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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$14,638 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,540 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, 109 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, 426 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
Condo in Machos
4.89 out of 5 average rating, 227 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, 193 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.

Superhost
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
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
4.82 out of 5 average rating, 136 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, 121 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***

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, 264 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
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, 179 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.

Guest favorite
The modern apartment features an open living area with a comfortable seating arrangement and a circular dining table. Large windows provide views of the surrounding water and green areas, creating a harmonious indoor-outdoor environment. A sleek design is complemented by stylish decor throughout.
Condo in Fajardo
4.86 out of 5 average rating, 139 reviews

ISLETA MARINA PRIVATE ISLAND, FAJARDO P.R.

Isleta Marina private island, 2 condos, marina, fishing bay & swiming relaxing beach. The island has 24 hours security & includes boat taking you in & out from 6:15 to 10:30pm Sunday to Thursday & Friday to Saturday 5:15a 11:30 pm. The apartment has top quality slick design, with a mix between confort and luxury, were all around you see water and green at the same time. The breeze that touch the apartment is calling you.

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
4.93 out of 5 average rating, 153 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$25,512 GYDG$28,231 GYDG$25,512 GYDG$29,276 GYDG$29,067 GYDG$26,140 GYDG$28,022 GYDG$27,185 GYDG$25,931 GYDG$24,885 GYDG$25,721 GYDG$28,231 GYD
Avg. temp25°C25°C26°C27°C28°C28°C28°C29°C29°C28°C27°C26°C
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