494 Properties in Caribbean Islands. September 10, 2025 through September 11, 2025

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Accessibility

In-room accessibility

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Roll-in shower

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Service animals allowed

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Single-level property

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Porch or lanai

Private bathroom

Blackout curtains

Air conditioning

Top floor

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In-room entertainment

Personal safe

Yard

Fireplace

WiFi

Refrigerator

Coffee/tea maker

Private sauna

Swim-up room

Kitchen or kitchenette

Private pool

Ground floor

Balcony or patio

Iron and board

Microwave

Oven

Dishwasher

Beach access

On the beach

Nothing between you and the sand

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Stays within a 15-minute walk to the beach

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Popular locations

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Eagle Beach

Grace Bay Beach

Cabarete Beach

Playa Dorada

Seven Mile Beach

Flamenco Beach

Luquillo Beach

Condado Beach

Bavaro Beach

Varadero Beach

Sosúa Beach

El Yunque National Forest

Palmas del Mar Beach

Cana Bay Golf Club

Bayahibe Beach

Casa de Campo Marina

Punta Cana Beach

Isla Verde Beach

Dorado Beach

Wyndham Rio Mar Golf Course

Neighborhood

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Oranjestad

Aguadilla

Negril

Paradise Island

Providenciales

Ponce

Palm Beach

Rincon

Santo Domingo (and vicinity)

Montego Bay

St. John

Nassau

Punta Cana

Puerto Plata

Isla Verde

St. Thomas

St. Barthelemy

La Romana

San Juan (and vicinity)

Ocho Rios

Nearby activities

Museums

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Rock or mountain climbing

Spa and wellness

Cycling

Wineries or breweries

Theme parks

Skiing or snowboarding

Winter activities

Enjoy the season with activities like ice skating, snowmobiling, or sledding.

Scuba diving or snorkeling

Zoo or wildlife viewing

Fishing

Horseback riding

Hiking

Shopping

Watersports

Tennis

Casino

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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 modern hotel building with a prominent sign for HOTEL ALADINO, a parking area with several cars, and a restaurant named FRIENDS.

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

VIP Access

Hotel Aladino

Santo Domingo

Bar and lounge

•

Restaurant

•

Valet park included

Bar and lounge, Restaurant, Valet park included

Fully refundable

9.29.2 out of 10

Wonderfulwonderful

1,010 reviews(1,010 reviews)

$27 off

$78 nightly

The current price is $100 total

$100 total

Total with taxes and fees

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-West

Bar and lounge

•

Private plunge

•

Furnished patio

Bar and lounge, Private plunge, Furnished patio

9.89.8 out of 10

Exceptionalexceptional

884 reviews(884 reviews)

$51 off

$289 nightly

The current price is $330 total

$330 total

Total with taxes and fees

We have 5 left at this price

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

A marina with boats docked, a water slide, and buildings with balconies and outdoor seating.

A resort with a water slide, a pool, and lush greenery.

El Conquistador Resort

Fajardo

Fine-dining restaurant

•

Bar and lounge

•

Private beach

Fine-dining restaurant, Bar and lounge, Private beach

Fully refundable

9.09.0 out of 10

Wonderfulwonderful

3,590 reviews(3,590 reviews)

$296 nightly

The current price is $394 total

$394 total

Total with taxes and fees

We have 3 left at this price

More information about El Conquistador Resort, 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 El Conquistador Resort

El Conquistador Resort