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Holiday houses in Roosevelt Roads

Find and book unique accommodation on Airbnb

Quick stats about holiday rentals in Roosevelt Roads

  • Total holiday rentals

    Explore 210 holiday rentals in Roosevelt Roads

  • Nightly prices starting at

    Roosevelt Roads holiday rentals start at $57 AUD per night before taxes and fees

  • Verified guest reviews

    Over 13,100 verified reviews to help you choose

  • Family-friendly holiday rentals

    140 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 80 rentals that welcome pets

  • Holiday rentals with a pool

    90 properties feature pools

  • Rentals with dedicated workspaces

    90 properties have a dedicated workspace

  • Wi-Fi availability

    210 of Roosevelt Roads holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Roosevelt Roads rentals

  • 4.8 Average rating

    Roosevelt Roads stays are highly rated by guests—averaging 4.8 out of 5!

Top-rated holiday rentals in Roosevelt Roads

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

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Top Guest favourite
Farm stay in Playa Fortuna
5.0 out of 5 average rating, 42 reviews

Little Hills Nature Villa: Hot Tub~Trails~by beach

Welcome to Little Hills farm, a boutique collection of three wellness-forward nature villas tucked into the foothills of Luquillo, between Luquillo Beach and the El Yunque Rainforest. This Nature Villa blends indoor–outdoor living, biophilic finishes, and gentle mountain breezes—an easy several minutes drive from Luquillo Beach, Luquillo Kiosks & the El Yunque Rainforest. LH is the perfect hideaway to unplug, reconnect & make unforgettable memories in Puerto Rico’s most naturally romantic corner

Top Guest favourite
The property is nestled on a hillside, surrounded by lush greenery and tropical plants. The building features a rooftop terrace with sweeping views of the landscape and clouds above, showcasing the natural beauty of the coastal region.
Cottage in Ceiba
4.99 out of 5 average rating, 149 reviews

Mi Estela

Este Airbnb es acogedor y cálido, con muebles de madera y textiles suaves que invitan a relajarse. La decoración es inspiradora, con detalles únicos, obras de arte locales y plantas que crean un ambiente creativo. El espacio es relajante, con una terraza rodeada de una vista espectacular de la costa Este de PR ideal para familias, con una cocina funcional y áreas de juego que hacen que todos se sientan como en casa. Además, el vecindario es seguro, garantizando una estancia tranquila y cómoda.

Top Guest favourite
The inviting bedroom features a spacious bed adorned with patterned pillows and a quilt. Rolled towels are neatly placed next to a bright sunflower and a welcome book, enhancing the area with warmth and charm.
Place to stay in Ceiba
5.0 out of 5 average rating, 123 reviews

Private Cozy Mountain View Suite 1

A perfect getaway in our stunning mountain retreat, nestled in the serenity & heart of El Yunque National Forest. As a 5-star Superhost, we pride ourselves on providing an unforgettable experience for our guests. Breathtaking views for spectacular sunsets, overlooking the sparkling ocean. Our unique location offers a peaceful escape from the hustle of city. We pay attention to every detail to ensure your comfort & satisfaction. Reconnect with nature, unwind in luxury & create lasting memories.

Top Guest favourite
A wooden terrace is shown with a stool positioned near the railing. The sun rises above a distant landscape, casting warm light over lush green hills and the ocean. An infinity pool is visible nearby, blending beautifully with the scenic surroundings.
Tiny home in Fajardo
4.98 out of 5 average rating, 344 reviews

Magical! Ocean view Cabana w/ Pool Spa on mountain

This memorable place is anything but ordinary. You will get to enjoy this amazing and super private space surrounded by nature and unbelievable views of the ocean and the city. Fully equipped with everything you will need during your stay to include kitchen, full bath with rain shower, A/C, living space with 55" TV, dinning and sleeping areas, terrace with killer views, and of course the pool spa with infinity view! And many more. All of this while enjoying of a complementary bottle of Wine!

Guest favourite
Apartment in Ceiba
4.81 out of 5 average rating, 232 reviews

Salmos 23 apartment/Cerca del terminal de lanchas.

Hospédate en el casco urbano de Ceiba, cerca del terminal de lanchas a Vieques y Culebra. Acceso rápido a: 🌊 Fajardo: playas, catamaranes y bahía bioluminiscente. 🏝️ Luquillo: Balneario La Monserrate y kioscos. 🌳 Río Grande y El Yunque: senderos y cascadas. 🌅 Naguabo: malecón y restaurantes frente al mar. Céntrico y cómodo: restaurantes, supermercados, panaderías y farmacias cerca. Perfecto para quienes buscan tranquilidad, ubicación estratégica y explorar el este de Puerto Rico.

Top Guest favourite
A contemporary house is positioned atop a hill, surrounded by lush greenery and palm trees. A winding pathway leads to the entrance, while panoramic ocean views extend in the background, highlighting the beauty of the surrounding landscape.
Home in Ceiba
4.98 out of 5 average rating, 155 reviews

La Casita: Private Heated Pool W/ Ocean Views

Nestled atop a lush hill at the beachfront town of Ceiba, this 2-bedroom house is a haven of luxury & tranquility, offering a spectacular panoramic view of the ocean, the rainforest, mountains & neighboring islands. As you approach the property, a winding driveway bordered by vibrant, blooming flowers leads you to the entrance, setting the tone for the enchanting retreat that awaits. Just a 1-hour drive from SJU's International Airport & half hour ride from El Yunque National Rainforest.

Top Guest favourite
A tranquil outdoor pool is seen, featuring a sunbathing area with two sleek lounge chairs. The pool's clear water reflects the bright blue sky with fluffy clouds, while tropical plants enhance the scenic mountainous backdrop.
Tiny home
4.99 out of 5 average rating, 195 reviews

Casa Suiza-Private Couple Escape with Heated Pool

Casa Suiza es un retiro de escapadas románticas, sólo para parejas con Piscina Climatizada. Estamos ubicados en la montaña, es muy privado, alejado de la ciudad, a una hora de distancia de San Juan y el Aeropuerto Internacional de Puerto Rico. Recomendamos rentar un vehículo SUV o 4x4 para su tranquilidad, si no está acostumbrado a transitar en la Montaña. Una vez comienzas a subir a la montaña, es por calles con curvas y algunas pendientes empinadas, pero completamente transitables.

Top Guest favourite
A modern villa with expansive balconies overlooks a serene infinity pool. Lounge chairs are arranged along the poolside, surrounded by lush greenery and palm trees. The clear blue sky complements the contemporary design of the structure.
Home in Vieques
4.96 out of 5 average rating, 101 reviews

Vieques ocean view eco villa+pool

-Privately nestled on three acres with Caribbean Sea views from the second floor. -Three private bedroom suites - mosquito nets. Villa doesn’t have Ac -Spa and yoga classes nearby at Finca Victoria -Full service amenities can be arranged: stocking the fridge, chef, massages. -Gunite swimming pool - solar powered -Each bedroom has its own bathroom, dressing area & outdoor shower -The beds are fitted with quality 400-count cotton linens - Strict no children under the age of 10years policy

Guest favourite
A comfortable lounge area is furnished with two reclining chairs facing a large flat-screen television, mounted on a dark wall. Shelving units feature subtle decor items, while soft lighting enhances the space's ambiance. Potted plants add a touch of greenery to the setting.
Home in Ceiba
4.93 out of 5 average rating, 124 reviews

Casa Escape Cerca del ferry(Vieques y culebra)

En CASA ESCAPE estarás cerca de todo. Encontrarás en el centro del pueblo varios negocios entre ellos restaurantes, panaderías, farmacias, banco y otras. Estarás a 8 min del Terminal del ferry Vieques y Culebra, 3 min de Playa Medio mundo , 3min de Marina Puerto del Rey, 15 min de Villa Marina, 20 min de las Croabas y playa Seven Sea, donde encontrar diversidad de restaurantes y actividades recreativas, 15 min de los kiosco y playa de Luquillo y 25 min del Yunque National Forestal.

Guest favourite
Apartment in Ceiba
4.92 out of 5 average rating, 121 reviews

Casa Ceiba 2

Enjoy comfort and convenience at Casa Ceiba, just 15 minutes from the Ferry Terminal and 10 minutes from Ceiba Airport. Located in the heart of Ceiba near rivers, beaches, Marina, supermarket, bakery, restaurants, bars, and a gas station with mini market. Only 2 minutes from Highway PR-53. *Disclaimer:* Due to road construction nearby, traffic is being diverted to our street and may cause some noise. We appreciate your understanding!

Top Guest favourite
A comfortably arranged sleeping area features a spacious bed with a light-colored coverlet. Soft, ambient lighting frames the headboard, while two bedside lamps provide additional illumination. A decorative tray rests on the bed, enhancing the welcoming look of the room.
Home in Ceiba
4.99 out of 5 average rating, 461 reviews

Brisas de Ceiba Refugio de Amor cerca del Ferry

A 10 a 15 minutos esta el Ferrys . También a 6 minutos tenemos un pequeño Aeropuerto llamado (José Aponte) a donde te dan servicios de viajar de avionetas para las Isla Virgenes incluyendo Vieques y Culebra. A 7 Minutos tambien puedes visitar La Playa Machos y Playa Medio Mundo que son buenas para caminatas A 10 minutos tenemos Puerto Rey a donde te ofrecen excursiones para ir a Isla Icaco

Top Guest favourite
Tiny home in Ceiba
5.0 out of 5 average rating, 444 reviews

Tiny House w/ River Access & El Yunque Views

Escape to the peaceful foothills of El Yunque, where birdsong, mountain views, and fresh air replace the rush of everyday life. Wake up surrounded by lush tropical scenery, explore private trails to Sonadora Creek, and end the day beneath a sky full of stars. Hacienda Catalina is a place to slow down, reconnect with nature, and experience the quieter side of Puerto Rico.

Popular amenities for Roosevelt Roads holiday rentals

When is the best time to visit Roosevelt Roads?

MonthJanFebMarAprMayJuneJulyAugSeptOctNovDec
Avg. price$151 AUD$154 AUD$158 AUD$172 AUD$168 AUD$161 AUD$172 AUD$159 AUD$149 AUD$144 AUD$149 AUD$158 AUD
Avg. temp25°C25°C26°C27°C28°C28°C28°C29°C29°C28°C27°C26°C

Frequently Asked Questions

  • Are there family-friendly vacation rentals in Roosevelt Roads?

    Roosevelt Roads has more than 140 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in condo rentals in Roosevelt Roads?

    Experience the best of Roosevelt Roads with our condo rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Roosevelt Roads?

    Four-legged friends are welcome in Roosevelt Roads. Choose from more than 80 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Roosevelt Roads?

    Yes! Work meets play with ease at over 90 vacation rentals in Roosevelt Roads featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there Roosevelt Roads vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 90 vacation homes with pools in Roosevelt Roads, available on Airbnb. Make a splash and soak up the sun in style!

  • Do house rentals in Roosevelt Roads have air conditioning?

    Absolutely! We offer over 60 house rentals with air conditioning in Roosevelt Roads. Enjoy a tailored experience with all the comforts you desire.

  • Do condo rentals in Roosevelt Roads have a kitchen?

    Absolutely! We offer over 20 condo rentals with a kitchen in Roosevelt Roads. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Roosevelt Roads have wifi?

    Absolutely! We offer over 60 house rentals with wifi in Roosevelt Roads. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Roosevelt Roads have free parking?

    Absolutely! We offer over 50 house rentals with free parking in Roosevelt Roads. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in Roosevelt Roads?

    Enhance your stay in our House Rentals with the most popular amenities: over 50 homes with free parking, over 60 homes with wifi, over 60 homes with air conditioning, over 60 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.