Holiday rentals with a pool 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

Beautiful House, 24/7 Security, Gated Community

Sanitized! Beautiful and comfortable residence with Private Pool, Jacuzzi and Grill. 12min from Palmas del Mar that has beach, bars, night life and sea food restaurant. Minutes from Palma Real Mall, Walmart, restaurants, fast food & much more. 45 min to the airport, 50 min to Old San Juan. 20 min from El Malecon de Naguabo which has many Seafood Restaurants, and beach. 30min to the boat terminal to go to Vieques and Culebra, 40 min from Luquillo Kiosk, 35 min from the Croabas You must rent a car

Mountain-to-Ocean Views • Private Luxury Retreat

Luxury Villa | Private Pool, Views & Prime Location Escape to paradise in this elegant 4BR / 2.5BA villa in a gated community, just minutes from El Yunque Rainforest, beaches, Bio Bay, waterfalls, catamaran tours, ATV & dining. 🏝️ Private pool & sun deck with mountain-to-ocean views ⚡ Generator, water reserve, fast Wi-Fi & A/C 🍹 BBQ & dining lounge SUV & Private Chef available upon request (additional fee applies) Where tropical luxury, privacy, and unforgettable experiences come together.

Beautiful Rooftop Getaway | Jacuzzi by Rainforest

We invite you to stay at our home with breathtaking views of Puerto Rico's coastline! - 4 bedrooms with AC, 2.5 bathrooms, BBQ, 3 SmartTVs, fast Wi-Fi, and more - Private Jacuzzi with a stunning view - Generator & water tank available - Access to neighborhood pool, 24/7 security, and just 5 minutes from Luquillo Beach - Close to the rainforest, catamarans, kayaking, snorkeling tours, and more - Private chef and boat tours available - No loud music, parties, or events - We are Airbnb Superhost!

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!

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.

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.

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.

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.

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!

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.

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!