Condo vacation rentals in Roosevelt Roads

Find and book unique condos on Airbnb

Quick stats about condo rentals in Roosevelt Roads

  • Total vacation rentals

    Explore 20 vacation rentals in Roosevelt Roads

  • Nightly prices starting at

    Roosevelt Roads vacation rentals start at $70 per night before taxes and fees

  • Verified guest reviews

    Over 1,580 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space & kid-friendly amenities

  • Vacation rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Roosevelt Roads vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Roosevelt Roads rentals

  • 4.9 Average rating

    Roosevelt Roads stays are highly rated by guests—averaging 4.9 out of 5!

Top-rated condo rentals in Roosevelt Roads

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

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Guest favorite
A spacious living area features large glass doors that invite natural light and provide views of palm trees outside. A sectional sofa is paired with accent chairs and a geometric coffee table, while a wall art piece adds subtle visual interest.
Condo in Río Grande
4.95 out of 5 average rating, 103 reviews

Pristine 4 bdrm (all private) steps to beach/golf

Indulge in a breathtaking getaway nestled in the plush private golf/spa resort, Hyatt Regency Grand Reserve. The only resort in PR to host the Puerto Rico Open. This exquisite 4-bedroom (all bedrooms are private), 3 1/2 bath villa boasts scenic views of the lush El Yunque rainforest, a turquoise sea, 2 Tom Kite golf courses & a private pool. Gated, resort-style villas in Rio Grande, just 25 minutes from the SJU airport, 10 minutes from the El Yunque rain forest, and 35 minutes from San Juan.

Top guest favorite
A modern living area features a black leather sofa, a circular coffee table, and a woven area rug. Natural light floods the space through large glass doors, leading to a balcony. A TV and workspace are also visible, complementing the contemporary design.
Condo in Machos
4.93 out of 5 average rating, 115 reviews

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.

Top guest favorite
An outdoor pool area is illuminated under a twilight sky, featuring a spacious pool and a separate hot tub. Stylish stone walls provide privacy, while the serene water reflects the evening light. Comfortable lounge areas are present, enhancing the inviting outdoor atmosphere.
Condo in Luquillo
4.98 out of 5 average rating, 111 reviews

Oceanview Escape

3 bedroom 2.5 bathroom spacious condo. Master suite has private bathroom, 55 inch TV and direct access to balcony. Kitchen is fully equipped. Bright and airy space. 2 car indoor garage. 30 to 35 minutes from the airport. El Yunque rainforest is 15 minutes away. Near Fajardo and Rio Grande. Close to Ceiba for ferry to Culebra and Vieques islands. The Kiosks, beaches, Walmart and supermarket all within 10 minutes of condo by car. Beach chairs, beach towels, umbrella and cooler in the garage.

Top guest favorite
An open rooftop terrace is presented, featuring a modular outdoor couch in neutral tones and a glass dining table surrounded by four black wicker chairs. A stylish area rug anchors the space, enhanced by plants and an awning that provides shade.
Condo in Ceiba, Fajardo
4.97 out of 5 average rating, 244 reviews

Private Rooftop|Ferry&Marina|Airport| Power Backup

This amazing 2-story Penthouse offers breathtaking views of Culebra and Vieques Islands. With 3 bedrooms, 2 bathrooms, a rooftop terrace, and the exclusive distinction of being the only property in the community with a reliable power backup system, it provides all the comforts and conveniences you need. Located near Marina Puerto del Rey, Ceiba Airport, and the Ceiba Ferry Terminal; it definitely offers easy access to a variety of exciting activities. Create unforgettable family memories!

Guest favorite
Condo in Machos
4.89 out of 5 average rating, 235 reviews

Oceanview VistaBahía Penthouse Beach/Marina/Ferry

Enjoy your island escape at Vista Bahía Penthouse in Costa Esmeralda, Ceiba. Relax away from the hustle while staying just 3–5 minutes from the marina, beaches, restaurants, and shopping. The condo features 3 air-conditioned bedrooms and a fully equipped kitchen. Wake up to beautiful sunrises and unwind on the private rooftop with panoramic ocean views. At night, guests love watching the incredible star-filled sky. Perfect for relaxing, stargazing, and enjoying the peaceful island breeze.

Superhost
A spacious balcony is furnished with a comfortable seating area and a glass-top coffee table. Lush greenery and swaying palm trees frame a stunning view of the beach and ocean waves, creating a serene outdoor space for relaxation.
Condo in Río Grande
4.9 out of 5 average rating, 200 reviews

Oceanfront Luxury @ Wyndham Rio Mar Resort

Have you ever wanted to own a beach? Escape to the Caribbean by renting this newly renovated, 3 bedroom/3 full bathroom tropical beachfront villa with a fully equipped kitchen, at Wyndham Grand Rio Mar Beach Resort & Spa. This lush, 500 acre paradise, has numerous on site amenities including: several pools*, a mile long secluded beach, 10 restaurants/ lounges, two 18-hole golf courses**, 13 tennis courts, fitness center, spa, salon, casino & water sport rentals. 35 minutes from San Juan!

Top guest favorite
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, 199 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 favorite
Condo in Fajardo
4.97 out of 5 average rating, 145 reviews

Fajardo PR Modern Oceanfront Condo Million $ Views

Case del Encanto is a beautiful oceanfront condo that offers quiet comfort, modern amenities, and unrivaled panoramic views of the Atlantic Ocean, El Yunque, and the islands of Icacos, Palominos, Culebra & Vieques. Make this oasis your destination for rainbows, manatees and turtles, soothing tropical breezes, and glorious sunrises/sunsets. Our goal is to create a tropical getaway for sophisticated adults living their best lives enjoying the beauty, nature, and culture of Puerto Rico.

Guest favorite
A serene shared pool area is showcased, featuring a clear blue swimming pool complemented by a connected hot tub. The surrounding stone deck is adorned with palm plants, and distant green hills can be seen against a backdrop of partly cloudy skies.
Condo in Pitahaya
4.81 out of 5 average rating, 140 reviews

Ocean Plaza Haven | 3BR Stay w/ Views in Luquillo

Welcome to our Ocean Haven nestled amidst the lush greenery of the El Yunque Rainforest, where the natural beauty of the island converges with the serenity of the pristine shores of Luquillo Beach. Our property offers a fusion of nature, culture, and adventure. With 3 bedrooms and 2 1/2 bath, ensuring the utmost comfort for families, friends, and couples. The interiors are thoughtfully designed, offering modern amenities while seamlessly blending with the natural surroundings.

Guest favorite
Condo in Fajardo
4.95 out of 5 average rating, 129 reviews

Villa @ Marina; Near Beach/Easy Access to Islands

You'll love our Villa in Fajardo, Puerto Rico. Minutes away from El Yunque Rain Forest, Fajardo and Luquillo Beaches, top restaurants and most importantly, with easy access to Palomino Island, Icacos Island and the world-famous Flamenco Beach located in Culebra Island. The Villa is located in a gated, clean, safe and quiet community, great for couples and families. Villa Marina has great amenities as well! ***Solar panels, Tesla Powerwall Battery, and Water Tank installed***

Guest favorite
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, 162 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.

Top guest favorite
A bright living area features large glass doors that open to a balcony overlooking the marina. Colorful artwork adorns the walls, and a light-colored sofa provides a comfortable seating option. The room benefits from natural light, creating a welcoming ambiance.
Condo in Fajardo
4.96 out of 5 average rating, 273 reviews

Ocean View Luxury Condo

My wife and I took great time to remodel our apt considering that we were sold on the High floor ocean view, the moonlight view at night, overlooking the marina, and beautiful mountains overlapping the ocean.Our balcony, off course, is our favorite location, where we hear the sound of the waves, the boats in and out of the marina,the manaties on the water, and the breathtaking winds on both sides of your apt.The apt is very romantic and family oriented at the same time.

Popular amenities for Roosevelt Roads condo rentals

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