Holiday rentals with outdoor seating in San Juan

4.95 out of 5 average rating, 148 reviews

A modern, two-story building is framed by lush greenery and sand-colored pathways. Each unit features sliding glass doors that open to private balconies, with minimalist furniture visible. A distinct terracotta seating area adds a warm touch to the landscape, surrounded by a variety of plants.

Home in Sagrado Corazón

Design Villa w Garden & Jacuzzi | CASA FRIDA by DW

Fully restored Art Deco house in the historic Santurce neighborhood that boasts original creole tiles & geometric, stylized ornaments typical of its era. This short-term rental home mixes modern sensibilities to create a more streamlined, clean look. Look down to the bamboo garden from the roomy terrace while reclining in the hammock and dining alfresco. Built in the 40s, this upscale home features big walk-in rain showers, a hot tub, mid-century modern furniture, plus 2 terraces & 3 balconies.

4.92 out of 5 average rating, 264 reviews

Flat in San Cristóbal

In the Heart of Old San Juan!

Experience the charm of Old San Juan in this colorful apartment, housed in a historic 17th-century building with characteristics that come with its age! To brighten the space, simply open the doors and windows to let the natural light flood in as the shutters do not open. Located just a block from the vibrant nightlife on “Calle San Sebastian” and a short stroll from the “Castillo El Morro”. Enjoy plazas, dining, and shopping all within walking distance in the heart of this famous walled city.

Apartment in San Francisco

An inviting living area features a spacious white sofa, accent tables, and decorative mirrors on the golden wall. An open kitchen is visible in the background, showcasing modern appliances and a dining table with upholstered chairs, enhancing the stylish design and ambiance.

4.92 out of 5 average rating, 150 reviews

Casa Arcos Blancos - Luxury Romantic Getaway

Nestled in the 500-year-old historic Spanish colonial city of Old San Juan, Casa Arcos Blancos offers a unique opportunity to live like a local while enjoying all the luxuries that make you feel right at home. Its superb central location allows you to explore the entire colonial city without having to grab a ride for anything. Conveniently located on Sol Street, you will be at walking distance from supermarkets, pharmacies, shops, restaurants, & world-renowned bars & night spots. Other details

4.97 out of 5 average rating, 316 reviews

A wooden terrace is shown with a stool positioned near the railing. The sun rises above a distant landscape, casting warm light over lush green hills and the ocean. An infinity pool is visible nearby, blending beautifully with the scenic surroundings.

Tiny home in Fajardo

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!

A spacious bedroom features a large bed dressed in a plush grey coverlet. Glass sliding doors lead to a balcony with outdoor seating, allowing views of the cityscape. Soft lighting enhances the modern decor, while the sleek furnishings include a bedside table and decorative accents.

4.81 out of 5 average rating, 162 reviews

*Luxury PH-Apt* Best Location and Views* Wi-Fi,W/D

This PH unit have the best views of all San Juan from his spacious balcony, its located in La Placita area we’re all the bars, restaurants and night life are just a few steps away. The beach is just 10 mins walk and from (SJU) San Juan international airport it’s about 7-10 mins drive. The unit have Wi-fi and high speed internet and 2 T.V.s Free assigned parking in the same condo with control access. The Apt. is fully remodeled and equipped with all you will need to have a pleasant stay.

Shipping container in Gurabo

An outdoor terrace features a wooden deck with a table and chairs, providing ample seating. A cozy swing chair hangs nearby, surrounded by lush greenery and expansive views of the mountainous landscape. Decorative string lights add warmth to the inviting setting.

4.98 out of 5 average rating, 249 reviews

Vista Linda Haus

At Vista Linda Haus, from the moment you start the journey to the beautiful town of Gurabo, the adventure begins. A unique experience towards the favorite destination. You will find panoramic landscapes, lakes, mountains, farms, cities, and a community with the Puerto Rican warmth of our mountains. Just 35 minutes from the Luis Muñoz Marín International Airport, over 1,000 feet above sea level, you will breathe freedom and peace, in a harmonious environment full of energy and pure nature.

5 out of 5 average rating, 213 reviews

A serene outdoor area features a sparkling pool surrounded by lush greenery and tropical plants. A shaded seating area is provided by a large umbrella, along with a cozy hanging chair in the background. The peaceful ambiance is enhanced by bright blue skies.

Guest suite in Luquillo

Casa Encanto Rainforest Retreat

This Guest Suite, on the lower level of our exclusive luxury villa, Casa Encanto, is the perfect tropical getaway. Nestled in the peaceful and lush foothills of the El Yunque Rain Forest, Located in Luquillo with many nearby attractions. You’ll have easy access to downtown Luquillo, El Yunque National Rainforest, Luquillo Beach, Caribali Adventure Park, Las Paylas, charter boat trips, snorkeling, zip lines and much more. The Guest Suite is fully solar with Tesla Batteries and backup water

4.98 out of 5 average rating, 140 reviews

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

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.

4.9 out of 5 average rating, 244 reviews

Aerial view of the country home is presented, surrounded by lush greenery and rolling hills. The property showcases a spacious architectural design with a wrap-around balcony, as well as expansive views of the mountains and valleys in the distance.

Farm stay in Gurabo

Breathtaking Views Casa Grande @ HaciendaElInfinito

Relaxing country home with big skies and cozy beds. Looking for an intimate hideaway where you can do nothing absolutely but relax, rebalance and replenish yourself. Just 30 min from SJU airport. Enjoy our jacuzzi with hydrotherapy massage while looking at our stunning mountain, city and ocean views. This house was designed to be home away from home. Perfect for events and small weddings, additional fee will apply. Note - AC added March 2025 / Full Power Generator

4.99 out of 5 average rating, 278 reviews

A tranquil private pool reflects the clear blue sky, surrounded by lush greenery and palm leaves. The modern apartment's large glass windows allow for abundant natural light, while a shaded outdoor seating area and hammock can be seen beside the pool.

Flat in Ocean Park

Best location with pool, steps from beach!

Wake up in a luxurious king bed with premium bedding, gazing out at your private pool framed by lush palm trees. Start the day with breakfast from the fully equipped kitchen, then catch up online with blazing-fast Wi-Fi under the shaded pergola. Cool off in the pool or rinse in the outdoor hot shower before walking just 50 yards to San Juan’s best beach. Ideal for couples, solo travelers, remote workers, or small families seeking comfort and style.

4.95 out of 5 average rating, 223 reviews

A vibrant yellow façade with classic Spanish colonial architecture is highlighted in the morning light. The entrance features an elegant archway, leading into a spacious interior. The street gently slopes down towards the water, surrounded by lush greenery and cobblestones.

Home in San Juan

Casita del Sol☀️couples’ HOUSE-rooftop, water views

Casita del Sol offers a rare opportunity to rent an entire house in Old San Juan. Classic Spanish colonial architecture with multiple water views and huge rooftop deck. With an entirely removed secondary suite, it can be spacious enough for two couples or cozy enough for one. On a quiet and peaceful residential block, it is still just a short walk from the liveliest restaurants, bars, and shops and offers the best of life in Old San Juan.

5 out of 5 average rating, 157 reviews

A spacious pool area features a heated saltwater pool accompanied by a jacuzzi. Comfortable lounge chairs are positioned around the pool, with lush palm trees providing shade. A modern covered terrace offers seating options for relaxation next to the scenic outdoor landscape.

Villa in Carolina

Luxury waterfront villa with dock and heated pool

Villa Jade is a unique luxury waterfront retreat with a heated saltwater pool, jacuzzi, and private dock to a serene lagoon. It is just 10 minutes from SJU Airport and the fabulous beaches of Isla Verde. Three spacious bedrooms with private baths. Fully remodeled. Equipped with a generator and cistern for peace of mind. As a dedicated 5-star host, I’m here to ensure a smooth, relaxing stay. Welcome!

Popular amenities for outdoor seating rentals in San Juan

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with outdoor seating

4.91 out of 5 average rating, 265 reviews

A private outdoor area features a turquoise pool surrounded by smooth stone flooring. Comfortable seating with tropical-patterned cushions is positioned nearby, alongside potted plants. Natural light filters in, enhancing the tranquility of the space.

Home in Santurce

Steps to Beach, 3BR/3BA, Own Pool, Parking, Gen

4.91 out of 5 average rating, 159 reviews

A modern living area features a curved plush sofa in a rich brown hue, paired with minimalist artwork on a textured wall. A warm wooden ceiling and soft lighting create a cozy ambiance, complemented by decorative objects on a nearby shelf.

Home in Ocean Park

Bright Close to the Beach | Dolçe Esterra | Solar

4.93 out of 5 average rating, 144 reviews

An open space features a dining area with a modern table set for four, surrounded by plant decorations. The living area showcases a comfortable gray sofa, a large TV, and bright lighting that enhances the clean lines and neutral tones of the design.

Home in San Juan

Casa Luna - Modern house in San Juan

4.97 out of 5 average rating, 223 reviews

A living area is shown with a patterned sofa bed positioned against a wall, complemented by a decorative plant in a pot. A single gray chair with wooden legs is placed nearby, with wall-mounted lighting providing a soft glow in the setting.

Home in San Juan

Cozy apartment in San Juan/ AC, WI-FI, Parking

4.97 out of 5 average rating, 116 reviews

A serene outdoor space features a private pool surrounded by palm trees and vibrant seating. The clear water reflects the blue sky, while a lush green lawn extends toward a calm body of water in the background, enhancing the tranquil setting.

Home in Toa Baja

Lake Villa House in Toa Baja, Puerto Rico

4.95 out of 5 average rating, 188 reviews

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

Hacienda Azucena, Río Grande, Yunque Rain Forest

5 out of 5 average rating, 116 reviews

A serene outdoor space features a private pool with tranquil blue water, surrounded by lounge chairs and lush greenery. An inviting seating area is visible, alongside a bar with high stools. A well-lit space creates an atmosphere for relaxation and enjoyment.

Home in Carolina

Villa Celestial Luxury Home

4.95 out of 5 average rating, 126 reviews

A private outdoor area is illuminated by string lights, creating a warm ambiance at night. The pool, featuring shimmering blue lights, is bordered by sleek lounge chairs. A modern barbecue grill is visible in the distance, surrounded by lush greenery and a clean, well-maintained pathway.

Home in Carolina

Casa Kenia

Apartment rentals with outdoor seating

4.89 out of 5 average rating, 132 reviews

A private rooftop garden features a spacious seating area with a blue sofa next to a wooden coffee table. The area is adorned with decorative plants and a dining table surrounded by white chairs. Shade is provided by a black canopy overhead.

Flat in San Francisco

Apartment w/ Private Rooftop | Old SJ | Central AC

4.85 out of 5 average rating, 306 reviews

The exterior of a colorful building showcases a blend of orange and blue facades with wooden details. A covered balcony with decorative railings extends across the front, complemented by window grilles and a wooden door. Cobblestone streets enhance the historic atmosphere.

Flat in San Cristóbal

Luxury House in Old San Juan

4.95 out of 5 average rating, 110 reviews

A bright living room features a light-colored couch adorned with patterned cushions. A wooden coffee table is positioned in front, complemented by a small decorative ottoman. Natural light filters through two window pairs with woven shades, and mid-century vintage decor enhances the inviting space.

Flat in Santurce

Island Vibes · Steps to the Beach: Terrace/Balcony

4.86 out of 5 average rating, 146 reviews

A view from the unit showcases the serene waters of Condado Bay, framed by large glass windows. The bright blue sky, dotted with fluffy clouds, enhances the calming atmosphere. The distant skyline of San Juan can be seen across the bay, adding a picturesque backdrop.

Flat in San Juan

Pelican Suite | Ocean View | Pool | King Bed

4.92 out of 5 average rating, 151 reviews

A modern living area features a wall adorned with black and white stripes, complemented by a flat-screen TV mounted above a simple shelf. Two patterned chairs and a wooden coffee table are arranged around the space, with floor-to-ceiling sliding glass doors offering views of the outdoor balcony.

Flat in Santurce

Ashford Imperial Condo- Oceanview and Parking

4.94 out of 5 average rating, 124 reviews

Flat in Fajardo

Huge Salt Pool|Marina Escape|Ocean Views

4.94 out of 5 average rating, 140 reviews

A comfortable living room is presented with soft beige sofas and a round coffee table atop a light area rug. Large windows allow natural light to fill the space, revealing a view of a green terrace filled with plants. Air conditioning units are installed on the adjacent walls.

Flat in Ocean Park

Family Stay 4 min to Beach: Parking, Terrace, Crib

Flat in Punta Bandera Luquillo PR

A spacious living area features a large television mounted against a vibrant mural of tropical plants. Cozy seating arrangements include a comfortable sofa and a wicker coffee table, surrounded by natural light from nearby windows. A dining area with wooden chairs is visible in the background.

4.96 out of 5 average rating, 109 reviews

Beachfront Apartment in Paradise

Apartment rentals with outdoor seating

Guests relax on beach chairs facing Isla Verde Beach, enjoying the sun and sea. A welcoming sign is displayed, indicating the beach's name and inviting visitors. Nearby, a sandy shoreline extends, enhancing the sense of accessibility to the beach and nearby amenities.

4.99 out of 5 average rating, 136 reviews

Isla Verde Beach-Pool/New/ Downtown

4.9 out of 5 average rating, 270 reviews

A vibrant street view reveals charming buildings painted in yellow and other pastel colors, framed by fluffy clouds in a blue sky. The cobblestone road runs through the scene, showcasing parked cars and a glimpse of local life.

Apartment in San Juan

San Sebastian and Cruz Apt. 10

A bright living space features a cozy sleeping area with a spacious bed. A wooden dining table surrounded by folding chairs is visible, along with a modern television mounted on the wall. A mirror reflects the adjoining kitchen area, highlighted by sleek cabinetry.

4.93 out of 5 average rating, 164 reviews

Buena Vida Beach Studio, Puerto Rico

An open-layout apartment is displayed, showcasing a comfortable white sofa, a round black coffee table, and a stylish blue chair. The sleeping area features a spacious bed with soft gray and white bedding, while natural light pours in through floor-to-ceiling windows adorned with sheer curtains.

4.91 out of 5 average rating, 230 reviews

⭐️Ocean View Apt. in Condado Beach & Strip⭐️

A private balcony is depicted, featuring a small table and two chairs. A partial view of the sea and city skyline is visible in the background. The modern building and pool area can also be spotted from this vantage point.

4.95 out of 5 average rating, 182 reviews

Isla Verde Beachfront Studio near restaurants,bars

A bright living area features a light-colored sectional sofa paired with a round coffee table. Large sliding doors open to a balcony showcasing ocean views. The space is enhanced by a ceiling fan and a stylish mirror, while natural light highlights the ceramic flooring.

4.84 out of 5 average rating, 572 reviews

Luxury Oceanviews/ Condado / San Juan

A spacious bedroom is presented with a queen bed dressed in white linens, complemented by light wooden furniture. A large window offers an ocean view, illuminating the room. A small desk with a chair and a dresser are also visible, enhancing the room's functionality.

4.98 out of 5 average rating, 126 reviews

Ashford Suite Ocean View Condado SanJuan W/Parking

A light-filled living area is outfitted with a gray sofa and a coffee table featuring a floral design. A large mirror reflects ocean views, while sliding glass doors offer access to a balcony. Light-colored tiles enhance the bright and airy atmosphere.