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Vacation rentals in Viejo San Juan

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Top-rated vacation rentals in Viejo San Juan

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Guest favorite
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.
Condo in San Juan Antiguo
4.9 out of 5 average rating, 178 reviews

Historic Tropical Terrace -PH - Cozy for Two

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 favorite
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.
Condo in San Juan Antiguo
4.9 out of 5 average rating, 469 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.

Guest favorite
The living room features a sectional sofa and a round coffee table, complemented by colorful wall art. Large arched windows allow natural light to fill the space, with a door leading to a balcony that overlooks the vibrant streets of Old San Juan.
Apartment in San Juan Antiguo
4.96 out of 5 average rating, 181 reviews

Colonial Gem- Walk Everywhere, King Bed +Balconies

Elegant 2BR Colonial · Walk Everywhere ❤️ Authentic Spanish Colonial gem in the heart of Old San Juan ❤️ Steps to restaurants, shops, nightlife & historic sights (Walk Score 98) ❤️ Soaring 18 ft. ceilings, arched doors & 3 balconies with vibrant views ❤️ Peaceful king bedroom + queen bedroom with balcony ❤️ A/C & ceiling fans in every room, fast WiFi + workspace. ❤️ Equipped kitchen, 43" Smart TV, washer/dryer access ❤️ Guests rave about spotless comfort, walkable location & attentive Superhosts

Top guest favorite
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.
Apartment in San Juan Antiguo
4.97 out of 5 average rating, 241 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 with cable 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 favorite
Apartment in San Juan Antiguo
4.91 out of 5 average rating, 291 reviews

Del Cristo Tiny Studio @the❤ofOSJ

Beautiful location to explore the Colonial & Historical cobblestone streets of OSJ. Supermarket, shops, restaurants and bars close by. Just a few steps from some of the oldest structures in PR and America like El Convento, San Juan Baptiste Cathedral & La Capilla de Cristo. Close to other Forts, Museums & more. We are about a 20 minute drive from the airport and closest beach is either a 20 minute walk or 5 minute drive. This place is good for couples, solo adventurers and business travelers.

Guest favorite
Apartment in San Juan Antiguo
4.92 out of 5 average rating, 251 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 favorite
A spacious bedroom features a wooden bed with a white quilt and decorative pillows. Yellow walls provide a bright backdrop, while framed artworks add character. A mirror and a blue nightstand are present, alongside a small basket and a white rug, with natural light filtering through the window.
Condo in San Juan Antiguo
4.93 out of 5 average rating, 156 reviews

Colonial Luxury in the Heart of the Old San Juan

Live in the heart of the colonial city of the historic Old San Juan. Explore its narrow streets with centuries of history while enjoying of all the day and night life in this touristic zone. This apartment has an enviable location in the center of all points of interest, restaurants, bars and even night life. From this apartment you may walk to all points in the zone from El Morro Castle to the Cruise port and more. This luxury like apartment offer a colonial style with modern amenities.

Superhost
A small table is set on a balcony, accompanied by two chairs. Potted greenery is displayed at the center of the table. The view includes vibrant historic buildings and lush trees, with a cloudy sky overhead.
Apartment in San Juan Antiguo
4.84 out of 5 average rating, 129 reviews

Casa Perfecto : In the Heart of Old San Juan

Welcome to Casa Perfecto! A completely renovated apartment located in the heart of historical Old San Juan. Inside you can make yourself at home by cozying up in the reading nook, or unwinding on the balcony and enjoying the sights and sounds of Old San Juan. Walking distance to historic sights, restaurants, and shops. Walk or catch the bus to the safe, public beach-- Playa El Escambrón. *Please note you must be able to climb stairs. There is no elevator and several flights of stairs.

Guest favorite
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 Antiguo
4.91 out of 5 average rating, 438 reviews

Quaint Colonial Home Old San Juan

Beautiful Spanish colonial home in the north side of Old San Juan where most residents live. One block (steps) from the ocean. Unique opportunity to discover the city while staying in an exquisite setting and enjoying the colonial architecture of this space. Old San Juan is a UNESCO World Heritage Site where colonial architecture mixes with contemporary Puerto Rican culture. “My house is registered at the PR Tourism Company and follows the Health and Safety measures enacted in May 2020"

Superhost
Apartment in San Juan Antiguo
4.81 out of 5 average rating, 202 reviews

Charming Luna apartment

This Charming Luna apartment is a cozy 1 bedroom 1 bathroom apartment with a queen day bed in the living area, located in the heart of Old San Juan. It has a fully equipped kitchen with Wi-Fi and a TV on the bedroom. This vacation rental is perfect for a couple, group of friends or small family seeking to explore and enjoy what the San Juan area has to offer, from historic forts to a myriad of restaurants and bars. This location is convenient to the pharmacy and full grocery as well.

Guest favorite
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.
Condo in San Juan Antiguo
4.92 out of 5 average rating, 146 reviews

Casa Arcos Blancos - Luxury Romantic Getaway

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, and world-renowned bars and night spots.

Guest favorite
The living area features a comfortable sofa with red accent pillows, complemented by a wall-mounted TV. Natural light filters through two wooden shuttered windows, adding to the relaxed ambiance. A large green plant is positioned near the entrance, enhancing the welcoming decor.
Condo in San Juan Antiguo
4.91 out of 5 average rating, 199 reviews

★Rojo★In the Middle of Old San Juan Luxury Condo

Rojo is our apartment located in the heart of Old San Juan. Staying at our stylish and properly decorated all in Red you will enjoy the old city experience. Our apartment is very convenient when it comes to accommodation since it has a separate bedroom with a queen bed, Smart TV on living room and bedroom, dedicated workspace and a balcony. Very quiet and peaceful apartment. Being in the center makes this place one of the best properties in Old San Juan you can stay in.

Popular amenities for Viejo San Juan, San Juan Antiguo vacation rentals

When is the best time to visit Viejo San Juan?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$48,120 GYDG$41,425 GYDG$40,379 GYDG$38,287 GYDG$34,521 GYDG$34,102 GYDG$35,985 GYDG$38,705 GYDG$34,939 GYDG$32,847 GYDG$36,404 GYDG$40,797 GYD
Avg. temp25°C25°C26°C27°C28°C28°C28°C29°C29°C28°C27°C26°C

Quick stats about vacation rentals in Viejo San Juan

  • Total vacation rentals

    Explore 650 vacation rentals in Viejo San Juan

  • Nightly prices starting at

    Viejo San Juan vacation rentals start at G$8,369 GYD per night before taxes and fees

  • Verified guest reviews

    Over 57,020 verified reviews to help you choose

  • Family-friendly vacation rentals

    260 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 110 rentals that welcome pets

  • Vacation rentals with a pool

    30 properties feature pools

  • Rentals with dedicated workspaces

    310 properties have a dedicated workspace

  • Wi-Fi availability

    640 of Viejo San Juan vacation rentals include wi-fi 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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