House vacation rentals in Roosevelt Roads

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Top-rated house rentals in Roosevelt Roads

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Top guest favorite

The exterior of a bright yellow house is framed by lush greenery and palm trees, with a white railing along the front. Large windows with security bars are visible, providing an airy, welcoming appearance. A tree-lined street is seen in the foreground.

Home in Vieques

4.9 out of 5 average rating, 232 reviews

1 Block 2 Beach Bars Food & Fun -coolest 3BR/2BA!

You'll love our 100% walkable, comfy home as your own private place, a quiet tropical oasis in the heart of Esperanza, with 2 MBRs + 1BR + sofabed; 2 double-vanity bathrooms inside, plus a lush outside shower; a sunny, rain-protected patio/sundeck w flowery landscaping, full home kitchen, A/C, parking, all linens incl beach and bath towels. Pets welcome, but only if treated as family. Easy strolls to groceries, restaurants, bars, shaded beach spots with marvelous snorkeling and stunning sunsets.

Top guest favorite

An outdoor space is presented featuring a covered area with picnic tables and a charcoal grill. Lush green grass creates a relaxing atmosphere, while bright blue fencing and planters add vibrant touches. A staircase leads to an elevated deck, providing additional seating and views.

Home in Punta Santiago

4.97 out of 5 average rating, 165 reviews

Lake and Beach Village, Humacao

Casa privada completamente amueblada y equipada para 6 personas, aire acondicionado en toda la casa, marquesina cerrada para 2 autos, piscina,BBQ de gas, TV 50 pulgadas con Netflix, Internet Wifi, Nevera,lavadora, secadora, estufa, microondas, cafetera, utensilios de cocina, ollas, calderos, vasos, platos etc. Ropa de cama y toallas limpias. Muy cerca de la Reserva Natural de Humacao, y cerca de el Malecón de Naguabo, donde encontrarás una excelente oferta gastronómica con excelente vista al mar

Guest favorite

A private pool is set within a landscaped area, surrounded by lush green palm trees. The pool features a waterfall accent at one end, creating a serene atmosphere. Sunlight reflects off the clear water, inviting relaxation and enjoyment.

Home in Fajardo

4.93 out of 5 average rating, 380 reviews

❤️PRIVATE POOL,Beach home,BioBay Tour walk distance

Welcome to Casita Dos Palmas beach home. Enjoy its private pool with a waterfall, back patio with BBQ, hammock and gazebo. Perfect for the fun vacation getaway that you deserve. Enjoy the Beautiful east side of Puerto Rico at its fullest with an amazingly great location to all sea activities, restaurants, cays and islands with crystal clear beaches, Rain Forest,Waterfalls,and natural wonders of the east side, for the ones who crave adventure and the real Puerto Rico experience. Enjoy the Island!

Top guest favorite

A tranquil scene captures a person standing at the edge of an infinity pool, gazing at the horizon. The pool reflects the soft glow of the setting sun, while lush tropical greenery is visible in the background.

Home in Buena Vista

4.98 out of 5 average rating, 107 reviews

Amazing Infinity pool @Coqui Tropical House

Incredible vacations await for you in this house with infinity pool in a private land on the countryside area. We are located 3 minutes from the PR-53 highway near to Palmas del Mar beach resort in Humacao. Fully furnished house & equiped kitchen, 3/B w A/C only in the bedrooms, 2 1/2 Bath , WIFI, TV includes Netflix. Terrace with hammock, Pergola, gas BBQ, and reclining beach chairs. Outdoor security camera around the house. Pet allowed(only one up to medium size with prior notice)

Top guest favorite

The exterior of Casa Tesoro features a whitewashed facade with a welcoming balcony and ceiling fans. A prominent sign with the name 'Casa Tesoro' is displayed at the entrance, surrounded by a gated fence, offering a private and secure ambiance.

Home in Vieques

4.98 out of 5 average rating, 120 reviews

Casa Tesoro-pool home. Walk to beaches/restaurants

Newly renovated home with constant ocean breezes and breathtaking views of the Caribbean Sea and Esperanza Keys. This home offers 'casual luxury' with premium furnishings and cool, comfortable linens and fabrics. We are located in the heart of Esperanza, no car is needed as we are less than a 5 minute walk to the Malecon, Restaurants and 2 minutes to the neighborhood Grocery store. Coco, Esperanza and Sun Bay beaches are a short walk away or enjoy your private pool, one of a few in Esperanza.

Top guest favorite

An outdoor patio area features a shaded table with four red chairs and a large umbrella. A green hammock is suspended nearby, surrounded by lush tropical plants and decorative pots. The space is well-lit, creating an inviting environment for relaxation.

Home in Fajardo

4.94 out of 5 average rating, 107 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 favorite

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

4.92 out of 5 average rating, 133 reviews

Casa Margot

Rest in a place with a spectacular 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, Shopping Center, Supermarket. 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. An additional charge will be charged for late departure without notifying the host.

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

4.99 out of 5 average rating, 102 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.

Superhost

A two-story house is set on a corner lot, framed by lush palm trees and manicured grass. The driveway leads to the entrance, showcasing a minimalistic facade. Large windows are visible, allowing natural light to brighten the interior spaces.

Home in Fajardo

4.85 out of 5 average rating, 403 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.

Top guest favorite

A wooden terrace features a dining table accompanied by four chairs, surrounded by greenery. A view of the ocean is visible in the distance, with blue skies and fluffy clouds above. A decorative sign that reads 'RELAX' adds a welcoming touch.

Home in Buena Vista

5 out of 5 average rating, 117 reviews

Peace & Quiet Paradise – Ocean View, Hot Tub, A/C

✨ Private tropical retreat in Humacao, Puerto Rico, surrounded by mountains, lush greenery, and local wildlife, including the coquí. Located on a quiet cul-de-sac street with only local traffic, this home offers privacy, peace, and stunning ocean views. The entire house, from bedrooms to living and kitchen areas, is fully air-conditioned, keeping the space cool and comfortable throughout your stay—a rare feature in the area.

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, 346 reviews

Brisas de Ceiba

A 10 a 15 minutos esta el Ferrys . También a 6 minutos tenemos un pequeño Aeropuerto llamado (José Aponte) a donde te dan servicios de viajar de avionetas para las Isla Virgenes incluyendo Vieques y Culebra. A 7 Minutos tambien puedes visitar La Playa Machos y Playa Medio Mundo que son buenas para caminatas A 10 minutos tenemos Puerto Rey a donde te ofrecen excursiones para ir a Isla Icaco

Guest favorite

The exterior of a spacious two-story house is visible, featuring a wide terrace with white railing. Lush greenery surrounds the property, set against a backdrop of mountains under a cloudy sky. The driveway leads up to the entrance, showcasing various tropical plants along the way.

Home in Luquillo

4.85 out of 5 average rating, 105 reviews

Orquid Villa- Rainforest El Yunque amazing views

Beautiful House with spectacular view of the Rainforest El Yunque, at 10 min from the Luquillo Beach and Los Kioskos, near from the natural slice river Las Pailas (3 min.) and Angelito Trail and ziplines. House include 4 bedrooms, 2 baths, living & dinning rooms with a big panoramic view balcony. Also, you can enjoy the nature around the house.