
Holiday rentals in Roosevelt Roads
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Top-rated holiday rentals in Roosevelt Roads
Guests agree: these stays are highly rated for location, cleanliness and more.

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.

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.

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.

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!

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.

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.

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.

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.

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.

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.

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

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
Other great holiday rentals in Roosevelt Roads

Apt next to Ferry & Airport to Vieques & Culebra

Salt Water Pool and Ocean View w/ Generator, Solar

OCEAN & Mountains View/Marina/Ferry/Vista Mar

La Casa Azulita

Mares Tropical house near el Malecon

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

Casa Tres Luna

Casa Papa Abuelo
When is the best time to visit Roosevelt Roads?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £78 | £80 | £82 | £89 | £87 | £83 | £89 | £83 | £77 | £74 | £77 | £82 |
| Avg. temp | 25°C | 25°C | 26°C | 27°C | 28°C | 28°C | 28°C | 29°C | 29°C | 28°C | 27°C | 26°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!
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- Rentals with a washing machine and dryer Roosevelt Roads
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- Rentals with pools Roosevelt Roads
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- Family-friendly rentals Roosevelt Roads
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