Caribbean resort rentals

We found 1,517 resort rentals — enter your dates for availability

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May 2026

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Popular Caribbean destinations on Stayz

Adobe

Punta Cana

Explore Caribbean resort rentals

Image of Private Caribbean Resort – 9 Villas, Ocean Views & Pool

Private Caribbean Resort – 9 Villas, Ocean Views & Pool

Sleeps 50 · 20 bedrooms · 16 bathrooms

Image of Flamingo Beach by Hilton: Oceanfront Resort, Pools & Spacious Studios To Relax!

Premier Host

Flamingo Beach by Hilton: Oceanfront Resort, Pools & Spacious Studios To Relax!

Sleeps 4 · 1 bathroom

Image of Beautiful 3 Bed/2 Bath Ocean view - TripAdvisor winner 2016,2017,2018 and 2019!

Premier Host

Beautiful 3 Bed/2 Bath Ocean view - TripAdvisor winner 2016,2017,2018 and 2019!

Sleeps 8 · 3 bedrooms · 2 bathrooms

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