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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 G$14,662 GYD 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 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, 113 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.

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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, 242 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!

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Guest favorite
Condo in Machos
4.89 out of 5 average rating, 233 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.

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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, 198 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.

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Top guest favorite
The living and dining area features a modern design with a comfortable gray sofa and a clear glass dining table set for six. Natural light floods the space through large glass doors that open to a balcony with ocean views. Barstools line the counter overlooking the beach.
Condo
4.97 out of 5 average rating, 142 reviews

Beachfront 2BR/1BA Ocean View Playa Azul Luquillo

SPECTACULAR!!! Cond. Playa Azul 1 BEACH FRONT, 6 GUESTCapacity, 2 BEDROOMS, 1 BATHROOM, 3 BEDS, BALCONY WITH OCEAN VIEW!! The Condo is around 35 minutes from the Airport (SJU), Uber or Taxi ride.. Right on the beach, Steps from the Sand. Ocean Front, with wi-fi, Pool, Recreational area for children, Basketball court, and FREE Parking. Totally Remodeled!! Address: 1 Condominio Playa Azul Torre 1, Luquillo Puerto Rico 00773. Relax with the whole family at this peaceful place to stay!

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Guest favorite
A serene outdoor space features two swimming pools surrounded by lush palm trees and well-kept landscaping. The ocean is visible in the background, with gentle waves lapping at the shore under a clear blue sky.
Condo in Humacao
4.95 out of 5 average rating, 241 reviews

Luxury Beach Front Condo Balcony Pool and Jacuzzi

Spacious condo with a king bed and two queen beds! Everything you could want in an apartment with views of the pool including the beach, golf courses, and the forest. The amenities speak for themselves in a peaceful and well-maintained location at Palmas Del Mar. Perfect location to enjoy Tennis, beautiful beaches, local restaurants. Includes a fully stocked kitchen to cook and 24-hour check-in. Monopoly, Jenga, Netflix, Beach Cooler, Beach Board Please check out my reviews on Airbnb!

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Top guest favorite
A panoramic view showcases the vibrant turquoise waters of the ocean, bordered by lush green hills. The marina is visible in the foreground with boats docked, while gentle waves and a clear sky complete the tranquil coastal scene.
Condo in Fajardo
4.97 out of 5 average rating, 143 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.

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Guest favorite
A spacious bedroom is equipped with a King Size bed featuring a soft white bedspread. Large glass doors provide access to a balcony with ocean views. A ceiling fan hangs overhead, and a wall-mounted TV is positioned for easy viewing. Decorative plants and artwork enhance the room's ambiance.
Condo in Luquillo
5.0 out of 5 average rating, 107 reviews

Beachfront: Central A/C-Ocean & River Views+Pool

Water utility available ✅ 12th floor corner open concept with central A/C and overlooking ocean King Size Bed 🛌 perfect to relax and unwind. Fully equipped apartment with direct beach access 🏝️ and pool 🏊. Stunning ocean and palm river views. Scenic walkable area full of restaurants, groceries, bar’s and coffee shops within minutes walking. 30 minutes from San Juan ✈️, 10 minutes from Bio Bay🚣‍♂️ and El Yunque and 15 minutes to Culebra and Vieques port 🛥️ Laundry on site.

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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, 161 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.

ValueFamilyComfort

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, 269 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.

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Guest favorite
An aerial view captures two contemporary high-rise buildings situated beside a vibrant marina, surrounded by lush greenery and tranquil waters. The Olympic-size swimming pool is visible near the base of the buildings, while the picturesque landscape features a backdrop of hills under a bright blue sky with scattered clouds.
Condo in Fajardo
4.94 out of 5 average rating, 400 reviews

Our slice of paradise

Spacious studio apartment, located on the 22nd floor with stunning views of the East Coast Icacos and Palomino Islands. Unit has cooktop, microwave, and full size refrigerator. Kitchen is also equipped with utensils, crockery and cutlery. The complex has a laundry area on ground floor with washer and dryer for a small fee. It also has a swimming pool, tennis court, basket ball court and 24/7 security. It’s the perfect place to enjoy the breeze and relax.

ValueFamilyWifi

Top guest favorite
A tranquil pool is framed by wooden decking, offering clear views of the ocean and surrounding greenery. Sun loungers are positioned along the edge, inviting relaxation. The horizon showcases a blend of blue skies and distant clouds.
Condo in Río Grande
4.99 out of 5 average rating, 182 reviews

Ocean View/Mountain Setting 3 - Owners Suite

This is Ocean View/Mountain setting 3, the Owners Suite. A fully functioning 600 square foot Villa with full kitchen featuring stainless steel appliances, concrete counter tops, porcelain tile floors, a large walk in shower with Rain showerhead, a 4-poster teak queen size bed with luxury pillowtop mattress, walk in closet. A large balcony featuring sweeping ocean front view, fronts this gorgeous Villa. Located near the pool, garden & outdoor features.

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Popular amenities for Roosevelt Roads condo rentals

When is the best time to visit Roosevelt Roads?

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Avg. priceG$25,554 GYDG$28,277 GYDG$25,554 GYDG$28,277 GYDG$28,067 GYDG$26,601 GYDG$28,067 GYDG$27,230 GYDG$25,973 GYDG$24,926 GYDG$25,763 GYDG$28,277 GYD
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