Holiday houses in San Juan

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Top-rated holiday rentals in San Juan

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Guest favourite
Cabin in Palmer
4.98 out of 5 average rating, 42 reviews

Yagrumo Premium Suite @ El Yunque Luxury Retreat

Welcome to El Yunque Luxury Retreat an adults-only haven offering luxury, privacy, and an authentic connection with nature. Located in the heart of Puerto Rico’s lush rainforest. This retreat provides a rare and unforgettable experience. Relax in your private tub and unwind in a minimalist cabin surrounded by tropical greenery. Enjoy hammocks, forest trails, and complete seclusion. Every detail has been thoughtfully crafted to elevate your stay and help you disconnect from the moment you arrive.

Guest favourite
A cozy living area is highlighted by a gray sofa adorned with patterned cushions. A wooden coffee table is centered in front of the sofa, with a stylish light fixture beside it. Large windows offer views of the city, while a small balcony with yellow chairs is visible.
Condo in Santurce
4.91 out of 5 average rating, 97 reviews

Stylish City/Beach Apt W Parking

Enjoy a stylish experience in the heart of Condado, SJ. This beautiful condo is located at Ashford Ave with the beach at just a block and walking distance to the best restaurants and night life entretaiment in Condado. The apt is equiped with everything you will need to have an amazing stay. Walking distance to hotels, casinos, restaurants/bars, grocery store, hospital and parks. Just a 12 min drive to the airport and 8 min to Old SJ. Beach and hospital are just 1 block away. Parking on premises

Top Guest favourite
Loft in San Juan
4.96 out of 5 average rating, 238 reviews

San Juan, Ocean views, Luxury LOFT,

Your search is over!!!! You have found the perfect place for your staycation in this 989 sqft. (largest in the condo), centrally-located, open space luxury Loft in SAN JUAN, PR. Indulge yourself in an Exquisite and tastefully decorated loft. with many unique pieces of art. Also, NO need to worry about power or water outages that occur on the island, this condo is backup with power generators and cisterns, so your visit should not be interrupted. Everything you need is here ! See you soon🙏🏻

Top Guest favourite
An open kitchen area is framed by arches, leading to a charming interior courtyard. Green plants and a small dining set are visible, providing a serene atmosphere. The kitchen features light cabinetry and stainless-steel appliances, contributing to a bright and inviting space.
Home in San Juan
4.91 out of 5 average rating, 458 reviews

Quaint Colonial Home Old San Juan

Beautiful Spanish colonial home in the north side of Old San Juan where locals live, you are just steps (one block) from the ocean. Unique opportunity to explore the city while staying in an exquisite setting and enjoying the colonial architecture of this space. Discover this UNESCO World Heritage Site through a mix of historic architecture and contemporary culture. Note: This home is registered with the PR Tourism Company and strictly adheres to all established Health and Safety protocols.

Top Guest favourite
An outdoor terrace features a wooden deck with a table and chairs, providing ample seating. A cozy swing chair hangs nearby, surrounded by lush greenery and expansive views of the mountainous landscape. Decorative string lights add warmth to the inviting setting.
Shipping container in Gurabo
4.98 out of 5 average rating, 262 reviews

Vista Linda Haus

At Vista Linda Haus, from the moment you start the journey to the beautiful town of Gurabo, the adventure begins. A unique experience towards the favorite destination. You will find panoramic landscapes, lakes, mountains, farms, cities, and a community with the Puerto Rican warmth of our mountains. Just 35 minutes from the Luis Muñoz Marín International Airport, over 1,000 feet above sea level, you will breathe freedom and peace, in a harmonious environment full of energy and pure nature.

Guest favourite
A spacious covered patio features a large, inviting hammock and comfortable outdoor seating. Lush greenery is present in planters, while sunlight filters through the structure. Ample natural wood accents highlight the porch's design, enhancing the relaxing atmosphere.
Cabin in Santurce
5 out of 5 average rating, 140 reviews

Beach Cabin|Renovated[3 BR] Walk 2beach+gated prkg

Welcome to our cozy 3-bedroom beach wood cabin in the vibrant Loíza Street area of San Juan. Accommodating up to 7 guests, the cabin features free gated parking, a modern kitchen, new LG washer-dryer combo, A/C in all rooms, a dedicated workspace, and excellent internet. Enjoy the huge L-shaped balcony with hammock and outdoor furniture. Just a 5-minute walk to Ocean Park Beach and close to diverse restaurants, shops, and more. Only 10-15 mins from the airport, 15 mins from Old San Juan.

Top Guest favourite
The serene private patio features a shallow plunge pool surrounded by tropical plants and decorative stones. A textured green outdoor shower is visible, and a low wall separates the space from the vibrant greenery beyond, creating a secluded retreat for relaxation.
Bungalow in Santurce
4.99 out of 5 average rating, 121 reviews

Jungle Bungalow | 1BR Suite | Private Plunge Pool

Located just blocks from the vibrant Ocean Park Beach, our chic studio bungalow perfectly combines urban convenience with tropical serenity. Step into your private plunge pool or explore Calle Loiza's bustling streets, famous for eclectic dining and unique shopping. Your queen-sized bed features plush comfort with en-suite bathroom, providing a personal retreat. Enjoy the lush garden patio hanging egg-chairs for serene evenings, making every day of your stay memorable and relaxing.

Guest favourite
A private balcony features a wooden table and two matching chairs, overlooking the tranquil lagoon waters. A small plant is placed at the center of the table, with vibrant blue skies and distant city views creating a serene backdrop.
Apartment in San Juan
4.79 out of 5 average rating, 104 reviews

Sunrises Near Beaches+Power+Private Balcony

Welcome to our property, a contemporary haven that lives up to its name. Situated on the 5th floor of the Condado Lagoon Villas I, this east-facing condominium is an integral part of the opulent high-end complex that houses the renowned Caribe Hilton Hotel and the stylish award winning Paseo Caribe. This exquisite space offers a single king-sized bed, a fully equipped kitchen and breathtaking vistas. Embark on your Puerto Rican escapade right here.

Guest favourite
Cabin in San Juan
4.97 out of 5 average rating, 488 reviews

Hidden Paradise Cabin | Romantic Forest Retreat

Descubre la serenidad de la naturaleza en nuestra acogedora cabaña a pasos de la impresionante cascada “El Salto en Charco Prieto”. Disfruta de noches bajo las estrellas, fogatas, privacidad, mañanas con café y el relajante sonido del bosque tropical. Perfecta para escapadas románticas, senderismo, desconectarse de la rutina y vivir una experiencia única rodeada de montañas, naturaleza y tranquilidad en el corazón de Puerto Rico.

Guest favourite
A well-lit studio space features a queen size bed with a white coverlet, complemented by a modern seating area with a grey sofa. A flat-screen TV is mounted on the wall above a low cabinet. Natural light filters through softly textured window treatments.
Condo in Santurce
4.92 out of 5 average rating, 161 reviews

San Juan, Condado Beach view PRIME Location studio

Enjoy easy access to everything from this perfectly located apartment, right on the main strip of San Juan, condado Ashford avenue, within steps to the beach, bars, restaurants, casinos, Hotels (Marriot/La Concha), nightlife and approximately a 10 minute drive from the airport SJU, 5 minute drive to Old San Juan and La Placita de Santurce, the avenue is packed with scooter rentals, stores, etc. FREE PRIVATE PARKING included.

Guest favourite
The modern kitchen and living area feature a spacious open layout illuminated by natural light. Sleek cabinetry complements a central island with seating, while a comfortable sectional sofa and large windows offer sweeping views of the skyline.
Apartment in San Juan
5 out of 5 average rating, 34 reviews

Bayview Loft near Escambron Beach, OSJ + Condado

Modern, open-concept studio with stunning views and abundant natural light. Built in 2010, the building is well-maintained, with a reliable generator for peace of mind. This 1-bathroom space features a fully equipped kitchen, dedicated workspace, and includes a private parking spot. Perfect for both work and vacation, it blends comfort, functionality, and Caribbean charm for a relaxing and convenient stay.

Top Guest favourite
Apartment in San Juan
5 out of 5 average rating, 27 reviews

Historic Old San Juan Gem w/ Balcony & King Suite

❤️ Bienvenido a Casa de Amori ❤️ A romantic balcony retreat in the heart of Old San Juan, where cobblestones glow beneath lantern light and church bells echo through centuries of history. Perched above iconic Calle del Cristo, Casa de Amori offers an intimate blend of colonial charm and modern comfort, designed for couples, close friends, and soulful travelers seeking something unforgettable.

Popular amenities for San Juan holiday rentals

When is the best time to visit San Juan?

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Avg. price$249 NZD$244 NZD$258 NZD$231 NZD$224 NZD$224 NZD$231 NZD$237 NZD$210 NZD$200 NZD$215 NZD$233 NZD
Avg. temp25°C25°C26°C27°C28°C28°C28°C29°C29°C28°C27°C26°C

Frequently Asked Questions

  • What are the best places to stay in San Juan?

    San Juan has lively neighborhoods for different interests—Old San Juan is known for historic charm, Condado for a relaxed beach atmosphere, and Santurce for arts and nightlife. Isla Verde is frequently suggested for easy beach access and a resort-like vibe.

  • What are the best things to do in San Juan with kids?

    Families often explore El Morro for its broad lawns and history, enjoy playtime at Condado Lagoon, or discover interactive exhibits at local museums. Beaches with calm water, like those near Isla Verde, are frequently suggested, and guided tours can create engaging experiences for children.

  • What are some of the best things to do in San Juan?

    Explore the colorful streets of Old San Juan, tour historic forts such as El Morro, or relax on city beaches like Escambrón. Santurce has vibrant street art, galleries, and live music for those interested in culture.

  • How is the weather in San Juan?

    San Juan has consistently warm temperatures, typically ranging from 72–89°F (22–32°C) throughout the year, with higher humidity and more rain during summer and early fall. Light clothing and protection from sun and showers are usually recommended.

  • What are the best places to visit in San Juan?

    Old San Juan and its historic forts, such as Castillo San Felipe del Morro and Castillo de San Cristóbal, are frequently suggested. The Condado area, with its beach and dining spots, and the Museum of Art of Puerto Rico offer more ways to experience the city.

  • What are some hiking trails in San Juan?

    San Juan has natural areas like Piñones with boardwalk trails through mangroves, and Parque Luis Muñoz Rivera for shorter urban walks. For more extensive routes, El Yunque National Forest can be found just outside the city for rainforest hikes.

  • What are some family activities we can do in San Juan?

    Families can explore El Morro’s expansive greens, visit the Carolina Children’s Museum, or enjoy water activities at Condado Lagoon. City beaches provide space for swimming, sand play, and picnics.

  • What are some of the best day trip ideas from San Juan?

    Many visitors enjoy guided excursions to El Yunque National Forest, day trips to historic towns like Loíza, or boat tours to nearby islands such as Culebra or Vieques. Bioluminescent bay tours in Fajardo are also frequently suggested for a unique family-friendly experience.

  • Are there any pet friendly accommodations available in San Juan?

    Many accommodations in San Juan welcome pets, especially in neighborhoods like Condado, Santurce, and Isla Verde. Beach areas and city parks make it easy to spend time outdoors with your dog.

  • What are some local tips for visiting San Juan?

    Embrace walking in Old San Juan’s blue cobblestone streets, stay hydrated in the humid climate, and sample fresh fruit from street vendors. Tipping is customary in restaurants, and knowing a few Spanish phrases is appreciated.

  • What is San Juan known for?

    San Juan is known for its well-preserved colonial architecture, historic forts, and lively arts and music culture. The city’s beaches, traditional food, and Caribbean heritage contribute to its distinct identity.

  • What are the best hidden gems to explore in San Juan?

    La Placita de Santurce has a lively local atmosphere and open-air eateries, while Casa Blanca stands out for its layered colonial history. Discover street art along Santurce’s alleys and enjoy tucked-away cafes that invite quieter exploration.

  • What are the best foods to try in San Juan?

    San Juan is known for dishes such as mofongo, arroz con gandules, and lechón, with street vendors serving alcapurrias and tostones. Flan and tembleque are popular local desserts, and fresh seafood is often featured in coastal restaurants.

  • What should I bring for a trip to San Juan?

    Light clothing, comfortable walking shoes, and sun protection are practical for San Juan’s warm and humid climate. A swimsuit, rain jacket, and a reusable water bottle help ensure comfort for both city and outdoor adventures.

  • What is the nightlife in San Juan like?

    San Juan’s nightlife has a vibrant mix of music venues, salsa clubs, and open-air bars, especially around Santurce and La Placita. Expect a welcoming atmosphere, with many places hosting live bands and locally-inspired cocktails.

  • What are the most popular events or festivals in San Juan?

    San Juan hosts the San Sebastián Street Festival in Old San Juan each January, known for music and parades. Locals also gather for Noche de San Juan celebrations in June and colorful carnival events in late winter.

  • Are there family friendly vacation rentals in San Juan?

    Many vacation rentals in San Juan cater to families, with options in neighborhoods like Isla Verde, Condado, and Ocean Park providing beach access and convenient amenities. Look for listings with kitchens and multiple bedrooms for added comfort.

  • When is the best time to visit San Juan?

    Late winter through early spring is often recommended for milder temperatures and fewer showers. Summer and fall bring more rain and humidity but can be lively with festivals and events.

Quick stats about holiday rentals in San Juan

  • Total holiday rentals

    Explore 8,720 holiday rentals in San Juan

  • Verified guest reviews

    Over 602,680 verified reviews to help you choose

  • Family-friendly holiday rentals

    3,240 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 2,230 rentals that welcome pets

  • Holiday rentals with a pool

    2,010 properties feature pools

  • Rentals with dedicated workspaces

    4,290 properties have a dedicated workspace

  • Wi-Fi availability

    8,570 of San Juan holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Self check-in, Beachfront and Monthly stays across San Juan rentals

  • 4.7 Average rating

    San Juan stays receive an average rating of 4.7 out of 5 from guests

  • Nearby attractions

    San Juan's top spots, include Distrito T-Mobile, Paseo de la Princesa, and Museo de Arte de Puerto Rico

Destinations to explore

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