The capital of Puerto Rico, the city of San Juan has a tropical climate and features stunning beach resorts. San Juan was originally a port but has since transformed into a major tourist destination. The city was founded by the Spanish in 1521 and is now a hot spot of elegant old-world architecture. Here, you can try out Caribbean-style cuisine and explore the Caribbean culture. There are many museums, forts such as Castillo de San Cristóbal, and stately homes, including La Fortaleza, located in Old San Juan, which is famed for its cobblestone streets. At the city’s hotels, beaches, and restaurants, visitors can experience modern delights and a slice of the local nightlife. Vacationing in San Juan is a pleasurable and fun-filled experience for the family. Keep reading to learn how the best luxury Airbnbs in San Juan, Puerto Rico, can help you create a stellar vacation.
Experiences to look forward to in San Juan:
Bioluminiscent bay tour: Puerto Rico is famous for its bioluminescent bays, and San Juan offers easy access to many of them. These professionally planned tours will help you explore the awe-inspiring natural phenomena without any hassle. Laguna Grande Bioluminescent Lagoon is the closest to the city, only 45 minutes away. However, if you wish to see the brightest bay, you need to take a ferry to Vieques and visit Mosquito Bay. For those looking for a less crowded bay, visit La Parguera Bay, where you can even swim in the waters while enjoying the bioluminescence.
El Yunque National Forest tour: A must-visit for nature lovers, this lush rainforest is full of scenic trails and clear natural springs. You can explore the park on your own, as all the trails are marked. Alternatively, have a guide accompany you to discover hidden gems. Several scenic spots in the rainforest are also accessible to guests with limited mobility, with options to take in the views from vehicles.
We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and access to luxury services and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on October 25, 2025.
More information about booking an Airbnb in San Juan, Puerto Rico
The neighborhoods that are most ideal for Airbnb stays in San Juan are Old San Juan, Condado Beach, and Isla Verde, each offering unique experiences. AP News also points out the huge surge in short-term rental numbers in the country as a whole: from 1,000 in 2014 to 25,000 in 2023!
Our top picks for luxury Airbnbs in San Juan, Puerto Rico
1. Opulent and bright apartment with ocean views (from USD 1095)
Best for: Beach-loving families
In this brand-new apartment, guests can enjoy bright and welcoming rooms with modern pastel furnishings. There are two bedrooms in the home and space for up to four guests. In the family room, guests can enjoy great views of the ocean. The beach is also steps away, which I’m sure beach lovers will appreciate. There is a smart television and Wi-Fi connectivity.
Among the other amenities is a laundry room with a washer and dryer. The kitchen is well-equipped with a slew of brand-new appliances. Parking facilities are also available.
Luxury amenities to indulge in: ocean and beach views, beachfront location, lake access, modern kitchen with brand-new appliances, multiple TVs, elevator
What guests loved about this luxury Airbnb:
“Felix’s place is absolutely gorgeous and exceeds what you see in every photo. Everything is super clean and everytime you come back to the apartment it smells so fresh. Felix was very responsive and even put up balloons for my birthday! The space was perfect for me and my friends for the week with everything just a short walk or Uber away! I really couldn’t recommend this apartment more, one of the best air bnb’s I’ve stayed in!” - by Alanna (Hicksville, New York)
“This apartment provided plenty of room for our family of four and was exceptionally clean. The location provides easy walkable access to great restaurants and a beach that was perfect for our young children. A parking space was provided so that we could park our rental car and use it to drive a mere five to ten minutes away to old San Juan. There was a minor issue with keycard access that was not the fault of the hosts, but when it arose, Felix and Michele were extremely responsive and solved the issue for us in minutes. The neighborhood is a bit noisy because it is very popular and fun, but things settled down enough for it not to create any issues with being able to sleep. This was a great place to stay, and we are excited to come back to visit Puerto Rico again.” - by Ryan (Los Angeles, California)
San Juan, Puerto Rico
4.71 km (3.0 mi) from Castillo San Felipe del MorroSuperhost
Accommodates: 4
Top guest reviews
Host:
host is great to deal withfelix is also a wonderful hostfelix is an amazing host and ensures you arrive safely and answers any questions about the residencefelix is a great host and is very friendlythe owners are very nice and there’s lots of good food nearby and beachesLocation:
location was perfect very close to everythingthe location is perfectthe location is perfectthe location was great from airport and different food placesthis place is the perfect location cleaner than hotelsCleanliness:
very clean and stylishthe space was very clean and nicely decoratedthe space was very clean and welcomingthe apartment was very nice clean and most important safevery clean smells amazing great locationRead more reviewsAmenities & Room:
great place to stay cozy modern apt with updated appliances including washer n dryerthe apartment looks just like the picturesthe apt is immaculate - just be very careful about tracking in sand if you can help itnice apartment with beach access in the backyardthis is a wonderful apartment with a great view in a great location and felix was a great host
2. Casa Cofa Penthouse (from USD 250)
Best for: First-time visitors to San Juan
This penthouse is located near the Colon Plaza, offering magnificent views. Guests can easily head to local attractions, restaurants, and bars in the vicinity. Enjoy stunning views of the ships arriving in the port while lounging on the terrace. Bold colors and modern designs adorn the walls and give out a lively feel.
There are two bedrooms in the home that have space to accommodate up to six guests. Wi-Fi connectivity is provided for those who like to go on virtual journeys like me. And there is a self-check-in facility for your convenience. The kitchen is fully equipped for cooking meals.
Luxury amenities to indulge in: port views, furnished deck, vibrant decor, modern kitchen with stainless steel appliances, bathtub
More information from the host, Jacob:
- Food scene: Buns Burger Shop (great burgers and hazelnut shake)
What guests loved about this luxury Airbnb:
“The penthouse was amazing and we had a wonderful visit! The location is very central with lots to do and eat within walking distance. 6 of us stayed here for 4 nights and the space was perfect and the balcony was a great place to be outside with a view of the city and ocean. Jacob is very responsive and made sure we had everything we need for our stay.” - by Samantha (Boston, Massachusetts)
“The Penthouse was in a perfect location for us in Old San Juan. It was right next to the square where tour groups met. This square was also the perfect place to get picked up by Uber. Lots of restaurants and easily walkable to all of the historic sights. We enjoyed the balcony with a view of the ocean and cruise ships and nice breeze. The perfect place to relax in the late afternoon after a day of sight seeing. It is a fourth floor walk-up, but we didn’t have any issues. We are carry on only travelers. If you have a lot of luggage, you might want to pack lighter. We had an air conditioning issue while we were there and the host was quick to respond and try to resolve our issue. They were also able to give us an early check in, which was very much appreciated!” - by Keri (Birmingham, Alabama)
San Juan, Puerto Rico
1.34 km (0.9 mi) from Castillo San Felipe del MorroAccommodates: 6
Top guest reviews
Host:
the hosts are awesomethe owners always responded to any questions i had & are very friendlythe hosts were super sweet and accommodatinghost was very easy to communicate with and suggested great placesjacob was an excellent hostLocation:
perfect location and near everythingplace and location were fantasticthe location is perfectexcellent location and a beautiful homeit is within walking distance to all shops and the best tourist spotsCleanliness:
the place was very clean beds were comfythe place is huge clean and gorgeousthe apartment was lovely clean and exactly like the pictureseverything was great very cleanpenthouse was super cleanRead more reviewsAmenities & Room:
the a/c worked perfectlythe beds and sofa were very comfortablethe air conditioning worked like a charm and there are also portable fans if neededso much charm with comfortable furniturewonderful location spacious great views and the beds are comfortable
3. The Lucky Penny (from USD 3270)
Best for: Beach lovers
Spread over three levels, this home occupies 5,000 sq. ft. (464 sqm) and has been renovated recently. Guests can walk to the beach within minutes and enjoy the sweeping views from the rooftop. There are five bedrooms with space to accommodate up to fourteen guests in the home. Free parking is available.
Outdoors there is a lavish swimming pool filled with saltwater where I’d love to spend fine afternoons. You can also find a seating area with a barbecue grill. The kitchen is equipped with state-of-the-art appliances preferred by chefs. The house also features a pool table and smart TVs for indoor entertainment.
Luxury amenities to indulge in: rooftop lounge with ocean views, shared beach access, private saltwater pool, furnished outdoor areas, barbecue grill, chef’s kitchen, pool table, Smart TVs, ping pong table, fully fenced back garden, deck with outdoor bed, bathtub in the master bathroom, outdoor basketball hoop
What guests loved about this luxury Airbnb:
“The perfect place for our family vacation! We loved the views from the top floor, and the pool is amazing!! The host was so helpful and responsive. Would definitely recommend for a large group!” - by Ashley (Sanford, North Carolina)
“The Lucky Penny was an incredible stay for my bachelorette party of 10 women! The house was in a safe area, spotless, and with all of the amenities we needed. Bathrooms in every bedroom really made it a group-friendly stay and the house was as advertised with incredible outdoor areas and comfortable bedrooms. Peter was a proactive and responsive host and connected us with recommendations and Sergio’s concierge service, which we used to book a private chef- highly recommend! Easy uber ride to la placita, condado beach, and old San Juan. I would definitely return and recommend to others.” - by Allison (New York, New York)
San Juan, Puerto Rico
8.69 km (5.4 mi) from Castillo San Felipe del MorroSuperhost
Accommodates: 14
Top guest reviews
Host:
peter is a great hostthe host provided us with great info and a lot of advice on places to go and seepeter was the most gracious host with very quick responses when needed and helpful local recommendationspeter is a great host and is quick to answer any questions you may havebeautiful place and great hostLocation:
great location steps from beachand the location was perfectgreat location and really easy to get aroundthe house and the location are outstandingpeter’s place was in an excellent locationCleanliness:
very clean and modernthe house is very clean modern and spaciousevery room was sparkling clean (the master bathroom was esp gorgeous)safe and clean home especially during this covid-19 pandemicthis home is incredible the place is clean and well stocked with everythingRead more reviewsAmenities & Room:
ac systems was easy to use and customize for each roommultiple tvs with streaming devices in every room were great to have for the kidsthe beds were super comfortable and the bathrooms were stylish and sleekand the beds the girls are still talking about how it was like sleeping on cloudswe had a private chef come and the dining table easily and comfortably sat all 12 of us
4. Two apartments in an elegant building (from USD 2437)
Best for: Large groups or families looking for a central stay
Guests who opt for this rental get access to two apartments in a two-storied building. From this building, guests can walk to shops, restaurants, bars, and the historic lanes of Old San Juan, while the beach is just three blocks away. In the remodeled home with a distinctly modern vibe, there are seven bedrooms with space for up to fourteen guests.
A lovely rooftop with a fully equipped kitchen and dining area is available for you to enjoy al fresco meals. There is a pool surrounding the home. The house also provides a free parking space.
Luxury amenities to indulge in: private pool, private hot tub, upscale neighborhood, city skyline view, beach access, rooftop terrace with kitchen, beach gear, balcony with street views, grill
What guests loved about this luxury Airbnb:
“13 of us comfortably shared this space for a long weekend. The upper & lower levels let us have personal space, but the pool and roof provided great space for us to all spend time together. The space was clean and beautifully decorated, and all doors had an access code that made it easy to stay secure. Would recommend!” - by Kaitlin (Hoboken, New Jersey)
“The stay was everything we were hoping for. Roofdeck and pool was a lot of fun for our group. Very close to a 24 hour grocery store and walking distance from a good breakfast place made everything very convenient. Thank you!” - by Derek (Austin, Texas)
San Juan, Puerto Rico
6.53 km (4.1 mi) from Castillo San Felipe del MorroSuperhost
Accommodates: 14
Top guest reviews
Host:
the host were very helpful and i would definitely stay againRead more reviewsAmenities & Room:
very large house great wifi tv and hot water
5. Villa Azure (from USD 1006)
Best for: Large families looking for a private stay
In this luxurious five-bedroom villa, there is space for up to ten guests to stay comfortably. The villa is in a secure neighborhood close to Ocean Park Beach. Outdoors, there is a pool and a bar along with plush seating arrangements and a small-sized refrigerator. Linens and towels are provided to guests and there is a washer and dryer in the laundry room. Free parking facilities are available.
Wi-Fi connectivity is also provided for your convenience. In the kitchen, there are a variety of appliances for preparing meals along with dishes and silverware.
Luxury amenities to indulge in: private outdoor pool and bar, furnished patio with picnic table, grill, beach chairs, and more
More information from the host, Camila:
Food scene: El Viejo Almacén (Argentinian restaurant at 1604 C. Loíza, San Juan, San Juan); Yoko (offers Japanese delicacies at 1762-5 C. Loíza, San Juan, San Juan); Tresbé (casual eatery at 1765 C. Loíza, San Juan, San Juan); Distrito T-Mobile (food and entertainment hub at 250 Convention Blvd, San Juan, San Juan); Mai Pen Rai (delicious Thai food at 303 C. Canals, San Juan, San Juan); PROLE Cocina & Barra (serves international food in an upscale setting)
Beautiful beaches: Ocean Park Beach; Balneario El Escambron; Isla Verde Beach; Mar Chiquita Beach; La Esperanza Beach
Shopping: Plaza Las Americas (525 Av. Franklin Delano Roosevelt, San Juan, San Juan); Los Outlets De Barceloneta (1 Premium Outlets Boulevard, Barceloneta, Barceloneta); The Outlets At Montehiedra (Calle los Rameros, San Juan, San Juan)
What guests loved about this luxury Airbnb:
“We stayed at Camila’s place for a family vacation in San Juan. It was absolutely perfect! Each bedroom had its on en-suite bathroom, which was very convenient. The pool was not very deep, which was great for us since we had young kids with us. The house is in a gated community, so there were no concerns about safety. It was very quiet. Grocery store was within walking distance. There is plenty of street parking if you are renting cars (we had 2). Camila was very responsive and sent lots of information before hand about local restaurants, things to do, etc. Would highly recommend this house!” - by Niranjani
San Juan, Puerto Rico
8.61 km (5.4 mi) from Castillo San Felipe del MorroSuperhost
Accommodates: 12
Top guest reviews
Host:
rossana was also amazing and very helpful with all the questions we had definitely 5 starswe can’t express enough how helpful and accommodating mariela wasLocation:
we highly recommend this villa and it's location is 5 minutes from the airport rosanna was absolutely amazingwell located charming beach house recommended we loved the place and we were a group of 12 personsCleanliness:
perfect communication everything was clean and it was better than expectedbeautiful home an well clean inside outthe place is amazing perfect getaway for families quiet clean comfortable spacious relaxing thanks rossannaRead more reviewsAmenities & Room:
the place is beautiful and has a great kitchen/dining room as well as an amazing back patio/poolvery nice place the pool and backyard is awesome
6. Casa Sevilla (from USD 1550)
Best for: Art and design enthusiasts
This beautifully restored home built in the 1920s has a striking Spanish colonial design that I think every art enthusiast will appreciate. The large home is spread over three levels and has a spacious terrace with seating arrangements. Five bedrooms are available, accommodating up to twelve guests who can also opt to rent the two studio-style apartments.
Bicycles are provided by the owner if you wish to go on a ride. A hot tub is available outdoors to meet your relaxation needs. There is a kitchenette on the terrace, while the main house has a kitchen equipped with a wide range of appliances.
Luxury amenities to indulge in: furnished rooftop terrace, Spanish colonial architecture with Caribbean charm, shared seating areas, upscale neighborhood, complimentary bicycles, literary works, board games, private hot tub
More information from the host, Casa Sevilla:
Food scene: MUSA (613 C. Cerra, San Juan, San Juan); Sabrina (1801 C. Loíza, San Juan, San Juan); Santaella (219 C. Canals, San Juan, San Juan); Tostado (610 C. Condado, San Juan, San Juan); Panuchos (1762 C. Loíza, San Juan, San Juan)
Nightlife: La Placita (300 C. dos Hermanos, San Juan, San Juan); Club Brava (6063 Av. Isla Verde, Carolina, Carolina); Vivo Beach Club (Carolina)
What guests loved about this luxury Airbnb:
“We had the best time at Casa Sevilla! We were 11 girls on a bachelorette trip and we were all very comfortable in the space. The multiple bathrooms were helpful and the rooftop was amazing. Looks exactly as pictured. We felt very safe and were walking distance from many restaurants and the beach. Would definitely book again.” - by Gabrielle (Ponte Vedra Beach, Florida)
San Juan, Puerto Rico
5.86 km (3.7 mi) from Castillo San Felipe del MorroAccommodates: 11
Top guest reviews
Host:
thank you again for the experience and for being one amazing host be blessedLocation:
jess's place is amazing and uniqueRead more reviewsCleanliness:
clean quiet and well keptthe home was really clean and the owner had cleaning services come by to do frequent check-ins
7. The Secret Garden (from USD 5401)
Best for: Nature lovers
Created in stellar Mediterranean style, this villa is located in the lavish Laguna of Condado Park area which has several antique shops and boutiques. The villa has six bedrooms and can accommodate up to sixteen guests. A private swimming pool and hot tub are available along with outdoor furniture on the deck.
I think the most striking feature of this villa is the lush garden with tropical plants around the home. The villa features a charcoal grill for guests to use for barbeques. Within the home, amenities include Wi-Fi connectivity and a flat-screen TV. There is also a fully equipped Italian-style kitchen boasting top-of-the-line appliances.
Luxury amenities to indulge in: upscale neighborhood, private pool, private hot tub, furnished deck, lush tropical garden with a fountain and dining area, charcoal grills, kitchen with top-notch appliances, bathtubs, jetted tub in one of the bathrooms
What guests loved about this luxury Airbnb:
“Amazing stay!! Can’t say enough about the backyard. We were a comfortable 16 here for 4 nights and had a blast. Pablo answered quickly when I had a question, the area is unbeatable and the place was comfy yet pristine. Would definitely stay again!” - by Allison (Buffalo, New York)
“The property was amazing. The backyard is an oasis! It was nice to see that the majority of the restaurants and beaches were walkable. Grocery stores were very close. I couldn’t be happier with the selection of the property. Can’t wait to go back!” - by Jason
San Juan, PR, Puerto Rico
5.46 km (3.4 mi) from Castillo San Felipe del MorroAccommodates: 16
Top guest reviews
Host:
host quick to help with any questions or concernspablo was such a great host & very informativepablo was extremely helpful and quick to respond to any requests we had as wellwe found it in this house the owners were great from check in to check outgreat space terrific location and enjoyed working with the hostsLocation:
great place walking distance to many things including beachthe villa is beautiful and the location was greatthe good: great location walkable to everythingif you want something spacious nice and in a great location look no furthergreat location i would recommend and would even stay again limited parking if you are having an eventCleanliness:
the house was clean and spacioussome of the sheets and bathrooms were definitely not cleanedRead more reviewsAmenities & Room:
the patio/pool area is absolutely perfect pictures don’t do it justicegreat setup for large groups - dining table inside & patio table outside able to seat entire group
8. Splendid home with underground hot tub (from USD 1367)
Best for: Large groups or families looking to stay close to restaurants
Located in Old San Juan, this lavish home has a striking style. From the home, guests can easily walk to the top-notch restaurants, shops, and nearby landmarks. Among the amenities available to guests are a pool along with an outdoor seating area and a gas barbeque. The home also features an underground hot tub that emanates mysterious vibes.
Within the climate-controlled home, there is Wi-Fi connectivity and a modern television. The kitchen has a range of top-notch appliances along with dishes and silverware.
Luxury amenities to indulge in: outdoor pool, spacious modern kitchen, underground hot tub, furnished poolside patio with loungers and gas barbecue, multiple TVs
San Juan, Puerto Rico
1.23 km (0.8 mi) from Castillo San Felipe del MorroAccommodates: 16
Top guest reviews
Host:
the host was very responsive and his staff always very friendly and helpfulwe made the best of it and appreciated the hosts prompt responsesmaxwell was very helpful and responded back to my questions in a timely fashionthe listing would be great if the host maintained the property bettervery good communication from hostLocation:
great location and valuethe location of the house is close by everything & walking distance to most attractionsit’s a great central locationthis place was in a great location walking distance to many restaurants shopping and convenient storesit’s in a great location everything you need is nearby - grocery stores liquor store restaurants etcCleanliness:
everything was clean upon arrival from top to bottomhouse was very nice it accommodated me and my family it was clean and spaciousthis house was beautiful clean and in the heart of everything in old san juanthe pool is refreshing and cleanRead more reviewsAmenities & Room:
i would also recommend wearing comfortable shoes as there are many hillsreally loved the space and all of the rooms were well decoratedthe under ground grotto and pool was such a nice feature to havepool was a bit small but we made it work jacuzzi was very nice
9. Santorini at Ocean Park (from USD 1100)
Best for: Ocean lovers
This spacious home can accommodate up to twelve guests and has eight bedrooms with attached bathrooms. It is a short distance from the ocean and has a pool on the property. Bright colors and striking décor with modern touches are replete within the home. Amenities available include Wi-Fi access and a television with a cable connection. A free parking space for vehicles is available. The kitchen has a range of appliances for cooking and a dishwasher is also available.
Luxury amenities to indulge in: outdoor pool, furnished outdoor spaces, Santorini-like setting, fully equipped kitchen
San Juan, Puerto Rico
8.02 km (5.0 mi) from Castillo San Felipe del MorroAccommodates: 10
Top guest reviews
Host:
great host that makes you feel right at home and very responsivethe best host and friend you will finduncle j is the perfect hostuncle j was a great hostuncle j was an amazing host our group of 9 had one of the best times with himLocation:
the location of the house is greatthe house was located in a safe area with the beach in walking distanceone of a kind safe quiet location only a block to the beachbeach so close and great places to eatthe walk to the beach is ridiculously short and the pool was great tooRead more reviewsAmenities & Room:
the rooms had their own ac units which worked like a charmthe house also had great air conditioning sheeting and towels
10. Casa Saffra Apt III (from USD 2500)
Best for: Families looking for a convenient stay
This home, located in the Old San Juan area, is replete with local art and has striking colonial-style doors. Three bedrooms in the home have space for up to eight persons to stay comfortably. High-quality furniture, linens, and toiletries are provided in the home. Other amenities provided include complimentary Wi-Fi and a television with streaming service.
Guests get access to lovely gardens around the home, and there is also a patio for them to use. Within the kitchen, there are cooking basics as well as several top-notch appliances.
Luxury amenities to indulge in: local artwork, colonial-style doors, high-end furnishings, gardens, furnished patio, fully equipped modern kitchen
San Juan, Puerto Rico
834 meters (0.6 ft) from Castillo San Felipe del MorroSuperhost
Accommodates: 8
Top guest reviews
Host:
the owners are very responsivemonique was super nice and helpfulthey were very responsive since the beginningmonique and bianca were great hosts easy to communicate with and always availablevery responsive and friendly hosts would definitely recommendLocation:
beautiful location close to stgreat location and securitythis is a great locationthe location in old san juan was fantasticvery nice apartment in a great location in old san juanCleanliness:
it is very cleanthe place is massive and very cleanthe place was very clean and just as pictured in the photosthey have it very clean and well maintained it has everything you needthe apartment is very spacious and cleanRead more reviewsAmenities & Room:
added bonus of washer dryer and lovely powerful showers and ac in each bedroomwe were a party of 7 adults and had plenty of room to spread outbeds were very comfortable too
Have a wonderful experience on a luxury vacation in San Juan
With several luxury resorts available in San Juan, vacationers can easily find top-notch options. However, for a more intimate experience, it’s better to go for a luxury Airbnb. These private homes and apartments allow renters to easily access the best shops, restaurants, and landmarks the city’s posh areas have to offer. They also have sumptuous amenities such as pools, outdoor gardens, and hot tubs which are ideal for relaxing after exploring the city. So, choose a luxury Airbnb from this list and have a lavish stay!
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