Holiday houses in San Juan

4.93 out of 5 average rating, 638 reviews

Condo in Cangrejo Arriba

ON Beach, 5 min. to Airport, Parking, 16th Floor

Book now & make your PR escape a reality! 5-min. drive from SJU Airport. STEPS from the beach (less than 1 min. walk from lobby). Fully equipped 16th-floor studio, perfect spot to enjoy stunning PR sunrises🇵🇷. ✅ 1 free parking in the garage 🅿️ ✅ Self check-in anytime after 3 PM ✅ Free luggage storage before check-in & after check-out 🧳 ✅ 24/7 supermarket a 10-minute walk away ✅ Lobby coffee shop & bar 🧺 Paid laundry machines in the basement. ❌ No pool ❌ No early check-in. No late check-out.

4.9 out of 5 average rating, 315 reviews

Apartment in Luquillo

Sandy Paradise, 20th floor beachfront apartment

Step into a beachfront retreat with breathtaking ocean views. Panoramic doors open fully to the balcony, blending indoor comfort with the refreshing sea breeze. Enjoy direct beach access, a sparkling pool, high-speed Wi-Fi, and assigned parking. A communal laundry facility is available for your convenience. Sway in the hammock, stroll along the shore, or unwind on the balcony as the waves provide the perfect soundtrack. This serene getaway is perfect for making unforgettable seaside memories.

4.91 out of 5 average rating, 215 reviews

Condo in San Juan

A Gem of a 2 bedroom condo unit close to the beach

This luxurious unit is located in a modern high rise building in an up and coming area in the isle of Old San Juan just one mile from the old Spanish town and near Condado. The location is perfect to access the famous beach of El Escambron (just 1 block away!) very popular among surfers. It´s a newly reformed gem of a condo unit loft-like style with exposed concrete ceilings and beams with floor to ceiling north looking windows in a corner unit with ample sun light all through the day-time.

4.99 out of 5 average rating, 236 reviews

Tiny home in Fajardo

Magical! Ocean view Cabana w/ Pool Spa on mountain

This memorable place is anything but ordinary. You will get to enjoy this amazing and super private space surrounded by nature and unbelievable views of the ocean and the city. Fully equipped with everything you will need during your stay to include kitchen, full bath with rain shower, A/C, living space with 55" TV, dinning and sleeping areas, terrace with killer views, and of course the pool spa with infinity view! And many more. All of this while enjoying of a complementary bottle of Wine!

4.84 out of 5 average rating, 126 reviews

Condo in San Juan

*Luxury PH-Apt* Best Location and Views* Wi-Fi,W/D

This PH unit have the best views of all San Juan from his spacious balcony, its located in La Placita area we’re all the bars, restaurants and night life are just a few steps away. The beach is just 10 mins walk and from (SJU) San Juan international airport it’s about 7-10 mins drive. The unit have Wi-fi and high speed internet and 2 T.V.s Free assigned parking in the same condo with control access. The Apt. is fully remodeled and equipped with all you will need to have a pleasant stay.

Shipping container in Gurabo

4.98 out of 5 average rating, 184 reviews

Vista Linda Haus

At Vista Linda Haus, from the moment you start the journey to the beautiful town of Gurabo, the adventure begins. A unique experience towards the favorite destination. You will find panoramic landscapes, lakes, mountains, farms, cities, and a community with the Puerto Rican warmth of our mountains. Just 35 minutes from the Luis Muñoz Marín International Airport, over 1,000 feet above sea level, you will breathe freedom and peace, in a harmonious environment full of energy and pure nature.

4.98 out of 5 average rating, 375 reviews

Cabin in San Juan

Cabin hidden paradise, cozy & romantic loft cabin

Experimenta unos dias de la serenidad única de la naturaleza en nuestra cabaña con vistas a las montañas y junto al río, a pasos de la impresionante cascada "El Salto en Charco Prieto". Embárcate en una emocionante aventura río arriba hacia un paraíso escondido. Disfruta de noches tranquilas con cielos estrellados, fogatas y la melodía relajante de la naturaleza. Ven, hospédate y vive momentos que te dejarán sin palabras. ¡Te invitamos a disfrutar de esta experiencia inolvidable!

4.99 out of 5 average rating, 169 reviews

Loft in San Juan

The Emerald Seaclusion

The Emerald Seaclusion for one or two guests. Super Clean & Sanitized Loft Be the first to discover the adventure at The Emerald Seaclusion, with a breathless 190-degree oceanfront view steps away from the beach. It includes two large sliding glass doors that are soundproof and open wall-to-wall to welcome the tropical breeze and sound waves, creating a mental state of relaxation. It is a perfect stay for one or two guests. All guests must show identification.

4.95 out of 5 average rating, 179 reviews

Loft in San Juan

Ocean view, Luxury LOFT, Best location in San Juan

Your search is over!!!! You have found the perfect place for your staycation in this centrally-located, open space 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 has backup power generators and cisterns, your visit should not be interrupted. Everything you need is here !

4.91 out of 5 average rating, 146 reviews

Apartment in Carolina

Pleasure At Ease Presents: Presidential Suite

Our Presidential Suite is a stunning blend of elegance and opulence, with marble accents and a dazzling crystal ambiance. modern romantic. Located in a central area, it offers the perfect combination of style and accesible convenience for your privacy and pleasure at ease. ***Note*** The suite is inside the garage***

4.96 out of 5 average rating, 532 reviews

Guesthouse in Río Grande

Stay at the Yunque’s National Skirt

Recognized as one of the best community before the Yunque area. Quiet, beautiful, relaxing, good neighborhood, close to everything (zipline, Tree house restaurant, bakery, souvenirs, food, brunch, groceries and Luquillo beach). We are exactly in the Yunque’s skirt (valley). No other place can be closer.

Holiday rentals for every style

Get the amount of space that is right for you

Cabins

Kick off your hiking boots at these rustic lodgings

Apartments

Convenient locations with everyday essentials

Houses

A space that's all yours, with room for everyone

Popular amenities for San Juan holiday rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in San Juan

5 out of 5 average rating, 24 reviews

Luxury by the Beach Apartment+Pool+Hot Tub

KatanaRating, 5 stars1 week ago

This place was exactly like the pictures, it was clean and close to everything. My wife and I enjoyed our stay and would definitely book to stay here again!

4.91 out of 5 average rating, 32 reviews

Casa Serenidad (Old San Juan)

MargaretRating, 5 stars1 month ago

The absolute best Airbnb I've ever stayed in. Nadia was extremely communicative, gave clear instructions for check-in/check-out, and also accommodated us with a late check-out and baggage storage. The space is better than the photos -- super high ceilings, beautiful furnishings & linens, and both extremely comfortable and clean. We had just come from a hotel in Condado that struggled with humidity regulation; the fans and AC system in Casa Serenidad made us feel comfortable for the first time in several days. The location is perfect in Old San Juan, close to restaurants, bars, and sightseeing in an extremely peaceful and quiet building. We loved our stay here and look forward to returning.

4.82 out of 5 average rating, 65 reviews

Amaya Guest House

MildaRating, 5 stars1 week ago

I had a great stay at this Airbnb. The place was clean, cozy, and exactly as described. The host provided clear instructions, making check-in and check-out super easy. Overall, it was a comfortable experience, and I’ll definitely be saving this spot for future visits.

4.95 out of 5 average rating, 87 reviews

Apartment in Condado

Casa Arena | Elegant Oceanviews

SadeRating, 5 stars2 weeks ago

Clean , next to everything , Roberto is very responsive , I enjoyed my stay , there is security in the building so that’s a plus

4.89 out of 5 average rating, 92 reviews

Bela Casa @ San Juan

AnalyssRating, 5 stars1 week ago

It’s a great place and they were very friendly, helpful, and nice.

4.99 out of 5 average rating, 86 reviews

Home in Ceiba

La Casita: Private Heated Pool W/ Ocean Views

WesleyRating, 5 stars1 week ago

We booked this home to celebrate our daughter’s high school graduation, and it was the perfect place to honor her and create lasting memories. The views were absolutely stunning—ocean in the front, El Yunque in the back. We’ve traveled and stayed in a number of Airbnbs, but none with views as breathtaking as this. The home was cozy, peaceful, and the private pool was the perfect way to relax after a day exploring the island or visiting the beach. It did get a little warm at night even with the AC on low, but it was manageable. The location was perfect—only 10 minutes from local favorites like Mama Mia Pizza and Gabby’s Burgers, and a short drive to La Estación, Boardrider’s, Lolita’s, and Don Pepe. We also loved that both Seven Seas Beach and Luquillo Beach were just 30–40 minutes away—easily two of the best beach spots we found besides our trip to Icacos. This home gave us the space, comfort, and setting we needed for an unforgettable trip. We’d gladly stay here again!

4.95 out of 5 average rating, 58 reviews

Enchanting Spanish Colonial Loft in Old San Juan

FabiannaRating, 5 stars1 week ago

Lovely place. I found the kiving room a bit warm. I lived about 20 years in Old San Juan, and moved to a city nearby years ago. So it was nice to return to my hometown. Sara was great, she communicated whenever I needed information and the place was just as described. One note that had nothing to do with our host but it is important to note because I keep seeing people from the states move to Old San Juan and accept dead silence... On our first night, one neighbors woke us up while yelling at another (we guess they were annoyed with another guest staying at an Airbnb) so we went downstairs and talked for a bit after being woken up abruptly then 15 mins later a middle-aged blonde lady knocked on the window then on our door and asked us to be quiet. I have lived in Old San Juan all my life, and it happens. It’s a city. You don’t go around knocking on people’s doors/yelling at neighbors. If you want silence, stay in the mountains isolated its beautiful there too.