Holiday houses in San Juan

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Top-rated holiday rentals in San Juan

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
Home in San Juan
4.9 out of 5 average rating, 329 reviews

#4-New! Apartment, 1-BRoom, Kitchen, A/C, TV, Wifi

Welcome to: 🏡Roosevelt Guest House 🏝️🇵🇷 Tourism Department of PR 🇵🇷 Licence# 06/79/23-7781 🌳Very quiet lovely and peaceful 1 Bedroom apartments, 😴 , ♦️APARTMENTS ARE ALL INDEPENDENT, NOTHING SHARE ♦️ 10 minutes from SJU Airport✈️🛩, 10 minutes walking distance to Plaza las Americas, 5 minutes to El Coliseo de PR, 2-3 minutes Car driving to Plaza las Americas, 8-10 minutes to Condado Beach🏄🏽‍♀️🏝🏊🏼‍♂️, 12-15 minutes to Old San Juan, walking distance fasts foods restaurants , Bar’s and more.

Top Guest favourite
Loft in San Juan
4.96 out of 5 average rating, 240 reviews

San Juan, Ocean views, Luxury LOFT,

Your search is over!!!! You have found the perfect place for your staycation in this 989 sqft. (largest in the condo), centrally-located, open space luxury Loft in SAN JUAN, PR. Indulge yourself in an Exquisite and tastefully decorated loft. with many unique pieces of art. Also, NO need to worry about power or water outages that occur on the island, this condo is backup with power generators and cisterns, so your visit should not be interrupted. Everything you need is here ! See you soon🙏🏻

Guest favourite
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.
Condo in San Juan
4.82 out of 5 average rating, 171 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.

Guest favourite
A spacious covered patio features a large, inviting hammock and comfortable outdoor seating. Lush greenery is present in planters, while sunlight filters through the structure. Ample natural wood accents highlight the porch's design, enhancing the relaxing atmosphere.
Cabin in San Juan
5 out of 5 average rating, 141 reviews

Beach Cabin|Renovated[3 BR] Walk 2beach+gated prkg

Welcome to our cozy 3-bedroom beach wood cabin in the vibrant Loíza Street area of San Juan. Accommodating up to 7 guests, the cabin features free gated parking, a modern kitchen, new LG washer-dryer combo, A/C in all rooms, a dedicated workspace, and excellent internet. Enjoy the huge L-shaped balcony with hammock and outdoor furniture. Just a 5-minute walk to Ocean Park Beach and close to diverse restaurants, shops, and more. Only 10-15 mins from the airport, 15 mins from Old San Juan.

Guest favourite
A stylish dining area features a circular table surrounded by white chairs. A vibrant orange pendant light hangs above. The wall is adorned with a retro-patterned wallpaper, complemented by a modern art piece and a vinyl record player on a wooden sideboard.
Apartment in San Juan
4.96 out of 5 average rating, 125 reviews

2BR w/ Hammocks, Balcony & Vibe | MOOD HAUS by DW

◢◤ M❍❍D HAUS ― a 70's inspired house with different moods ◢◤ Situated in the ♡ of San Juan’s Food & Art District, only a few steps from the beach - the best location to experience Puerto Rico. At M❍❍D HAUS all units are designed with retro furniture & custom art. Each apartment is named after a Disco Diva & outfitted with a record player as well as a collection of vinyls. Go back in time to mirror balls & disco beats. UPDATE: THIS PROPERTY NOW HAS A FULL BACKUP POWER GENERATOR!

Superhost
Home in San Juan
5 out of 5 average rating, 3 reviews

irl Beachouse rooftop deck panoramic view SanJuan

"Rare, massive 1950s city home just 1/2 block to the beach! Uniquely spacious for this metro area, it features a rooftop lounge, charming original tiles, & updated furniture. Enjoy peace of mind with an automatic backup generator & water cistern. Easily walk to dozens of shops, dining, and a fitness park, with Uber & delivery at your doorstep. Experience an ideal blend of mid-century space, comfort with all rooms and living areas AC, and utility backup. Book your stay today!"

Guest favourite
Apartment in San Juan
4.92 out of 5 average rating, 317 reviews

Modern 1BR • Wi-Fi • Walk to the Beach & Nightlife

Stylish and modern 1-bedroom apartment designed for comfort and convenience in the heart of San Juan. Enjoy a comfortable Queen bed, fast Wi-Fi, A/C, Smart TV, equipped kitchen, backup generator, washer/dryer and easy self check-in. Perfect for couples, business travelers, or island getaways. Minutes from beaches, restaurants, nightlife, shopping, and top local attractions. Book now and experience the perfect blend of comfort, location, and Puerto Rican charm.

Top Guest favourite
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
4.95 out of 5 average rating, 230 reviews

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.

Guest favourite
An outdoor hot tub is surrounded by a natural bamboo fence, providing privacy and a serene atmosphere. A wooden stool and a small red step stool are positioned nearby, while lush greenery enhances the relaxing environment.
Apartment in San Juan
4.95 out of 5 average rating, 107 reviews

Hidden Paradise w/HotTub >NEAR Airport & Beaches<

Experience a slice of Shangri-La at our serene retreat, at 10 minutes to the airport and beaches! Nestled among stunning historical pieces, our tranquil abode offers a glimpse into the enchanting world of Chinese folklore. Relax in our cozy rooms, adorned with traditional décor, and savor local delicacies. Immerse yourself in the magic of the environment, where every corner tells a story. Discover a haven of peace and beauty at our doors.

Guest favourite
A modern living space features a vibrant mural adorned with tropical leaves, enhancing the room's decor. A white dining table with wooden legs is surrounded by four white chairs. A comfortable gray sofa sits adjacent to large glass doors that open to a balcony.
Condo in San Juan
4.98 out of 5 average rating, 243 reviews

Walk to La Placita | Stylish Santurce Stay

Stay in the heart of Santurce, just steps from La Placita—San Juan’s most vibrant nightlife scene. Perfect for couples, friends, and social travelers who want to walk to restaurants, bars, and live music, then come back to a stylish, comfortable space. No car needed for going out, everything is right outside your door. Walk to the beach, Condado Lagoon, and Miramar. Just 10 minutes to the airport, Old San Juan, and Isla Verde.

Top Guest favourite
A spacious bed is centered against a softly lit, curved wall. Woven pendant lights cast a warm glow above the bed, accompanied by decorative pillows. A cozy bench sits at the foot of the bed, while natural textures are visible in the surrounding furnishings.
Loft in San Juan
5 out of 5 average rating, 130 reviews

*NEW* Relax Outdoor Bathtub, Walk To Beach

Located in the heart of Puerto Rico's lively Calle Loíza, 8-10 minutes from the airport and 8 minutes walk to the beautiful "Ocean Park beach", "Palomar" at Casa Loiz offers an authentic Puerto Rican experience with access to beaches, restaurants, and bars within walking distance. Important cultural sites, such as Old San Juan, are only a 5-10 minute drive away.

Guest favourite
The living area features a brown leather couch complemented by a round coffee table and decorative elements. A ceiling fan and modern light fixtures are present, along with plants that enhance the space. Glass doors open to a private outdoor area, blending indoor and outdoor environments.
Home in San Juan
4.89 out of 5 average rating, 117 reviews

Mid-Century Modern house

Experience the magic of a recently renovated 1962 house, meticulously designed in the Mid Century style, where nature and abundant natural light take center stage. Embrace the seamless integration of open spaces, lush greenery, and a patio that flawlessly blends with the interior. The house has 3 bedrooms. It can comfortably accommodate 6 people, (2 per room).

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