Boutique hotel holiday rentals in San Juan

4.86 out of 5 average rating, 69 reviews

Oasis Guest Suites #4

Welcome to Oasis Beach Suites. Your getaway destination 50 feet from the beach for a fun, beachside vibe in the heart of beautiful Condado serving the LGBTQ+ community for over 9 years. Come and enjoy delicious cocktails, empanadas and other Mexican tapas on our outdoor patio during the day and dance the night away inside our bar located just steps away. Oasis is also located 50 ft. from a 24 hour. If this suite is occupied, we have 3 additional ones. Check out my hosting page for my listings.

4.75 out of 5 average rating, 73 reviews

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!

4.87 out of 5 average rating, 198 reviews

Hotel room in Luquillo

Privacy and Comfort mini suite near beaches

Experience comfort and style. This is our smaller room but very bright and comfy. Our rooms are equipped with a private bath, mini fridge, free Wi-Fi. Unwind by the pool or warm Jacuzzi, Enjoy the nearby beaches and rainforest. Test your luck at the Tropical Casino, or visit the San Miguel reservation for bird watching. you can try horseback riding at Carabalí Park through the forest and along the shore. Stores and restaurants are 5min walking distance. Beaches are 15min walking 5 min by car

4.86 out of 5 average rating, 111 reviews

Dream Inn PR | Cozy Room With Private Entrance

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.

Top guest favourite

Hotel room in Canóvanas

4.98 out of 5 average rating, 372 reviews

Rainforest Studio #4 Pool, Tropical Garden, Views

Perched high (1,225 feet above sea level) on 5 acres in the Sierra de Luquillo Mountain Range within the Caribbean National Rain Forest of Puerto Rico, El Escondido offers four unique Studio rentals for 2-night minimum stays among a 2 acre private collection of tropical gardens with year-round swimming pool. Each 325 sq ft studio has its own entrance within one modern newly constructed building. The hosts live in an adjacent home and are here to help make your entire vacation a memorable one.

4.88 out of 5 average rating, 33 reviews

Skyway - Loft 7

Welcome to our unique hotel, nestled between San Sebastián and Norzagaray St. Enjoy breathtaking ocean views, where you can admire iconic landmarks like El Morro and Fort San Cristóbal. Relax in our jacuzzi overlooking the sea, and explore the enchanting colonial ruins that give this space its historic charm. Don’t miss our one-of-a-kind custom treenet, wrapping around a delightful mango tree-perfect for relaxing under the sun. Discover the magic of Old San Juan in a setting like no other!

5 out of 5 average rating, 24 reviews

Hideaway 1BR in the Heart of San Juan w/ Parking

Casa Ciana is a newly remodeled luxury boutique hotel in the vibrant Art and Music district of Miramar, San Juan. Just minutes from the Hotel Strip, casinos, beaches, and Old San Juan, this cultural hub offers themed rooms inspired by artists like Marc Anthony, Ricky Martin, and Bad Bunny. The cozy ground-floor retreat room is designed for double occupancy and includes modern comforts like free Wi-Fi, air conditioning, and a flat-screen TV with Hulu and Netflix, ensuring a peaceful stay.

4.86 out of 5 average rating, 145 reviews

Hotel room in Fajardo

Calizo VIP 7 Boutique Hotel

Beautiful and exclusive place allows you to walk to 5 different beaches, to the luminescent bay. This boutique hotel has entrance gardens, with cozy spaces perfect for sharing with the family, as a couple and even alone, with a fountain in the center that makes it perfect for enjoying this island of charm. In addition, our paradise has an oasis with an outdoor pool and jacuzzi, illuminated with beautiful colors and a waterfall that you can enjoy before check-in and after check-out.

4.74 out of 5 average rating, 475 reviews

A cool Tripper's Inn Room #5

The neighborhood will certainly make you feel like you are on vacation, nonetheless it will also make you feel like a local. The beach, considered the best in the area, is just steps away. Plenty of restaurants within walking distance, and up the street, Loiza street, is booming with new local bars and restaurants, all very good. The bus stop that will take you straight to old San Juan is 10 steps from the property. This same bus will take you up and down the tourists areas.

4.76 out of 5 average rating, 67 reviews

Hotel El Convento

As one of the most historic luxury hotels in San Juan, Hotel El Convento offers San Juan accommodations unlike any other. Relax and unwind in any of our timeless hotel rooms that feature ornate handcrafted furniture, marble bathrooms and Andalusian tile floors. S From the exposed rich mahogany beams to every modern comfort, the loving and refined restoration of our Spanish Colonial hotel is reflected in the design of this architectural gem in the heart of Old San Juan.

4.73 out of 5 average rating, 77 reviews

Light-Filled Queen Room Near Beach w/Generator

All of our rooms at Red Door Inn are Non-Smoking. “City Sunlit Queen” rooms have either a great view of our front court yard on the first floor or are located on the second floor (Stairs only) and have a wonderful view of one of the quietest yet most centrally located streets in the heart of Condado. City Sunlit rooms have floor to ceiling windows that provide amazing natural light, but don’t worry all of our rooms have blackout windows for a restful stay as well. <br>

4.67 out of 5 average rating, 3 reviews

N1 Beach House | Ocean View 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.

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

Flats

Convenient locations with everyday essentials

Houses

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

Popular amenities for boutique hotel rentals in San Juan

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly boutique hotel rentals

4.7 out of 5 average rating, 691 reviews

A cool Tripper's Inn Room #1

AllisonRating, 5 stars2 weeks ago

Close to the beach, loved the outdoor shared space. Easy to walk to restaurants. Safe and welcoming neighborhood.

4.71 out of 5 average rating, 655 reviews

A cool Tripper's Inn Room #3

NicoleRating, 5 stars2 weeks ago

Overall I LOVED the place we stayed in. It was small but I didn’t need much more. It was so cute and nicely decorated. Staff was kind! 10/10

4.76 out of 5 average rating, 696 reviews

A cool Tripper´s Inn Room #4

ValeriaRating, 5 stars4 weeks ago

We stayed for one night and found it perfect. Super clean!! Cute neighbourhood to grab food or coffee (in our case matcha). 10/10!! Thankyou

4.5 out of 5 average rating, 14 reviews

Comfortable Queen Executive

BriannaRating, 5 stars3 months ago

Booked this last minute in order to extend my stay in San Juan and it was a bit pricey for the space you’re getting; but it’s perfect in every other way as far as location and accessibility. Everything is totally walkable and you can even leave your key with the front desk before you leave out so you don’t have to worry about losing it! Thanks for the stay

4.77 out of 5 average rating, 603 reviews

A cool Tripper's Inn Room #2

SamRating, 5 stars1 month ago

This spot is small, but it is full of charm. Great location, very walkable and a close drive to Old San Juan. Clean and the bed is so cozy. A/C and shower worked great. Please note that you should bring earplugs. The sound outside and between rooms definitely travels, but as long as you have courteous neighbors, it’s not really a problem.

4.9 out of 5 average rating, 40 reviews

A cool Tripper´s Inn Room #7

AlejandroRating, 5 stars2 weeks ago

Eduardo’s place was a great host! It looked better in person than the photos. A really well great designed space.

4.64 out of 5 average rating, 157 reviews

Cozy Two Queen Beds. Vibrant Cultural Experience.

CarlosRating, 5 stars2 months ago

This was a cute place in the middle of old San Juan. no surprises, very well laid out. Definitely recomend the food at the terrace café. Will come back Definitely.

4.89 out of 5 average rating, 179 reviews

Dream Inn PR | Room With Balcony

PearlRating, 5 stars7 months ago

A perfectly zen place with amazing style and relaxing energy. We loved it - and so close to museums.

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Boutique hotel rentals with a patio

4.81 out of 5 average rating, 32 reviews

Skyway Loft 6

EvelynRating, 5 starstoday

I absolutely loved this place! The apartment was stunning and beautifully preserved, maintaining the charm and history of the building. Everything was within walking distance restaurants, shops, and all the magic of Old San Juan. It was the perfect spot to relax and soak in the city’s rich culture. Highly recommend and would definitely stay here again!

4.86 out of 5 average rating, 83 reviews

Hotel room in Luquillo

Couple's Retreat-Hot Tub & Pool near Beaches

KatherineRating, 5 stars6 days ago

Lovely place to stay , only complaints is there is no light in the pool or jacuzzi at night time otherwise it was very clean and attended to . Keeping the floor in the room clean for 3 days was a bit difficult given there was no broom or mop given but we managed. The host responded when we needed , there is a Walgreens within walking distance along with Mc Donald’s and a Wendy’s . The beach is also within walking distance.

4.87 out of 5 average rating, 106 reviews

Hotel room in Cabezas

Hotel Boutique Calizo Vip Guest House # 4

AnnetteRating, 5 stars1 week ago

We stayed for one night, and Claudia let us have a late check out, which was great. The restaurant was close and had delicious food. we enjoyed our night and so did my teenagers. Thanks Claudia.

4.67 out of 5 average rating, 51 reviews

Beautiful apartment at the heart of Condado Beach

MilesRating, 5 stars2 months ago

This was a wonderful stay! The price was a steal; the location and apartment were more than worth it. With a bus stop right at the front door, my friends and I were able to get to viejo San Juan and santurce free of charge, which was super convenient. Kenya’s home was wonderful, though I never received a response when posing a question about checkout. Besides that, it was a perfect stay!

4.94 out of 5 average rating, 99 reviews

Hotel room in Fajardo

Calizo 8 Boutique Hotel

JuanRating, 5 stars2 months ago

The place was great , my kids loved the pool seven sea beach is 2 minutes away the restaurant next door has a great atmosphere definitely come back here.

4.98 out of 5 average rating, 65 reviews

Spacious 3 BR APT in Miramar with Balcony

MarissaRating, 5 stars1 week ago

This was a perfect cozy and stunning apartment for our stay. Very comfortable and clean. Host kept excellent communication throughout the process. There is a food truck park down the street (Miramar food truck park) that has a variety of delicious foods.

4.86 out of 5 average rating, 22 reviews

SkyWay Cruise Room #12

DoreenRating, 5 stars1 month ago

So grateful to have found this gem. We will definitely be back in the future. Thank you, Samantha, for making our visit so much more enjoyable. -Doreen & AJ