Holiday houses in Cayo Obispo

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Top-rated holiday rentals in Cayo Obispo

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
A private pool area is surrounded by lush greenery, offering a tranquil atmosphere. A shaded umbrella provides comfort over a seated area, and a decorative waterfall feature adds a soothing element. The pool has clear water, inviting relaxation under the open sky.
Home in Luquillo
4.92 out of 5 average rating, 212 reviews

Enchanted Pool Beach House

Take it easy at this tropical and peaceful getaway with a private pool where is only for the guest staying at the house. The house is 5 minutes away from many beaches like La Pared Beach, Playa Azul, Costa Azul Beach, Balneario La Monserrate Luquillo and Northeast Ecological Corridor. 10 minutes away from Bioluminescent Bay and Seaven Seas Beach in Fajardo. Also 15 minutes away from El Yunque National Forest in Rio Grande and 5 minutes from Caribbean Cinemas Theater, Shopping mall and Pharmacy.

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 contemporary house is positioned atop a hill, surrounded by lush greenery and palm trees. A winding pathway leads to the entrance, while panoramic ocean views extend in the background, highlighting the beauty of the surrounding landscape.
Home in Ceiba
4.98 out of 5 average rating, 146 reviews

La Casita: Private Heated Pool W/ Ocean Views

Nestled atop a lush hill at the beachfront town of Ceiba, this 2-bedroom house is a haven of luxury & tranquility, offering a spectacular panoramic view of the ocean, the rainforest, mountains & neighboring islands. As you approach the property, a winding driveway bordered by vibrant, blooming flowers leads you to the entrance, setting the tone for the enchanting retreat that awaits. Just a 1-hour drive from SJU's International Airport & half hour ride from El Yunque National Rainforest.

Top Guest favourite
A panoramic view of the ocean highlights varying shades of blue and turquoise water. The coastline is visible in the background, framed by lush green hills under a partly cloudy sky. A boat can be seen cruising through the waters, adding a dynamic element to the serene landscape.
Condo in Fajardo
4.96 out of 5 average rating, 189 reviews

Beachfront Luxury Apartment w/ Amazing Views

Welcome to Ocean Pearl at Dos Marinas I.  Unwind at this luxury oceanfront apartment. A breathtaking view to Icacos, Palomino, Culebra and Vieques. Ocean Pearl is a place for you to retreat, relax, reset and revive yourself. Located close to four marinas,shops and restaurants. Enjoy an Olympic pool, kids’ pool, beach access, Tennis, Pickleball and Basketball courts. The building has a full generator and cistern. Two Fully Equipped bedrooms with AC. Wake up to the Ocean breeze and sound.

Top Guest favourite
A tranquil outdoor pool is seen, featuring a sunbathing area with two sleek lounge chairs. The pool's clear water reflects the bright blue sky with fluffy clouds, while tropical plants enhance the scenic mountainous backdrop.
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
4.93 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
An open living area is visible, featuring a spacious kitchen with modern appliances and a small dining area. A comfortable gray sofa is positioned nearby, with a flat-screen TV mounted on the wall. Large glass doors lead to a balcony, offering expansive views.
Condo in Palmer
4.96 out of 5 average rating, 158 reviews

New luxury Apartment with Ocean view

This unique apartment has a style all its own. Cozy and romantic environment for a couples retreat, family suitable , infants welcomed. Spectacular Ocean and Golf course view and access. Caribbean weather all year around. A 15 minute drive to EL YUNQUE rainforest. Main supermarkets, outlet malls, and great restaurants minutes away. Tourists getaways, like horseback riding, four tracks, bioluminescent kayaking, catamaran rides and small islands tours, all near for booking.

Popular amenities for Cayo Obispo holiday rentals