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Holiday houses 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.

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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, 101 reviews

Casa Escape Close to the ferry (Vieques and Culebra)

At CASA ESCAPE you'll be close to everything. You will find several businesses in the center of town, including restaurants, bakeries, pharmacies, a bank and others. You will be 8 minutes from the Vieques and Culebra Ferry Terminal, 3 minutes from Playa Medio Mundo, 3 minutes from Marina Puerto del Rey, 15 minutes from Villa Marina Villa, 20 minutes from Las Croabas and Seven Sea Beach, where you will find a variety of restaurants and recreational activities, 15 minutes from the kiosks and Luquillo Beach and 25 minutes from the Yunque National Forest.

Top Guest favourite
A serene balcony setting is depicted, featuring a small dining table with two chairs. The table is set with plates and a pitcher, overlooking a scenic view of palm trees and a tranquil sea. The horizon stretches out toward distant islands under a clear blue sky.
Apartment in Cabezas
4.96 out of 5 average rating, 175 reviews

Luxury Ocean Front Studio

Luxurious beachfront apartment to spend a beautiful day. It is located next to the Hotel El Conquistador with an incredible view. With a view to the sea, you can see Palomino Island, Icaco Cay, Island Culebra and Vieques. This apartment is unique, romantic and elegant to have a good time. It has different attractions nearby such as the Yunque, Seven Seas Beach,Snorkel and beach tours, Ferry to Culebra and Vieques. Different areas for night activities such as the Bio Bay in the Croabas.

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.
Apartment in Ceiba
4.84 out of 5 average rating, 174 reviews

Mountainside Ocean View Pool/Family Fun 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, 126 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
An inviting outdoor living area features comfortable seating with natural décor and a vibrant area rug. Ceilings fans provide cooling, while greenery surrounds the space, creating a serene atmosphere. A coffee table sits in the center, and large windows allow natural light to filter through.
Apartment in Vieques
4.95 out of 5 average rating, 296 reviews

Casa Baraka/Studio/Jungle Setting/Walk2Beach

As featured on HGTV! Quiet, private, jungle setting & short walk to a stunning beach! Tropical gardens surround the 3-unit villa. This studio unit has a fully-equipped kitchen, full bathroom, dining nook, outdoor living room, and outdoor spa shower, and a queen-sized bed with state-of-the-art, quiet split-unit A/C. Separate, covered patio with gas grill, dining table and lighting for quiet, romantic evenings. Beach chairs, towels & cooler are provided for your island adventures!

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
4.98 out of 5 average rating, 103 reviews

My Estela

This Airbnb is cozy and warm, with wooden furniture and soft textiles that invite you to relax. The decor is inspiring, with unique details, local artwork, and plants that create a creative atmosphere. The space is relaxing, with a terrace surrounded by a spectacular view of the east coast of PR ideal for families, with a functional kitchen and play areas that make everyone feel at home. In addition, the neighborhood is safe, ensuring a quiet and comfortable stay.

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 home in Ceiba
5 out of 5 average rating, 408 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.

Superhost
Apartment in Ceiba
4.77 out of 5 average rating, 423 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 spacious driveway leads to a two-story house surrounded by lush tropical landscaping. Palm trees and various plants frame the entrance, while a car is parked beneath the elevated structure. Bright blue skies provide a vibrant backdrop to the scene.
Guest suite in Ceiba
4.99 out of 5 average rating, 98 reviews

Caribbean Paradise

Cozy studio on the first floor, overlooking tropical landscaping and the ocean. 45 minute drive from San Juan Int Airport, nearby Luquillo Beach and Fajardo Beach. Other attractions include el Yunque, horseback riding, snorkeling, ferry to Vieques, Culebra and Icacos Island. Back at the studio you can enjoy a queen size bed for 2 and also a full size sofa bed (2 children under 6 will fit. Laundry service for guest that stays more than 4 days.

Superhost
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
4.81 out of 5 average rating, 118 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!

Guest favourite
A modern living area is highlighted by a gray sofa adorned with tropical-print cushions. A vibrant floral artwork is displayed above the sofa, while a small yellow side table and decorative plants enhance the ambiance. Bright yellow petals cover the floor, adding a cheerful touch.
Apartment in Alturas de Monte Brisas, Fajardo
4.93 out of 5 average rating, 369 reviews

Julia Apartments 3

Precioso Apartamento para 2 personas totalmente independiente (son 5 en total) TENEMOS PANELES SOLARES, con entrada independiente, cada 1 con dormitorio, baño, cocina, estufa , microondas, lavadora, secadora, aire acondicionado en la habitación , wifi, parking privado decorado con murales, patio con proyector y Bbq, roku Tv y netflix. Cerca de todo¡ Supermercados ,Hospital , 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, 101 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.

Popular amenities for Roosevelt Roads holiday rentals

When is the best time to visit Roosevelt Roads?

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Avg. price$173 AUD$178 AUD$179 AUD$178 AUD$173 AUD$166 AUD$178 AUD$164 AUD$154 AUD$151 AUD$160 AUD$173 AUD
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 apartment rentals in Roosevelt Roads have wifi?

    Absolutely! We offer over 80 apartment 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 House Rentals in Roosevelt Roads?

    Enhance your stay in our House Rentals with the most popular amenities: over 50 homes with air conditioning, over 50 homes with a kitchen, over 50 homes with free parking, over 50 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 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.

  • 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 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 $59 AUD per night before taxes and fees

  • Verified guest reviews

    Over 11,360 verified reviews to help you choose

  • Family-friendly holiday rentals

    130 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 50 rentals that welcome pets

  • Holiday rentals with a pool

    90 properties feature pools

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

  • Wi-Fi availability

    180 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!

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