Dragon Cay panorama

Middle Caicos rentals with pool

We found 1 rentals with pool — enter your dates for availability

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Flexible dates

March 2026

13

April 2026

Explore Middle Caicos rentals with pools

Image of Stunning views of Dragon Cay on Middle Caicos with your own private pool!

Premier Host

Stunning views of Dragon Cay on Middle Caicos with your own private pool!

3 bedrooms · 2 bathrooms

Image of Private Beachfront Luxury Estate with Infinity Pool & Concierge incl – Sleeps 16

Premier Host

Private Beachfront Luxury Estate with Infinity Pool & Concierge incl – Sleeps 16

6 bedrooms · 4.5 bathrooms

Image of Villa Belvedere: A Luxurious and Private Oceanfront Retreat in North Caicos

Villa Belvedere: A Luxurious and Private Oceanfront Retreat in North Caicos

3 bedrooms · 3.5 bathrooms

Image of Colibri Oasis 3-BR Villa in wonderful Grace Bay with Pool steps from your door!

Colibri Oasis 3-BR Villa in wonderful Grace Bay with Pool steps from your door!

3 bedrooms · 2 bathrooms

Image of Cottage 5 - Charming Secluded Cottage, Large pool, Tennis, Private Community

Cottage 5 - Charming Secluded Cottage, Large pool, Tennis, Private Community

Sleeps 4 · 1 bedroom · 1 bathroom

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