

St. John villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$680

Suite 8C - Gallows Point Resort Oceanfront Upper Level

Cruz Bay villa

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

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Price per night from

$680

Yacht Catatonic-Crewed All-Inclusive BVI Charters

Charlotte Amalie yacht

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$3,018

Villa Nautilus, East End, St. Thomas

East End condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 5

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Price per night from

$429

Escape Winter at Westin St. John Resort, USVI

Cruz Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

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Price per night from

$1,998

An Enchanting Caribbean Interlude affordable 4 you

Cruz Bay condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$166

Sailing in the Virgin Islands

Charlotte Amalie yacht

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$942

Spectacular Views Day & Eve in Treetop Apartment

Cruz Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$310

Swogjan's Dragon 7A Carolina

Coral Bay house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Linen provided

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Price per night from

$399

Starfish Studio on Crystal Cove Sapphire Beach

Smith Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$223

Charming luxury villa/ Super views/ Sleeps 2-8

St. John house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

“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.

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Price per night from

$540

Lion's Gate Getaway - Lush tropical setting

East End house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“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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Price per night from

$160

Coconuts: Panoramic ocean views and sunsets

Cruz Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

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Price per night from

$457

Satinwood: private, breezy eco-villa with an amazing View

Coral Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

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Price per night from

$417

Responds fast! avg. 3 hours 57 minutes

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Price per night from

$1,794

Quart-A-Nancy Point, Cooper Island, BVI

Cooper Island house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$457

“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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Price per night from

$816

“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

$159

Bigger Splash, Private Villa-The Baths w/Concierge

The Baths villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Linen provided

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Price per night from

$457

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