Best Preferred Legend Collection Hotels in the Caribbean

One of four Preferred Hotels & Resorts collections, Preferred Legend properties provide modern... READ MORE
One of four Preferred Hotels & Resorts collections, Preferred Legend properties provide modern digs that are influenced by their surroundings. All Preferred Legend hotels and resorts – there are more than 80 throughout 25 countries – boast top-notch restaurants and full-service spas, alongside stellar personal service and amenities like pools, archery, golf courses and beach access. And because the Legend collection falls underneath the Preferred portfolio, members of the I Prefer Hotel Rewards program can earn points and perks during their stay, such as free nights and welcome amenities upon arrival. You can find several Preferred Legend Collection properties (listed below) on our Best Hotels in the USA, Best Hotels in Europe and Best Hotels in Mexico rankings lists.

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1 star - 5 stars

Amenities

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    Condado Vanderbilt Hotel
    San Juan
    5-star HOTEL CLASS
    TripAdvisor Traveler Rating 4.5 based on 2315 reviewsTripAdvisor (2315)
    Free WiFi

    Named after the Condado district in San Juan, Puerto Rico, and Frederick William Vanderbilt (the hotel's original owner), the Preferred-affiliated Condado Vanderbilt Hotel has welcomed notable guests like Charles Lindberg, Bob Hope and former President Franklin D. Roosevelt since opening its doors in 1919. Featuring Spanish Revival-style architecture, the hotel combines modern amenities – such as multiple pools (including a beautiful infinity pool), a fitness center and a spa – with traditional touches like luggage porter service and tray ceilings in the lobby. Contemporary perks, including C.O. Bigelow toiletries, French press coffee makers, flat-screen smart TVs and 300-thread-count Rivolta Carmignani linens, are also available in the property's 319 accommodations. Plus, the property's daily resort fee covers extras like in-room Wi-Fi access and bottled water. For amenities like 24-hour butler service, a whirlpool tub and multiple balconies, guests can upgrade to a one-, two- or three-bedroom suite. Overall, travelers rave about the Condado Vanderbilt Hotel, citing its superb customer service, central location and picturesque ocean views as highlights. Visitors also praise the food served at Tacos & Tequila, Ola Oceanfront Bistro and 1919 Restaurant, although some caution that meals in all three eateries are pricey. To save some coin, members of the I Prefer Hotel Rewards program can apply reward certificates toward room costs.

    San Juan
    TripAdvisor Traveler Rating 4.5 based on 2315 reviewsTripAdvisor (2315)
    5.0-star Hotel Class
    Great Critic Rating
    Free WiFi
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    Half Moon
    Rose Hall
    5-star HOTEL CLASS
    TripAdvisor Traveler Rating 4.5 based on 2386 reviewsTripAdvisor (2386)
    Free Breakfast
    Free Parking
    Free WiFi

    This Montego Bay, Jamaica, retreat has been welcoming guests to its 400 beachside acres for more than 50 years. Each air-conditioned guest room and suite contains a cable TV, a minibar, a balcony or patio, a coffee maker and complimentary Wi-Fi access. Most accommodations overlook the ocean, but standard rooms and select suites offer pool and garden panoramas. Outside this Preferred Legend outpost's rooms, visitors will find an 18-hole course designed by Robert Trent Jones Sr., as well as tennis and squash courts, a kids area with a playground and supervised activities, a gym and the 68,000-square-foot Fern Tree Spa. Half Moon also caters to animal lovers; travelers enjoy watching recently hatched sea turtles return to the ocean, as well as riding and swimming with horses from the on-site equestrian center. When guests get hungry from a day filled with activities, they can venture to one of Half Moon's three restaurants. The eateries serve everything from modern Jamaican fare to traditional Italian dishes to an array of international favorites. Vacationers love the property's cuisine but warn that meals are pricey. To save some coin, members of the I Prefer Hotel Rewards Program can pay for rooms with reward certificates.

    Rose Hall
    TripAdvisor Traveler Rating 4.5 based on 2386 reviewsTripAdvisor (2386)
    5.0-star Hotel Class
    Great Critic Rating
    Free Breakfast
    Free Parking
    Free WiFi