
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.

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.

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.

Private Island | 1BR Condo | Oceanview | AC | WiFi
Hosted by a trusted Superhost, this tropical 1BR condo is ideal for couples, solo travelers, and digital nomads seeking a restful, reliable getaway. Renovated in ‘25 with modern boho style, it features a king bed, 24-ft long balcony with ocean/pool views, 65” smart TV, 2 A/Cs, glass shower, full kitchen, & fast 500 Mbps WiFi with a dedicated work desk. Includes toiletries, beach towels & access to pools, tennis, basketball & volleyball. All on a serene private island!

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.

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.

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.

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!

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.

Brisas de Ceiba, a Refuge of Love 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

Quiet apartment El Caracol
Relax with the family in this accommodation where tranquility is breathed. We are 15 minutes from the ferry and airport of Vieques and Culebra. 50 minutes from Luis Muñoz Marin International Airport, one minute from the expressway (from downtown Ceiba), 15 minutes from Luquillo Beach, 20 minutes. Seven Sea Beach and 5 min. Los Machos Beach, Ceiba.

Near Ceiba Ferry – Ideal for Culebra & Vieques #5
Discover Culebra and Vieques easily from our Ceiba apartment! Just minutes from the ferry and airport, and steps from Los Machos & Middle World Beaches. Perfect for travelers who want a quick, convenient stop before or after their island adventures. Strategic location at Roosevelt Roads Base entrance.
Popular amenities for Roosevelt Roads holiday rentals
Other great holiday rentals in Roosevelt Roads

CASA RURALIA, a cottage in Luquillo hills.

High Rise Beachfront|Panoramic Views+Pool|Floor 24

Starfish Ceiba, Entire home with private pool!

Costa Brava

Top Floor Beachfront Studio • Steps to Sand

Glo’s Ocean View

Baycay Suite | Ocean, Mountain and Marina Views

Beautiful Penthouse Condo with Ocean View
When is the best time to visit Roosevelt Roads?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $196 NZD | $201 NZD | $202 NZD | $201 NZD | $196 NZD | $187 NZD | $201 NZD | $186 NZD | $174 NZD | $167 NZD | $174 NZD | $184 NZD |
| 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
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 $67 NZD 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, 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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