12 Best Airbnbs In San Juan, Puerto Rico - Updated 2022

Ryan Joshua
Ryan Joshua 

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. Family-friendly hideaway (from USD 156)

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 Hideaway
San Juan, Puerto Rico
278 reviews Superhost  Wifi Available
Entire rental unit 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
with two ac units in the living and bedrooms we were very comfortable
comfortable 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 home
the house had a lot of charm with a fully functioning kitchen and all the amenities
great amenities we were able to cook breakfast and dinner a couple of days and make blended drinks
place was very clean and neat
very clean adorable little apartment
a very clean and cute space
the apartment was very clean and had everything we needed
the space was tastefully decorated and very clean
the restaurant recommendations by host demi were all outstanding
host was very friendly and extremely responsive
our hosts were extremely sweet and accommodating
great host will come back again
the food was stunning and the staff was great
the location is perfect within walking distance of everything
great location & super stylish
perfect location in old san juan
great place and great location
perfect place in a perfect location
Read more reviews

2. 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 3
San Juan, Puerto Rico
338 reviews  Wifi Available
Entire rental unit 2 Beds 3 Guests 2 Bedrooms 1 Bathroom

Accommodates: 3

Top guest reviews
Amenities & Room:
apartment was just as described and more the view from the bedroom balconies is amazing
very hot without ac but plenty of fans to try and stay cool
no ac as mentioned but very breezy space and large ceiling fans make the space cool
the fan that was provided was pretty old and made a lot of noise
feels like you are in casablanca beautiful breeze and ceiling fans in every room
the bathroom looked like it hadn’t been cleaned in a while
but there were clean shelfs as well so i was fain
very clean place in the center of san juan
this place was great spacious and everything advertised
it’s convenient clean and easy to find
karla has great recommendations and was a wonderful host
karla and alejandra are very thoughtful hosts
all of the bars and spots that were recommended to us by the hosts were amazing and fun
hosts provided great tips for visiting local spots
karla/alejandro were great hosts and easy to reach
a cute little apartment in a great location
the location is amazing and close to everything
great location but pretty dingy
love that this location was walking distance to everything
great location in old san juan
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3. Trendy and cozy loft (from USD 142)

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 Juan
San Juan, Puerto Rico
193 reviews Superhost  Wifi Available
Entire loft 1 Bed 3 Guests 1 Bedroom 1 Bathroom

Accommodates: 3

Top guest reviews
Amenities & Room:
very comfortable well decorated and had all the amenities needed for an incredible value
her couch turns into a bed which two of us were able to sleep comfortably on
bedding 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 location
clean trendy & comfortable
great place clean and easy to find
the bathroom: very clean
the place is clean comfy warm and nicely decorated
laura’s place was really charming clean & safe
she was an excellent host
owner is responsive and attentive
host was very easy to reach she replied my questions within a minute
she was very responsive and provided thoughtful local tips
laura was a great host
easy walking distance to everything
the loft is centrally located close to great restaurants and many bars within walking distance
great location pubs and restaurants all within walking distance
many bars and restaurants super close
it was the perfect location
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4. Loft-style suite with a plaza view (from USD 98)

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 View
107 reviews  Wifi Available
Entire rental unit 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
wifi was wonderful a/c was amazing
loved this place you have your own walk in entrance to the apt and the ac works well
the access to the apartment was through a patio which was a nice touch
the space could benefit from having bathroom mats as the floor gets very wet after showers
and a good wipe down of the tables in the kitchen and living room area would’ve been nice
this is a nice clean loft with high ceilings
the apt was clean and check in was super easy
super clean clear instructions on entrance all around outstanding
the place was very clean and everything we needed was included to make our stay comfortable
great place really clean and a great location
the owners were great about staying in contact and were happy to make accommodations for us
this is such a wonderful place the hosts are responsive responsible and quick to communicate
miguel is the best very accommodating and prompt with his responses to our inquiries
tge ppl were amazing and helpful
perfect location right in the middle of old san juan
great location in the center of old san juan
we were impressed very cute and super central
the location was beautiful and in the middle of things to do and food places
great location in old san juan as well
Read more reviews

5. Warm and vibrant apartment (from USD 116)

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 patio
San Juan, Puerto Rico
262 reviews  Wifi Available
Entire rental unit 3 Beds 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
the apartment was very pretty & cozy air conditioning work perfect everything was in order
the second day coral provided my with another apartment next door with funcitoning ac and it was perfect
place is clean air conditioning gets really cold for those hot nights
the apartment itself is also lovely with great amenities
we got great sleep and the room stays nice and dark and cool with the ac
super clean with everything you need
the most fun host i have ever met
cute authentic place in old san juan and a great host
coral is an incredible host and was extremely helpful and hospitable
coral’s place is perfectly located in old san juan close to bars and restaurants
very close to everything and a nice layout in the apartment
this place is beautiful and located in the middle if everything
coral's place was perfectly located for exploring old san juan
good location cozy spot great value
Read more reviews

6. Casa Luna (from USD 102)

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 Rico
227 reviews  Wifi Available
Private room in rental unit 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
the space is cozy but still has a nice large shower and full amenities
casa luna was amazing we stayed in room number 7 and it was perfect for 2 people
a/c works phenomenally to combat the hot weather and you will definitely have a great night’s sleep
the room was truly enchanting
shower and bathroom are separated which was nice if you’re there with someone else
beautiful clean and quiet place
it was very clean and homey
it was very clean and comfortable
very nice and clean place
the apartment was super clean and small but very functional
the host was pretty helpful
hosts were friendly and helpful
our hosts were very helpful and considerate
the hosts were very helpful to our needs
got welcomed by the staff the first day there
amazing location walking distance from shops and adventure
the location was perfect cute little place
cute apartment in a great location
easy walk to everything
excellent apartment with great location
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7. Private room in a historical renovated building (from USD 84)

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.

San Juan, Puerto Rico
279 reviews  Wifi Available
Private room in hostel 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
a/c was cool and comfortable with the fan
top perks: awesome rooftop great wifi and a water bubbler
modest but comfy rooms wi-fi upstairs patio and very helpful staff
the a/c worked very well as did the hot water in the shower
i got new room the next day facing the back of the street and it was perfect
clean and safe
super clean and stylish place
the room was clean and the decor was pretty
the room itself was extremely clean and the temperature was always perfectly cool
great central space that was very clean
carlos was a great host
host was very helpful and understanding
easy check in friendly staff
the host was super nice and i would visit again if i got a chance
carlos was also very nice and responsive
excellent place close to everything
great location in old san juan
excellent location in old san juan
excellent location in old san juan
the location was excellent just in the middle of every event
Read more reviews

8. Cozy room in Old San Juan (from USD 161)

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 Rico
136 reviews  Wifi Available
Room in boutique hotel 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
amazing view and rooftop pool
we loved the pool terrace and its amazing view to the bay
our room was windowless but the air was cold and the bed very comfortable
the room itself was cool and had a nice air conditioner but the rest of the hotel is not
we are very lucky to have the best room in this hotel
very clean and friendly
our room was great - clean and comfortable
room was comfortable clean and neat
the room was super clean and large
clean and were upgraded to a fabulous large room
staff was friendly and helpful
the staff is extremely helpful and kind
the staff is very friendly and helpful
the employees were all very nice and friendly
the staff were friendly and everything is as described
the location is perfect
the location is just perfect
location was the best steps away from great restaurants and bars
location was perfect; walking distance to everything (restaurants beach shopping nightlife)
absolutely loved this place it's close to everything
Read more reviews

9. 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
47 reviews
Entire loft 1 Bed 2 Guests

10. 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 Bayview
San Juan, Puerto Rico
232 reviews
Entire apartment 1 Bed 1 Bedroom 1 Bathroom

11. 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.

56 reviews
Entire apartment 1 Bed 2 Guests

12. Casa Moderna

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 Rico
152 reviews  Wifi Available
Entire rental unit 3 Beds 6 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 6

Top guest reviews
Amenities & Room:
beds were super comfortable and amenities very nice
great location updated/modern amenities air conditioning and ceiling fans in each large and spacious room of this unit
great location comfortable place for family and balcony over the street with ocean view
loved the balcony and the rooms were great because each one had their own restroom
great air conditioning and close to everything
very nice and clean apt
the place was clean and stylish
the space was very clean and well-equipped
super clean modern casa with luxurious beds
space is stylish and very clean
our requests to our pleasant host were accommodated with ease
karl was very responsive to our questions and gave good restaurant recommendations
the laundry was an added bonus karl is great host and very responsive and provided very clear instructions
karl is a great host and quick to respond
karl was a very responsive host and worked well with us when we had to reschedule
it’s super close to everything
the location was absolutely perfect
perfect location and very impressed overall
awesome location and beautiful home right in the heart of old san juan
great location for enjoying old san juan
Read more reviews

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.

Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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Ryan is a Computer Engineer with a heart for traveling and writing. Born in Pasay City, Philippines, and raised in Melbourne, Australia, he is now based in the Philippines' City of Smiles, Bacolod...Read more

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