Old San Juan might not have beaches, resorts, five-star hotels, or picturesque natural beauty to boast of, unlike other places in Puerto Rico. But despite all this, this quaint town has over 500 years of history that is exhibited in its timeless historical architecture, tropical climate, and timeless vibes, which makes it a must-visit place among other cities, not only in Puerto Rico, but in the whole of the Caribbean! This walled city is a great place for you to find out more about the history of this US colony. While there are many kid-friendly resorts and hotels with or near casinos, make your experience in this town more memorable by staying at one of these best Airbnbs in San Juan, Puerto Rico.
1. Casa Moderna (from USD 550)
Experience living a luxurious life while in Old San Juan by staying at this one-bedroom, one-bathroom suite, called the Casa Moderna. This cozy suite comes with two queen mattresses and one queen sofa bed to sleep up to six people. There’s also a fully-equipped kitchen, a living room area, an outdoor patio, a 4K smart TV, and high-speed Wi-Fi access.
Other amenities include keyless entry, family board games, a coffee machine, towels, linens, air conditioning, toiletries, ironing facilities, a laundry room, and walk-in closets.
⭐️Casa Moderna⭐️San Juan, Puerto RicoAccommodates: 6
Top guest reviews
Amenities & Room:
beds were super comfortable and amenities very nicegreat location updated/modern amenities air conditioning and ceiling fans in each large and spacious room of this unitgreat location comfortable place for family and balcony over the street with ocean viewloved the balcony and the rooms were great because each one had their own restroomgreat air conditioning and close to everythingCleanliness:
very nice and clean aptthe place was clean and stylishthe space was very clean and well-equippedsuper clean modern casa with luxurious bedsspace is stylish and very cleanHost:
our requests to our pleasant host were accommodated with easekarl was very responsive to our questions and gave good restaurant recommendationsthe laundry was an added bonus karl is great host and very responsive and provided very clear instructionskarl is a great host and quick to respondkarl was a very responsive host and worked well with us when we had to rescheduleRead more reviewsLocation:
it’s super close to everythingthe location was absolutely perfectperfect location and very impressed overallawesome location and beautiful home right in the heart of old san juangreat location for enjoying old san juan
2. Family-friendly hideaway (from USD 170)
Start your day right while in Old San Juan when you stay at this very welcoming hideaway in town. Have your morning coffee and breakfast out on the terracotta-tiled patio and have a glimpse of the sun and the surrounding beauty of the city.
This loft comes with a spacious living room, a full kitchen, a bedroom with a queen bed, and a full bathroom. Other amenities include self-check-in, a washer and dryer, Wi-Fi, a TV, toiletries, bedding, and a coffeemaker.
Wander the Checkerboard Floors at a Welcoming HideawaySan Juan, Puerto RicoSuperhost
Accommodates: 2
Top guest reviews
Amenities & Room:
with two ac units in the living and bedrooms we were very comfortablecomfortable bed reliable wifi tv in the bedroom wit roku (be sure you know your passwords for netflix/prime/hbogo/whatever)the wifi was awesome and my cell phone had great service i would highly recommend this beautiful homethe house had a lot of charm with a fully functioning kitchen and all the amenitiesgreat amenities we were able to cook breakfast and dinner a couple of days and make blended drinksCleanliness:
place was very clean and neatvery clean adorable little apartmenta very clean and cute spacethe apartment was very clean and had everything we neededthe space was tastefully decorated and very cleanHost:
the restaurant recommendations by host demi were all outstandinghost was very friendly and extremely responsiveour hosts were extremely sweet and accommodatinggreat host will come back againthe food was stunning and the staff was greatRead more reviewsLocation:
the location is perfect within walking distance of everythinggreat location & super stylishperfect location in old san juangreat place and great locationperfect place in a perfect location
3. Colonial-style apartment (from USD 79)
One of the best Airbnbs in Puerto Rico is this quaint yet spacious and breezy apartment in Old San Juan. It offers a great location for travelers wanting to experience the city. It comes with two rooms with a queen and twin bed in each, an open balcony, fans, and an amazing view of the Calle Tetuan.
Staying in this apartment itself is already an experience since it is located in a unique 1920s building along the famous Recinto Sur Street. The apartment also comes with a fully-equipped kitchen, a fridge, a coffee machine, a living area, a sofa bed, free Wi-Fi, and hot water.
Best Deal! Best Location! Whole Apt Fits 3San Juan, Puerto RicoAccommodates: 3
Top guest reviews
Amenities & Room:
apartment was just as described and more the view from the bedroom balconies is amazingvery hot without ac but plenty of fans to try and stay coolno ac as mentioned but very breezy space and large ceiling fans make the space coolthe fan that was provided was pretty old and made a lot of noisefeels like you are in casablanca beautiful breeze and ceiling fans in every roomCleanliness:
the bathroom looked like it hadn’t been cleaned in a whilebut there were clean shelfs as well so i was fainvery clean place in the center of san juanthis place was great spacious and everything advertisedit’s convenient clean and easy to findHost:
karla has great recommendations and was a wonderful hostkarla and alejandra are very thoughtful hostsall of the bars and spots that were recommended to us by the hosts were amazing and funhosts provided great tips for visiting local spotskarla/alejandro were great hosts and easy to reachRead more reviewsLocation:
a cute little apartment in a great locationthe location is amazing and close to everythinggreat location but pretty dingylove that this location was walking distance to everythinggreat location in old san juan
4. Trendy and cozy loft (from USD 136)
Experience the authentically festive and tropical vibes of Old San Juan by staying in this brightly decorated loft in town. Enjoy an amazing stay in Old San Juan, as this loft comes with its own living room, a full kitchen, a bedroom, a full bathroom, self-check-in, Wi-Fi access, a TV, toiletries, bedding, a coffeemaker, hairdryer, ironing facilities, and air conditioning.
Trendy and Cozy Loft in a Festive Part of Old San JuanSan Juan, Puerto RicoAccommodates: 3
Top guest reviews
Amenities & Room:
very comfortable well decorated and had all the amenities needed for an incredible valueher couch turns into a bed which two of us were able to sleep comfortably onbedding and pillows were so comfortable that we actually had a pretty nice sleep (i also used earplugs)the bed was very comfortable and had lots of pillows(which i love )very cool (literally the a/c unit is tremendous) and comfortable place in a terrific locationCleanliness:
clean trendy & comfortablegreat place clean and easy to findthe bathroom: very cleanthe place is clean comfy warm and nicely decoratedlaura’s place was really charming clean & safeHost:
she was an excellent hostowner is responsive and attentivehost was very easy to reach she replied my questions within a minuteshe was very responsive and provided thoughtful local tipslaura was a great hostRead more reviewsLocation:
easy walking distance to everythingthe loft is centrally located close to great restaurants and many bars within walking distancegreat location pubs and restaurants all within walking distancemany bars and restaurants super closeit was the perfect location
5. Loft-style suite with a plaza view (from USD 93)
Perhaps one of the most beautiful apartments that you’ll ever find in San Juan is this stylish one-bedroom unit hosted by West Indies. The furniture and simple but elegant and balances well with the playful checkered floors. This home has direct access to a Spanish-style courtyard and features a modern kitchen and free Wi-Fi. The plush queen-sized bed sleeps two people. The lovely home has been carefully remodeled recently to retain its colonial style. Just a few short steps from the building are the best restaurant, shops, and nightlife of Old San Juan. By staying in this rental, you’ll find plenty of things to do alone.
Mezzanine Suite | Loft style 1 Bedroom in best location in Old San Juan with Plaza ViewAccommodates: 2
Top guest reviews
Amenities & Room:
wifi was wonderful a/c was amazingloved this place you have your own walk in entrance to the apt and the ac works wellthe access to the apartment was through a patio which was a nice touchthe space could benefit from having bathroom mats as the floor gets very wet after showersand a good wipe down of the tables in the kitchen and living room area would’ve been niceCleanliness:
this is a nice clean loft with high ceilingsthe apt was clean and check in was super easysuper clean clear instructions on entrance all around outstandingthe place was very clean and everything we needed was included to make our stay comfortablegreat place really clean and a great locationHost:
the owners were great about staying in contact and were happy to make accommodations for usthis is such a wonderful place the hosts are responsive responsible and quick to communicatemiguel is the best very accommodating and prompt with his responses to our inquiriestge ppl were amazing and helpfulRead more reviewsLocation:
perfect location right in the middle of old san juangreat location in the center of old san juanwe were impressed very cute and super centralthe location was beautiful and in the middle of things to do and food placesgreat location in old san juan as well
6. Warm and vibrant apartment (from USD 115)
A home that will give you butterflies in your stomach by how homey and personalized it is is Coral’s one-bedroom apartment. You can live like a true local in this home tucked in the heart of Old San Juan. Staying here, you will have access to the fully functional kitchen, a smart television, free Wi-Fi, and a beautiful bedroom with air-conditioning. The bathroom has been made more comfortable with a hot water shower. Popular restaurants and other shops (and even the beach!) are within 10 minutes from here.
In the heart of Old San Juan w/ interior patioSan Juan, Puerto RicoAccommodates: 2
Top guest reviews
Amenities & Room:
the apartment was very pretty & cozy air conditioning work perfect everything was in orderthe second day coral provided my with another apartment next door with funcitoning ac and it was perfectplace is clean air conditioning gets really cold for those hot nightsthe apartment itself is also lovely with great amenitieswe got great sleep and the room stays nice and dark and cool with the acCleanliness:
super clean with everything you needHost:
the most fun host i have ever metcute authentic place in old san juan and a great hostcoral is an incredible host and was extremely helpful and hospitableRead more reviewsLocation:
coral’s place is perfectly located in old san juan close to bars and restaurantsvery close to everything and a nice layout in the apartmentthis place is beautiful and located in the middle if everythingcoral's place was perfectly located for exploring old san juangood location cozy spot great value
7. Casa Luna (from USD 93)
Casa Luna is a very peaceful one-bedroom, one-bathroom apartment that features an authentic and colonial Puerto Rican design. It has been fully renovated and features modern amenities, such as air conditioning, a flat-screen satellite TV, and other essential amenities. This Airbnb near San Juan Airport is just a short walk away from the best restaurants, boutiques, cafes, bars, and other places of interest in town. The beach is also just a few minutes’ drive away.
Casa Luna (Room 7)San Juan, Puerto RicoAccommodates: 2
Top guest reviews
Amenities & Room:
the space is cozy but still has a nice large shower and full amenitiescasa luna was amazing we stayed in room number 7 and it was perfect for 2 peoplea/c works phenomenally to combat the hot weather and you will definitely have a great night’s sleepthe room was truly enchantingshower and bathroom are separated which was nice if you’re there with someone elseCleanliness:
beautiful clean and quiet placeit was very clean and homeyit was very clean and comfortablevery nice and clean placethe apartment was super clean and small but very functionalHost:
the host was pretty helpfulhosts were friendly and helpfulour hosts were very helpful and consideratethe hosts were very helpful to our needsgot welcomed by the staff the first day thereRead more reviewsLocation:
amazing location walking distance from shops and adventurethe location was perfect cute little placecute apartment in a great locationeasy walk to everythingexcellent apartment with great location
8. Private room in a historical renovated building (from USD 81)
This vacation rental is located in Navonastudios, a historical guest house on San Francisco Street in Old San Juan. All of their rooms are completely private and even have private bathrooms, making them perfect for couples and solo travelers. Amenities include a full bed, satellite TV, refrigerator, sofa, desk, free Wi-Fi access, air conditioning, toiletries, linens, bedding, washing and drying facilities, and an outdoor terrace. This is one of the cheap Airbnbs in San Juan, Puerto Rico.
OLD SAN JUAN, NAVONASTUDIOS GUESTHOUSE ROOM 7San Juan, Puerto RicoAccommodates: 2
Top guest reviews
Amenities & Room:
a/c was cool and comfortable with the fantop perks: awesome rooftop great wifi and a water bubblermodest but comfy rooms wi-fi upstairs patio and very helpful staffthe a/c worked very well as did the hot water in the showeri got new room the next day facing the back of the street and it was perfectCleanliness:
clean and safesuper clean and stylish placethe room was clean and the decor was prettythe room itself was extremely clean and the temperature was always perfectly coolgreat central space that was very cleanHost:
carlos was a great hosthost was very helpful and understandingeasy check in friendly staffthe host was super nice and i would visit again if i got a chancecarlos was also very nice and responsiveRead more reviewsLocation:
excellent place close to everythinggreat location in old san juanexcellent location in old san juanexcellent location in old san juanthe location was excellent just in the middle of every event
9. Cozy room in Old San Juan (from USD 210)
This boutique hotel in Old San Juan offers cozy rooms that make for the best home base for tourists wanting to get an authentic experience in the city. This Airbnb in San Juan with a pool comes with modern amenities, like daily housekeeping services, elevators, free high-speed Wi-Fi, amazing views from the rooftop, breakfast service, and bars. Each of the rooms comes with towels, linens, toiletries, a hairdryer, a Smart TV with cable, air conditioning, and a minibar.
Coziest room in OSJ - Pool Open. Yey!San Juan, Puerto RicoAccommodates: 2
Top guest reviews
Amenities & Room:
amazing view and rooftop poolwe loved the pool terrace and its amazing view to the bayour room was windowless but the air was cold and the bed very comfortablethe room itself was cool and had a nice air conditioner but the rest of the hotel is notwe are very lucky to have the best room in this hotelCleanliness:
very clean and friendlyour room was great - clean and comfortableroom was comfortable clean and neatthe room was super clean and largeclean and were upgraded to a fabulous large roomHost:
staff was friendly and helpfulthe staff is extremely helpful and kindthe staff is very friendly and helpfulthe employees were all very nice and friendlythe staff were friendly and everything is as describedRead more reviewsLocation:
the location is perfectthe location is just perfectlocation was the best steps away from great restaurants and barslocation was perfect; walking distance to everything (restaurants beach shopping nightlife)absolutely loved this place it's close to everything
10. Modern loft in the city center
This cozy, modern loft is located right at the heart of Old San Juan. Enjoy the convenience of self-check-in, free Wi-Fi, a smart TV with Netflix, a full-size bed and futon, air conditioning, full kitchen, refrigerator, safe, and even a laptop. For fitness enthusiasts, you can also use the yoga mat, pull up bar, and push-up developer available inside the loft. It is also just a small walk to some of the best restaurants, bars, shops, boutiques, and tourist attractions in town.
Historical Old San Juan/All Utilities Restored
11. Apartment with ocean and bay views
This newly-renovated and historic apartment offers wide, open spaces from the balcony, where you can check out spectacular views of the Atlantic Ocean and San Juan Bay. The apartment is on the second floor of a building located on a hill. It is just a short walk away from all of the best bars, restaurants, supermarkets, pharmacies, and other shopping destinations in Old San Juan. Basic amenities are also available at the apartment for your convenience.
Old San Juan 1bd Apartment w/Oceanview and BayviewSan Juan, Puerto Rico
12. Cozy apartment for two
If you are craving some nightlife in Old San Juan, this colonial apartment will bring you close to it all. Situated in a unique 1920s building, along Recinto Sur Street, the best bars, restos, and shops in town will just be a short walk away from you, making it ideal for couples and solo travelers. The apartment comes with a queen bed, air conditioning, a balcony, a mini kitchen with a refrigerator, a microwave, a coffeemaker, and a living room with Apple TV.
BEST DEAL! BEST LOCATION! Cozy Apt fits 2
Discover the history of Old San Juan
Old San Juan is indeed a great place for you to visit and explore if you want to know more about the history of the island nation of Puerto Rico, while having fun at all the tourist attractions in and near the city. There are also many beachfront hotels and other accommodations that offer a great stay. To make your experience even more fun, however, try staying at one of these best Airbnb in Old San Juan, Puerto Rico.
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