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Holiday rentals in Roosevelt Roads

Find and book unique accommodation on Airbnb

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
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, 134 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
Home in Buena Vista
5 out of 5 average rating, 155 reviews

Private Nature Retreat • Hot Tub • Ocean Views

Private countryside retreat in Humacao with distant ocean views, mountain scenery, and peaceful coquí sounds at night. Relax in the hot tub surrounded by nature while staying close to beaches, hiking, local food spots, and authentic Puerto Rico culture. Quiet and private, away from crowded tourist areas yet centrally located for exploring eastern Puerto Rico — ~45 min to El Yunque, ~25 min to Ceiba Ferry, and 10–45 min to beaches depending on the area. Full A/C, fast WiFi, BBQ & self check-in.

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 out of 5 average rating, 119 reviews

5-Star Private Suite Getaway with Unmatched Views

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.

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, 323 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
Flat in Ceiba
4.81 out of 5 average rating, 212 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.

Superhost
A serene pool area is framed by tropical palm trees, with a gazebo featuring string lights in the foreground. The pool reflects the evening sky, while lush greenery surrounds the space, providing a sense of tranquility and natural beauty.
Flat in Ceiba
4.83 out of 5 average rating, 187 reviews

Mountainside Ocean View & Pool Treasure Hunt Ferry

Experience Puerto Rico's rainforest at our mountaintop apartment. Coqui's and owls create a natural background at night. 1 full apartment including garage parking. Full kitchen, full bedroom, living room converts to a queen bed. 18' pool with ocean view 12' gazebo. 3 acres of trails to hike, trampoline, and zip line for children. kayak and beach equipment. transportation to ferry available. Our boat is also available seek a water adventure. very kid friendly - must be ok with dogs.

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, 145 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.

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
4.94 out of 5 average rating, 115 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
A wide open window frames a stunning view of the ocean and lush landscape, with soft pink and orange hues reflecting on the clouds. Two minimalist chairs and a small wooden stool create a serene seating area, inviting relaxation in nature.
Loft in Vieques
4.91 out of 5 average rating, 269 reviews

Scenic Hideaway Ocean Views & Private Roof Deck

This scenic island hideaway, designed by acclaimed architect John Hix, is a serene oasis perched atop a breezy hill with breathtaking views of the Atlantic Ocean and the Caribbean Sea. The loft features a private rooftop terrace, open-air shower, well-equipped kitchen, high thread count sheets, oversized plush towels, strong WiFi, and a uniquely beautiful shared pool. Despite the privacy of the property, Vieques' best beaches, restaurants, and trail heads are minutes away.

Top guest favourite
Tiny home in Ceiba
4.98 out of 5 average rating, 360 reviews

Self Sufficient Tiny House #2 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 acres 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 the Ferry terminal to Vieques/Culebra, 28 minutes to Seven Seas and 41 minutes to El Yunque.

Top guest favourite
Home in Carolina
4.99 out of 5 average rating, 178 reviews

Hilltop Cabin w/ Pool & Views – 18 Mins to Airport

✈️ 18 min to airport & 🏖️ top beaches 🏊 Private pool, loungers & hammocks 🌿 Peaceful countryside, just 5 min to city 🌴 45 min to El Yunque & Luquillo Beach 🏡 Hilltop cabin with ocean & mountain views 🛏 Queen bed + full pull-out bed (sleeps 4) 🍽 Indoor + outdoor dining for 4 with views 🚿 Outdoor shower (perfect after the beach) 🌅 Stunning sunrise views from elevated setting ⚡ Fast WiFi, A/C, Smart TV & gated parking 🪑 Beach chairs, cooler & beach towels

Guest favourite
Flat in Ceiba
4.91 out of 5 average rating, 103 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!

Popular amenities for Roosevelt Roads holiday rentals

When is the best time to visit Roosevelt Roads?

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Avg. price£78£80£82£89£87£83£89£83£77£74£77£82
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 130 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 60 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 70 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 apartment rentals in Roosevelt Roads have air conditioning?

    Absolutely! We offer over 90 apartment rentals with air conditioning in Roosevelt Roads. Enjoy a tailored experience with all the comforts you desire.

  • 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.

  • 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.

  • 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 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 free parking, over 20 homes with air conditioning, over 20 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about holiday rentals in Roosevelt Roads

  • Total holiday rentals

    Explore 190 holiday rentals in Roosevelt Roads

  • Nightly prices starting at

    Roosevelt Roads holiday rentals start at £30 per night before taxes and fees

  • Verified guest reviews

    Over 12,650 verified reviews to help you choose

  • Family-friendly holiday rentals

    130 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 60 rentals that welcome pets

  • Holiday rentals with a pool

    90 properties feature pools

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

  • Wifi availability

    190 of Roosevelt Roads holiday 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