Condado Vanderbilt Hotel

Individually decorated quarters in a Colonial-style hotel featuring rooftop dining & a plunge pool. Set in a pair of adjacent Spanish Colonial–style buildings, this charming hotel is a 4-minute walk from the 18th-century Castillo San Cristóbal and a 5-minute walk from the Cathedral of San Juan Bautista. Featuring traditional, decorative furnishings, the individually styled rooms come with free Wi-Fi, flat-screen TVs and iPod docks, as well as minibars. Suites have 1 or 2 bedrooms, as well as living rooms; some have balconies or patios. Upgraded suites include kitchens. There's a 24-hour cafe/bar, plus a rooftop terrace with a restaurant, a plunge pool and city views. Breakfast is offered. Yoga classes and massage services are available.

Nestled in Old San Juan, this beautifully preserved 1824 theater boasts stunning architecture, a charming vibe, and great views from every seat.

Coquí del Mar is a cozy guesthouse just a block from the beach, blending homey vibes with delightful amenities, friendly staff, and a welcoming community atmosphere.

Casual hotel featuring a rooftop terrace with city views, plus an outdoor pool & a koi pond. Occupying a striking contemporary building with a geometric facade, this relaxed hotel is a 6-minute walk from Ocean Park Beach and a kilometer from PR-26. Relaxed, streamlined rooms come with free Wi-Fi, flat-screen TVs, minifridges and safes, as well as iPod docks; some have pool views and/or private entrances. Upgraded rooms add balconies. Kids age 11 and under (1 per room) stay at no extra cost with an adult. Limited parking is complimentary, as is breakfast served in a nearby bakery. Other amenities include an outdoor pool, and a rooftop terrace with city views, plus a lobby lounge area with a koi pond. Minimum-stay rules may apply.

Discover a chic art-deco gem at O:LV Fifty Five, where Mario Pagán serves up sublime Caribbean-Asian fusion amid luxurious decor and impeccable service.

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SuperMax is your charming and convenient go-to grocery spot in Old San Juan, stocked with essentials, tasty takeout, and a friendly vibe.

Nestled in the vibrant Condado neighborhood, this chic, minimalist hotel is just a short stroll from the beach, complete with a terrace and an Asian eatery.

This cozy, budget-friendly hotel in a colorful colonial building is just a block from Condado Beach, featuring simple rooms and lush gardens.

Marmalade is a chic culinary gem in Puerto Rico, serving innovative international dishes paired with delightful cocktails in a stunning ambiance.