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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 40 holiday rentals in Viejo San Juan

  • Nightly prices starting at

    Viejo San Juan holiday rentals start at $78 SGD per night before taxes and fees

  • Verified guest reviews

    Over 5,130 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

    40 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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Guest favourite
A spacious bed complete with soft linens and neatly arranged towels is positioned in a well-lit bedroom. Two bedside tables adorned with lamps are placed on either side, while light curtains frame the window, enhancing the room's tranquil ambiance.
Home in San Juan
4.93 out of 5 average rating, 311 reviews

#6-New-Full Apartment,W/ Balcony, Parking,A/C,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 Apartments, Very quiet lovely and peaceful place😴 , ♦️APARTMENTS ARE ALL INDEPENDENT, NOTHING SHARE♦️ ⭐️8-10 minutes from SJU Airport🛩✈️ , 5 minutes to El Coliseo de PR, 2-3 minutes Car driving to Plaza las Americas, 8-10 minutes to Condado Beach, 12-15 minutes to Old San Juan, walking distance fasts foods restaurants , Bar’s and more.

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, 152 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.

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

Casa Azul | Worry Free - Stay 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 Plus 150-gal backup water cistern., providing comfort and peace of mind during power outages. A vibrant stay in one of Puerto Rico’s most iconic neighborhoods.

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, 461 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
4.98 out of 5 average rating, 111 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

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, 282 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
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.
Home in Santurce
4.98 out of 5 average rating, 159 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.

Guest favourite
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
4.99 out of 5 average rating, 128 reviews

Villa Celestial Luxury Home

Discover comfort and style at Celestial, our newly renovated 3-bedroom, 3-bathroom retreat in Urb. Los Angeles, Carolina, Puerto Rico. Just 5 minutes from the airport and a short drive to Isla Verde's beaches, this stylish home is ideal for up to 10 guests. Enjoy the remodeled interior, private pool, BBQ area with a full outdoor kitchen, ample parking, and security cameras. Experience luxury and convenience at Celestial – your gateway to the best of Puerto Rico.

Top guest favourite
Home in Carolina
4.99 out of 5 average rating, 180 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

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, 241 reviews

Charming Spanish House in Exclusive Street

Stay in a beautifully restored colonial home in the heart of Old San Juan. Featuring high ceilings, elegant archways, a tropical interior courtyard, and air-conditioned bedrooms, this historic residence blends old-world charm with modern comfort. Walk to El Morro, La Fortaleza, Paseo de la Princesa, Plaza de Armas, restaurants, shops, and local attractions. Enjoy exclusive access to the entire home, easy self-check-in, and excellent local experience.

Top guest favourite
A modern home exterior is displayed, featuring a clear glass window and a two-car garage door. The entrance is accentuated by a small staircase leading to a covered porch. A manicured lawn and a stone driveway add to the inviting appearance of the residence.
Home in Carolina
4.99 out of 5 average rating, 100 reviews

Lake View | King Beds | Battery Backup | Home Gym

Just 15 minutes from the airport and San Juan, Casa Laguna blends convenience with relaxation. Perfect for exploring Puerto Rico or unwinding, it features plush, air-conditioned spaces, multiple large smart TVs, and two luxurious king-size beds. For work or fitness, enjoy a quiet office and garage gym. With solar panels, the home provides uninterrupted comfort even during power outages. Casa Laguna is your ideal retreat for a memorable stay.

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, 232 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.

Popular amenities for house rentals in Viejo San Juan

When is the best time to visit Viejo San Juan?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$720 SGD$611 SGD$676 SGD$522 SGD$416 SGD$404 SGD$505 SGD$523 SGD$457 SGD$465 SGD$510 SGD$562 SGD
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