Best Sheraton Hotels & Resorts in the Caribbean

Travelers were introduced to this brand back in 1937, when the first Sheraton hotel opened in... READ MORE
Travelers were introduced to this brand back in 1937, when the first Sheraton hotel opened in Springfield, Massachusetts, and the Marriott-affiliated chain has been expanding ever since. Now a household name, Sheraton operates more than 440 hotels and resorts in 80-plus countries. The business- and family-friendly chain has acquired a loyal fan base thanks to guaranteed amenities like Paired, the food and wine pairing program available in the properties' lobbies or bars, and the Link@Sheraton, the brand's series of high-tech amenities like work stations and free Wi-Fi access. Meanwhile, families benefit from available babysitting services and child-friendly amenities, not to mention the Kids Stay Free program, which allows younger travelers a complimentary bed at any Sheraton hotel. What's more, members of the Marriott Rewards program can earn and redeem rewards points for free stays and other benefits at any Sheraton property. Sheraton hotels hold numerous spots on our Best Hotels in the USA, Best Hotels in Europe, Best Hotels in Mexico and Best Hotels in Canada rankings; the U.S. News-ranked properties are listed below.

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1 star - 5 stars

Amenities

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    Sheraton Santo Domingo Hotel
    Santo Domingo
    4-star HOTEL CLASS
    TripAdvisor Traveler Rating 4.5 based on 2255 reviewsTripAdvisor (2255)
    Free Parking

    If you're looking for something simple and comfortable for your vacation (not to mention affordable), then the Sheraton Santo Domingo Hotel may be the right fit. The hotel's 245 guest rooms are decorated in neutral color palettes and feature Sheraton Sweet Sleeper beds, flat-screen TVs, minibars and ample work space. Outside the rooms, the hotel boasts a well-equipped fitness center, plus a business center and an outdoor pool. But what stands out about this Sheraton property is its location. The hotel is close to the city's historical Zona Colonial, the financial district and the Don Diego cruise terminal. Not only that, but the hotel is situated across the street from the ocean, which means guests can enjoy water views from upgraded accommodations' floor-to-ceiling windows or balconies. In addition to offering a superb location, guests praise the property's top-notch customer service, with many saying that the staff went out of their way to make their stay special. Others rave about the cuisine served at the internationally focused Cafe Casabe Restaurant, the sushi venue and the pool bistro. However, a few visitors did report minor room issues like malfunctioning air-conditioning units and weak water pressure in their showers. Remember, this property is part of the Marriott hotel family, so Marriott Rewards members can earn or use points while staying here.

    Santo Domingo
    TripAdvisor Traveler Rating 4.5 based on 2255 reviewsTripAdvisor (2255)
    4.0-star Hotel Class
    Good Critic Rating
    Free Parking
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    Sheraton Puerto Rico Hotel & Casino
    San Juan
    4-star HOTEL CLASS
    TripAdvisor Traveler Rating 4 based on 2727 reviewsTripAdvisor (2727)
    Free Breakfast

    Positioned in San Juan, Puerto Rico's Convention Center District, this Sheraton outpost greets working travelers with a fully equipped business center, spacious conference facilities and an easy commute to the Isla Grande Airport. Meanwhile, the property's full-service spa, infinity pool and casino provide a relaxing oasis for leisure travelers (although some recent visitors warned that sun-seekers will be disappointed with the hotel's distance away from the beach). When hunger strikes, head to Choices Urban Bistro for international fare, savor fresh sushi at The District Lounge & Sushi Bar, venture to Texas de Brazil for Brazilian-style steakhouse dishes, enjoy authentic Puerto Rican and Cuban cuisine at Metropol Restaurant or grab a light snack from The Bay Pool Bar & Grille. At the end of the day, you'll rest easy on one of Sheraton's signature beds as you enjoy in-suite entertainment on your 40-inch flat-screen TV. In-room Wi-Fi access is also free thanks to the property's daily resort fee. And because this hotel is part of the Marriott family, Marriott Rewards members can earn or use points here.

    San Juan
    TripAdvisor Traveler Rating 4 based on 2727 reviewsTripAdvisor (2727)
    4.0-star Hotel Class
    Free Breakfast
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    Sheraton Old San Juan Hotel
    San Juan
    4-star HOTEL CLASS
    TripAdvisor Traveler Rating 4 based on 2537 reviewsTripAdvisor (2537)
    Free WiFi

    This Sheraton property offers a prime location in the heart of Puerto Rico's Old San Juan neighborhood. That means travelers can easily walk to many of the area's top sights – including Calle del Cristo and the Castillo de San Cristóbal – and numerous clubs and eateries. What's more, this is a solid option for before or after a cruise, as the city's cruise terminal is just a few blocks away. Accommodations are outfitted in neutral decor and include coffee makers, free Wi-Fi access, flat-screen televisions and the brand's signature bedding. Outside the rooms, visitors can go for a dip in the rooftop swimming pool, soak in the whirlpool, break a sweat in the gym or buckle down and work in the 24-hour business center. The Sheraton Old San Juan also houses Palio Restaurant, which specializes in seafood and Puerto Rican fusion cuisine. Many past guests loved this hotel's friendly staff members and location, citing easy access to top San Juan attractions and the cruise ship terminal. However, some were disappointed that the hotel tacked on an additional service fee to the nightly room rate. Others mentioned malfunctioning room amenities, such as electrical outlets and air-conditioning units, in their reviews. Because this property is part of the Marriott family, Marriott Rewards members can earn or use points here.

    San Juan
    TripAdvisor Traveler Rating 4 based on 2537 reviewsTripAdvisor (2537)
    4.0-star Hotel Class
    Free WiFi