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Vacation rentals in Roosevelt Roads

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Top-rated vacation rentals in Roosevelt Roads

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite
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, 113 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 favorite
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.
Guest suite in Fajardo
4.93 out of 5 average rating, 150 reviews

Vistamar- Stunning Ocean views & private pool!

Open, spacious & breezy! Full length balcony overlooking Puerto del Rey marina and the islands. Relax, swim in our private pool and take in the beautiful views of the Caribbean sea. 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.

Guest favorite
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, 322 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!

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
4.83 out of 5 average rating, 186 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 favorite
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, 143 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 favorite
Apartment in Fajardo
4.93 out of 5 average rating, 40 reviews

Gaviotas in the Sand

This spacious and luxurious, brand new two-bedroom home has a spectacular view to the ocean. In clear days you can even see the Island of Vieques. Las Gaviotas (The Seagulls) gated community is peaceful and safe. The home was built by a retired Navy Officer who sailed the world in the 50-60’s and fought in WWII. His home reminded him of his sailing days. You can seat outside to admire the ocean or have some night life at the Marina located near at the other side of the road.

Superhost
Apartment in Ceiba
4.8 out of 5 average rating, 203 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 favorite
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, 130 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 favorite
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, 435 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.

Top guest favorite
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, 116 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.

Top guest favorite
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, 104 reviews

Oceanview Penthouse / Private Rooftop • Near Ferry

Private oceanview penthouse on Puerto Rico’s east side, just 8 minutes from the Ceiba ferry to Vieques & Culebra. Enjoy a gated community with on-site security, 2 free parking spaces, and a private rooftop — perfect for relaxing, stargazing, and unwinding after a day exploring the island. Located minutes from beaches, kiosks, El Yunque, and the best of Puerto Rico’s east side.

Top guest favorite
A comfortably arranged sleeping area features a spacious bed with a light-colored coverlet. Soft, ambient lighting frames the headboard, while two bedside lamps provide additional illumination. A decorative tray rests on the bed, enhancing the welcoming look of the room.
Home in Ceiba
4.99 out of 5 average rating, 449 reviews

Brisas de Ceiba Refugio de Amor near the Ferry

The ferry is 10-15 minutes away. Also 6 minutes away we have a small airport called (José Aponte) where you are given services to travel by plane to the Virgin Islands including Vieques and Culebra. 7 minutes away you can also visit La Playa Machos and Playa Medio Mundo which are good for hiking. 10 minutes away we have Puerto Rey where they offer excursions to go to Isla Icaco

Popular amenities for Roosevelt Roads vacation rentals

When is the best time to visit Roosevelt Roads?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$21,965 GYDG$22,383 GYDG$23,011 GYDG$25,103 GYDG$24,475 GYDG$23,429 GYDG$25,103 GYDG$23,220 GYDG$21,756 GYDG$20,919 GYDG$21,756 GYDG$23,011 GYD
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 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.

  • Do condo rentals in Roosevelt Roads have a kitchen?

    Absolutely! We offer over 20 condo 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 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 Apartment Rentals in Roosevelt Roads?

    Enhance your stay in our Apartment Rentals with the most popular amenities: over 80 homes with free parking, over 80 homes with a kitchen, over 90 homes with air conditioning, over 90 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about vacation rentals in Roosevelt Roads

  • Total vacation rentals

    Explore 190 vacation rentals in Roosevelt Roads

  • Nightly prices starting at

    Roosevelt Roads vacation rentals start at G$8,368 GYD per night before taxes and fees

  • Verified guest reviews

    Over 12,650 verified reviews to help you choose

  • Family-friendly vacation rentals

    130 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 60 rentals that welcome pets

  • Vacation rentals with a pool

    90 properties feature pools

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

  • Wi-Fi availability

    190 of Roosevelt Roads vacation rentals include wi-fi 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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  2. Puerto Rico
  3. Ceiba
  4. Roosevelt Roads