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Holiday rentals in San Juan

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Top-rated holiday rentals in San Juan

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
A bright living area features a comfortable gray sectional sofa adorned with patterned cushions. Two blue armchairs complement a white coffee table, while a mounted flat-screen TV is positioned against the wall. Large sliding glass doors offer access to the balcony and showcase an ocean view.
Apartment in Carolina
4.89 out of 5 average rating, 169 reviews

Dream Beachfront Vacation * King Bed * W/D *Parkin

Welcome to our Casa Caribe oceanfront retreat with a breathtaking view from the private balcony infused with a cool island breeze. Let the turquoise water, salty air, and the sound of the waves mesmerize you. Wake up, do yoga, then jump into the warm ocean water or tan on the Isla Verde sand. Enjoy direct beach access, fast WI-FI, and free parking. Walk everywhere. After a trip to Old San Juan or El Yunque Rainforest, enjoy a glass of wine at sunset on the balcony. Leave all your worries behind.

Top guest favourite
A modern kitchen equipped with stainless steel appliances is complemented by a large wooden dining table. Two sets of brown French doors open to a charming balcony. The interior features high ceilings with exposed beams and polished marble floors.
Flat in San Francisco
4.96 out of 5 average rating, 246 reviews

Casa Rosabella: Romance and Luxury in Old San Juan

Casa Rosabella is an elegant and modern apartment in Old San Juan. One bedroom,one bathroom,fully equipped with modern decor and old colonial charm. Casa Rosabella has everything you need. Modern kitchen with amenities, Inverter A/Cs , Smart TV with cable and WiFi, Washer, Dryer, Balcony and more. Property is on the 2nd floor because of the high ceilings must be prepared and able to climb up to 30 steps. No parking on the property. ⚠️Only Two Guest/Not infant/children/animal/pet friendly.

Guest favourite
Flat in San Cristóbal
4.91 out of 5 average rating, 257 reviews

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.

Top guest favourite
Cabin in Palmer
5 out of 5 average rating, 24 reviews

Palma Real Premium Suite @ El Yunque Luxury Retreat

Welcome to El Yunque Luxury Retreat, the perfect escape for adults seeking luxury, privacy, and a true connection with nature. Located in the heart of Puerto Rico’s lush rainforest. This retreat offers a unique experience that’s hard to find anywhere else. Relax in your private tub and unwind in a minimalist cabin surrounded by nature. Enjoy hammocks, lush trails, and total privacy. Everything here is designed to make your stay unforgettable and help you disconnect from the moment you arrive.

Top guest favourite
A spacious living area is arranged with a comfortable leather sofa and a coffee table. Large glass windows provide abundant natural light and showcase views of the ocean. A sleek dining bar with stools is set against a vibrant red accent wall, enhancing the modern decor.
Flat in San Juan
4.97 out of 5 average rating, 115 reviews

Nauti Llama - Lux Condo w/Amazing View by Old SJ

Indulge in the epitome of Caribbean luxury as you immerse yourself in a slice of paradise. Our exquisitely appointed space blends modern decor with the vibrant essence of Puerto Rico. Every room boasts breathtaking ocean views, inviting the soothing sound of waves into your stay. Great for couples, families, and friends to feel at home while exploring the island. Walkable distance to beaches, Old San Juan, Condado, and eateries. Book your Caribbean escape today and create lasting memories!

Top guest favourite
An inviting interior patio is surrounded by greenery and decorative wall planters. Wooden chairs and a round table are arranged centrally on terracotta tiles, offering a peaceful spot for relaxation. Natural light filters into the space, enhancing the serene atmosphere.
Flat in San Francisco
4.98 out of 5 average rating, 57 reviews

LUNA ANTIGUA OLD SAN JUAN WITH INTERIOR PATIO

Central apartment, privileged location in the heart of Old San Juan but in a residential street to guarantee a relaxed and pleasant stay. Fully equipped and spacious unit up to 4 guests. Two bedrooms, living room, TV, A/C units (2), wifi, kitchen, dining room, bathroom, interior patio. Apartment with colonial design. Residential building, proper and respectful conduct is required that does not interrupt the tranquility of the residents in the building. Walkable to all main attractions in OSJ.

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, 245 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
Two people are seen enjoying a natural swimming area beneath a waterfall, surrounded by lush greenery and rocky terrain. The cascading water creates a serene atmosphere, and sunlight filters through the foliage, reflecting off the surface of the water.
Cabin in San Juan
4.97 out of 5 average rating, 468 reviews

Cabin hidden paradise, cozy & romantic loft cabin

Experimenta unos dias de la serenidad única de la naturaleza en nuestra cabaña con vistas a las montañas y junto al río, a pasos de la impresionante cascada "El Salto en Charco Prieto". Embárcate en una emocionante aventura río arriba hacia un paraíso escondido. Disfruta de noches tranquilas con cielos estrellados, fogatas y la melodía relajante de la naturaleza. Ven, hospédate y vive momentos que te dejarán sin palabras. ¡Te invitamos a disfrutar de esta experiencia inolvidable!

Superhost
Home in Ocean Park
5 out of 5 average rating, 3 reviews

Ocean Park Exclusive Duplex · Steps from Beach 2BA

Discover a luxury couples retreat in this exclusive Ocean Park duplex, located in a private gated community just steps from the beach. This elegant two-level apartment features one tranquil bedroom, two full bathrooms, and beautifully designed living spaces filled with natural light. Ideal for romantic getaways, honeymoons, or anniversaries, enjoy walkable beach access, privacy, comfort, and effortless coastal living near top restaurants and cafés in San Juan.

Top guest favourite
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.
Flat in Ocean Park
4.99 out of 5 average rating, 275 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.

Top guest favourite
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.
Home in San Juan
4.95 out of 5 average rating, 220 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.

Top guest favourite
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.
Flat in San Francisco
4.94 out of 5 average rating, 151 reviews

Classic Old San Juan; Best Location

Experience Old San Juan from this beautifully restored colonial-style building. Our cozy 2-bedroom apartment offers charm, comfort, and an unbeatable location—perfect for vacationing, a romantic getaway, a business trip, or a quick escape. Enjoy a spacious living room, a fully equipped kitchen, a comfortable bathroom, and a tranquil interior patio where you can relax and unwind. Book your stay today and make your visit truly unforgettable!

Popular amenities for San Juan holiday rentals

When is the best time to visit San Juan?

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Avg. price£100£100£105£98£95£95£98£100£89£85£91£99
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 8,430 holiday rentals in San Juan

  • Verified guest reviews

    Over 566,560 verified reviews to help you choose

  • Family-friendly holiday rentals

    3,320 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 2,080 rentals that welcome pets

  • Holiday rentals with a pool

    2,230 properties feature pools

  • Rentals with dedicated workspaces

    4,470 properties have a dedicated workspace

  • Wifi availability

    8,260 of San Juan holiday rentals include wifi 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

  1. Airbnb
  2. Puerto Rico
  3. San Juan Region
  4. San Juan