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Vacation rentals in Roosevelt Roads

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Top-rated vacation rentals in Roosevelt Roads

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

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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 homes in Fajardo
4.99 out of 5 average rating, 275 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!

Top guest favourite
A cozy outdoor area features two striped chairs placed on a gravel surface, surrounded by lush green foliage. The blue exterior of the cabin is accented by wooden windows, while shade is provided by a canopy above. Tropical plants add to the inviting atmosphere.
Cottage in Luquillo
4.92 out of 5 average rating, 585 reviews

The Sugar Shack a unique cabin in the Rainforest

Backpacker ecofriendly environment. Awesome views of El Yunque. 2 Minutes to rainforest and only 10 minutes to the local beaches and town of Luquillo. We are 45 minutes to the ferries that will take you to Culebra and Vieques. Private property with chickens, 2 cats and a dog named Cayo. Our personal home is on the property. We are close by for any assistance. We have lots of fruits & vegetables (passion fruit, bananas, pineapple, mangos..). We are striving to be as low impact as possible.

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, 114 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
The tiny house is presented against a backdrop of a vibrant rainbow, highlighting its blue exterior. An inviting deck with white seating is surrounded by tropical plants, while decorative string lights enhance the outdoor space, creating a relaxing and welcoming environment.
Tiny homes in Ceiba
4.99 out of 5 average rating, 397 reviews

Self Sufficient Tiny House #1 River/Amazing Views

This 10’x16’ self-sufficient tiny house is a unique space on the mountain with everything you need to relax away from home. The views of the National rain forest and coastline are amazing. The Sonadora creek borders the 7.5 acre backyard and can be accessed through several paths in the property. The small kitchen is fully equipped for your convenience. It is 29 minutes to Ferry Terminal to Vieques/Culebra, 28 minutes to Seven Seas and 41 minutes to El Yunque.

Top guest favourite
An outdoor deck area is presented with wooden flooring and surrounded by vertical wooden slats. A therapeutic hot tub is visible, along with a comfortable seating area featuring cushions against the back wall. Potted plants add a touch of greenery to the serene space.
Tiny homes in Fajardo
4.95 out of 5 average rating, 241 reviews

Casita Medusa Couples Retreat w/ Hot Tub

Indulge yourself and your partner with a peaceful and intimate getaway. Casita Medusa has been inspired by our passion of finding balance in simplicity. This space aims to provide a memorable and healing experience with a 5 station hot tub and sun-bed under the Caribbean Sun. We're located in Las Croabas the water activity capital of Puerto Rico, home to different beaches, water-taxis to Icacos and Palomino Islands, bio-bay tours, and natural reserves.

Superhost
Apartment in Ceiba
4.77 out of 5 average rating, 415 reviews

Near Ceiba Ferry – Quick Stop for Culebra/Vieques4

Perfect for one-night stays! Our Ceiba apartment is just minutes from the ferry to Vieques and Culebra, the airport, and nearby beaches. Enjoy a convenient stop before or after your island adventure, with easy access from Roosevelt Roads Base. We want to warn our guests that as we are strategically located near the Ferry Terminal, the constant traffic could cause constant noise at times. For this we provide earplugs in case you are a light sleeper.

Top guest favourite
A refreshing swimming pool features a cascading water feature along a stone wall. Nearby, a shaded dining area is visible under a red umbrella, accompanied by a set of four outdoor chairs and a rectangular table.
Home in Ceiba
4.91 out of 5 average rating, 101 reviews

Casa Génesis

Pasa tiempo de calidad junto a tu familia en un espacio relajante. El hospedaje te permite disfruta de un día caluroso en una piscina refrescante. Su ubicación le da la oportunidad de explorar las bellezas del Este de la isla. Cerca de la residencia se encuentran diversas atracciones y entre estas puedes encontrar el río Las tinajas, río El Hippie, Balneario Seven Seas, playa Los Machos, Ceiba Ferry Terminal, Marina Puerto del Rey, Las Croabas…

Guest favourite
A modern living area features a wall-mounted television above a minimalist white table. Comfortable chairs in soft blue complement a wooden sofa with decorative pillows. Natural light fills the space, highlighting the vertical wooden paneling on one wall.
Apartment in Ceiba
4.83 out of 5 average rating, 102 reviews

Casa Ceiba 1

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
Apartment in Alturas de Monte Brisas, Fajardo
4.95 out of 5 average rating, 487 reviews

Julia Apartments 4

Precioso pequeño Apartamento totalmente independiente, (son 5 en total) TENEMOS PANELES SOLARES, con entrada independiente , cada 1 con dormitorio, baño, cocina, estufa , microondas, lavadora, secadora, aire acondicionado, estacionamiento decorado con murales, amplio patio exelente para barbacoa. Tv con cable y netflix . ¡Cerca de todo¡ Supermercados ,Frente al Hospital Hima San Pablo, Farmacias, a minutos de la playa Seven Seas

Top 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.
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 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, 368 reviews

Brisas de Ceiba

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

Guest favourite
A functional kitchen space is presented, equipped with essential appliances including a stove, refrigerator, and microwave. A small dining table with two chairs is set near the window, allowing natural light to enhance the area. Light tile flooring complements the neutral decor.
Apartment in Barrio Saco
4.79 out of 5 average rating, 295 reviews

Departamento tranquilo El Caracol

Relájate con la familia en este alojamiento donde la tranquilidad se respira. Estamos a 15 minutos del ferry y aeropuerto de Vieques y Culebra. A 50 mins. del aeropuerto internacional Luis Muñoz Marin, a un minuto del expreso ( del centro de Ceiba) a 15 min Playa de Luquillo, 20 min. Playa Seven Sea y 5 min.Playa Los Machos, Ceiba.

Popular amenities for Roosevelt Roads vacation rentals

When is the best time to visit Roosevelt Roads?

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Avg. price$165 CAD$169 CAD$171 CAD$169 CAD$165 CAD$158 CAD$169 CAD$156 CAD$147 CAD$144 CAD$152 CAD$165 CAD
Avg. temp25 °C25 °C26 °C27 °C28 °C28 °C28 °C29 °C29 °C28 °C27 °C26 °C

Frequently Asked Questions

  • Do apartment rentals in Roosevelt Roads have a kitchen?

    Absolutely! We offer over 80 apartment rentals with a kitchen in Roosevelt Roads. Enjoy a tailored experience with all the comforts you desire.

  • 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 wifi?

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

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

    Yes! Work meets play with ease at over 80 vacation rentals in Roosevelt Roads featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do house rentals in Roosevelt Roads have air conditioning?

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

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

    Enhance your stay in our Condo Rentals with the most popular amenities: over 20 homes with a kitchen, over 20 homes with air conditioning, over 20 homes with free parking, over 20 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

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

    Four-legged friends are welcome in Roosevelt Roads. Choose from more than 60 vacation rentals for guests traveling with pets.

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

    Roosevelt Roads has more than 130 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

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

    Experience the best of Roosevelt Roads with our house rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • 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.

Quick stats about vacation rentals in Roosevelt Roads

  • Total vacation rentals

    Explore 190 vacation rentals in Roosevelt Roads

  • Nightly prices starting at

    Roosevelt Roads vacation rentals start at $42 CAD per night before taxes and fees

  • Verified guest reviews

    Over 12,090 verified reviews to help you choose

  • Family-friendly vacation rentals

    130 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 60 rentals that welcome pets

  • Vacation rentals with a pool

    90 properties feature pools

  • Rentals with dedicated workspaces

    80 properties have a dedicated workspace

  • Wifi availability

    190 of Roosevelt Roads vacation rentals include wifi 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!

  1. Airbnb
  2. Puerto Rico
  3. Ceiba
  4. Roosevelt Roads