497 Properties in Caribbean. September 22, 2026 through September 23, 2026

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30th Anniversary Sale: Members save up to 30%

For a limited time, save on select hotels & vacation rentals. Book by October 7.

A restaurant interior with wooden tables and chairs, a green wall with artwork, and a view of the street outside.

A hotel room with a large bed, wooden headboard, and a window with purple curtains.

VIP Access

Hotel Aladino

Santo Domingo

Fully refundable

Reserve now, pay later

9.29.2 out of 10

Wonderfulwonderful

1,003 reviews(1,003 reviews)

$110 nightly

The current price is $141 total

$141 total

Total with taxes and fees

We have 3 left at this price

More information about Hotel Aladino, opens in a new tab

A hotel with multiple solar panel roofs, a swimming pool, and a parking lot.

A modern pool area with a glass-enclosed room, a green lawn, and a colorful geometric wall.

Privada Stays - Private Pools & Colorful-Chic Boutique Hotel - Adults Only

Oranjestad

Pool

9.89.8 out of 10

Exceptionalexceptional

907 reviews(907 reviews)

Sale $71 off

$191 nightly

The current price is $220 total

$220 total

Total with taxes and fees

We have 3 left at this price

More information about Privada Stays - Private Pools & Colorful-Chic Boutique Hotel - Adults Only, opens in a new tab

A pool area with a central fountain, surrounded by palm trees and lounge chairs.

A resort with a large pool, palm trees, and a view of the ocean.

Hyatt Vacation Club at Hacienda del Mar, Dorado

On the beach

Pool
Hot tub

Fully refundable

Reserve now, pay later

9.49.4 out of 10

Exceptionalexceptional

3,995 reviews(3,995 reviews)

$167 nightly

The current price is $226 total

$226 total

Total with taxes and fees

More information about Hyatt Vacation Club at Hacienda del Mar, Dorado, opens in a new tab

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30th Anniversary Sale: Members save up to 30%

Photo gallery for Hotel Aladino

Hotel Aladino

Photo gallery for Privada Stays - Private Pools & Colorful-Chic Boutique Hotel - Adults Only

Privada Stays - Private Pools & Colorful-Chic Boutique Hotel - Adults Only

Photo gallery for Hyatt Vacation Club at Hacienda del Mar, Dorado

Hyatt Vacation Club at Hacienda del Mar, Dorado