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Apartment holiday rentals in Roosevelt Roads

Find and book unique apartments on Airbnb

Quick stats about apartment rentals in Roosevelt Roads

  • Total holiday rentals

    Explore 20 holiday rentals in Roosevelt Roads

  • Nightly prices starting at

    Roosevelt Roads holiday rentals start at £52 per night before taxes and fees

  • Verified guest reviews

    Over 1,580 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space & child-friendly amenities

  • Holiday rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 of Roosevelt Roads holiday rentals include wifi 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 apartment rentals in Roosevelt Roads

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

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Guest favourite
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.
Apartment in Río Grande
4.95 out of 5 average rating, 102 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.

Guest favourite
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.
Apartment 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.

Top guest favourite
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.
Apartment in Ceiba, Fajardo
4.97 out of 5 average rating, 243 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 favourite
A spacious living area is visible, featuring a light gray sectional sofa with decorative cushions. Large sliding glass doors open to reveal breathtaking ocean views, with turquoise waves gently lapping against the shore. A dining table and chairs are positioned nearby, complementing the serene atmosphere.
Apartment in Luquillo
4.95 out of 5 average rating, 224 reviews

Blue Pearl-1 Beachfront Retreat @ Playa La Pared

Relax in this peaceful place to stay with family or friends. Renovated apartment with everything you need to serve yourself and just relax, unwind, and have a wonderful stay. Located in front of La Pared beach, a popular surfing spot, the beach also has an area for swimmers where you can relax in the sun. Enjoy breathtaking views on the private balcony, where you can see surfers enjoying the waves. Walking distance to restaurants, bars, shops and near to many places to explore Puerto Rico!

Guest favourite
Apartment in Machos
4.89 out of 5 average rating, 233 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.

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.
Apartment in Río Grande
4.89 out of 5 average rating, 199 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 favourite
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.
Apartment 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 favourite
Apartment 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.

Top guest favourite
Apartment in Luquillo
4.89 out of 5 average rating, 441 reviews

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

Water utility available 100% ✅ 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. Centric destination nearby Culebra & Vieques port 🛥️ Bio Bay and El Yunque. Laundry on site.

Guest favourite
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.
Apartment in Pitahaya
4.82 out of 5 average rating, 138 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 favourite
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.
Apartment 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.

Guest favourite
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.
Apartment in Fajardo
4.96 out of 5 average rating, 271 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 apartment rentals

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