Holiday rentals in San Juan

#2-Full Apartment-1BRoom, Kitchen, A/C, TV, Wifi

Welcome to: 🏡Roosevelt Guest House 🏝️🇵🇷 Tourism Department of PR 🇵🇷 Licence# 06/79/23-7781 🌳 Keep it simple at this peaceful and centrally-located 1-Bedroom apartment Very quiet lovely and peaceful place😴 ♦️APARTMENTS ARE ALL INDEPENDENT, NOTHING SHARE♦️ 10 minutes from SJU Airport 🛩✈️, 5 minutes to El Coliseo de PR, 2-3 minutes Car driving to Plaza las Americas, 8-10 minutes to Beaches is SJ, 🏖12-15 minutes to Old San Juan, walking distance fasts foods restaurants , Bar’s and more.

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.

#3 Boho Chic: Walk to Beach/Close to Airport

Power Generator/ cistern. Private apt close to beach and airport. 7 minutes walking to the beach, 10 minutes driving from airport and Old San Juan. Private entrance, private parking inside of the property. Wifi, TV, equipped kitchen, and two working desks if you need to work remotely. The apartment is located in a residential area, a very tranquil street with little traffic noise. Tennis court in front in the premises (need to check Covid19 limitations at time of check in). Pets are welcome.

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.

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!

Casa Azul | Nightlife & Terrace in Old San Juan

Colorful three-level home in the heart of Old San Juan. Located on Callejón El Tamarindo, this colonial-modern home sits within the historic district, surrounded by restaurants, nightlife, and cultural landmarks. Features a cozy private terrace ideal for sunny days or romantic evenings. The property includes a Tesla-powered backup system, providing comfort and peace of mind during power outages. A vibrant stay in one of Puerto Rico’s most iconic neighborhoods.

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

This special place is close to everything, making it easy to plan your visit. This is a one bedroom apartment located in the heart of San Juan. Walking distance to amazing restaurants and the biggest mall in the Carribean. Only 15 minutes to the beautiful beaches, Old San Juan and the airport. AC, Internet and parking space included. This place is for 2 guest any other guest will be more than welcomed but will be charged an extre fee. No pets allowed.

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.

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.

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!

ESJ, 10th Floor, Beach, Parking, 5 min SJU Airport

Million-dollar view—BOOK NOW! Proudly 100% Puerto Rican (and Veteran) owned. 🇵🇷 10th-floor studio w/ stunning sunsets. 5 min from SJU airport, <1 min walk from lobby to the beach! ✅ 1 free garage parking ✅ Self check-in ANYTIME after 3 PM ✅ Free luggage storage ✅ 24/7 market 10-min walk ✅ Lobby café & bar 🧺 Paid laundry in basement ❌ No pool ❌ No early check-in/out

*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.