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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.

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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, 105 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
Place to stay in Ceiba
5 out of 5 average rating, 43 reviews

5-Star Suite Getaway w/ Ocean & Mountain 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, 308 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
A private swimming pool is nestled against a backdrop of the ocean and marina, providing panoramic views. Four people are seated at the pool's edge, enjoying the refreshing water. Lush palm trees sway gently in the breeze, enhancing the tranquil setting.
Flat in FajardUrb. Las Gaviotas
4.93 out of 5 average rating, 145 reviews

Vistamar- Stunning Caribbean views & private pool!

Open, spacious and breezy with full length balcony overlooking Puerto del Rey marina and the islands. Relax, swim in our private pool and take in the beautiful Caribbean views. Short drive to east coast beaches, El Yunque Rain Forest, discounts on boat trips to Icacos and Culebra. Located in a quiet gated neighborhood, the entire 2nd floor of a private home, with private entrances, and easy parking. Full kitchen, BBQ, and washer/dryer make for a comfortable stay. Longterm rental available.

Superhost
A bright bedroom is highlighted by a chandelier and ceiling fan. A comfortable bed is dressed in neutral tones, while a mirror and a TV are placed on a light-colored media console. Soft curtains frame the windows, adding a touch of warmth to the space.
Flat in Ceiba
4.88 out of 5 average rating, 100 reviews

Comfortable Stay Near Ferry! Ceiba Life!

Perfectly situated on a bustling sometimes noisy main road for ease of access and convenience. Just steps from your door, you’ll find local cuisine, coffee shop, and nearby bars. We are a quick drive to the Ferry Terminal 10min and 2min to the Beach. Ceiba terminal is your gateway to the stunning islands of Culebra and Vieques. Our space is clean and spacious accommodates 4 comfortably. We have an outdoor bar area for unwinding. It makes a fun spot to vacation! Grab a wine and relax!

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
4.84 out of 5 average rating, 179 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, 132 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
Flat in Ceiba
4.79 out of 5 average rating, 179 reviews

Salmos 23 apartment/Near the boat terminal.

Stay in downtown Ceiba, close to the boat terminal to Vieques and Culebra. Quick access to: 🌊 Fajardo: beaches, catamarans and bioluminescent bay. 🏝️ Luquillo: La Monserrate Spa and kiosks. 🌳 Río Grande and El Yunque: trails and waterfalls. 🌅 Naguabo: boardwalk and oceanfront restaurants. Central and comfortable: restaurants, supermarkets, bakeries and pharmacies nearby. Perfect for those seeking tranquility, a strategic location, and exploring eastern Puerto Rico.

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, 115 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.

Guest favourite
The Sunset Shack features a vibrant mural depicting a sunset and tropical foliage on its exterior, emphasizing a colorful and lively design. A spiral staircase leads to the rooftop terrace above. The lush green lawn surrounds the structure, creating a welcoming outdoor space.
Tiny home in Ceiba
4.9 out of 5 average rating, 60 reviews

The Sunset Shack, El Yunque Views

Glamping at the base of the rainforest, on a Tropical Homestead?? Yes please!! Enjoy an unforgettable vacation at The Sunset Shack! Eat organic fruit picked from our trees while watching the sun set over the mountains of El Yunque on the rooftop terrace, unwind in your romantic outdoor shower, and be lulled to sleep by the sounds of the rainforest. Located near world renowned beaches, waterfalls, coffee & cacao farms, restaurants, seaside boardwalks and more!

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, 105 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
Flat in Ceiba
4.83 out of 5 average rating, 475 reviews

Steps from Ceiba Ferry – Culebra/ Vieques Trips #1

Stay in Ceiba just minutes from the ferry and airport, ideal for quick trips to Vieques and Culebra. Steps from Los Machos & Middle World Beaches. Perfect for travelers needing a fast, convenient stop before or after their island adventure. Strategic location at Roosevelt Roads Base entrance. We are strategically located near the Ferry Terminal, the constant traffic could cause noise at times.

Popular amenities for Roosevelt Roads holiday rentals

When is the best time to visit Roosevelt Roads?

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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 apartment rentals in Roosevelt Roads?

    Experience the best of Roosevelt Roads with our apartment rentals, starting at about $40 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 50 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 apartment rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 40 apartment rentals 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 80 apartment 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 50 house rentals with a kitchen in Roosevelt Roads. Enjoy a tailored experience with all the comforts you desire.

  • Do condo rentals in Roosevelt Roads have wifi?

    Absolutely! We offer over 20 condo 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 40 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 wifi, over 20 homes with a kitchen, over 20 homes with free parking, over 20 homes with air conditioning, 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 11,360 verified reviews to help you choose

  • Family-friendly holiday rentals

    130 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    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

  • Wifi availability

    180 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. Machos
  5. Roosevelt Roads