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Condo vacation rentals in Roosevelt Roads

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Top-rated condo rentals in Roosevelt Roads

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

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Condo in Luquillo
4.88 out of 5 average rating, 362 reviews

Playa Luna: Breathtaking Beachfront and City View

Welcome to Playa Luna! 🌙 Cozy apartment located at the beautiful coastal town of Luquillo. One of kind bedroom completely overlooking the ocean with private balcony for a truly oceanfront experience. Breathtaking view’s in all areas of the apartment thanks to being located at the corner side of the condo. Fully equipped apartment with private beach access gate. Scenic walkable destination with restaurants, bar’s, live music, coffee shops and more. Centric to tourists destinations. New elevator

Guest favorite
An aerial view captures the expansive marina lined with yachts, set against lush green hills and a clear blue sky. Calm waters reflect the vibrant hues, while a small sailboat is visible, subtly enhancing the coastal scene. The shore features a mix of residences and greenery.
Condo in Fajardo
4.88 out of 5 average rating, 192 reviews

Aqua Salada Window 27, with Ocean/Marina View

Take it easy at this unique and tranquil getaway Our Endless Summer! Enjoy a breathtaking panoramic ocean/mountain view. Feel the ocean breeze as you step into the balcony and watch both the sunrise and sunset from this beautiful 27th floor sky-rise condo where the sky crashes with the land and sea, overlooking the Puerto Chico Marina & El Con Resort. Explore around the green areas overlooking the water, enjoy a BBQ in the gazebos or simply relax by the pool or sitting areas in the building.

Guest favorite
Condo in Fajardo
4.87 out of 5 average rating, 109 reviews

Oceanfront Gem • Pool • High-Floor Sea Views

Discover the best of Fajardo in this oceanfront gem—where each day begins with breathtaking Caribbean sunrises and ends to the soothing sound of waves. Nestled in a peaceful, gated community with a pool and free Wi-Fi, this 1-bedroom retreat offers a queen bed, full bath, and sweeping ocean views. Just minutes from El Yunque, beaches, island ferries, seafood spots, and shops. Whether you're here to relax or explore, your perfect tropical escape starts here—book now and make it unforgettable!

Guest favorite
A vibrant sunrise casts warm hues over the ocean, framed by lush green palm fronds. The view extends over the coastal landscape, showcasing buildings and distant hills against the expansive horizon.
Condo in Machos
4.9 out of 5 average rating, 194 reviews

Oceanview Bay View Penthouse Beach/Marina/Ferry

Enjoy your island escape at "Vista Bahía Penthouse" in Costa Esmeralda. There is something special about Ceiba – sleeping away from the hustle and bustle of everyday life and only minutes away from multiple activities and places you will enjoy. 3 to 5 minutes to marina, beaches, restaurants, shopping, and more. Wake up to sunrises right outside your window. The condo features 3 bedrooms air-conditioned, kitchen with all the convenience. Relax on the private rooftop with ocean panoramic views!

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
4.96 out of 5 average rating, 113 reviews

Fajardo PR Modern Oceanfront Condo Million $ Views

Case del Encanto is a newly renovated 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 spacious 24-foot balcony offers panoramic views of the Atlantic Ocean, featuring comfortable seating arranged along the railing. The blue sky complements the serene water below, with hints of greenery from the coastline visible in the distance.
Condo in Fajardo
4.92 out of 5 average rating, 212 reviews

The ReFresh | Warm minimalist seaviewing retreat

Welcome to @TheReFresh! 🔆 Your serene minimalist modern marina-viewing & seaviewing retreat! At a full 775 sqft at a 19th floor, ease into your most relaxed state enjoying the Caribbean in the comfort of your sea breezed space. 🍂🌅 🌟 PERK: You'll be 10 minutes away from the beach, the marinas and many family-friendly aventures. ⛵️🏖🌺 ❗️Note: Seven Seas Beach's main road is being repaired but beach is open! 🧱 New electric storm shutters installed! 🔋 New 5000kw battery available!

Top guest favorite
Condo in Luquillo
4.97 out of 5 average rating, 146 reviews

Retreat by the Sea!

This is a 15th floor 1 bedroom apt. steps from the beach with a spectacular beach front view from the balcony in Tower I. It has high speed internet, 2 Smart TV's, air conditioners, washer, dryer and fully loaded kitchen. It is 35 minutes from Luis Muñoz Marin Airport and Old San Juan. Additionally it is nearby from El Yunque Rainforest, and 2 min. from the "kioskos de Luquillo & Luquillo Beach". It accommodates 2 people with private parking for rental vehicle and 24/7 security.

Guest favorite
Condo in Fajardo
4.92 out of 5 average rating, 362 reviews

Waterfront High-Rise Apt with Gorgeous Ocean View

This private one-bedroom apartment is equipped for vacation and staycation (internal tourism) of any length. Observe both the excitement & tranquility of Puerto Chico, and mouth of Villa Marina as boats pass. You’ll also have views of the mountains, Cayo Icacos, Seven Seas beach (6 min), colorful Las Casitas Village, and maybe even a manatee or sea turtle. Sunrises and sunsets are equally stunning. Location provides excellent ocean sounds, natural lighting and trade winds.

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, 140 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
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
4.96 out of 5 average rating, 361 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.

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, 100 reviews

Ocean View Rooftop Condo Vista Azul Penthouse

Beautiful Ocean View Penthouse Apartment located in the East Side Coast of Ceiba Puerto Rico. The apartment is in a closed gated community with on site Security. There are 2 parking spaces available. Only 7 minutes away from the Ferry Terminal to Vieques and Culebra, 5 minutes away from playa Macho, about 20 minutes from Luquillo Kiosk and 30 minutes from the National Rainforest in Rio Grande.

Top 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, 122 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$29,418 GYDG$29,418 GYDG$27,957 GYDG$29,209 GYDG$29,001 GYDG$26,080 GYDG$30,044 GYDG$27,123 GYDG$26,288 GYDG$26,288 GYDG$24,828 GYDG$27,957 GYD
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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$14,605 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,520 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!

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