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Holiday houses in Cabo San Juan

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Top-rated holiday rentals in Cabo San Juan

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
A private roof deck is highlighted by chaise lounge chairs and umbrellas, with tropical-patterned cushions for added comfort. Lush greenery and coastal views surround the space, all under a clear blue sky. The area provides an inviting setting for relaxation and outdoor enjoyment.
Apartment in Las Croabas
4.89 out of 5 average rating, 101 reviews

Air Conditioned Garden Apt Roof Deck Coastal Views

Comfortable AIR CONDITIONED 1 KING-SIZE BED 1 BATH APT with SUNNY TERRACE + REFRESHING OUTDOOR SHOWER, PRIVATE ROOF DECK + CHAISE LOUNGE CHAIRS + GREAT CARIBBEAN VIEWS. Walk to Seven Seas Beach, Playa Escondida, Bio Bay, El Conquistador Resort & Authentic PR Restaurants. Enjoy walking around our SAFE Seaside Village on Cabo San Juan with scenic views, clean fresh air & paradise weather instead of being cooped up in a condo or hotel where you have to drive everywhere. FREE GATED PRIVATE PARKING.

Guest favourite
An aerial view captures the vibrant coastal landscape featuring a cluster of homes surrounded by lush greenery. The serene expanse of the ocean gleams in the distance, with islands visible on the horizon under a clear sky.
Home in Bo. Las Cabezas, Las Croabas
4.92 out of 5 average rating, 165 reviews

Hidden Lighthouse Pool & Jacuzzi Ocean View in Fajardo

Stay in luxury in this breathtaking property with 8 spacious rooms and 8 private bathrooms covering 3,000 sq. ft. Stunning views of the Caribbean Sea and the islands of Culebra, Vieques, and Palomino. Located near restaurants, bioluminescent bay tours, and the renowned 7Seas Beach, enjoy activities like snorkeling, diving, kayaking, sailing, and fishing. Explore the El Yunque rainforest, just a 20-minute drive away. Don't miss out on the opportunity to experience Caribbean living at its finest!

Guest favourite
A wooden terrace is shown with a stool positioned near the railing. The sun rises above a distant landscape, casting warm light over lush green hills and the ocean. An infinity pool is visible nearby, blending beautifully with the scenic surroundings.
Tiny home in Fajardo
4.98 out of 5 average rating, 328 reviews

Magical! Ocean view Cabana w/ Pool Spa on mountain

This memorable place is anything but ordinary. You will get to enjoy this amazing and super private space surrounded by nature and unbelievable views of the ocean and the city. Fully equipped with everything you will need during your stay to include kitchen, full bath with rain shower, A/C, living space with 55" TV, dinning and sleeping areas, terrace with killer views, and of course the pool spa with infinity view! And many more. All of this while enjoying of a complementary bottle of Wine!

Guest favourite
A serene balcony setting is depicted, featuring a small dining table with two chairs. The table is set with plates and a pitcher, overlooking a scenic view of palm trees and a tranquil sea. The horizon stretches out toward distant islands under a clear blue sky.
Apartment in Cabezas
4.95 out of 5 average rating, 189 reviews

Luxury Ocean Front Studio

Luxurious beachfront apartment to spend a beautiful day. It is located next to the Hotel El Conquistador with an incredible view. With a view to the sea, you can see Palomino Island, Icaco Cay, Island Culebra and Vieques. This apartment is unique, romantic and elegant to have a good time. It has different attractions nearby such as the Yunque, Seven Seas Beach,Snorkel and beach tours, Ferry to Culebra and Vieques. Different areas for night activities such as the Bio Bay in the Croabas.

Top Guest favourite
Condo in Luquillo
4.89 out of 5 average rating, 418 reviews

Beachfront Apt. Ocean-Facing Bed & City Views+Pool

12th floor corner space with Exclusive Bedroom 🛌 facing the ocean and private balcony. Enjoy the best sunrises and sunsets from our location. Direct beach access 🏝️and pool 🏊‍♂️ Breathtaking ocean and city view’s from all areas of the apartment. Fully equipped apartment & scenic walkable destination with restaurants, bar’s, live music & coffee shops. 30 minutes from SJ ✈️ and centric from Culebra & Vieques port 🛥️ Bio Bay 🚣‍♂️ and El Yunque. Laundry on site. Easy to get around 🚶‍♂️🚕

Top Guest favourite
A serene pool area is showcased with a sparkling water surface under a clear blue sky. Several white lounge chairs are positioned near the edge of the pool, providing a view of the lush mountainous landscape and tropical vegetation surrounding the property.
Tiny home in Naguabo
4.99 out of 5 average rating, 187 reviews

Casa Suiza-Private Couple Escape with Heated Pool

Casa Suiza es un retiro de escapadas románticas, sólo para parejas con Piscina Climatizada. Estamos ubicados en la montaña, es muy privado, alejado de la ciudad, a una hora de distancia de San Juan y el Aeropuerto Internacional de Puerto Rico. Recomendamos rentar un vehículo SUV o 4x4 para su tranquilidad, si no está acostumbrado a transitar en la Montaña. Una vez comienzas a subir a la montaña, es por calles con curvas y algunas pendientes empinadas, pero completamente transitables.

Guest favourite
Apartment in Fajardo
4.92 out of 5 average rating, 102 reviews

Dream Bay PR: Romantic Terrace, El Yunque & Ferry

Imagine waking up in a peaceful coastal oasis, enjoying your morning coffee under the sun, and after a day of marine adventures or hiking through the tropical rainforest, relaxing under a star-filled sky. Dream Bay PR is a private retreat designed exclusively for couples, solo travelers, and digital nomads seeking to disconnect in comfort, style, and an unbeatable strategic location in Fajardo. Ideal for couples, nomads (1GB WiFi/desk) & medical tourism (ground floor, near hospital).

Guest favourite
An expansive ocean view is captured, showcasing the vibrant blue water meeting a lush green hillside. Boats can be seen docked at a marina along the shoreline, and a distant land formation is visible against a backdrop of partly cloudy skies.
Apartment in Fajardo
4.93 out of 5 average rating, 140 reviews

Beachfront Modern Apartment w/ Amazing Views

Welcome to Our Property at Dos Marinas I.  Unwind at this oceanfront apartment. A million dollar view to icacos, culebra, Vieques and palomino from the balcony. This Apartment is a place for you to retreat, relax, reset and revive yourself. Located close to four marinas,shops and restaurants. The condo has a Olympic swimming pool, gazebos, basketball and tennis courts. A Fully Equipped bedroom with AC. Wake up to the Ocean breeze and sound. Note: Ac is only in the bedroom.

Guest favourite
Apartment in Fajardo
4.89 out of 5 average rating, 151 reviews

Casita Jardín- 1 Bedroom Garden Casita- Pool

Beautiful Garden View apartment located in a luxurious colorful village. Come enjoy this amazing apartment equipped with all the amenities you need for a fun, relaxing and romantic getaway. De-stress in our village’s pool and hot tub facilities just steps from the villa. Unwind with a good book on our balcony chaise lounge chairs or disconnect into nature in round of golf in El Conquistador’s beautiful golf course amenities. You will never want to leave. *No Pets Allowed*

Guest favourite
Apartment in Fajardo
4.93 out of 5 average rating, 134 reviews

Wake Up to Ocean Views | Pool + Marina Paradise

A tranquil getaway in this stunning apartment with breathtaking ocean views. Step inside to discover modern updates & stylish design. The exclusive 2 suites feature beautiful windows, offering unobstructed view Unwind by the giant pool or enjoy the sunrise from the expansive balcony—perfect spots for relaxation. The fully equipped kitchen with exotic white granite countertops is ideal for whipping up meals. This is the perfect retreat for those seeking luxury & serenity!

Guest favourite
Tiny home in Fajardo
4.94 out of 5 average rating, 273 reviews

Casita Medusa Couples Retreat w/ Hot Tub

Indulge yourself and your partner with a peaceful and intimate getaway. Casita Medusa has been inspired by our passion of finding balance in simplicity. This space aims to provide a memorable and healing experience with a 5 station hot tub and sun-bed under the Caribbean Sun. We're located in Las Croabas the water activity capital of Puerto Rico, home to different beaches, water-taxis to Icacos and Palomino Islands, bio-bay tours, and natural reserves.

Guest favourite
A grassy shoreline is bordered by palm trees, providing shade to the area. A small boat is anchored nearby, with several boats visible on the water. The calm waters reflect the blue sky, scattered with clouds.
Apartment in Fajardo
4.84 out of 5 average rating, 371 reviews

Las Croabas Beach Apartment 1 - Fully Furnished

Fully furnished Beach Apartment, equipped with everything you need for a memorable and comfortable stay. Located in the east region of the island, bordering the Atlantic Ocean, about 35 miles from Luis Muñoz Marín International Airport and 20 minutes from the El Yunque National Forest. Fajardo is a major boating center, with a wide range of sport-diving excursions, charters and rentals available daily.

Popular amenities for Cabo San Juan holiday rentals