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House vacation rentals in Roosevelt Roads

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Top-rated house rentals in Roosevelt Roads

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A spacious living area features a large television mounted on a white wall, complemented by a coffee table with decorative items. Natural light filters through the window, adorned with soft yellow curtains. A cozy sectional sofa invites relaxation, adding to the room's inviting ambiance.

Home in Cangrejo Arriba

4.81 out of 5 average rating, 26 reviews

Stunning Huge@4M SJ Airport & Beach Jacuzzi-Solar

Enjoy the Comfort & Convenience of this newly renovated Big Home for up to 14 guests. Just 5 Miles from Airport & Beach, this elegant retreat offers easy access to San Juan’s attractions, along & amenities to ensure a relaxing stay. Skip the stress of traffic you’ll be at the airport in 5 min. 4 Spacious Bedrooms & 2 Bath Suite& 👑 Size Bed &Bath Equipped Kitchen Patio & Jacuzzi & Dart Board Tesla Solar No blackout Jacuzzi CoffeeTea Bar Washer & Dryer Gate Garage Wacht our Video

Top guest favorite

An aerial view captures the modern wooden house surrounded by lush greenery. The outdoor area features inviting seating arrangements and palm trees, with a shaded lounge space underneath a large canopy, creating an inviting atmosphere for relaxation.

Home in Carolina

5 out of 5 average rating, 118 reviews

Chic cabin-Ocean&Yunque view-Peace&Relax/Free prkg

Enchanting modern wooden house located in the serene countryside of the greater San Juan Metro Area (Carolina). If you're seeking a harmonious blend of comfort, nature & breathtaking views, look no further! Situated on a countryside hill, but close to everything: San Juan (20 mins), airport (15 mins), beaches (15 mins) and El Yunque Rainforest (45 mins). The scent of fresh wood greets you as you step into the open-concept house. With attention to detail, this home exudes warmth & sophistication.

A spacious outdoor patio is showcased, featuring a glass table surrounded by several chairs. The setting sun casts warm colors over the ocean, with palm trees framing the view. Relaxed guests enjoy their drinks, creating a welcoming atmosphere towards the beach.

Home in Vieques

4.85 out of 5 average rating, 111 reviews

Oceanfront, Snorkel, Private Beach, Outdoor Shower

La Buena Vida "The Good Life" Ocean Front beach house offers guest a private slice of paradise! With it's secluded beach and 180 view of the Atlantic Ocean and Puerto Rico. This house offers the best views on the island, sunsets are World Class! And then there's snorkeling! Guests have told us the reef off our shoreline is better than the tour locations! Snorkeling gear is provided! Or just relax on the huge patio/hammock and watch the waves! Anytime of year, La Buena Vida is waiting for you!

A spacious outdoor area features two lounge chairs with a small table, positioned on lush green grass. A private Jacuzzi is visible nearby, with palm trees framing the scene. A tent-style shade and a hammock complete the inviting outdoor setting.

Home in Luquillo

4.94 out of 5 average rating, 131 reviews

Beautiful Rooftop Getaway | Jacuzzi by Rainforest

We invite you to stay at our home with breathtaking views of Puerto Rico's coastline! - 4 bedrooms with AC, 2.5 bathrooms, BBQ, 3 SmartTVs, fast Wi-Fi, and more - Private Jacuzzi with a stunning view - Generator & water tank available - Access to neighborhood pool, 24/7 security, and just 5 minutes from Luquillo Beach - Close to the rainforest, catamarans, kayaking, snorkeling tours, and more - Private chef and boat tours available - No loud music, parties, or events - We are Airbnb Superhost!

A newly built home is framed by a gated entrance, leading to a well-maintained driveway. The house features a white exterior with a front porch. Towering palm trees and lush greenery create a serene environment, contributing to the overall privacy of the property.

Home in Puerto Diablo

4.9 out of 5 average rating, 176 reviews

Palmas de paraiso/Free Wi-fi/Walk to Beach/Cold AC

Bring the whole family to this brand new home with lots of room for fun. Or enjoy the entire place with just a few people. 3 bedroom and 2 bathroom with an outdoor shower make our house suitable for small or large groups. 2 large 58" TV's. 1 king,2 queen beds, and 1 double pull out. kitchen has all amenities and full size fridge for extended stays. WiFi is very fast and reliable for the work from home people. new washer n dryer inside. 2 minutes walk to Santa maria beach. Full kitchen

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, 109 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.

A scenic view of the ocean and lush greenery is captured from the balcony, with sunlight reflecting on the water. The landscape features rolling hills and distant mountains, framed by vibrant tropical foliage and a clear blue sky dotted with clouds.

Home in Río Grande

4.83 out of 5 average rating, 118 reviews

House with breathtaking view near the beach!

Large furnished house with four bedrooms and three bathrooms, one of which has a large hot tub, tall ceilings, full kitchen with oven, fridge and kitchen utensils, bedding and towels and amazing view of the ocean and mountains of Puerto Rico. The property is 25 miles from San Juan (30 minutes from the San Juan International Airport); minutes away from the Wyndham Rio Mar Beach Resort and Casino, a couple of miles from the east coast's best surf spot La Pared, and Luquillo's public beach.

A charming white house sits in a residential neighborhood, featuring large windows with turquoise shutters. A small patio area with two chairs overlooks a green lawn, while a fenced yard is bordered by a white gate. A tree provides shade in the background.

Home in Vieques

4.89 out of 5 average rating, 107 reviews

Esperanza- Casa SirenaTopaz, Malecon+Caribbean sea

Welcome to beautiful Vieques, “Casa Sirena Topaz” in picturesque Esperanza. A beautiful fishing village on the Caribbean Sea. Set In a residential neighborhood, a short walk to the Malecón. Stroll the strip! Great Restaurants, Bars, shopping, and activities. Enjoy all the comforts of home with A/C in all rooms, living room and bedrooms. Remodeled in 2021, it features a full bathroom and 2nd outdoor shower. Full kitchen and new appliances. Private parking. Secure yard with double gate.

A serene outdoor terrace features a comfortable lounge chair, adorned with a green and white striped towel and a decorative pillow. A wide-brimmed straw hat rests on the chair, with a small banana bunch and a fresh avocado highlighted nearby. Expansive views of lush greenery and the ocean are visible in the background.

Home in Vieques

4.89 out of 5 average rating, 106 reviews

Casa Ventanas: private Penthouse w gorgeous views

Gorgeous fully equipped modern Penthouse w huge outdoor living space on private terrace facing incredible views of the bio-bay, the reserve and Caribbean ocean! Lush gardens, frosty AC, farmhouse kitchen, spacious dining, firm Queen mattress, full-sized pull-out sofa bed, beautifully appointed w plenty space to lounge. Outdoor bathroom & shower in secluded back yard. Fresh avocados, papaya, bananas, pineapples, and mangos on site in season! Minutes to beaches, restaurants, shops.

A serene pool area is framed by tall palm trees, with the ocean visible in the background. Two lounge chairs are placed near the edge of the sparkling blue pool, which reflects the clear sky. Lush greenery surrounds the space, creating a tranquil atmosphere.

Home in Punta Santiago

4.94 out of 5 average rating, 139 reviews

We are back! Puerto Rican paradise awaits you!

Please ask about our other home nearby. Beachfront living with pool - 4 bedrooms. Lose yourself in paradise in this newly remodeled beachfront home with pool - 4 bedrooms, 3 baths. You will have the best of both worlds - beach and pool - for your pleasure. Enjoy unobstructed ocean/beach views from bed and through the house. Perfect for family vacations, romantic getaways or just to get away from it all. Cribs and high chairs available for little vacationers.

A comfortable living area is presented with a light-colored sofa adorned with neutral throw pillows. A modern coffee table occupies the center, featuring decorative items. Natural light filters through partially closed blinds, illuminating the space with a soft glow.

Home in Fajardo

4.86 out of 5 average rating, 152 reviews

El Yunque, Bio Bay, Culebra & Beach | Casa Moderna

Welcome to Casa Moderna, the perfect getaway! Minutes away from pristine beaches, mouthwatering local cuisine, the awe-inspiring Bioluminescent Bay, and the breathtaking El Yunque Rainforest. Our thoughtfully decorated home offers a chic and relaxing experience, with amazing amenities. Soak up the sun in our private backyard. Join us at Casa Moderna for an unforgettable vacation that will create cherished memories for years to come.

A covered terrace features expansive ocean views, overlooking the sandy beach and gentle waves of the Caribbean Sea. Skylights allow natural light to illuminate the space, while palm trees frame the serene coastal landscape in the background.

Home in Punta Santiago

4.93 out of 5 average rating, 122 reviews

La Ola 15

Exceptional beach front property overlooking the Caribbean Sea, Cayo Santiago (Monkey Island) and Vieques, it is simply a place to relax and enjoy Nature. The house offers luxury living while only steps from the water. Recently renovated this 4 bedroom, 3 bath home offers approximately 2500 sq. ft of comfortable living complete with Gourmet Kitchen, modern decor, main floor Laundry Room and ample space for everyone to enjoy.

Vacation rentals for every style

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Unique stays

Spaces that are more than just a place to sleep

Popular amenities for Roosevelt Roads house rentals

Free parking on premises

Air conditioning

House rentals with a pool

Top guest favorite

Home in Buena Vista

4.98 out of 5 average rating, 101 reviews

Amazing Infinity pool @Coqui Tropical House

Home in Vieques

4.94 out of 5 average rating, 112 reviews

Casa Blanca with pool, tropical garden and rooftop

An open-concept living area showcases modern design with a sleek kitchen and island bar. Natural light filters through large windows, illuminating the dark tiled flooring and white walls. A gray sofa with wooden accents complements the minimalist decor, inviting relaxation.

Home in Florida

4.94 out of 5 average rating, 109 reviews

Home for 9 with Pool and Solar Panels in Vieques!

A spacious living area is presented with a textured stone wall and large flat-screen television. A uniquely designed coffee table made of natural materials sits on a plush rug. Comfortable seating options are arranged around the table, creating a welcoming environment for relaxation.

Home in Trujillo Alto

4.91 out of 5 average rating, 181 reviews

Unique luxury house-Private pool-Power generator

An entrance door opens to reveal a private pool area, surrounded by a colorful mural depicting tropical foliage. A lush green plant in a black pot adds a vibrant touch. The pool is visible against a backdrop of hills and partly cloudy skies.

4.89 out of 5 average rating, 123 reviews

Coastal Getaway with Pool, Game Room & Ocean View

A private pool area is highlighted by a rectangular pool surrounded by stone tiles. Subtle lighting illuminates the pool's water. A shaded seating area with loungers overlooks the pool, creating a relaxing outdoor space enhanced by lush greenery.

Home in Carolina

4.83 out of 5 average rating, 253 reviews

Nena’s place, Carolina PR w electric generator

Top guest favorite

Home in Luquillo

4.97 out of 5 average rating, 116 reviews

Fabulous Ocean Views /Private Infinity Pool /4 BR

A tranquil pool area features a clear blue swimming pool overlooking a lush landscape filled with greenery. Two orange lounge chairs are positioned on the tiled terrace, providing a scenic spot to relax and enjoy the surrounding natural beauty.

Home in Río Grande

4.94 out of 5 average rating, 125 reviews

Casa Blanca - Enchanting rainforest stay with pool

Weekly house rentals

A modern villa is surrounded by lush greenery, featuring a gunite swimming pool and several sun loungers. The wrap-around porches provide spacious outdoor seating areas. Palm trees sway gently, reflecting the serene Caribbean atmosphere under a clear blue sky.

Home in Vieques

4.95 out of 5 average rating, 81 reviews

Vieques ocean view eco villa+pool

A spacious living area features a dark leather sofa adorned with soft pillows, complemented by two chairs with warm cushions. A coffee table sits in the center, surrounded by natural light from high windows. A potted plant and modern wall art add subtle touches of decor.

Home in Carolina

4.81 out of 5 average rating, 105 reviews

Terrace Escape;9mins SJU airport &beach (sleeps 8)

The spacious living room features a large sectional sofa and a ceiling fan, with large windows offering a view of the ocean. A wall-mounted TV and minimalist decor enhance the area, while the tiled floor reflects natural light.

Home in Vieques

4.75 out of 5 average rating, 118 reviews

5BR-4BTH Ocean View House & Beach @viequesrentals

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

4.96 out of 5 average rating, 163 reviews

Hacienda Azucena, Río Grande, Yunque Rain Forest

The outdoor area features a saltwater pool surrounded by tropical gardens, with a hammock visible to one side. Built-in seating and two lounge chairs are positioned nearby, alongside a small table. The walls of the suites are adorned with lush greenery and vibrant flowers.

Home in Esperanza

4.92 out of 5 average rating, 122 reviews

Casa Amor Home Esperanza Salt Pool- close to Beach

A modern kitchen is visible, featuring stainless steel appliances and a spacious white countertop. Two bar stools are positioned at the island, while tiled flooring extends throughout the area. A glimpse of the living room is seen, showcasing a light-colored sectional sofa and window treatments.

4.92 out of 5 average rating, 66 reviews

Ceiba Vacation Rental 3/2, 5 beds free parking

A blue-colored exterior features a welcoming entrance with a decorative anchor and several potted plants. The smooth concrete pathway leads to the front door, and a grassy area complements the home. The structure's architectural design includes grid-patterned gates and a covered carport.

Home in Punta Santiago

4.87 out of 5 average rating, 144 reviews

B&C3 Cozy Cottage

A cozy living area features a sectional sofa, a unique circular chair, and two patterned poufs. A flat-screen TV is mounted on the wall, accompanied by a decorative shelf displaying plants and books. Natural light filters through the white window blinds.

Home in Punta Santiago

4.98 out of 5 average rating, 127 reviews

⭐️Lakeside & Beach House A/C, WI-FI, NETFLIX+HBO⭐️

Private house rentals

A vibrant outdoor area is surrounded by lush greenery, featuring a sparkling pool, comfortable lounge chairs, and a thatched umbrella. A cozy hammock invites relaxation, while tropical plants enhance the tranquil atmosphere. The inviting space seamlessly integrates with the colorful Spanish-style architecture.

4.97 out of 5 average rating, 244 reviews

Local charm, comfort, privacy.

A two-story beach house is framed by swaying palm trees, set against a vibrant blue sky. Its spacious terrace, featuring a pergola, overlooks a calm ocean, while smooth stones line the beach and lead to clear waters that gently lap at the shore.

Home in Río Grande

4.85 out of 5 average rating, 59 reviews

NEW LISTING! OCEAN FRONT AND RAINFOREST 16 GUESTS

A private pool is surrounded by a patio area featuring two sun loungers. A vibrant mural of a flower and local culture decorates the nearby wall. The pool area includes a colorful beach ball floating on the water, contributing to a relaxed atmosphere.

Home in Carolina

4.85 out of 5 average rating, 239 reviews

Casa Minnelli,5 minutes from the airport and beach

A modern living room is presented, featuring a spacious gray sectional sofa and a light wooden coffee table. Natural light enters through the horizontal slatted windows, complementing the air conditioning unit mounted above. A small decorative plant sits on the table, adding a touch of greenery.

Home in Luquillo

4.92 out of 5 average rating, 24 reviews

Luquillo Mar entire House

A tranquil outdoor space features a private swimming pool surrounded by a stone patio and lush tropical plants. A white fence adds privacy, while tall palm trees create a serene atmosphere. The backdrop includes a view of nearby residential buildings against a clear blue sky.

Home in Luquillo

4.68 out of 5 average rating, 44 reviews

La Casa Verde Luquillo

A spacious gray sectional sofa is situated in the living area, complemented by yellow accent pillows. Above the sofa, framed floral artwork is displayed, while a round glass coffee table rests on the textured flooring. Natural light enters through sheer curtains, enhancing the serene ambiance.

Home in Carolina

4.89 out of 5 average rating, 101 reviews

⭐️Country Club House⭐️

The outdoor area features a large swimming pool with clear blue water, complemented by a shaded lounge area under a turquoise umbrella. A well-maintained lawn surrounds the pool, and a white building with large windows is visible in the background.

4.75 out of 5 average rating, 20 reviews

Santorini Overnight 18 Guest Special

Top guest favorite

The exterior of a single-story home is featured, showcasing a red-tiled roof and a white façade. A landscaped yard with grass is highlighted in front, alongside a driveway and a stop sign at the corner of the street. The sky is clear with minimal clouds.

Home in Cangrejo Arriba

4.92 out of 5 average rating, 173 reviews

Gaby's House near airport

Quick stats about house rentals in Roosevelt Roads

Total rentals
40 properties
Nightly prices starting at
G$12,539 GYD before taxes and fees
Total number of reviews
1.7K reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with a pool
20 properties have a pool

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