Caribbean houses

We found 35,489 houses — enter your dates for availability

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October 2025

November 2025

Popular Caribbean destinations on Bookabach

Explore Caribbean house rentals

Premier Host

Spectacular BEACHFRONT luxury Villa with private pool, Jacuzzi chef, full staff

Sleeps 24 · 11 bedrooms · 12+ bathrooms

Premier Host

Magen's Bay Luxury Beachfront Villa/ 20% Off the Week of 11/8/25 -11/15/25

Sleeps 24 · 8 bedrooms · 9+ bathrooms

Premier Host

Beautiful Private 10 Bedroom Beachfront Villa with hotel amenities

Sleeps 32 · 10 bedrooms · 10+ bathrooms

Premier Host

Private Island Luxury Beachfront Estate with Pool, & Free Concierge!

Sleeps 16 · 6 bedrooms · 4+ bathrooms

Find spaces that suit your style

House

Condo/Apartment

Holiday Rental options in Caribbean

Family-friendly holiday rentals in Caribbean

Pet-friendly holiday rentals in Caribbean

Monthly rentals in Caribbean

Holiday rentals with spa pool in Caribbean

Ski holiday rentals in Caribbean

Holiday rentals with pool in Caribbean

Beach holiday rentals in Caribbean

Mountain holiday rentals in Caribbean

Oceanfront holiday rentals in Caribbean

Lake holiday rentals in Caribbean

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Popular Caribbean destinations on Bookabach

St. John

St. Thomas

San Juan (and vicinity)

Providenciales

William's Town

George Town

Explore Caribbean house rentals

Spectacular BEACHFRONT luxury Villa with private pool, Jacuzzi chef, full staff

Magen's Bay Luxury Beachfront Villa/ 20% Off the Week of 11/8/25 -11/15/25

Beautiful Private 10 Bedroom Beachfront Villa with hotel amenities

Great House Villa

Private Island Luxury Beachfront Estate with Pool, & Free Concierge!

The Palms Punta Cana Villa

Find spaces that suit your style

Holiday Rental options in Caribbean