Family-friendly vacation rentals in San Juan

Romantic Getaway in the Heart of Old San Juan

♥️ Romantic getaway in the heart of Old San Juan ♥️ Steps from restaurants, shopping, nightlife & attractions~Walk Score 98! ♥️ Plush Queen bed for ultimate comfort ♥️ Peaceful & quiet, tucked away from street noise ♥️ Historical treasure with Old World charm ♥️ Modern amenities: A/C, high speed WiFi & workspace ♥️ Fully equipped kitchen for cozy meals ♥️ Secure self-check in ♥️ Large bathroom with essentials ♥️ On-site washer/dryer ♥️ Above our yoga patio ♥️ Book your romantic getaway today ♥️

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*)

Perfect apt for a stay in San Juan!

Cozy 1 br/1 bth apartment. Semi-loft style with sofa bed in living room. Located in San Juan's trendy Condado Beach neighborhood. Building designed by acclaimed architect Henry Klumb, this apartment comes fully equipped and is walking distance to the beach, lagoon, restaurants, cafes, and bars. Condado is just 4 miles from the airport and Old San Juan. There's a large pool and bistro café. Paid parking is available right next door and there are two car rental spots less than a 5 min walk.

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.

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.

15th-Floor Beachfront Condo w/ Ocean Views

❤Perfect for couples looking for a romantic beach vacation, or a small family with children King bed, 50” Smart TV (Roku) and strong WiFi ✔World-Famous Isla Verde beach just outside lobby doors ✔24/7 security & doorman w/free parking garage in the top neighborhood in Puerto Rico ✔ Kitchenette w/Fridge, Microwave & Stovetop ✦Condo @ the iconic ESJ Towers/Mare St Clair *No smoking/parties - strictly enforced!! * Our pool permanently closed back in 2022

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.

The BEACH Pad- A Beachfront, full ocean view apt.

The BEACH Pad -A Modern- luxurious, beach front and full ocean view apartment. Enjoy your private balcony to watch the sun rise and set over the Atlantic ocean. The view is 180 degrees from left to right without any obstruction. The living room has a 75" tv, with a Sonos sound bar. Relax to music, have a glass of wine or cup of coffee made from the coffee machine provide , listen to the sound of the waves and feel the stress melt away.

Design Suite「 POOL」Walk to Beach | DUNA by DW

If this apartment-plus were a perfume it would smell like juniper, cactus water, fennel seeds, slot canyons and homemade tortillas clasped in warm sunlit terracotta. Everything about this king-size suite is deep, sandy, and divine. With two private terraces, a bedroom, bath, full kitchen, custom soaking tub, hammocks, and more, the Dreamer can mesmerize up to three guests with elegant, laidback allure.