
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.

Rustic Modern Home |Walk 2 Beach| Close 2 Airport
Send us a message if you have any questions! Experience the comfort of a 4-bedroom, 2-bathroom home in a quiet neighborhood, just 5 minutes from the airport and a short 7-9 minute walk to the beach. Away from crowds but close to restaurants, bars and the beach, with Old San Juan just a 10-minute drive away. Book now for a peaceful home and convenient access to the island's attractions. We are Equipped with a POWER GENERATOR that runs the whole house in case of a blackout. No Washing Machine!

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.

The Garden Miramar 3 • 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.

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!

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.

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.

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

Unique Luxury Villa: Private Pool & Generator

Turquoise Villa Private pool nearby airport

Luxury Beach House with Private Pool in Condado

The Leaves Apartments #2

Lake Villa House in Toa Baja, Puerto Rico

Luxury Kiarita House • Hill House
Weekly house rentals

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

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

Colonial Modern Retreat

Casa SoLu - 3 Story House w/ Stunning Rooftop View

Modern Guaynabo Home w/ Yard, Sauna and Generator

NEW! TROPICAL CHARMING HOUSE

Villa del Angel

Ocean View Terrace - Old San Juan Villa
Private house rentals

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

Boho Tropical Oasis | 3 BR+Pool

Terrazzo Studio at Casa Curet

Casita Hydra • Private Pool • Near Airport & Beach

!Iconic Ocean Views! Casa Frida 2

Design Retreat w/ Stone Outdoor Shower – San Juan

Old San Juan Retreat - Calle Sol 1 (street)

Stylish 3BR Balcony | Walk to Beach & Calle Loíza
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 | $721 SGD | $612 SGD | $677 SGD | $523 SGD | $416 SGD | $405 SGD | $506 SGD | $524 SGD | $458 SGD | $466 SGD | $511 SGD | $563 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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