Top Guest Houses in Caribbean in 2025

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Top Cities in Caribbean

Willemstad which includes swimming, a sandy beach and rugged coastline

Featured Guest Houses in Caribbean

"It’s a great hotel for the price! Very accessible to San Juan and a lot of restaurants nearby. "

includes taxes & fees

18 Aug - 19 Aug

Enter a charming home with a decorative gate and elevated porch, complete with a ceiling fan and potted plant.

"Great place and location to stay near the airport. "

includes taxes & fees

5 Aug - 6 Aug

Enjoy refreshments on the balcony with a view, featuring a table and a potted plant.

"Beautiful stay- wonderful staff. "

includes taxes & fees

30 Jul - 31 Jul

Relax in a serene space with a sofa, circular mirror, and potted plant.

"Good place to stay, very clean and good location "

includes taxes & fees

28 Jul - 29 Jul

Relax by the resort pool surrounded by palm trees and a picturesque view.

"Second time staying at the property and it was lovely."

Enjoy the dynamic water feature and expansive outdoor views from the pool area.

"The Dream Inn was a great place to stay. Close to the airport, and in walking distance to the beach and several dining options. The staff was very accommodating. The Inn had a zen vibe, was very clean and quiet and had a lovely pool/outdoor area for lounging. We had a wonderful stay and would highly recommend!"

includes taxes & fees

27 Jul - 28 Jul

Relax in a serene outdoor space with a hanging chair, wooden chairs, and a potted plant.

"Small boutique inn. Our room was spacious and had enough room for the 3 of us. Beds were comfortable and staff was helpful and friendly. Located close to shops, restaurants and the beach. They also had a separate parking lot where I could leave my rental car. Would definitely stay here again, next time I visit PR."

includes taxes & fees

20 Aug - 21 Aug

Waterfront area with balconies and lush greenery, offering scenic views and outdoor seating.

"Small nice place to stay close to everything "

Escape to a serene beach setting with clear waters and gentle waves, perfect for relaxation and outdoor activities.

"Such a pretty area and the guesthouse was perfect for our visit. Beautiful beach right by and all staff very friendly "

includes taxes & fees

31 Jul - 1 Aug

Relax by the serene pool surrounded by lush greenery and a Buddha statue.

"The hotel is in a great area, just a few minutes walk to the beach or restaurants."

includes taxes & fees

28 Jul - 29 Jul

Relax by the pool with a glass of champagne in hand.

"The view was awesome and the staff was wonderful "

includes taxes & fees

30 Jul - 31 Jul

Welcome to Entra, where a sleek entrance sets the tone for a stylish stay.

"Perfect homey vibe. Was a last minute stay for us but definitely would stay again "

includes taxes & fees

13 Aug - 14 Aug

Cozy retreat with a small table and two chairs, a decorative globe, and a bathtub.

"Great stay"

includes taxes & fees

28 Jul - 29 Jul

Relax by the pool surrounded by lounge chairs and a central balcony offering a view of the interior.

"Design, brightness and cleanliness were appreciated "

includes taxes & fees

26 Jul - 27 Jul

Enjoy a romantic dinner for two amidst lush greenery and serene surroundings.

"Super cute, perfect for a 1-2 night stay to explore El Yunque during the day, and head to Luquillo for a sunset stroll on the beach and dinner!"

includes taxes & fees

26 Jul - 27 Jul

Stunning beachfront views of the ocean and palm trees.

"Peaceful place"

includes taxes & fees

6 Aug - 7 Aug

Guests can relax on the beach with lounge chairs and umbrellas, enjoying the hotel's beachfront location.

"Excellence experience and the spot is amazing!"

includes taxes & fees

25 Aug - 26 Aug

Enjoy a serene beach experience with access to the calm waters and a picturesque pier.

"Excellent location, very good service."

Secure gated community with two entrances and a building in the background.

"The property is gated, clean and secure. The rooms are well appointed, and supported by polite and personal support staff. There is also 24/7 security surveillance."

includes taxes & fees

22 Aug - 23 Aug