
Boutique hotels in Viejo San Juan
Find and book unique boutique hotels on Airbnb
Quick stats about boutique hotels in Viejo San Juan

Total holiday rentals
Explore 20 holiday rentals in Viejo San Juan

Nightly prices starting at
Viejo San Juan holiday rentals start at $128 SGD per night before taxes and fees

Verified guest reviews
Over 3,810 verified reviews to help you choose

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Viejo San Juan holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Viejo San Juan rentals

4.6 Average rating
Viejo San Juan stays receive an average rating of 4.6 out of 5 from guests
Top-rated boutique hotels in Viejo San Juan
Guests agree: these boutique hotels are highly rated for location, cleanliness and more.

Oasis Guest Suites #1
Welcome to Oasis Beach Suites—your beachside getaway just 50 feet from the sand in the heart of Condado. Proudly serving the LGBTQ+ community for over 9 years, our property offers a fun, vibrant atmosphere with cocktails and Mexican tapas on our outdoor patio, plus a lively bar on-site. Please note: music can be heard throughout the property. Walgreens/CVS are within walking distance. If this suite is booked, we have three additional suites available—check out our hosting page for more options.
LocationValueShared spaces

Beach Front Bedroom W/ Generator/kitchen/balcony
You won’t want to leave this charming, one-of-a-kind place. Hosteria del Mar is a local & family owned Boutique Hotel & Rest. A block away from the beach, it provides both the tranquility of being away from the crowds but the accessibility to go on morning beach walks. This is definitely a stay you will want to repeat over and over again. We are located in the pristine gated neighborhood of Ocean Park. A 10 minute walk to the highly touristic area of Condado. 10 min to the airport and from OSJ!
ValueFamilyBathroom

Dream Inn PR | Sunlight Room
Dream Inn PR is a uniquely designed Guest House located in San Juan, Puerto Rico. Come and take advantage of all this enchanted island has to offer. The boutique hotel is located in the heart of the city of San Juan, and just a few steps away from the sandy beaches of Ocean Park. As you enter this architecturally designed guest house lobby, a sense of harmony and tranquility takes over with the setting of a Buddha-inspired colorful koi pond with its soft flow of water and an abstract OM decor.
LocationValueBiking

Exclusive 3BR Cozy Design & Private Kitchen
Luxury at Casa Ciana: Art & Music District Discover the essence of San Juan in our first-floor suite. Perfect for up to six guests, this designer suite features three bedrooms, a full kitchen, a private balcony, and an elegant living room. Located in the vibrant Arts District, you'll be minutes from the beaches, casinos, and Old San Juan's . High-speed Wi-Fi is included. The ideal urban sanctuary for families seeking style and a prime location. Your luxury getaway to Puerto Rico starts here!
LocationFamilyKitchen

Terrace & Pool Oasis in the Heart of San Juan
Our space is located in the heart of "Condado" - at the end of our street is the quietest part of Ocean Park Beach and at the end of our block is Loiza Street (buzzing with awesome restaurants...) It is fully equipped, spacious and bright. It was renovated and restored to its original design while integrating modern amenities (all bedrooms and living spaces are equipped with AC). It is furnished and designed with simple, minimal custom pieces following the less is more philosophy.
ValueLocationCheck-in

N1 Beach House | Standard Room, Ocean Park Beach
Located right on the beach at Ocean Park, one of the hottest areas in San Juan. Our recently renovated rooms are perfect for couples. They are equipped with smart TV, mini-fridges, private bathrooms with showers, safe deposit box, ceiling fan, and free wifi. Maid service is provided daily. Also, beach chairs, towels, and umbrellas. We are the home of Kite Puerto Rico a kiteboarding school and retail store, and The Beach House bar and Bistro.
LocationValueHospitality

D' Alexa Guesthouse | PH + Rooftop ROOM #1
Más que un hospedaje. 🤍 Disfruta de un espacio acogedor con diseño urbano, nuestro Tiki Cigar Bar, cigarros locales, merch exclusivo y una experiencia pensada para que te sientas como en casa. ✨ Stay. Relax. Unwind. ---- More than just a place to stay. 🤍 Enjoy a cozy space with urban design, our Tiki Cigar Bar, locally crafted cigars, exclusive merchandise, and an experience designed to make you feel at home. ✨ Stay. Relax. Unwind.
ValueComfortCleanliness

Interior Queen Room Near Beach w/ Generator
All of our rooms at Red Door Inn are Non-Smoking. Our “Interior Queen” rooms are perfect for the person or couple who want to be in the middle of it all in Condado and need just the right amount of space. Interior rooms do not have windows. These rooms are located on the first floor designed beautifully in a modern yet peaceful and warm style with special touches that give you everything you need to feel right at home.
LocationValueNearby

Modern King Stay at Rosalina Ocean Park + 2 Pools
Rosalina Ocean Park is a bright, modern boutique hotel in the heart of Ocean Park, San Juan. With 19 unique units, two shared pools, and a peaceful courtyard, it's the perfect place to unwind after a day of sun and culture. Just minutes from Ocean Park Beach, Calle Loiza, and Condado. Whether you're here to relax, explore, or both, you’ll feel right at home. - Please read the full description before booking.
FamilyLocationGetting around

Coziest room in OSJ - Pool Open. Yey!
Wonderful home base for travelers looking to get the true old San Juan experience with modern amenities and great service on a budget. This listing is for a Room with Queen Bed at La Terraza de San Juan Hotel Boutique. Our 200 year old building is fully renovated with original features from spanish colonial era. At La Terraza de San Juan we are like a big family and treat our guests as such.
LocationValueAccuracy

Hotel El Convento
Imagine a destination as grand and storied as the "Isle of Enchantment" itself, nestled just steps away from historic landmarks and nightlife. Old world charm and elegance meet contemporary comfort and luxury at Hotel El Convento. Built in 1646, it was the first Small Luxury Hotel of the World member in Puerto Rico and is the oldest member of the Historic Hotels of America.
LocationFamilyOutdoor spaces

Balcony Stay w/ Free Parking | Creative Santurce
Your San Juan Getaway with Free On-Site Parking at Hotel Luz Welcome to Hotel Luz, a boutique stay in the heart of Santurce, San Juan — one of the city’s most vibrant, walkable, and culturally rich neighborhoods. Enjoy the convenience of complimentary on-site parking, a rare find in this area, so you can explore the city stress-free.
LocationHospitalityWifi
Popular amenities for Viejo San Juan boutique hotels
Family-friendly boutique hotels

Oasis Guest Suites #4
LocationFamilySolo travel

Room with two twin size beds.
LocationValueWalkability

Dream Inn PR | Cozy Room With Private Entrance
ValueLocationBeach

A cool Tripper's Inn Room #5
ValueLocationNearby

Balcony Suite | The Gallery Inn
ValueFamilyAccess

Quiet room in heart of Old San Juan
FamilyLocationLayout

A cool Tripper´s Inn Room #4
LocationValueLong stay

Modern Queen Room - Private En-Suite
LocationDecorCleanliness
Boutique hotels with a patio

Skyway Loft 6
FamilyValueBathroom

Modern Design 2BR Residence & Private Kitchen
ValueLocationAccess

Paradise QN RM Priv Bathroom Courtyard Access
Check-inAccessCondition

Skyway Loft 8
ValueFamilyCheckout

Beautiful apartment at the heart of Condado Beach
FamilyLocationCheck-in

SkyWay Cruise Room #12
LocationValueLaundry

2 Bedroom Residence in Boutique Hotel in San Juan
Hospitality

Beach Front Bedroom w/ generator by HDM
ValueFamilyView
Other boutique hotel holiday rentals

Modern Queen Room - Private En-Suite
LocationValueSleep quality

A cool Tripper's Inn Room #6
LocationValueWalkability

A cool Tripper's Inn Room #3
FamilyValueAccess

COCO - Tropical Bliss
LocationConditionHospitality

Nirvana - Serenity By The Pool
DecorIndoor spacesHospitality

Dream Inn PR | Room For Four
FamilyValueWalkability

Oasis Guest Suites #2
LocationValueCheck-in

N1 Piñones | Boho Room | Near Beach & Food Kiosk
ValueLocationAccuracy
When is the best time to visit Viejo San Juan?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $361 SGD | $243 SGD | $259 SGD | $324 SGD | $379 SGD | $329 SGD | $270 SGD | $312 SGD | $261 SGD | $229 SGD | $269 SGD | $323 SGD |
| Avg. temp | 25°C | 25°C | 26°C | 27°C | 28°C | 28°C | 28°C | 29°C | 29°C | 28°C | 27°C | 26°C |
Destinations to explore
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