Smith Bay Vacation Rentals, Houses & More


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Great rentals within 20 miles that match your search

1 / 15

Oceanfront w/ Pool - Three Palms Villa

  • 5
  • 11
  • Min stay varies

$425

Details

1 / 35

Romantic and Affordable! 1BR Cottage w/Pool & View

  • 1
  • 4
  • 5 nights min

$224

Details

1 / 14

On the Water's Edge in the Heart of Road Town

  • 1
  • 5
  • 2 nights min

$144

Details

1 / 20

Hakuna Matata: High-End Island Living!

  • 4
  • 8
  • 7 nights min

$1376

Details

1 / 24

Reefside Villa: Large 5 Bedroom with Full AC and Private Beach!

  • 5
  • 10
  • Min stay varies

$1135

Details

1 / 30

Petit Tre'sor: Best Value in Caribbean

  • 1
  • 5
  • 5 nights min

$168

Details

1 / 14

Falcon's Nest

  • 6
  • 12
  • Min stay varies

$7939

Details

1 / 17

Crystal Seaview: Incredible Caribbean Vistas!

  • 5
  • 10
  • 5 nights min

$738

Details

1 / 32

Ananda - Ideal for Couples and Families, Beautiful Pool and Beach

  • 2
  • 4
  • Min stay varies

$348

Details

1 / 16

Las Brisas Caribe

  • 4
  • 8
  • Min stay varies

$894

Details

1 / 13

Sopra Mare - Ocean Front Chocolate Hole

  • 2
  • 4
  • 7 nights min

$355

Details

1 / 32

"Sunrise Sapphire" Sapphire Beach Condo

  • 1
  • 2
  • 2 nights min

$228

Details

1 / 28

Stunning Newly Renovated 1BR Beachfront Condo

  • 1
  • 4
  • Min stay varies

$180

Details

1 / 17

Villa Monticello - Ocean Sunset View - New Listing

  • 3
  • 8
  • Min stay varies

$300

Details

1 / 19

Casa Azure, Check out our video tour!! Waterfront!

  • 3
  • 10
  • Min stay varies

$526

Details

1 / 33

Jacobs' Apt.& Nature Trail

  • 2
  • 4
  • 3 nights min

$211

Details

1 / 11

Westin St John 3BR PoolVilla: Summer, Xmas & NewYrs

  • 3
  • 10
  • 7 nights min

$714

Details

1 / 23

Secluded Getaway with Breathtaking Views

  • 2
  • 4
  • Min stay varies

$318

Details

1 / 30

Pelican Way Villas: Jasmine Rose

  • 3
  • 6
  • 4 nights min

$496

Details

1 / 24

Point Pleasant - USVI - Villa East - Best Location

  • Studio
  • 4
  • Min stay varies

$115

Details

1 / 20

The Westin Resort St. John, US Virgin Islands

  • 3
  • 10
  • 7 nights min

$603

Details

1 / 16

Private Harbor View Villa with Large Swimming Pool

  • 5
  • 12
  • Min stay varies

$695

Details

1 / 20

Island Sun: Amazing North Shore and BVI Views!

  • 4
  • 8
  • 5 nights min

$979

Details

1 / 24

Happy Our-Exceptional Views / Perfect Location / Great Rates

  • 3
  • 6
  • Min stay varies

$241

Details

1 / 4

Blue Marlin villa

  • 1
  • 2
  • Min stay varies

$149

Details

1 / 24

Romantic Cottage Special $200 Night now till Dec.20, Hot Tub, King Bed, A/C.WiFi

  • 1
  • 2
  • Min stay varies

$199

Details

1 / 18

Westin St.John Villa Rentals

  • 3
  • 10
  • 7 nights min

$695

Details

1 / 22

St John Oceanfront Siempre Azul Honeymoon Delight

  • 1
  • 2
  • 5 nights min

$298

Details

1 / 39

Affordable Coral Bay rental with Pool for couples or Families

  • 1
  • 4
  • 5 nights min

$219

Details

1 / 7

Yacht Catatonic-Crewed All-Inclusive BVI Charters

  • 3
  • 6
  • 7 nights min

$1985

Details

1 / 23

Villa stomach

  • 3
  • 6
  • Min stay varies

$525

Details

1 / 14

1 Bedroom Sapphire Beach Condominium

  • 1
  • 4
  • Min stay varies

$226

Details

1 / 35

2 Beachfront Condos Sapphire Beach Resort & Marina St. Thomas USVI

  • 1
  • 4
  • Min stay varies

$150

Details

1 / 34

2 Beachfront Condos Sapphire Beach Resort & Marina St. Thomas

  • 1
  • 4
  • Min stay varies

$150

Details

1 / 19
1 / 18

Sapphire Sanctuary By the Sea

  • 1
  • 4
  • 3 nights min

$155

Details

1 / 32

Save15% Sapphire Beach Amazing Beachfront 2 floor Condo

  • 1
  • 6
  • Min stay varies

$250

Details

1 / 23

Luxury Beachfront Penthouse Duple Condo

  • 1
  • 7
  • 7 nights min

$714

Details

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