Family-friendly holiday rentals in San Juan

A spacious bed complete with soft linens and neatly arranged towels is positioned in a well-lit bedroom. Two bedside tables adorned with lamps are placed on either side, while light curtains frame the window, enhancing the room's tranquil ambiance.

4.93 out of 5 average rating, 311 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.

A row of beautifully restored colonial-style buildings is lined along a quiet street. The architecture features arched entryways and intricate wrought iron balconies. Bright colors and textures of the façades create an inviting atmosphere under clear blue skies.

4.95 out of 5 average rating, 172 reviews

Classic Old San Juan • Best Location • 1rst Floor

Best in Old San Juan! Classy and beautifully restored colonial‑style building. Our 2BR apartment blends historic charm with modern comfort. Perfect for cruise ship visitors, vacationers, romantic couples, business travelers, or a family getaway. Easy, well‑lit access, no stairs; arrival will be smooth at any hour. You’ll find a spacious living room, fully equipped kitchen, a brand-new bathroom, and a tranquil interior patio/linai for unwinding after adventuring the old city. Book with us today!

A modern living area features a light-colored sofa, complemented by a plush area rug. A wall-mounted television is visible across from a dining table set for four, while potted plants add a touch of greenery. The space is illuminated by a sleek ceiling light.

4.87 out of 5 average rating, 179 reviews

Airbnb Near Airport 2 3-5 min from airport

Our charming Airbnb is just 5 minutes from the airport about a 5min drive to stunning beaches like Hobbie beach , Piñonez, shopping centers like Mall of San Juan , and nightlife like islaverde 5min away and La Placita 10min away Nestled along a bustling road and pizzeria/bar, our home offers convenience while providing a cozy retreat. Relax in our beautifully appointed space after a day of beach adventures or shopping sprees. Experience the best of Puerto Rico—book your stay today!

A modern open-concept living space is highlighted, featuring a sleek kitchen with stainless steel appliances and a countertop for dining. The seating area includes a sectional sofa facing a mounted TV. Decorative plants and minimalistic furniture add to the contemporary design.

4.92 out of 5 average rating, 188 reviews

The Paradise of Valencia “10 minutes from the airport”

Welcome to The Paradise of Valencia! Experience the Caribbean in a modern and cozy space, located in the heart of San Juan. Located in a quiet community, 10 minutes from Luis Muñoz Marín International Airport, 15-20 minutes from Condado Beach, Isla Verde and Old San Juan. You can also discover El Morro, La Placita de Santurce, the T-Mobile District and The Mall of San Juan. Ideal for relaxing, working, or enjoying an unforgettable vacation under the Puerto Rican sun.

4.93 out of 5 average rating, 107 reviews

A mini pool is surrounded by lush vegetation, including colorful flowering plants in decorative pots. A beach ball floats in the water, while a small section of stone steps leads towards the pool. The exterior features light blue wood siding and a white railing.

Home in Trujillo Alto

Cozy tropical garden Oasis + pool just 4 you

Acogedora casa en madera con mini piscina,deck,jardín y estacionamiento privado . ¿Quieres conectar con la naturaleza? Vive la experiencia de dormir con el cantar del coqui y despertar con el canto de los gallos entre la vegetación del trópico. Estamos ubicados en Trujillo Alto, en un barrio céntrico, a 2 minutos en carro se encuentra el supermercado, Panadería y puesto de gasolina. A minutos del Aeropuerto, la capital, playas y centros comerciales.

A tranquil private pool reflects the clear blue sky, surrounded by lush greenery and palm leaves. The modern apartment's large glass windows allow for abundant natural light, while a shaded outdoor seating area and hammock can be seen beside the pool.

4.99 out of 5 average rating, 289 reviews

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.

A vibrant yellow façade with classic Spanish colonial architecture is highlighted in the morning light. The entrance features an elegant archway, leading into a spacious interior. The street gently slopes down towards the water, surrounded by lush greenery and cobblestones.

4.95 out of 5 average rating, 233 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.

An outdoor hot tub is surrounded by a natural bamboo fence, providing privacy and a serene atmosphere. A wooden stool and a small red step stool are positioned nearby, while lush greenery enhances the relaxing environment.

4.95 out of 5 average rating, 111 reviews

Hidden Paradise w/HotTub >NEAR Airport & Beaches<

Experience a slice of Shangri-La at our serene retreat, at 10 minutes to the airport and beaches! Nestled among stunning historical pieces, our tranquil abode offers a glimpse into the enchanting world of Chinese folklore. Relax in our cozy rooms, adorned with traditional décor, and savor local delicacies. Immerse yourself in the magic of the environment, where every corner tells a story. Discover a haven of peace and beauty at our doors.

5 out of 5 average rating, 132 reviews

A spacious bed is centered against a softly lit, curved wall. Woven pendant lights cast a warm glow above the bed, accompanied by decorative pillows. A cozy bench sits at the foot of the bed, while natural textures are visible in the surrounding furnishings.

Loft in San Juan

*NEW* Relax Outdoor Bathtub, Walk To Beach

Located in the heart of Puerto Rico's lively Calle Loíza, 8-10 minutes from the airport and 8 minutes walk to the beautiful "Ocean Park beach", "Palomar" at Casa Loiz offers an authentic Puerto Rican experience with access to beaches, restaurants, and bars within walking distance. Important cultural sites, such as Old San Juan, are only a 5-10 minute drive away.

A cozy living area is highlighted by a black couch adorned with vibrant, fruit-themed pillows. A colorful art piece featuring a pineapple is displayed on the wall, and a small table sits nearby. Decorative plants and wooden steps add to the inviting ambiance.

4.93 out of 5 average rating, 128 reviews

Lovely tiny home two blocks from the beach

This unique place has a style all its own. Close to restaurants, airport and two block away from the beach. Very private spot with it's own private entrance two blocks from the booming area of calle Loiza and the center of Condado, Miramar & Viejo San Juan is only 8 minutes away. This is a brand new and super stylish peace of heaven that couples will LOVE.

4.98 out of 5 average rating, 224 reviews

A refreshing pool area is surrounded by natural greenery, with stone accents and a sunlit patio. The pool features clear water and a small seating area, creating an inviting outdoor space. Lush foliage frames the scene, enhancing the serene atmosphere.

Home in Carolina

Villa Estrella PR (near Airport & Beach)

Diviértete con toda la familia en este alojamiento con estilo. Esta cerca de todo lo esencial como el Aeropuerto y Playas (5 minutos), Viejo San Juan, Plaza Las Américas (15 minutos). Localizado cerca de varios restaurantes con prestigio como Bebo’s BBQ, Metropol, y el área turística de Piñones donde podrán encontrar comida típica de nuestra isla.

A view from the unit showcases the serene waters of Condado Bay, framed by large glass windows. The bright blue sky, dotted with fluffy clouds, enhances the calming atmosphere. The distant skyline of San Juan can be seen across the bay, adding a picturesque backdrop.