Where To Stay

WhereToStay.com knows Caribbean villas. Our villa experts live, work and play in the islands and possess personal knowledge of all our Carib...

WhereToStay.com knows Caribbean villas. Our villa experts live, work and play in the islands and possess personal knowledge of all our Caribbean villas on 28 different islands. Call us to speak with one of our Caribbean villa experts today.

Office located in
Boerne, TX, United States
Listed on TripAdvisor since
November 2010
Languages spoken
English
Less Information - More Information +

Rentals from Where To Stay

View larger map

Looking for more?

Search all rentals

Rentals in: Anguilla (8), St. Barts (6), St. Maarten - Saint Martin (3), Petit Cul de Sac (2), Marigot (2), Gustavia (2), Providenciales (2), Terres Basses (2), Grand Case (1), Nail Bay (1), Belmont (1), Pointe Milou (1), Little Whale Cay (1), Lorient (1), South Water Caye (1), Lurin (1), Grace Bay (1), Grande Saline (1), Belize (1), Cabrera (1), Harbour Island (1), Cruz Bay (1), Barbados (1)

Sort by:
1 / 30

Luxury 7 bedroom Bahamas villa. Private Island!

  • 7
  • 14
  • 7 nights min

$14761

Details

1 / 24

Luxury 8 bedroom Anguilla villa. Luxury!

  • 8
  • 16
  • Min stay varies

$2900

Details

1 / 46

Luxury 7 bedroom St. Martin villa. Luxury!

  • 7
  • 14
  • Min stay varies

$4214

Details

1 / 27

Luxury 5 bedroom Anguilla villa. Beachfront - Privacy

  • 5
  • 10
  • Min stay varies

$2900

Details

1 / 39

Luxury 5 bedroom Belize villa.

  • 5
  • 10
  • Min stay varies

$5800

Details

1 / 46

Luxury 10 bedroom Anguilla villa. Luxury!

  • 10
  • 20
  • Min stay varies

$6861

Details

1 / 51

Luxury 7 bedroom St. Martin villa. On beautiful Baie Rouge Beach!

  • 7
  • 14
  • Min stay varies

$4428

Details

1 / 37
1 / 23

Luxury 5 bedroom Virgin Gorda, BVI villa. Private Beach, Chef and Spa/Yoga

  • 5
  • 14
  • Min stay varies

$2858

Details

1 / 9

Luxury 9 bedroom St. Martin villa. Beachfront at Plum Bay Beach!

  • 9
  • 18
  • Min stay varies

$6000

Details

1 / 48

Luxury 6 bedroom St. Martin villa. Contemporary Beachfront with gorgeous

  • 6
  • 12
  • Min stay varies

$2828

Details

1 / 30

Luxury 8 bedroom St. Barts villa. Close to beach, restaurants and shops!

  • 8
  • 22
  • Min stay varies

$2571

Details

1 / 36

Luxury 6 bedroom St. Barts villa. Broad sunset views of Lorient and St. Jean!

  • 6
  • 12
  • Min stay varies

$3142

Details

1 / 33

Luxury 6 bedroom St. Barts villa. Full ocean view!

  • 6
  • 12
  • Min stay varies

$4285

Details

1 / 17

Luxury 7 bedroom Barbados villa. Magnificent views of the ocean!

  • 7
  • 14
  • Min stay varies

$4200

Details

1 / 40
1 / 21
1 / 19

Luxury 5 bedroom Turks and Caicos villa. Luxury Beachfront!

  • 5
  • 10
  • Min stay varies

$4950

Details

1 / 25
1 / 50

Luxury 7 bedroom Belize villa. Private island with attentive and polished

  • 7
  • 18
  • Min stay varies

$14000

Details

1
1 / 34

Luxury 10 bedroom Dominican Republic villa. Beachfront private resort!

  • 10
  • 24
  • Min stay varies

$2900

Details

1 / 57

Luxury 8 bedroom St. Martin villa. A self-contained paradise with every amenity!

  • 8
  • 16
  • Min stay varies

$6142

Details

1 / 39

Luxury 13 bedroom Bahamas villa. Exclusive, All-Inclusive villa on Harbour

  • 13
  • 26
  • Min stay varies

$22857

Details

1 / 26

Luxury 9 bedroom St. John villa. A unique and matchless Caribbean villa

  • 9
  • 22
  • Min stay varies

$5280

Details

1 / 56

Luxury 6 bedroom St. Barts villa. Walk to the beach!

  • 6
  • 12
  • Min stay varies

$6428

Details