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Holiday rentals in Viejo San Juan

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Top-rated holiday rentals in Viejo San Juan

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Guest favourite
An outdoor terrace features a covered seating area with a sectional sofa and a dining table surrounded by four wicker chairs. String lights enhance the ambiance, while the view includes surrounding rooftops and clear blue skies.
Apartment in San Juan
4.9 out of 5 average rating, 182 reviews

Cozy Colonial Stay • Old San Juan

A perfect getaway for a couple seeking to relax in a very well maintained, historic PH. The 3rd floor (42 steps) apartment is one of three in a Spanish Colonial building which includes an open air courtyard along the walkway from the bedroom to the two restrooms (not suitable for children). The PH comfortably sleeps two in a queens sized bed with A/C in the bedroom. A full kitchen & living room come equipped with Free Wi-Fi and TV. However, one should take full advantage of the outdoor terrace which provides year-round outdoor sitting, table & chairs usable as work space, no desk available. A perfect getaway apartment for a couple seeking to relax in a very well A perfect getaway apartment for an individual or couple seeking to relax and immerse in Old San Juan life and living. Enjoy your stay in a very well maintained penthouse apartment in an historically and tastefully remodeled Spanish Colonial 3-story corner building. Located on one of the most charming streets of Old San Juan nestled among homes, restaurants, and cafes along Calle Sol, the building is just two blocks away from commercial streets like Calle San Francisco which have pharmacies, supermarket, boutiques, and retail stores and restaurants. Also just one block away from the nightlife of Calle San Sebastian and a few blocks from the ocean, museums and historical fort! Read all our reviews as the vast majority love the experience of living in a traditional Spanish Colonial building. Ours is a corner building which allows for lots of sunlight and includes windows in the kitchen, living room and bedroom, as well as an authentic courtyard that opens onto all three apartments. Note that the courtyard does have a hallway going to the bathroom that is visible to all three apartments, though all the rooms are private including a large outdoor terrace which provides year-round outdoor sitting, dining and naps on the hammock, and a great breeze coming off the ocean two blocks away. This penthouse apartment comfortably sleeps two in a queen sized bed in an air-conditioned room; the air-conditioner can easily cool off the living room too. A full kitchen opens to the terrace as does the living room and both are charming, cozy and equipped with necessities and items for your comfort and relaxation. Free WiFi and TV (including NetFlix) are included and also a washer/dryer which is located in an over-sized and beautifully designed bathroom; toilet and additional sink in adjoining bathroom. We certainly hope you will take advantage of this special, sunny and very well maintained apartment and have an ideal getaway in an authentic Old San Juan home. We are available before, during and after your stay for any question you may have. Check-in Information: One of our team will personally welcome you in front of the Condo at the moment of your arrival. Please confirm your arrival time including flight info and the phone you are traveling with a few days before traveling so we can schedule your check-in. On the day of arrival you will call us as soon as you are leaving the airport in your taxi or rental car and while you are driving in to Old San Juan we will walk over and meet you at the rental. Old San Juan is few blocks of unique colonial style architecture and offers a great selection of restaurants, bars, cafes, shops, galleries, music, and paths to walk by the port. Taxi, Buses, Rental Cars TIPS FOR BETTER LIVING IN THE TROPICS First of All: Be Happy, Relax & Enjoy - you are on a beautiful, sunny, tropical Island, which requires an open heart and mind to be fully enjoyed! Stay happy! - even if anything is missing or broken. Simply contact us immediately and we will be glad to help. Remember you are renting a Home away from Home and no one likes a stinky apartment: Therefore the garbage goes out daily. And the dishes are specially made to break after 2 hours of being used unless they get cleaned. To avoid any extra charges for broken dishes simply clean them. We are in the tropics and if you want to have your food and drinks for yourself, store almost everything in the fridge. If not you might have to share it with unwanted animals or the humidity and heat may destroy some foods. The plumbing system on tropical Islands appears to be delicate. Therefore it is important not to throw any sanitary items, Condoms and not even a lot of toilet paper at the same time in the toilet. Misuse may end in clogged toilets and extra charges!, if misuse would be proven by Plumber. It also rains on a sunny island. Please close all doors and windows while exploring “paradise”. If you don't the apartment may get flooded and you would have a lot of extra work. !!!Please be environmentally friendly!!! We are a small Island in the middle of the Atlantic Ocean with limited access to resources! PLEASE do not waste fresh water! Only turn on A/C while being at home. Turn off A/C when leaving the apartment. Close all windows and doors while running the A/C. You have chosen to stay in a condo with real neighbors that are unfortunately not on vacation and deserve their good night sleep. Please keep the volume down after 10PM and before 9AM. Please make arrangements for your check-in or out a few days before it actually happens, so we can prepare for a smooth arrival and departure. In case of EMERGENCY please call 911! And please inform us as well - send a text message or call to the following numbers: (PHONE NUMBER HIDDEN) and (PHONE NUMBER HIDDEN)

Top guest favourite
A quaint indoor balcony area is showcased, featuring a round glass table surrounded by woven chairs. A vase of tropical flowers adds a touch of color. In the background, a well-lit bedroom is visible through shuttered doors.
Apartment in San Juan
4.9 out of 5 average rating, 481 reviews

Colonial Old San Juan Apartment

Location The apartment is located in Puerto Rico's political and cultural capital, San Juan. It's within walking distance of the best locations Old San Juan has to offer. Great bars and restaurants, hotels, casinos, San Critobal Castle, Paseo La Princesa , plazas and the cruise terminal are only steps away. In its sorroundings there are also farmacies, transportation services, a post office, stores for shopping,beaches and Cathedrals. The apartment is a 10 minutes drive to the Convention Center and 20 minutes to the international airport,. Spaces Typical of Spanish Colonial architecture the apartment spaces include an indoor balcony, perfect for relaxing, and tall ceilings, up to 20 feet high, sporting traditional Ausubo wood beams. Amenities Full kitchen with an industrial stove and oven, microwave, refrigerator, coffee maker and dinnerware. The cozy bedroom has a comfortable queen bed, a/c and drawers for storage. Living room with Flat HDTV, Blue Ray, DVD player, WI-Fi, Satellite dish. Laundry access in the hall.

Top guest favourite
Flat in San Juan
4.97 out of 5 average rating, 194 reviews

Peaceful 1BR~Walk Everywhere• Historic Charm • A/C

Peaceful 1BR retreat in the heart of Old San Juan—walk everywhere, enjoy historic charm, and come home to quiet after a day exploring. ♥️ Tucked away from the street for peace and restful sleep ♥️ Steps to cafés, restaurants, nightlife & historic sites • Walk Score 98 ♥️ Historic Spanish Colonial charm with soaring ceilings ♥️ Comfortable Queen bed, A/C, fast Wi-Fi + workspace ♥️ Full kitchen, stocked bathroom & on-site laundry access ♥️ Ideal for couples who want peace in the center of it all

Top guest favourite
Loft in San Juan
4.96 out of 5 average rating, 236 reviews

San Juan, Ocean views, Luxury LOFT,

Your search is over!!!! You have found the perfect place for your staycation in this 989 sqft. (largest in the condo), centrally-located, open space luxury Loft in SAN JUAN, PR. Indulge yourself in an Exquisite and tastefully decorated loft. with many unique pieces of art. Also, NO need to worry about power or water outages that occur on the island, this condo is backup with power generators and cisterns, so your visit should not be interrupted. Everything you need is here ! See you soon🙏🏻

Top guest favourite
A modern kitchen equipped with stainless steel appliances is complemented by a large wooden dining table. Two sets of brown French doors open to a charming balcony. The interior features high ceilings with exposed beams and polished marble floors.
Flat in Old San Juan
4.96 out of 5 average rating, 256 reviews

Casa Rosabella: Romance and Luxury in Old San Juan

Casa Rosabella is an elegant and modern apartment in Old San Juan. One bedroom,one bathroom,fully equipped with modern decor and old colonial charm. Casa Rosabella has everything you need. Modern kitchen with amenities, Inverter A/Cs , Smart TV to stream and WiFi, Washer, Dryer, Balcony and more. Property is on the 2nd floor because of the high ceilings must be prepared and able to climb up to 30 steps. No parking on the property. ⚠️Only Two Guest/Not infant/children/animal/pet friendly.

Top guest favourite
Flat in San Juan
4.81 out of 5 average rating, 206 reviews

Cozy Historic Ruin Apartment

Located in the heart of Old San Juan, this unique and special place enables you to experience a fully authentic colonial experience- the most authentic you will get in Old San Juan. This renovated ruin apartment conserves the historical architecture from Old San Juan at a maximum potency, while offering a comfortable and cozy stay. Perfect for any small family, couple or group of friends seeking to enjoy what Old San Juan has to offer, from restaurants to forts, in a fully cultural experience.

Guest favourite
A spacious living room is showcased with a comfortable sofa adorned with orange cushions. An indoor balcony is visible through open doors, allowing natural light to illuminate the area. A large mirror reflects the stylish decor, enhancing the cozy ambiance.
Flat in San Juan
4.92 out of 5 average rating, 272 reviews

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.

Guest favourite
An inviting living area features a spacious white sofa, accent tables, and decorative mirrors on the golden wall. An open kitchen is visible in the background, showcasing modern appliances and a dining table with upholstered chairs, enhancing the stylish design and ambiance.
Apartment in San Juan
4.92 out of 5 average rating, 151 reviews

Luxury Romantic Getaway w/Patio & Backup Power

Nestled in the 500-year-old historic Spanish colonial city of Old San Juan, Casa Arcos Blancos offers a unique opportunity to live like a local while enjoying all the luxuries that make you feel right at home. Its superb central location allows you to explore the entire colonial city without having to grab a ride for anything. Conveniently located on Sol Street, you will be at walking distance from supermarkets, pharmacies, shops, restaurants, & world-renowned bars & night spots. Other details

Guest favourite
Flat in San Juan
4.88 out of 5 average rating, 489 reviews

The Balconies, Old San Juan Best location!!

Beautiful second floor apartment in the heart of the Old San Juan. A spacious one bedroom apartment with a mezzanine that works as a open extra bedroom. One bed, two sofa beds. One full kitchen, and one bathroom. From the balcony you can get a breathtaking view of the Atlantic Ocean. Excellent location! Walking distance to el Morro, art places, historical monuments, bars and excellent restaurants. Close to the airport, public transportation and taxis. You won't find a better location!!

Top guest favourite
A spacious living area features a modern sectional sofa and a wooden coffee table. Textured wall art hangs above, while terracotta tiles contribute to the room's warm ambiance. An arched doorway leads to additional spaces, highlighting the building's classic architecture.
Apartment in San Juan
4.89 out of 5 average rating, 101 reviews

Cozy Loft in Old San Juan – Prime Location!

Immerse yourself in the charm of Old San Juan in this stunning Spanish colonial loft! Featuring classic architecture, exposed beams & vibrant tile work, this space offers serenity. Nestled on the cobblestone streets, you're steps from iconic landmarks, exceptional dining & the ocean's edge. Enjoy year round tropical weather and an unbeatable location where culture, beauty and tranquility come together to create unforgettable memories. Come experience the beauty of Old San Juan!

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.

Top guest favourite
A spacious bed is centered against a softly lit, curved wall. Woven pendant lights cast a warm glow above the bed, accompanied by decorative pillows. A cozy bench sits at the foot of the bed, while natural textures are visible in the surrounding furnishings.
Loft in Santurce
5 out of 5 average rating, 127 reviews

*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.

Popular amenities for Viejo San Juan holiday rentals

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Avg. price£181£153£169£136£123£121£128£138£124£117£130£145
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Quick stats about holiday rentals in Viejo San Juan

  • Total holiday rentals

    Explore 650 holiday rentals in Viejo San Juan

  • Nightly prices starting at

    Viejo San Juan holiday rentals start at £30 per night before taxes and fees

  • Verified guest reviews

    Over 62,280 verified reviews to help you choose

  • Family-friendly holiday rentals

    260 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 120 rentals that welcome pets

  • Holiday rentals with a pool

    30 properties feature pools

  • Rentals with dedicated workspaces

    310 properties have a dedicated workspace

  • Wifi availability

    640 of Viejo San Juan holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Self check-in, Gym and BBQ grill across Viejo San Juan rentals

  • 4.7 Average rating

    Viejo San Juan stays receive an average rating of 4.7 out of 5 from guests

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