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Holiday houses in Cayo Obispo

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Cayo Obispo

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

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Superhost
The entrance features double doors framed by lush greenery, leading to a cozy living area with soft lighting. A circular woven rug adds texture to the floor, while the inviting seating area is visible beyond, creating a warm and welcoming atmosphere.
Farm stay in Gurabo
4.86 out of 5 average rating, 262 reviews

La Casita @ Hacienda El Infinito

Relaxing unique space with big skies and cozy beds. Looking for an intimate hideaway where you can do nothing absolutely but relax, rebalance and replenish yourself. Just 30 min from SJU airport. This unique space was designed to be home away from home, so you will find all amenities you need to be comfortable and relax. Note - AC added Feb 2025. We have full power generator and water cistern. The hot tub maximum temperature is 85 degrees, if power goes out it will take time to warm up again.

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
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 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, 188 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).

Top Guest favourite
Tiny home in Luquillo
4.96 out of 5 average rating, 113 reviews

Private Rainforest Retreat ~10 min to Playa Azul~

Visiting El Yunque & Bio Bay? 🌺 Koko Kai Cabana is the perfect retreat - right between Luquillo and Fajardo - for exploring the Best of the East Coast 🇵🇷... You'll enjoy quiet, country life in the mountains of Juan Martin. But just 15 mins to Luquillo Beach, 20 to El Yunque or Bio Bay & shopping in Fajardo is only 7 mins down the mountain. We live on site, but the cabana is on the "3rd level" above the pool. It's private and tranquil... and everything is just for you two!

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!

Top Guest favourite
The property is nestled on a hillside, surrounded by lush greenery and tropical plants. The building features a rooftop terrace with sweeping views of the landscape and clouds above, showcasing the natural beauty of the coastal region.
Cottage in Ceiba
4.99 out of 5 average rating, 138 reviews

My Estela

This Airbnb is cozy and warm, with wooden furniture and soft textiles that invite you to relax. The decor is inspiring, with unique details, local artwork, and plants that create a creative atmosphere. The space is relaxing, with a terrace surrounded by a spectacular view of the east coast of PR ideal for families, with a functional kitchen and play areas that make everyone feel at home. In addition, the neighborhood is safe, ensuring a quiet and comfortable stay.

Guest favourite
An outdoor deck area is presented with wooden flooring and surrounded by vertical wooden slats. A therapeutic hot tub is visible, along with a comfortable seating area featuring cushions against the back wall. Potted plants add a touch of greenery to the serene space.
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.

Top Guest favourite
Apartment in Fajardo
4.9 out of 5 average rating, 196 reviews

Luchie's Place Apartment 3

Comfortable apartment located in great part of town. Located in the back yard area of the main residence, along with two other apartments. Completely furnished; includes washing machine, TV, Internet and AC. WE HAVE SOLAR PANELS AND BATERRIES SO POWER OUTAGES DONT AFFECT US! Close to everything! Supermarket, Hospital, Pharmacy, Beach, Bio Bay, Ferry for Culebra/ Vieques and a lot more... all located within minutes (Driving distance)

Popular amenities for Cayo Obispo holiday rentals