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Holiday houses in San Juan

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Quick stats about holiday rentals in San Juan

  • Total holiday rentals

    Explore 9,130 holiday rentals in San Juan

  • Verified guest reviews

    Over 639,550 verified reviews to help you choose

  • Family-friendly holiday rentals

    3,270 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 2,280 rentals that welcome pets

  • Holiday rentals with a pool

    2,090 properties feature pools

  • Rentals with dedicated workspaces

    4,430 properties have a dedicated workspace

  • Wi-Fi availability

    8,910 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

Top-rated holiday rentals in San Juan

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

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Top Guest favourite
An open living and dining area features a light grey couch with yellow accent pillows. A dining table with colorful chairs is positioned nearby. Natural light illuminates the space, highlighted by modern artwork on the walls and green plants adding a touch of greenery.
Apartment in Santurce

3 Habitacion Loiza · The Modern Tropic Nest/Near T

Welcome to your vibrant home away from home.This spacious 3-bedroom, 2-bath apartment features a modern, stylish design with a bright open layout, fully equipped kitchen, laundry area, and a large private balcony. Perfectly located just 10 minutes from the airport and Old San Juan, and steps from the beach and a lively street filled with restaurants, bars, and shops. Whether you’re relaxing or exploring, this is the perfect base. Book now and experience the best of San Juan in comfort and style

4.95 out of 5 average rating, 288 reviews
Guest favourite
Apartment in Santurce

Water & Generator Luxury Condado Beach Apt For 8

Welcome to Casa Luna, a luxury 3BR + office, 2BA beach condo in the best location in Condado, San Juan, just 5 minutes from Old San Juan and Isla Verde. This stunning 1st floor, no stairs retreat is just one block from the beach, top restaurants, bars, boutiques, casino and kayaking. Perfect for families and groups, it comfortably sleeps up to 8 guests. Enjoy a full kitchen, TV lounge/office w/ sofa bed, high speed WiFi, free onsite parking, washer and dryer, generator and water cistern! ✨🌴🏖️

4.84 out of 5 average rating, 191 reviews
Guest favourite
Apartment in San Juan

Cozy Historic Ruin Apartment

Located in the heart of Old San Juan, this unique and special place enables you to experience a fully authentic colonial experience- the most authentic you will get in Old San Juan. This renovated ruin apartment conserves the historical architecture from Old San Juan at a maximum potency, while offering a comfortable and cozy stay. Perfect for any small family, couple or group of friends seeking to enjoy what Old San Juan has to offer, from restaurants to forts, in a fully cultural experience.

4.81 out of 5 average rating, 216 reviews
Top Guest favourite
Home in San Juan

Casa Ambar | Tropical Escape 5 min 2 Airport/Beach

Welcome to Casa Ámbar—a tropical nature escape in the heart of the city where art, warmth, and nature come together. Surrounded by palm trees, fruit trees, and a refreshing pool, it’s a place to find peace, embrace stillness, and leave the noise behind as you reconnect with yourself. Enjoy the beauty of birds visiting throughout the day while relaxing in a thoughtfully designed space filled with vintage charm, warm amber tones, natural textures, and inviting details that make you feel at home.

5.0 out of 5 average rating, 9 reviews
Guest favourite
Apartment in San Juan

Historic 2BR • Walk Everywhere • Quiet King Bed

Historic 2BR Spanish Colonial home in the heart of Old San Juan—walk everywhere, enjoy authentic architecture, and take in the city from balconies overlooking the street. ♦️ Just steps to restaurants, cafés, nightlife & historic sites • Walk Score 98 ♦️ Quiet King bedroom + Queen bedroom with balcony views ♦️ Soaring 18-ft ceilings, arches & authentic character ♦️ A/C & ceiling fans in every room, fast Wi-Fi, Smart TV ♦️ Great for families, couples & small groups who want to walk everywhere

4.96 out of 5 average rating, 214 reviews
Guest favourite
A spacious bedroom features a large bed dressed in a plush grey coverlet. Glass sliding doors lead to a balcony with outdoor seating, allowing views of the cityscape. Soft lighting enhances the modern decor, while the sleek furnishings include a bedside table and decorative accents.
Condo in Santurce

*Lux PH-Apt* Best Loc* Wi-Fi, W/D 24/7 check in

This PH unit have the best views of all San Juan from his spacious balcony, its located in La Placita area we’re all the bars, restaurants and night life are just a few steps away. The beach is just 10 mins walk and from (SJU) San Juan international airport it’s about 7-10 mins drive. The unit have Wi-fi and high speed internet and 2 T.V.s Free assigned parking in the same condo with control access. The Apt. is fully remodeled and equipped with all you will need to have a pleasant stay.

4.83 out of 5 average rating, 179 reviews
Top Guest favourite
Home in San Juan

The Opus Residence Luxury Home in San Juan

Welcome to The Opus Residence, a renovated luxury home in San Juan, Puerto Rico. Enjoy a private pool, cinema, arcade with 20k+ games, fast WiFi, self check-in, 3 full baths, and parking. Includes a 26kW backup generator and 400-gal emergency water reserve for added peace of mind. Sleeps 8 guests. Just 5–10 minutes from the airport, beaches, shopping, restaurants, and nightlife. Thoughtfully designed for comfort, convenience, and a worry-free stay from arrival to departure.

5.0 out of 5 average rating, 14 reviews
Guest favourite
A modern living area features a white sectional sofa accented with decorative pillows, set against a soft area rug. A stylish coffee table sits in the center, while a mounted flat-screen TV is displayed on a sleek console. Natural light fills the space through large windows.
Apartment in Santurce

Amazing City and Bay Views San Juan Art District

YES WE HAVE WATER 😊 Enjoy a stylish experience at this centrally-located place in Santurce, San Juan. Experience true authentic Puerto Rican culture in this urban apartment located in the art district. A short walk to many restaurants, rooftops, and bars and a short drive to the beach. Only 10 min from SJU airport and Old San Juan. With stunning views overlooking the city and bay. Brand new fully renovated, open kitchen and living room concept layout with 3 bdrms.

4.97 out of 5 average rating, 139 reviews
Top Guest favourite
A modern home exterior is displayed, featuring a clear glass window and a two-car garage door. The entrance is accentuated by a small staircase leading to a covered porch. A manicured lawn and a stone driveway add to the inviting appearance of the residence.
Home in Carolina

Lake View | King Beds | Cistern & Solar | Home Gym

Just 15 minutes from the airport and San Juan, Casa Laguna blends convenience with relaxation. Perfect for exploring Puerto Rico or unwinding, it features plush, air-conditioned spaces, multiple large smart TVs, and two luxurious king-size beds. For work or fitness, enjoy a quiet office and garage gym. With solar panels, the home provides uninterrupted comfort even during power outages. Casa Laguna is your ideal retreat for a memorable stay.

4.99 out of 5 average rating, 106 reviews
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

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.

4.95 out of 5 average rating, 238 reviews
Superhost
Home in San Juan

Colonial Home w/ Lush Patio/ 3 units– Old San Juan

✨ Charming Home Divided Into 3 Separate Units With One of Old San Juan’s Largest Interior Patios 🌿Private patio 📶 Free WiFi 🛏️ 3 King beds 🛏️ 1 Queen bed 🛏️ 1 Full bed 🌬️ All bedrooms have A/C, plus A/C in the second-floor dining area for extra comfort. 🛁 4 bathrooms (2 large, 2 standard), providing privacy and convenience. 🍳 3 kitchens: two compact on the first floor and one spacious on the second, all with essentials.

4.79 out of 5 average rating, 28 reviews
Guest favourite
The exterior of the house is shown, featuring a modern design with large windows that allow ample natural light. A small balcony above is visible, and a secured entryway leads to the front steps. Lush greenery and a light-colored facade complement the structure.
Home in Santurce

Monteflores House San Juan, Puerto Rico

Fully equipped house. Close to the Sagrado Corazón Urban Train station. Close to the Condado area, Airport and Old San Juan. It has parking, A/C, heater, WiFi, terrace, 5 bedrooms, 4 bathrooms, living room and 2 dining rooms. Additional: This house has 2 independent apartments outside the house, equipped with a kitchen. Full bed for 2 people. Available for rent.

4.88 out of 5 average rating, 124 reviews

Popular amenities for San Juan holiday rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Stay near San Juan's top sights

Condado Beach

427 locals recommend

Isla Verde Beach

706 locals recommend

Luis Muñoz Marin International Airport

206 locals recommend

El Morro Castle

1,301 locals recommend

T-Mobile District

1,016 locals recommend

Plaza Las Americas

1,228 locals recommend

Other great holiday rentals in San Juan

Superhost
Apartment in San Juan

Retro Boutique Loft 5 BR | Heart of Old San Juan

4.73 out of 5 average rating, 26 reviews
Top Guest favourite
The private infinity pool sparkles under the sun, with modern white lounge chairs positioned nearby. A gentle fountain adds a soothing touch, while lush trees frame the scene, creating a serene atmosphere as the sun begins to set in the background.
Home in Palma Sola

*NEW Infinity House near El Yunque (private pool)

5.0 out of 5 average rating, 44 reviews
Top Guest favourite
Home in San Juan

Hillside Villa | 5BR | Private Pool | 3 King Beds

5.0 out of 5 average rating, 9 reviews
Top Guest favourite
Apartment in Santurce

Modern 3br Condo w/ Terrace | Walk to Beach

5.0 out of 5 average rating, 26 reviews
Top Guest favourite
Home in Río Grande

Private Rainforest Home/4BR /Sleeps 12/Heated Pool

4.98 out of 5 average rating, 41 reviews
Guest favourite
Apartment in San Juan

Top Suite in San Juan - Private Balcony

4.9 out of 5 average rating, 39 reviews
Guest favourite
Home in Carolina

NEW Serendipity 2 I Heated Pool I Near Airport

5.0 out of 5 average rating, 22 reviews
Guest favourite
Apartment in Santurce

Tropical Escape | King Bed • Walk to Beach

5.0 out of 5 average rating, 6 reviews

When is the best time to visit San Juan?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$239 NZD$234 NZD$248 NZD$231 NZD$221 NZD$221 NZD$222 NZD$227 NZD$202 NZD$192 NZD$207 NZD$224 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.

Destinations to explore