Holiday rentals with outdoor seating in Roosevelt Roads

Vistamar- Stunning Ocean views & private pool!

Experience an open, spacious, and breezy retreat with a full-length balcony overlooking Puerto del Rey Marina and the Caribbean islands. Relax by the private pool and enjoy stunning ocean views in a tranquil setting. Minutes from east coast beaches, El Yunque National Forest, and boat trips to Icacos & Culebra. Private 2nd-floor apartment with separate entrance, gated parking, full kitchen, BBQ, washer/dryer, workspace, and everything needed for a comfortable island stay. Long-term stays welcome

Value · Location · Air conditioning

5-Star Private Suite Getaway with Unmatched Views

A perfect getaway in our stunning mountain retreat, nestled in the serenity & heart of El Yunque National Forest. As a 5-star Superhost, we pride ourselves on providing an unforgettable experience for our guests. Breathtaking views for spectacular sunsets, overlooking the sparkling ocean. Our unique location offers a peaceful escape from the hustle of city. We pay attention to every detail to ensure your comfort & satisfaction. Reconnect with nature, unwind in luxury & create lasting memories.

Value · Outdoor spaces · Beach

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!

Value · Location · Indoor spaces

Oceanview Penthouse / Private Rooftop • Near Ferry

Wake up to ocean views and unwind on your private rooftop in Puerto Rico’s beautiful east side — just 8 minutes from the Ceiba ferry to Vieques & Culebra. This spacious 3-bedroom, 2-bath penthouse is located in a gated community with on-site security, 2 free parking spaces, and a private rooftop perfect for sunrise coffee, stargazing, and relaxing after a beach day. Minutes from beaches, Luquillo kiosks, El Yunque, Las Croabas, and some of the best experiences on Puerto Rico’s east coast.

Location · Outdoor spaces · TV

Mountainside Ocean View & Pool Treasure Hunt Ferry

Experience Puerto Rico's rainforest at our mountaintop apartment. Coqui's and owls create a natural background at night. 1 full apartment including garage parking. Full kitchen, full bedroom, living room converts to a queen bed. 18' pool with ocean view 12' gazebo. 3 acres of trails to hike, trampoline, and zip line for children. kayak and beach equipment. transportation to ferry available. Our boat is also available seek a water adventure. very kid friendly - must be ok with dogs.

Outdoor spaces · Location · Access

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.

Location · Value · Bathroom

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.

Value · Outdoor spaces · Beach

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).

Outdoor spaces · Location · Solo travel

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!

Location · Value · View

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!

Location · Bathroom · Indoor spaces

Self Sufficient Tiny House #2 River/Amazing Views

This 10'x16' self sufficient tiny house is a unique space on the mountain with everything you need to relax away from home. The views of the National rain forest and coastline are amazing. The Sonadora creek borders the 7.5 acres backyard and can be accessed through several paths in the property. The small kitchen is fully equipped for your convenience. It is 29 minutes to the Ferry terminal to Vieques/Culebra, 28 minutes to Seven Seas and 41 minutes to El Yunque.

Value · Outdoor spaces · Hospitality

Casa Ceiba 2

Enjoy comfort and convenience at Casa Ceiba, just 15 minutes from the Ferry Terminal and 10 minutes from Ceiba Airport. Located in the heart of Ceiba near rivers, beaches, Marina, supermarket, bakery, restaurants, bars, and a gas station with mini market. Only 2 minutes from Highway PR-53. *Disclaimer:* Due to road construction nearby, traffic is being diverted to our street and may cause some noise. We appreciate your understanding!

Outdoor spaces · Location · Condition