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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$14,644 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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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
4.94 out of 5 average rating, 110 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
Condo in Luquillo
4.89 out of 5 average rating, 428 reviews

Beachfront Apt. Ocean-Facing Bed & City Views+Pool

12th floor corner space with Exclusive Bedroom 🛌 facing the ocean and private balcony. Enjoy the best sunrises and sunsets from our location. Direct beach access 🏝️and pool 🏊‍♂️ Breathtaking ocean and city view’s from all areas of the apartment. Fully equipped apartment & scenic walkable destination with restaurants, bar’s, live music & coffee shops. 30 minutes from SJ ✈️ and centric from Culebra & Vieques port 🛥️ Bio Bay 🚣‍♂️ and El Yunque. Laundry on site. Easy to get around 🚶‍♂️🚕

Guest favorite
A balcony setting features two woven chairs facing a small round table. A potted plant adds a natural touch. Beyond the railing, expansive views of the ocean and the landscape below are visible, showcasing lush greenery and distant coastal development.
Condo in Mameyes II
4.92 out of 5 average rating, 344 reviews

Ocean view El Yunque above Wyndham Rio Mar

Come enjoy your private tropical oasis by the sea with breathtaking views. Relax on the balcony with oceanviews of the East Coast of Puerto Rico. Enjoy your comfortable stay a top of a mountain adjacent to El Yunque. Luquillo Beach and El Yunque are both very closeby within a few miles. Ziplining/Carabali/Rainforest/River/Kioskos are all closeby. Please feel free to reach out to inquire. I am happy to provide information and ideas for your adventure! Sectional is an open up couch.

Guest favorite
Condo in Machos
4.89 out of 5 average rating, 230 reviews

Oceanview Bay View 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.

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, 195 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.

Guest favorite
The image captures a tranquil coastal scene featuring a marina filled with boats moored along a dock. Lush green hills rise in the background, with a cluster of buildings nestled atop. The clear blue waters reflect the sky, creating a serene atmosphere.
Condo in Fajardo
4.83 out of 5 average rating, 158 reviews

Oceanfront Relaxation | High-Floor w/ Views & Pool

Wake up to stunning Caribbean sunrises and fall asleep to the gentle sound of ocean waves at this oceanfront escape in Fajardo. Located in a quiet, gated community with a pool and free Wi-Fi, this 1-bedroom condo features a queen bed, sofa bed, full bathroom, and panoramic ocean views. You're just minutes from El Yunque, island ferries, fresh seafood, and local shops. Whether you’re seeking adventure or pure relaxation, your perfect getaway starts here—book now and experience paradise!

Top 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, 237 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!

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, 159 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.

Guest favorite
A bright and spacious living area features a comfortable sofa, a flat-screen television, and a dining table surrounded by modern chairs. Natural light streams through large windows, highlighting the minimalist decor and vibrant accents such as plants and a textured area rug.
Condo in Luquillo
4.82 out of 5 average rating, 157 reviews

Your Haven at the Beach

Discover your temporary home by the sea! This charming and well-decorated 1-bedroom apartment offers you an unforgettable stay with all the necessary amenities to enjoy the beach and its surroundings. Located in front of the beach, this apartment offers you the opportunity to enjoy nature and the tranquility of the surroundings. Also, you are within walking distance of El Yunque and close to the best restaurants and attractions that Luquillo and Puerto Rico have to offer.

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, 265 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.

Top 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, 397 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.

Guest favorite
A serene ocean view is captured, featuring a soft, colorful sky at sunset. Gentle waves lap at the shore, while palm trees sway in a lush green area dotted with red canopies, creating inviting spots for relaxation.
Condo in Fajardo
4.94 out of 5 average rating, 154 reviews

The Rising Sun - Private Island Getaway

Wake up in paradise! Enjoy your morning coffee on the balcony with a spectacular view. This apartment is located on a private island, 5 minutes off the coast of Fajardo, reached via ferry which is included. Fully equipped complex with 2 pools, basketball court, volleyball court, tennis court, picnic areas and laundry. Get ready to enjoy breath taking sunrises and sunsets from the large balcony!

Popular amenities for Roosevelt Roads condo rentals

When is the best time to visit Roosevelt Roads?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$25,522 GYDG$28,241 GYDG$25,522 GYDG$29,287 GYDG$29,078 GYDG$26,149 GYDG$28,032 GYDG$27,195 GYDG$25,940 GYDG$24,894 GYDG$25,731 GYDG$28,241 GYD
Avg. temp25°C25°C26°C27°C28°C28°C28°C29°C29°C28°C27°C26°C
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