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House holiday rentals in Viejo San Juan

Find and book unique houses on Airbnb

Quick stats about house rentals in Viejo San Juan

  • Total holiday rentals

    Explore 50 holiday rentals in Viejo San Juan

  • Nightly prices starting at

    Viejo San Juan holiday rentals start at $77 SGD per night before taxes and fees

  • Verified guest reviews

    Over 5,030 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space & child-friendly amenities

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    50 of Viejo San Juan holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Viejo San Juan rentals

  • 4.8 Average rating

    Viejo San Juan stays are highly rated by guests – averaging 4.8 out of 5!

Top-rated house rentals in Viejo San Juan

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

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Superhost
Sturdy wooden double doors are set against a soft blue wall, bordered by elegant wrought iron grilles. Lush greenery from a nearby potted plant adds a touch of nature, complementing the colonial-style architecture. The entrance features stone tiles that enhance the welcoming ambiance.
Home in San Juan
4.86 out of 5 average rating, 239 reviews

Charming Spanish House in Exclusive Street

Enter through sturdy double doors and stride across terra cotta tiles to admire an atrium filled with plants. Pass under an archway to prepare meals in a historic colonial home. Sleep in air-conditioned bedrooms after exploring nearby cultural sites. Puerto Rico has been spared the worst effects of the Covid-19 pandemic by our prompt action in implementing safety measures. For your safety, we follow all CDC, PR Tourism and Airbnb regulations in cleaning and disinfecting. Please see discoverpuertorico.com for details on government regulations you must comply with prior and during your stay. The house is fully renovated, with high ceilings, arches and a classical Spanish interior patio. There are many decorating touches and liberal use of plants create a tropical environment that invites relaxation. You will have full access to the house. We will provide you with a detailed description and instruction of all the facilities in the house, including the operation of all the appliances such as washer / dryer, dishwasher and microwave instructions, Also included will be instructions for all remotes: satellite boxes, smart Hi Def TVs, and air conditioning. We will be available by cellphone, text messaging and Airbnb messaging to answer all your questions about the house facilities, and provide you with tourist information such as restaurants that we recommend, places to visit, shopping, tours to take, walking tours to do on your own, music venues, etc. We provide a detailed guidebook with photos. In addition, we can arrange for knowledgeable, certified guides to take you on tours of Old San Juan and other areas around the island, including beaches in the San Juan area, and many eco oriented tours. The house is in Old San Juan. It is easy access important sights such as La Puerta de San Juan, El Morro Spanish Fort, La Rogativa, La Princesa, Ballaja, Las Americas Museum, City Museum, La Fortaleza, Plaza de Armas, and Cristo Street. Old San Juan is built for walking. You will not need a car while you are in Old San Juan. If you need to get out of Old San Juan, you can get a taxi in a taxi stand near the house, or use Uber. If you have a big group we can possibly arrange for group transportation. If you rent a car, Old San Juan has a variety of public parking lots and a trolley system to help you move around the area during the day. Ask for more details. If after your visit you are continuing travel on a cruise ship to visit other Caribbean islands, you may be able to walk to your ship, as many ships start their trip from the port in Old San Juan. Or disembark from your ship and stay with us for a few days to enjoy this wonderful city.

Top guest favourite
Home in San Juan
4.96 out of 5 average rating, 314 reviews

#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.

Top guest favourite
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
4.9 out of 5 average rating, 275 reviews

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

3 bedroom/3 bath duplex in trendy Ocean Park/Condado area just steps from the beach! Less than 10 minutes from the airport and Old San Juan, plus: *Own pool *Free parking *Private home gym *Beach gear *Weber gas grill *Full kitchen *Master suite with king bed and office space *Junior suite with queen bed *Third room with double bed *Queen size sofa-bed in living room *AC in every room *Washer/dryer in unit *Gated community Family-friendly, close to nightlife, and the best beach in San Juan!

Guest favourite
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 Santurce
4.95 out of 5 average rating, 150 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.

Top guest favourite
An open kitchen area is framed by arches, leading to a charming interior courtyard. Green plants and a small dining set are visible, providing a serene atmosphere. The kitchen features light cabinetry and stainless-steel appliances, contributing to a bright and inviting space.
Home in San Juan
4.91 out of 5 average rating, 456 reviews

Quaint Colonial Home Old San Juan

Beautiful Spanish colonial home in the north side of Old San Juan where locals live, you are just steps (one block) from the ocean. Unique opportunity to explore the city while staying in an exquisite setting and enjoying the colonial architecture of this space. Discover this UNESCO World Heritage Site through a mix of historic architecture and contemporary culture. Note: This home is registered with the PR Tourism Company and strictly adheres to all established Health and Safety protocols.

Top guest favourite
An open patio space features sleek outdoor furniture, including light-colored chairs and a modern coffee table. A glass door leads into a spacious indoor area with comfortable seating and dining options. Lush green plants enhance the tranquil setting under a bright blue sky.
Home in Carolina
4.99 out of 5 average rating, 107 reviews

Spacious & Cosy Gem~Walk to Beach & Rest ~ Pkgs

Step into the luxury 4BR 3Bath apartment nestled in a tranquil area just a short walk (10 mins) away from the ocean, sun-soaked beaches, restaurants, shops, and exciting attractions. Explore Isla Verde or bask in the Puerto Rican sun at the nearby beaches. The modern design and rich amenity list will leave you in awe. ✔ 3 Suites with private Bathroom, plus 1 room. ✔ Open Design Living ✔ Full Kitchen ✔ Smart TVs ✔ High-Speed Wi-Fi ✔ Washer/Dryer ✔ Beach Accessories ✔ Free Street Parking

Top guest favourite
A bright and inviting indoor space features a cozy wooden bench and green seating. A hammock hangs from the ceiling, adding to the relaxed vibe. Colorful plants and decorative elements enhance the room, while a prominent wall adorned with a moon and mountain design offers a serene backdrop.
Home in Santurce
4.99 out of 5 average rating, 116 reviews

Artsy&Renovated!3BR|Walk 2Beach+gated prkg/hammock

Welcome to our fully renovated Boho Chic 3-bedroom house in Santurce, San Juan! Just steps from vibrant Loíza Street and a 5-minute walk to Ocean Park Beach, our home offers free gated parking, a fully equipped kitchen, fast internet, and a beautiful tropical balcony. Immerse yourself in local culture with nearby restaurants, shops, and more. Only 10-15 minutes from the airport and Old San Juan, and 45 minutes to El Yunque Rainforest. Perfect for a serene, convenient stay in Puerto Rico!

Superhost
An open kitchen and living area are visible, featuring modern white cabinetry and a sleek countertop. Two gold bar stools are positioned at the counter, which complements the chic décor. Natural light fills the space through large windows, highlighting the marble flooring.
Home in Santurce
4.91 out of 5 average rating, 275 reviews

The Garden Miramar 1 • Best Location Ever

This unique place has its modern-minimalist and chic own style. Our gold decoration bring the space a elegant and sophisticate ambience, spacious, and well located location. Close to everything and at the same time feeling the greenery of our beautiful garden. Walking you have beach, pharmacy, supermarket, restaurants, District T-Mobile, convention center, hangout areas, rooftop and more. The apartment has 2 bedrooms, 1 bathroom, full kitchen and living room. There are beds for 6 people

Top guest favourite
Home in Carolina
4.99 out of 5 average rating, 178 reviews

Hilltop Cabin w/ Pool & Views – 18 Mins to Airport

✈️ 18 min to airport & 🏖️ top beaches 🏊 Private pool, loungers & hammocks 🌿 Peaceful countryside, just 5 min to city 🌴 45 min to El Yunque & Luquillo Beach 🏡 Hilltop cabin with ocean & mountain views 🛏 Queen bed + full pull-out bed (sleeps 4) 🍽 Indoor + outdoor dining for 4 with views 🚿 Outdoor shower (perfect after the beach) 🌅 Stunning sunrise views from elevated setting ⚡ Fast WiFi, A/C, Smart TV & gated parking 🪑 Beach chairs, cooler & beach towels

Guest favourite
Home in San Juan
4.93 out of 5 average rating, 107 reviews

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.

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, 229 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
Home in San Juan
4.94 out of 5 average rating, 155 reviews

4. New! Beautiful loft apartment Central A/C

Stay in this stylish, newly remodeled unit in the heart of San Juan! With modern finishes and an open-concept layout, it offers comfort and convenience. Enjoy a fully equipped kitchen, cozy bedroom, and a spacious living area. Steps from top restaurants, shops, and attractions, this location is perfect for exploring the city. Experience the best of San Juan. **NOTE there are 10-12 steps to get to the unit**

Popular amenities for house rentals in Viejo San Juan

When is the best time to visit Viejo San Juan?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$716 SGD$608 SGD$672 SGD$519 SGD$413 SGD$402 SGD$502 SGD$520 SGD$455 SGD$462 SGD$508 SGD$559 SGD
Avg. temp25°C25°C26°C27°C28°C28°C28°C29°C29°C28°C27°C26°C

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