Family-friendly holiday rentals in San Juan

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*)

In the Heart of Old San Juan!

Experience the charm of Old San Juan in this colorful apartment, housed in a historic 17th-century building with characteristics that come with its age! To brighten the space, simply open the doors and windows to let the natural light flood in as the shutters do not open. Located just a block from the vibrant nightlife on “Calle San Sebastian” and a short stroll from the “Castillo El Morro”. Enjoy plazas, dining, and shopping all within walking distance in the heart of this famous walled city.

Condado Lagoon Retreat

Studio aparment located in the heart of Condado. Best view in the area Only steps to the Condado Beach, Vanderbilt Hotel, Paseo Caribe, T-Mobile Center, plus plenty of shops and restaurants, walk everywhere. It brings all a amenities you need to make your stay a memorable one. Building has Laundry room with washers and dryers at low cost. There is free Parking on first comes basis (not guarantee).However there is always public parking facility right across the street at your expense.

Comfy + Centric 1BR + Patio | 3min walk to Beach

This is the perfect apt. for a couple and their kid to relax and enjoy San Juan! Located right on McLeary St. two blocks from Ocean Park beach & close to many local favorite dining spots within walking distance, you will be in the perfect place to enjoy SJ's local flare. Whether you're traveling for leisure or remote work, our Perla Apt. with 1 bedroom, 1 kids bed & 1 bathroom is the perfect spot. The apt is fully equipped w/ basic amenities a dedicated working desk and Fiber Optic Wi-Fi.

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.

Los Balcones, Old San Juan Best location!!

Beautiful second floor apartment in the heart of the Old San Juan. A spacious one bedroom apartment with a mezzanine that works as a open extra bedroom. One bed, two full futons. One full kitchen, and one bathroom. From the balcony you can get a breathtaking view of the Atlantic Ocean. Excellent location! Walking distance to el Morro, art places, historical monuments, bars and excellent restaurants. Close to the airport, public transportation and taxis. You won't find a better location!!

Location! Location! Location!

The spacious (18’ ceilings) open space apartment has a ground level private entrance, a dressing room, full bath and full kitchen. The living/sleeping area opens out to a covered terrace that overlooks Casa Blanca’s16th century gardens. Privacy and shade is assured by the tall leafy trees in the garden. Ceiling fans and air conditioning provide the comfort you’ll need. The front doors open to the Plaza de Hostos, a very pleasant urban space that makes the area purely residential.

Loft w/ Terrace & Outdoor Bathtub | DADA by DW

This oversized and sun-flooded loft features two private terraces, an outdoor bathtub and a king size bed. The open kitchen with breakfast bar comes fully equipped and a spacious bathroom features a one-of-a-kind concrete sink as well as a rainfall shower. A designer sofa bed in the living area can accommodate a third guest. The unit is equipped with a Roku TV and A/C. The beach is a short 5-7 min. walk and there are plenty of restaurants and shops, all in walking distance.

Best location with pool, steps from beach!

Wake up in a luxurious king bed with premium bedding, gazing out at your private pool framed by lush palm trees. Start the day with breakfast from the fully equipped kitchen, then catch up online with blazing-fast Wi-Fi under the shaded pergola. Cool off in the pool or rinse in the outdoor hot shower before walking just 50 yards to San Juan’s best beach. Ideal for couples, solo travelers, remote workers, or small families seeking comfort and style.