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House holiday rentals in Roosevelt Roads

Find and book unique houses on Airbnb

Top-rated house rentals in Roosevelt Roads

Guests agree: these houses 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, 107 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.

Guest favourite
Home in Luquillo
4.92 out of 5 average rating, 207 reviews

Enchanted Pool Beach House

Take it easy at this tropical and peaceful getaway with a private pool where is only for the guest staying at the house. The house is 5 minutes away from many beaches like La Pared Beach, Playa Azul, Costa Azul Beach, Balneario La Monserrate Luquillo and Northeast Ecological Corridor. 10 minutes away from Bioluminescent Bay and Seaven Seas Beach in Fajardo. Also 15 minutes away from El Yunque National Forest in Rio Grande and 5 minutes from Caribbean Cinemas Theater, Shopping mall and Pharmacy.

Top guest favourite
Home in Fajardo
4.94 out of 5 average rating, 116 reviews

Fajardo Guest House

Beautiful fully furnished private house for 5 people, air conditioning in the 3 bedrooms, closed carport for 2 cars, gas BBQ, outdoor patio, Smart TV, Netflix, Wifi, Refrigerator, Washer, dryer, stove, microwave, kitchen utensils. Chairs, towels and beach cooler, first aid kit, blower. PLEASE NOTE: Handle gently our home this way our home will be always available for your return. Sorry our house is not qualified for wheelchairs, as showed in the pictures there are many areas that have steps.

Guest favourite
A spacious balcony is shown with a hammock gently swaying. Tropical plants are presented in a pot beside the railing. A clear blue sky and expansive ocean view create a serene backdrop, enhancing the feeling of relaxation in this outdoor space.
Home in Fajardo
4.93 out of 5 average rating, 156 reviews

Casa Margot 2

Rest in a place with a spectacular ocean view . Close to the best places in Fajardo, a few minutes from Marinas, Bakery, Laundry, Restaurants. A few minutes by car from Seven Seas Beach, Bioluminescent Lagoon, Restaurants. The accommodation is located on the second level of the property. Access is from the left side of the property and you will find a small staircase at the back. ➡️ It is preferable to move by car. ➡️ Or you can call an Uber or Taxi also arrive at the Accommodation.

Top guest favourite
A bright and airy living area features white sofas accented with decorative pillows, set around a glass coffee table. Lush greenery is visible through the open windows, while a modern TV stands against a stylish console in the background. Ceiling fans provide a cooling breeze.
Home in Fajardo
4.93 out of 5 average rating, 167 reviews

Beautiful Getaway Home | Private Pool | 4BD

We invite you to stay at our home with a private pool in Hacienda Margarita, ideal for families & groups! - 4 bedroom house with ACs, 2.5 bathrooms, BBQ, 2 SmartTVs, Wi-Fi, etc.! - 24/7 neighborhood security & 5 minutes from Luquillo Beach - Generator & Water tank available - Private pool, yard for soccer & volleyball! - Close to Rainforest, Catamarans, Kayaking, Snorkeling tours & more! - Private Chef and Boat tours available - No loud music, parties, or events - We are Airbnb Superhost!

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
4.99 out of 5 average rating, 137 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
The two-story property is surrounded by lush greenery, featuring a serene pond reflecting the building and sky. Lounge chairs are positioned on the grass, offering a relaxing spot to enjoy the natural surroundings.
Home in Río Grande
4.95 out of 5 average rating, 187 reviews

Hacienda Azucena, Río Grande, Yunque Rain Forest

An Exquisite vacation home in El Yunque Tropical rainforest. Discover Puerto Rico's enchanting beauty at Hacienda Azucena. Enjoy a private getaway in this 4-bedroom, 2 full bathrooms and 3 half bathrooms villa. This spectacular property offers incredible green views just minutes from El Yunque National Forest, one of the finalists for the New 7 Wonders of Nature. Perfect for friends and family gatherings or peaceful getaways. Close to beaches, outlets mall, and horseback rides.

Guest favourite
Home in Fajardo
4.84 out of 5 average rating, 436 reviews

Entire property in Fajardo 5 minutes from ferry

Your East Tropical Escape in Fajardo, Bella!!, Two story house on a corner, private, nice patio with pool, 5 minutes to Vieques and Culebra's ferry. Close to the Bio Bay in Las Croabas, 3 minutes from grocery stores, pharmacies and restaurants. Gated community with security, common areas with a nice pool, tennis, volley ball and basket ball courts, close to beautiful beaches, kayaking, 20 minutes from the Rain Forest (El Yunque), a must see! 1 minute from Marina Puerto Del Rey.

Guest favourite
Home in Humacao
4.92 out of 5 average rating, 298 reviews

Beautiful House, 24/7 Security, Gated Community

Sanitized! Beautiful and comfortable residence with Private Pool, Jacuzzi and Grill. 12min from Palmas del Mar that has beach, bars, night life and sea food restaurant. Minutes from Palma Real Mall, Walmart, restaurants, fast food & much more. 20 min from El Malecon de Naguabo which has many Seafood Restaurants, and beach. 30min to the boat terminal to go to Vieques and Culebra, 40 min from Luquillo Kiosk, 35 min from the Croabas, 45 min to the airport, 50 min to Old San Juan

Guest favourite
A scenic view from a balcony features lush greenery, with rolling hills and the ocean visible in the distance. Palm fronds frame the image, while a clear blue sky enhances the tranquil atmosphere of the surroundings.
Home in Humacao
4.85 out of 5 average rating, 235 reviews

Ocean Views All Around w/ Hammocks -Coqui Cabana

Enjoy sea breezes from our shady hammocks, surrounded by breathtaking ocean and valley views! Sip a drink on the wraparound deck while enjoying a golden sunset. The views are unmatched, pictures don't do them justice. This private property sits on a ridge overlooking Palmas Del Mar and Yabucoa Harbor. Coqui Cabana is a freestanding gated home with full kitchen, washer/dryer and solid wifi. We offer a serene, unforgettable getaway with all the comforts of home!

Top guest favourite
Home in Carolina
4.99 out of 5 average rating, 165 reviews

Hilltop Cabin w/ Pool & Views – 18 Mins to Airport

✈️ 18 min to airport & 🏖️ top beaches 🏊 Private pool, loungers & hammocks 🌿 Peaceful countryside, just 5 min to city 🌴 45 min to El Yunque & Luquillo Beach 🏡 Hilltop cabin with ocean & mountain views 🛏 Queen bed + full pull-out bed (sleeps 4) 🍽 Indoor + outdoor dining for 4 with views 🚿 Outdoor shower (perfect after the beach) 🌅 Stunning sunrise views from elevated setting ⚡ Fast WiFi, A/C, Smart TV & gated parking 🪑 Beach chairs, cooler & beach towels

Guest favourite
Home in Esperanza
4.91 out of 5 average rating, 139 reviews

Casa Amor Home Esperanza Salt Pool- close to Beach

Casa Amor in Esperanza hills is a dream escape. A case of privacy, offering two fully separate suites, an outdoor dinning area with views of the of the ocean, saltwater pool, and BBQ. Breezes are free! A lovely outdoor shower for a rinse under the stars, a hammock for lazy afternoons… From the pool and gardens, you’ll find ocean views. (Clothing optional) It’s private and peaceful! Tucked into a safe locals’ neighborhood, three blocks from the nearest beach.

Popular amenities for house rentals in Roosevelt Roads

When is the best time to visit Roosevelt Roads?

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Quick stats about house rentals in Roosevelt Roads

  • Total holiday rentals

    Explore 50 holiday rentals in Roosevelt Roads

  • Nightly prices starting at

    Roosevelt Roads holiday rentals start at $64 SGD per night before taxes and fees

  • Verified guest reviews

    Over 2,430 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Holiday rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    50 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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