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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 $68 NZD 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, Wi-Fi 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
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, 158 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
Cottage in Naguabo
4.97 out of 5 average rating, 149 reviews

Casa Playa Tropical, Terraza y Piscina Unidas

Ven y disfruta con toda la familia en esta espaciosa casa, TROPICAL BEACH HOUSE - CASA PLAYA TROPICAL. Casa frente a la playa, Único concepto con piscina bar unida a la terraza para un mejor deleite a los huespedes. Tres habitaciones totalmente equipadas, una con cama king y su baño privado otra con una cama matrimonial, una litera y otro bano y otra con otra cama matrimonial y otra litera, Siempre tenemos agua potable en nuestra propiedad, para entral hay una cajita de seguria con llave

Guest favourite
Apartment in Ceiba
4.82 out of 5 average rating, 243 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.

Guest favourite
A modern one-story house features a light-colored exterior with horizontal and vertical window styles. A stone accent wall is noticeable near the front entrance. A well-manicured lawn provides a spacious area in front of the house, while a concrete pathway leads to the entrance.
Home in Ceiba
4.87 out of 5 average rating, 79 reviews

Corner 213

Relájate con toda la familia en este tranquilo lugar para quedarse. Aprecia el cantar de las hermosas playas y restaurantes con variedades de comidas. Acceso fácil alas diferentes playas ,restaurantes,lugares turísticos y atracciones donde tendrán una inolvidable experiencia para contar.Contamos con 3 habitaciones amplias y con aire acondicionado,una cocina con todos los utensilios necesarios para hacerte fácil tu comodidad , un amplio baño lujoso todo nuevo y remodelado comedor y una sala

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, 160 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 covered porch features two woven chairs and a small table, with a stunning sunset visible over the horizon. The pool and landscaped yard can be seen in the foreground, framed by lush greenery.
Home in Ceiba
4.95 out of 5 average rating, 102 reviews

Casa Mami y Papi including private suite

Bring your family and friends to this gated home wih beautiful views of the islands and Caribeen Sea. Minutes from beautiful beaches like Seven Seas (7 miles), and El Yunque Rainforest (8.8 miles), surfing at La Pared (9.4 miles), Boat trips from Puerto Del Rey (2 miles). For nightlife and shopping the Luquillo Kiosks offer 60 open air businesses with food, drinks (7.8 miles). The famous Laguna Grande Bio Bay in Fajardo is just (7.6 miles) away. Ferries to Vieques and Culebra (3 miles).

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, 103 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

Top Guest favourite
A modern kitchen is visible, featuring stainless steel appliances and a spacious white countertop. Two bar stools are positioned at the island, while tiled flooring extends throughout the area. A glimpse of the living room is seen, showcasing a light-colored sectional sofa and window treatments.
Home in Ceiba
4.93 out of 5 average rating, 108 reviews

Ceiba Vacation Rental 3/2, 5 beds free parking

Entire equipped rental house 3 bedroom, 2 baths on 2nd floor. Comfortable for 9 guests. Relax with family and friends equipped: 5 beds ( 2 Q beds, 2 full beds 1 twin), AC, Wifi, hot water, TV, washer, dryer, kitchen, dining room, mountain view balcony. Close to HWY 53, Marina Puerto del Rey, Vieques/Culebra Ferry and beaches. Self check-in & out. Parties allowed before 10:00 PM. Smoke alarm. Free parking on premises. No illegal activities allowed. Baby crib and playard available.

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, 126 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.

Top Guest favourite
Place to stay in Ceiba
5.0 out of 5 average rating, 125 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 host, 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 modern structure is set amidst lush greenery, featuring a light-colored exterior with large windows. A pathway leads to the entrance, bordered by neat outdoor lighting fixtures. Palm trees provide a tropical ambiance, contributing to a serene and inviting atmosphere.
Home in Naguabo
4.96 out of 5 average rating, 108 reviews

Skirt of EL Yunque (45 mins from Airport)

This Gem provides enchanting blends of breathtaking views and a serene atmosphere. Buckle up, adventurers, because the drive to this property is anything but ordinary! Brace yourselves for a thrilling and pulse-pounding journey that will push your limits. Steep hills that seem to touch the sky, winding roads that twist and turn, along with portions of it so narrow that it feels like navigating through a secret passageway into the Rainforest. NOT HANDICAP ENABLED.

Superhost
Villa in Roosevelt Roads
4.8 out of 5 average rating, 40 reviews

Mami Ana Beach House: The oceanfront rest hideaway

Wake up to a postcard-worthy view and enjoy unforgettable sunsets by the sea. This cozy home is a charming fisherman’s villa with the perfect spot to disconnect and simply enjoy the ocean. Although the beach isn’t always ideal for swimming due to seaweed, it’s great for fishing or kayaking (extra cost) to discover the coast from a different angle. You can also spend a perfect day having a BBQ. Its location is ideal for exploring beautiful nearby beaches!

Popular amenities for Roosevelt Roads holiday rentals

When is the best time to visit Roosevelt Roads?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$179 NZD$183 NZD$188 NZD$191 NZD$185 NZD$191 NZD$205 NZD$190 NZD$178 NZD$171 NZD$178 NZD$188 NZD
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 house rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 20 house rentals with pools in Roosevelt Roads, available on Airbnb. Make a splash and soak up the sun in style!

  • Do condo rentals in Roosevelt Roads have air conditioning?

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

  • Do house rentals in Roosevelt Roads have a kitchen?

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

  • Do apartment rentals in Roosevelt Roads have wifi?

    Absolutely! We offer over 100 apartment rentals with wifi in Roosevelt Roads. Enjoy a tailored experience with all the comforts you desire.

  • Do condo rentals in Roosevelt Roads have free parking?

    Absolutely! We offer over 20 condo 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 wifi, over 20 homes with free parking, over 20 homes with a kitchen, over 20 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.