Holiday houses in San Juan

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Top-rated holiday rentals in San Juan

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Guest favourite

Home in San Juan

4.95 out of 5 average rating, 160 reviews

#6-New-Full Apartment,W/ Balcony, Parking,A/C,Wifi

WELCOME to: 🏡 Roosevelt Guest House 🏝️🇵🇷 Tourism Department of PR 🇵🇷 Licence# 06/79/23-7781 🌳Keep it simple at this peaceful and centrally-located 1 Bedroom Apartments, Very quiet lovely and peaceful place😴 , ♦️APARTMENTS ARE ALL INDEPENDENT, NOTHING SHARE♦️ ⭐️8-10 minutes from SJU Airport🛩✈️ , 5 minutes to El Coliseo de PR, 2-3 minutes Car driving to Plaza las Americas, 8-10 minutes to Condado Beach, 12-15 minutes to Old San Juan, walking distance fasts foods restaurants , Bar’s and more.

Guest favourite

Home in San Juan

4.95 out of 5 average rating, 166 reviews

Casita del Sol☀️couples’ HOUSE-rooftop, water views

Casita del Sol offers a rare opportunity to rent an entire house in Old San Juan. Classic Spanish colonial architecture with multiple water views and huge rooftop deck. With an entirely removed secondary suite, it can be spacious enough for two couples or cozy enough for one. On a quiet and peaceful residential block, it is still just a short walk from the liveliest restaurants, bars, and shops and offers the best of life in Old San Juan. (concierge services also available - details below*)

Guest favourite

Guest suite in San Juan

4.95 out of 5 average rating, 278 reviews

Garden Oasis, Steps to the Beach

We are located steps from beautiful Ocean Park Beach. This 1 bedroom/1 bath 2nd floor apartment is nestled among tropical flowers, orchids and foliage. It includes an equipped kitchen, linens and a futon in living area - plus a new bathroom and A/C. The garden is gorgeous!!!! Coquis serenade you in the evening plus the fountain and wind chimes are devine. There are boogie boards, a kayak and even paddleball. Amazing restaurants and a variety of bars are just a block away on Calle Loiza.

Guest favourite

Home in San Juan

4.95 out of 5 average rating, 192 reviews

The Garden Miramar 2 • Best Location Ever

This unique place has its modern-minimalist and chic own style. Our gold decoration bring the space a elegant and sophisticate ambience, spacious, and well located location. Close to everything and at the same time feeling the greenery of our beautiful garden. Walking you have beach, pharmacy, supermarket, restaurants, District T-Mobile, convention center, hangout areas, rooftop and more. The apartment has 2 bedrooms, 1 bathroom, 1 kitchen and living room. There are beds for 6 people.

Guest favourite

Rental unit in Cangrejo Arriba

4.92 out of 5 average rating, 438 reviews

Good Vibes Only! Walk to Beach/Close to Airport #1

Power Generator/ cistern. PRIVATE APT. Close to beach and airport! Relax in this boho unit. 5 min driving to the airport, close enough for a quick transfer but located in a dead end, tranquil street; 5 min walking to the beach; 10 min driving to Old San Juan. Enough parking in front of properties. Near recreational park, tennis and basketball court. Full bed, TV, coffee maker, fridge, microwave, single stove top, and Wi-Fi. Beach chairs, towels, umbrella provided. Ground floor.

Guest favourite

Condo in Cangrejo Arriba

4.92 out of 5 average rating, 571 reviews

Steps to Beach, 16th Floor w/Parking, 5 min to SJU

With this million dollar view, what are you waiting for? Book now! Less than a 5min. drive from SJU airport ✈️& just steps to the beach 🏝️ , this fully equipped 16th Floor studio is where you want to spend your PR 🇵🇷 sunsets. One free parking 🅿️ spot in the garage. Self check-in anytime after 3pm. Access to paid aundry 🧺 in building basement. Free storage of luggage 🧳 before check-in and after check-out. 24/7 supermarket, 10min. walk. No pool, no gym, no game room.

Guest favourite

Tiny home in Fajardo

4.95 out of 5 average rating, 194 reviews

Casita Medusa Couples Retreat w/ Hot Tub

Indulge yourself and your partner with a peaceful and intimate getaway. Casita Medusa has been inspired by our passion of finding balance in simplicity. This space aims to provide a memorable and healing experience with a 5 station hot tub and sun-bed under the Caribbean Sun. We're located in Las Croabas the water activity capital of Puerto Rico, home to different beaches, water-taxis to Icacos and Palomino Islands, bio-bay tours, and natural reserves.

Guest favourite

Villa in Cangrejo Arriba

5 out of 5 average rating, 105 reviews

Luxury waterfront villa with dock and heated pool

With a heated and saltwater POOL and JACUZZI, Villa Jade is a one-of-a-kind luxury waterfront residence with a private dock with direct access to a beautiful lagoon, a generator, and a cistern. A fully remodeled modern home, this lovely retreat has three bedrooms, each with a private bathroom. Here, you will enjoy lots of privacy and a relaxing ambiance at a prime location, less than 10 minutes from the SJU airport and Isla Verde´s beautiful beaches.

Guest favourite

Cabin in San Juan

4.98 out of 5 average rating, 327 reviews

Cabin hidden paradise, cozy & romantic loft cabin

Experience a few days of nature's unique serenity in our cabin overlooking the mountains and by the river, steps from the stunning waterfall "El Salto en Charco Prieto". Embark on an exciting upstream adventure to a hidden paradise. Enjoy quiet nights with starry skies, campfires, and the relaxing tune of nature. Come, host, and live moments that will take your breath away. We are welcome to enjoy this unforgettable experience!

Guest favourite

Condo in San Juan

4.91 out of 5 average rating, 191 reviews

San Sebastian y Cruz Apt 10

Right in the middle of the action; the apartment is located in the corner of Calle San Sebastián and Calle de la Cruz. It is conveniently located in the center of everything..... bars and restaurants of La Sanse's strip and OSJ's historic attractions. Good choice for those who want to experience both daily nearby attractions and Sanse's vibrant nightlife. Everything here is just steps away.

Guest favourite

Guesthouse in Río Grande

4.96 out of 5 average rating, 481 reviews

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.

Guest favourite

Guest suite in San Juan

4.98 out of 5 average rating, 193 reviews

Oceanpath 2 @ Ocean Park

Welcome to this stylish, modern and very comfortable apartment. Placed between Condado and Isla Verde area. It is only minutes walking from the best beach in the San Juan area. It is also adjacent to a continuing expansion of restaurants, bars and music venues in the Loiza St.