
House holiday rentals in Viejo San Juan
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Top-rated house rentals in Viejo San Juan
Guests agree: these houses are highly rated for location, cleanliness and more.

Botanica House by the Lagoon
This is a very cozy styled house with its traditional patterned flooring tile and details. This house has two stories, on the first story you'll find the Kitchen, Dining Room, Living Room (with a sofa bed for extra sleep space) and a full bathroom. On the second floor there are two separate bedrooms, each bedroom with a full size bed and closet space, a full bathroom with traditional pink tile-work and a Balcony with seating and BBQ. This house its very close to the San Juan Lagoon where you can rent out paddle boards and kayaks to stroll along the Lagoon (just a 10 min walk or less) and close to Escambrón Beach which can take about a 15 minute walk over. Guests are able to self check in as we provide a lock box at the entrance. They have access to the parking space in front of the house and access to the whole house as well. We love to interact with our guests but understand that some prefer to settle in on their own so thats why we have provided guests with the self check in process. We are ALWAYS available to our guests if they need us and we can meet up with them whenever needed and help with whatever they need! The neighbourhood is a very central, yet relaxed place. The property is close to the most popular restaurants in the Miramar area, and San Juan Laggon Bay is just three minutes away for kayaking and paddle boarding. To get around in this area its very easy. The house is very close to restaurants and supermarket that you can actually walk to. If guests will not be renting any vehicles the Uber is the best way to get around in the metro area.

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.

~ Garden Nook ~ King Bed - AC - Patio - Loiza -
Enjoy your vacation in Puerto Rico in your very own casita within walking distance of the beach. This quaint stay is one of four units in a house on a central and lively street in San Juan. Just 1 block away from Loiza Street, and 2 blocks away from the beach. You can walk to great food trucks, restaurants, bars, yoga studios and more. This property has 1 bedroom with a king bed, a living room with a full futon, a kitchen with the basic amenities, a sparkling clean bathroom, and a small patio.

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.

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

Luxury Beach House with Private Pool in Condado
Enjoy a local experience at this centrally-located home in Condado. Walking distance to anything you may need. Two blocks away from Ocean Park beach. The house is newly renovated. Beautifully designed with attention to details. Every bedroom has its own en-suite bathroom. The property includes a full power generator and water cistern in case of outages. A state-of-the-art BBQ and pool (4 feet deep) area for guests enjoyment. Parking space for 1 car. **No events or parties allowed.**

The Garden Miramar 2 • 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, 1 kitchen and living room. There are beds for 6 people.

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.

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

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.

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.

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
House rentals with a pool

Super comfortable Family Home w/ private pool

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

Black House

Unique Luxury Villa: Private Pool & Generator

The Leaves Apartments #2

Luxury Kiarita House • Hill House

Lake Villa House in Toa Baja, Puerto Rico

The Coral · Isla Verde · Pool 4BR Gated Community
Weekly house rentals

#6-New-Full Apartment,W/ Balcony, Parking,A/C,Wifi

Colonial Home w/ Lush Patio/ 3 units– Old San Juan

Rustic Modern Home |Walk 2 Beach| Close 2 Airport

Monteflores House San Juan, Puerto Rico

Bright Close to the Beach | Dolçe Esterra | Solar

Modern Guaynabo Home w/ Yard, Sauna and Generator

Coastal-Hip Family Friendly Home

Modern house in San Juan – Casa Luna
Private house rentals

Main Hous -3 BR | Pool + Sun Deck | Ocean Park

Boho Tropical Oasis | 3 BR+Pool

Casa SoLu - 3 Story House w/ Stunning Rooftop View

Casita Hydra • Private Pool • Near Airport & Beach

Spectacular Gem in heart of SJU.

Old San Juan Retreat - Calle Sol, penthouse

Colonial House in Miramar Near Top Attractions

Design Retreat w/ Stone Outdoor Shower – San Juan
When is the best time to visit Viejo San Juan?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $719 SGD | $610 SGD | $675 SGD | $521 SGD | $415 SGD | $403 SGD | $504 SGD | $522 SGD | $456 SGD | $464 SGD | $509 SGD | $561 SGD |
| Avg. temp | 25°C | 25°C | 26°C | 27°C | 28°C | 28°C | 28°C | 29°C | 29°C | 28°C | 27°C | 26°C |
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 $78 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!
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