Road Town Rentals

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263 Houses

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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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Price per night from

$1,248

Ocean Beach Suites and Villas Bedroom 2

Road Town villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 2

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Price per night from

$401

Ocean Beach Suites and Villas Bedroom 5

Road Town villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$401

Ocean Beach Suites and Villas Bedroom 9

Road Town villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$401

AnaCapri Estate

Road Town villa

  • 4 bedrooms
  • 6 bathrooms
  • sleeps 12

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Price per night from

$655

Ocean Beach Suites and Villas Bedroom 10

Road Town villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$401

Ocean Beach Suites and Villas Bedroom 12

Road Town villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$401

Ocean Beach Suites and Villas Bedroom 3

Road Town villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$401

Ocean Beach Suites and Villas Bedroom 7

Road Town villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$401

Ocean Beach Suites and Villas Bedroom 11

Road Town villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$401

Ocean Beach Suites and Villas Bedroom 6

Road Town villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$401

Ocean Beach Suites and Villas Bedroom 8

Road Town villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$401

Ocean Beach Suites and Villas Bedroom 4

Road Town villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$401

Ocean Beach Suites and Villas Bedroom 1

Road Town villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$401

Catamaran Lagoon 42

Road Town yacht

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 9

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Price per night from

$1,637

Experience BVILOVE at Yonderville Homes

Road Town apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$178

villa jaden #2

Road Town apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$229

Fort Hill's Hidden Secret

Road Town apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$155

Modern 3-bedroom villa with pool

Road Town villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$1,023

Spacious, Sunny, Apartments near Nanny Cay

Road Town apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$194

Great rentals within 20 miles that match your search

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Price per night from

$630

Isla Vista

Cruz Bay villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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Price per night from

$3,432

Caribbean Sugar Apple Retreat

Charlotte Amalie condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$206

Suite 15B - Gallows Point Resort Oceanfront Garden

Cruz Bay condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$567

The Tipsea Turtle

Estate Thomas condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$195

Turtle Nest Villa - Chocolate Hole (2, 3 or 5 bedroom villa)

Virgin Islands National Park villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

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Price per night from

$572

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Price per night from

$1,173

Impeccable, Comfortable 1-Bed Apartment

Chalwell apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$210

Villa Ventosa

Coral Bay villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

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Price per night from

$566

Villa Paradiso Ocean View

Long Bay villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

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Price per night from

$857

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

$377

Beautiful 2015 Saba 50 Catamaran Sail Boat

East End yacht

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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Price per night from

$4,008

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

$682

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

$682

Yacht Catatonic-Crewed All-Inclusive BVI Charters

Charlotte Amalie yacht

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$3,027

Villa Nautilus, East End, St. Thomas

East End condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 5

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Price per night from

$430

Prettyview Villa

Sage Mountain National Park villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$315

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

$2,004

Viewing 38 of 263
rentals in Road Town

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