Holiday houses in San Juan

A well-lit bedroom features two beds with neutral linens, complemented by a grey throw blanket. A small bedside table with a lamp is positioned beside a window draped in sheer white curtains. A mirror reflects the peaceful ambiance of the room.

4.9 out of 5 average rating, 318 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.

4.97 out of 5 average rating, 191 reviews

Apartment in San Juan

Romantic Retreat~Walk Everywhere • Quiet & Central

Quiet, romantic retreat in the heart of Old San Juan—walk everywhere with ease & enjoy charm, comfort & restful sleep. ♥️ Tucked away from the street for peace & quiet ♥️ Steps to cafés, restaurants, nightlife & historic sites (Walk Score 98) ♥️ Comfortable Queen bed ♥️ Authentic Spanish Colonial charm ♥️ A/C, fast Wi-Fi + workspace ♥️ Fully equipped kitchen ♥️ Clean, stocked bathroom ♥️ Washer/dryer access ♥️ Live like a local in the heart of it all Perfect for couples—your quiet stay awaits.

4.97 out of 5 average rating, 115 reviews

Delicate pink flowers are prominently featured in the foreground, surrounded by rich green foliage. In the background, a softly lit area is visible, hinting at a welcoming outdoor space adorned with potted plants and vibrant colors.

Apartment in Carolina

El Secret Spot, a short walk to Isla Verde beach

Take it easy at this unique and tranquil getaway. A comfy, bohemian, chic, one bedroom apartment. Our one of a kind space offers a fully equipped kitchen, TV, WIFI, bbq, and a private backyard oasis surrounded by palm trees. Just a short walk to the Isla Verde beach and steps away from a local panadería and delightful coffee shop. At crossing the bridge you’ll find a world of restaurants, bars, clubs, and souvenir shops. We’re just a 5 min drive to the airport and 15 mins away from Old San Juan.

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.

4.95 out of 5 average rating, 149 reviews

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.

4.94 out of 5 average rating, 221 reviews

A light-filled space features a spacious bed with a soft, neutral blanket. Natural wood furnishings include a dresser and a dining table set for creative use. Large windows and a beaded curtain enhance the open atmosphere, while potted plants add a touch of greenery.

Apartment in Carolina

#5 Boho Apt Studio: Close to beach/airport

Power Generator/ cistern. Steps from the beach yet away from crowds. Private entrance, art studio vibe. 4x6ft work table. No TV, calming atmosphere specially curated to foster relaxation. Natural light and large windows, creating an invigorating environment. The apartment has a unique history as the owner's personal sewing studio, adding a touch of artisanal spirit to the space. When not used for artistic pursuits, it becomes a welcoming retreat for travelers seeking solace and inspiration.

4.91 out of 5 average rating, 264 reviews

A spacious living area is highlighted by large corner windows that allow abundant natural light. A sectional sofa is complemented by an accent chair and a small side table. Decorative pieces are arranged on shelves, and sliding glass doors provide access to a balcony.

Condo in San Juan

A Gem of a 2 bedroom condo unit close to the beach

This luxurious unit is located in a modern high rise building in an up and coming area in the isle of Old San Juan just one mile from the old Spanish town and near Condado. The location is perfect to access the famous beach of El Escambron (just 1 block away!) very popular among surfers. It´s a newly reformed gem of a condo unit loft-like style with exposed concrete ceilings and beams with floor to ceiling north looking windows in a corner unit with ample sun light all through the day-time.

Superhost

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.

Condo in San Juan

4.91 out of 5 average rating, 232 reviews

⭐️Ocean View Apt. in Condado Beach & Strip⭐️

- 4min walk to beach - Located right on the strip - Just 10 minutes from the airport - Stylish, comfortable, and convenient open-layout apartment in San Juan's Condado Beach - Surrounded by vibrant cafes, top restaurants, and lively bars - Close to parks, Beaches, Placita Santurce, and Calle Loiza - Ideal for a couple or group of three - Seamless self-check-in for a hassle-free stay Immerse yourself in Puerto Rico's rich culture and charm. Book now and start your island adventure!

Superhost

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, 163 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.

An open-concept kitchen features modern appliances, including a refrigerator and stacked washer-dryer. A wooden island with shelves provides additional workspace. A dedicated desk sits beside a window, while a small plant adds a touch of color to the light-filled area.

4.99 out of 5 average rating, 145 reviews

Walk 2 Beach! Gated prkg |Renovated! Bright & Cozy

Experience a cozy stay in our renovated 1-bedroom house, just a 5-minute walk to Ocean Park Beach and half a block from vibrant Calle Loíza. Enjoy free gated parking, a modern kitchen, washer-dryer, AC, ceiling fans, and a dedicated workspace. With two TVs, excellent internet, and beach essentials included, you'll have everything you need. Immerse in local culture and conveniently explore nearby attractions. If you don’t want to rent a car, you can easily walk or use Uber.

4.94 out of 5 average rating, 157 reviews

A row of beautifully restored colonial-style buildings is lined along a quiet street. The architecture features arched entryways and intricate wrought iron balconies. Bright colors and textures of the façades create an inviting atmosphere under clear blue skies.

Apartment in San Juan

Classic Old San Juan; Best Location

Experience Old San Juan from this beautifully restored colonial-style building. Our cozy 2-bedroom apartment offers charm, comfort, and an unbeatable location—perfect for vacationing, a romantic getaway, a business trip, or a quick escape. Enjoy a spacious living room, a fully equipped kitchen, a comfortable bathroom, and a tranquil interior patio where you can relax and unwind. Book your stay today and make your visit truly unforgettable!

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.

4.95 out of 5 average rating, 226 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.