Deciding where to stay during a vacation is nearly as important as choosing the destination itself.

In Puerto Rico, your choice could be a parador (small hotel) located in a nature reserve; a luxurious resort with exclusive service; a glamping eco-retreat nestled in a bird sanctuary; a vacation rental near the beach or in the mountains; or a historic hotel in Old San Juan surrounded by restaurants, local shops, and bars.

No matter your style of traveling, Puerto Rico hotels and accommodations offer options to fit your budget and your preferences.

Resorts

If you are into incredible pools, gorgeous beaches, delicious cuisine, and superb service, Puerto Rico has several resorts that will surely exceed your expectations.

You’ll find resorts in a variety of settings, depending on your preference, including oceanfront locations as well as resorts located in more remote, forested locations. Across the island, Puerto Rico has made smart use of its resort facilities in a way that highlights the natural beauty of the island.

The resorts of Puerto Rico offer a variety of swimming pools, nearby beaches, world-class golf courses and spas, and on-site restaurants with exquisite cuisine.

Paradores and Small Inns

For travelers interested in more intimate accommodations that showcase the hospitality and unique culture of the island, there are several types to consider. At these places, you’ll typically find family-owned properties eager to share their love of the island (and delicious food) with guests.

Paradores

In Puerto Rico, there is a network of 13 family-owned hotels located outside the metropolitan area of San Juan known as paradores. These properties highlight the history, gastronomy, and cultural diversity of the island while emphasizing the roots of the boricua hospitality and offering affordable rates.

The paradores offer the value resort-like amenities at a smaller scale and nearby some of the best attractions on the island. It creates the perfect setting for fun-filled family travels, destination weddings, and friendly getaways. 

You can find award-winning paradores on the island, near pristine beaches with excellent and cozy service and top-notch breakfast. You can be close to places like Guánica’s Dry ForestPlayuela beach, the salt flats, and wildlife reserves where you can hike, snorkel, paddleboard, birdwatch, and more. 

Small Inns

For more options that are slightly off-the-beaten-path, consider staying at one of the island’s small inns, which strike a balance between the size and intimacy of the bed and breakfasts with some of the amenities of the paradores. There are several top-rated small inns in Puerto Rico, including beachfront properties in San Juan where you can get away from the crowds and experience true local vibes near the heart of the city. Or, on the west coast, relax comfortably and enjoy the best sunsets on the island in Rincón.

Vacation Rentals

When traveling with family or groups of friends, it is sometimes more convenient to opt for a vacation rental instead of a hotel, resort, or small inn.

This type of accommodation represents an excellent alternative for those who appreciate having more privacy and personal space, as well as conveniences like a fully equipped kitchen.

Puerto Rico has nearly 4,000 vacation rentals, among which are studios, apartments, houses, and villas. According to the popular Airbnb service, the ratings for these accommodations have an average of 4.7 stars (out of 5), so you’re likely to have a positive experience with vacation rentals in Puerto Rico.

Available for rent on the island you will find spacious properties such as a spectacular house in Culebra with a private pool overlooking the sea. Meanwhile, on the west coast, you will also catch unique properties in Cabo Rojo and Rincón to enjoy the best sunsets on the island, in a relaxed and cozy atmosphere.

On the other hand, at the upscale beachfront community of Ocean Park in San Juan, you will discover lodging options such as a spacious house with a private pool located steps from the beach. These accommodations usually include amenities such as high-speed internet, fully-equipped kitchens, TVs, modern decor, and views of beautiful scenery.

Services such as Airbnb, HomeAway, VRBO, and Join a Join are available on the island to find and book the right vacation rental property for your trip.

Bed & Breakfasts

Mi casa es su casa is the motto that motivates the families who manage bed and breakfasts in Puerto Rico.

These properties combine the best parts of a luxury hotel and a private residence for a small number of guests. When you choose to stay at a Puerto Rican bed and breakfast, you can count on a warm welcome and an exquisite breakfast.  

Smaller than a parador or other small inns, these accommodations offer plenty of unique experiences and an unparalleled local perspective. You won’t find huge pools, fancy restaurants or bars on-site, but you’ll be treated like family at a homemade, sit-down breakfast to start each day of your stay.

There are currently 15 family-owned locations to choose from across the island, and no two are the same! For example, you can enjoy nature and disconnect from the fast-paced trends of the city near the famous El Yunque Rainforest or have a taste of the colonial era and its history when you stay at a residence built in 1750 to explore the culture in Old San Juan.

Historic Hotels and Resorts in Puerto Rico

Puerto Rico boasts many historic hotels that maintain the original mystique and essence of the property while seamlessly incorporating modern amenities like fine dining restaurants and relaxing pools.

You can stroll the halls of the oldest convent in Puerto Rico, which was converted into a luxury hotel by a department store tycoon in the 1950s; wake up to an ocean view in what used to be the home of a Spanish artillery captain in the 1700s; or take a swim in the resort pool where jetsetters of the 1950s and ‘60s spent their holiday vacations.

 

A stay at each of these hotels comes with its own unique story:

Hotel El Convento

100 Calle del Cristo, San Juan

In the heart of Old San Juan stands the imposing Hotel El Convento, a former Carmelite convent turned luxury hotel. Commissioned by a wealthy Spanish noblewoman in 1651, this was the first convent on Puerto Rico and was occupied by nuns until 1903.

After several decades empty, the building was acquired by Robert Frederic Woolworth, heir to the Woolworth fortune, who opened the European-style Hotel El Convento in 1962. From there, the hotel was taken over by the government, then passed to a group of local investors. After being closed for two years of renovations, Hotel El Convento reopened in 1997, restored to its original splendor.

Parador Guánica 1929

Km 2.5 Los Veteranos Avenue, PR-3116, Guánica

As the name implies, Parador Guánica 1929 was constructed in the 1920s in the town of Ensenada, located in the municipality of Guánica on the south side of the island. The town isn’t much older than the hotel (1909) and was established by the South Porto Rico Sugar Company to house workers for the nearby sugar cane plantations and processing plant.

The hotel was originally named the American Hotel and featured architecture inspired by Spanish haciendas. Typical guests of the American Hotel were the executives, investors and politicians with stakes in what became the most powerful sugar company in the Caribbean. The current owners maintained the original 1920s architecture while making upgrades to the facilities and adding modern amenities.

Condado Vanderbilt Hotel

1055 Ashford Ave, San Juan

The railroad tycoon Frederick William Vanderbilt commissioned the Condado Vanderbilt Hotel in 1917, when the now-affluent neighborhood of Condado was just a strip of palm tree-lined beach. The Warren & Wetmore architecture firm, famous for developing Grand Central Station in Manhattan and the New York Vanderbilt Hotel, designed the building in classic Spanish Revival style.

Opened in 1919, the hotel’s stunning ocean views and opulent interiors attracted Hollywood and European royalty, including notable guests such as Errol Flynn, Bob Hope, Arthur Rubinstein, President Franklin Roosevelt and his wife Eleanor.

After several decades of name changes and renovations, the hotel closed its doors in the 1990s and was dormant until 2014. Under new management, it has been restored to the Old World sophistication and style that characterized much of its 100-year history.

La Concha A Renaissance Resort

1077 Ashford Ave, San Juan

During the 1950s, Puerto Rico came into its own as a tourism destination and, as a result, modern hotels started to appear — most notably Hotel La Concha a Renaissance Resort in Condado. Designed by architects Osvaldo Toro and Miguel Ferrer, the innovative style of the building is known as Tropical Modernism, which was inspired by nature to create distinctly modern spaces in a tropical context.

One of its most emblematic features is the double curved ceiling of the Perla banquet hall, originally named Club La Concha, which resembles the interior of a conch shell and features enormous glass windows overlooking the Atlantic Ocean. The hotel was inaugurated in 1958, and then reopened in 2007 after a $220 million renovation.

The Gallery Inn

Norzagaray 204, San Juan

In 1961, the artist Jan D’Esopo moved to Puerto Rico looking for inspiration and with the intention of setting up an art studio. On the north side of Old San Juan, on Norzagaray street, she fell in love with a building that was once the home of a Spanish artillery captain back in the 1730s. Parts of the building were in ruins, but the original bones were still intact.

Over the years, she transformed her home into 18 apartments and then The Gallery Inn, an artist alcove in the middle of the Old City where art, music and hospitality collide. Each room of the hotel features original artwork on its wall, sculptures are scattered throughout the property, and every window offers a view of either the ocean or the colorful buildings of Old San Juan.

Meliá Century Hotel

75 Calle Cristina, Ponce

On Plaza Las Delicias in the historic center of Ponce, the Meliá Century Hotel has stood the test of time, expanding and adapting with each passing decade. Built in 1895 by Don Bartolo Meliá, a Spanish merchant, the hotel began with nine rooms. In 1915, the Hotel Meliá expanded capacity to 21 rooms, which were designed in the neoclassical and modern styles by architect Alfredo Wiechers.

In 1940, the hotel added another 26 rooms developed by well-known local architect Francisco Porrata Doria, who added a balconied facade and pillars. A third expansion occurred in 1960, adding another 26 rooms. The hotel underwent its most recent renovation in 2014 when it came under new ownership. Meliá Century Hotel is the only hotel in Puerto Rico that has maintained uninterrupted operation for more than 120 years.

Fairmont El San Juan Hotel

San Juan, Puerto Rico

Nestled in two miles of the award-winning Isla Verde beach, Fairmont El San Juan Hotel is a gem of the 1960’s Puerto Rican hospitality. Designed by legendary architect Morris Lapidus in 1958, the resort became a beacon for tourists and iconic entertainers like Sammy Davis Jr., Nat King Cole, Frank Sinatra, Eddie Fisher, Carol Channing, and Liza Minelli, among other icons of the time. 

A grand chandelier remains as a testament of the era it was built, as the hotel followed a redesign to blend its timeless splendor with modern-tropical elegance.

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