Villa Amor del Mar Costa Rica, Puntarenas Province Bedrooms: 5 Bathrooms: 6 Guests: 12 From: $2132 per night
Chase The Sun Cruz Bay Quarter, Chocolate Hole Bedrooms: 4 Bathrooms: 5 Guests: 8 From: $771 per night
Coconut Walk Grand Cayman, Seven Mile Beach Bedrooms: 7 Bathrooms: 8 Guests: 18 From: $5750 per night
Chateau of Breckenridge Colorado, Breckenridge Bedrooms: 6 Bathrooms: 7 Guests: 16 From: $1697 per night
Hood Park Manor Telluride, Mountain Village Bedrooms: 9 Bathrooms: 10 Guests: 20 From: $3613 per night