
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.

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.

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.

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!

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.

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!

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.

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.

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.

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.

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!

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.

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
Other great holiday rentals in Roosevelt Roads

Family Room at Yei Village | Ceiba

Apt next to Ferry & Airport to Vieques & Culebra

Diva Home Studio Near Ferry and Beach

Stylish Escape Private Pool near Ferry and Beach

Candela Estate

Ceiba Vacation Rental 3/2, 5 beds free parking

Studio #11 near the Vieques and Culebra Ferry

Palma Real Premium Suite @ El Yunque Luxury Retreat
When is the best time to visit Roosevelt Roads?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £88 | £90 | £91 | £90 | £88 | £84 | £90 | £83 | £78 | £75 | £78 | £83 |
| 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 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!
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