
Holiday rentals in San Juan
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Top-rated holiday rentals in San Juan
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La Casita @ Hacienda El Infinito
Relaxing unique space with big skies and cozy beds. Looking for an intimate hideaway where you can do nothing absolutely but relax, rebalance and replenish yourself. Just 30 min from SJU airport. This unique space was designed to be home away from home, so you will find all amenities you need to be comfortable and relax. Note - AC added Feb 2025. We have full power generator and water cistern. The hot tub maximum temperature is 85 degrees, if power goes out it will take time to warm up again.

Chic cabin-Ocean&Yunque view-Peace&Relax/Free prkg
Enchanting modern wooden house located in the serene countryside of the greater San Juan Metro Area (Carolina). If you're seeking a harmonious blend of comfort, nature & breathtaking views, look no further! Situated on a countryside hill, but close to everything: San Juan (20 mins), airport (15 mins), beaches (15 mins) and El Yunque Rainforest (45 mins). The scent of fresh wood greets you as you step into the open-concept house. With attention to detail, this home exudes warmth & sophistication.

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🙏🏻

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.

A Gem of a 2 bedroom condo unit close to the beach
This luxurious unit is located in a modern high rise building in an up and coming area in the isle of Old San Juan just one mile from the old Spanish town and near Condado. The location is perfect to access the famous beach of El Escambron (just 1 block away!) very popular among surfers. It´s a newly reformed gem of a condo unit loft-like style with exposed concrete ceilings and beams with floor to ceiling north looking windows in a corner unit with ample sun light all through the day-time.

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.

La Casita: Private Heated Pool W/ Ocean Views
Nestled atop a lush hill at the beachfront town of Ceiba, this 2-bedroom house is a haven of luxury & tranquility, offering a spectacular panoramic view of the ocean, the rainforest, mountains & neighboring islands. As you approach the property, a winding driveway bordered by vibrant, blooming flowers leads you to the entrance, setting the tone for the enchanting retreat that awaits. Just a 1-hour drive from SJU's International Airport & half hour ride from El Yunque National Rainforest.

Casa Arcos Blancos - Luxury Romantic Getaway
Nestled in the 500-year-old historic Spanish colonial city of Old San Juan, Casa Arcos Blancos offers a unique opportunity to live like a local while enjoying all the luxuries that make you feel right at home. Its superb central location allows you to explore the entire colonial city without having to grab a ride for anything. Conveniently located on Sol Street, you will be at walking distance from supermarkets, pharmacies, shops, restaurants, and world-renowned bars and night spots.

Lux Ocean Front 14th Floor 1BR ON BEACH w/Parking
Enjoy million-dollar ocean views from this 14th-floor One Bedroom, just 5 minutes from SJU Airport ✈️ and steps from the beach 🏝️. Fully equipped for your stay with a king bed, pull-out sofa, and kitchen 👩🍳. Self check-in anytime after 3 PM, one free parking 🅿️ spot, and access to paid laundry 🧺 machines. Free luggage storage 🧳 before check-in/after check-out. A 24/7 supermarket is 5 minutes away. **NOTE: Pool is closed** Book your Puerto Rico 🇵🇷 escape today! ☺️

Cabin hidden paradise, cozy & romantic loft cabin
Experience a few days of nature's unique serenity in our cabin overlooking the mountains and next to the river, steps away from the impressive waterfall "El Salto en Charco Prieto". Embark on an exciting adventure upstream to a hidden paradise. Enjoy quiet nights with starry skies, campfires, and the soothing melody of nature. Come, stay, and experience moments that will take your breath away. You're invited to enjoy this unforgettable experience!

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.

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
Other great holiday rentals in San Juan

Tranquil Loft - Walk to Beach | PAZ by DW

Villa Samir in Hacienda Camila

Make our home YOUR HOME ON the OCEAN!

Ocean-View Studio in Condado-Steps to the Beach!

Ocean Breeze Sub-Penthouse

Old Town Patios

2 Bedroom / Beach Retreat/ with Dedicated Office

Coastal Paradise
When is the best time to visit San Juan?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $172 SGD | $172 SGD | $180 SGD | $168 SGD | $163 SGD | $163 SGD | $168 SGD | $172 SGD | $153 SGD | $145 SGD | $157 SGD | $170 SGD |
| Avg. temp | 25°C | 25°C | 26°C | 27°C | 28°C | 28°C | 28°C | 29°C | 29°C | 28°C | 27°C | 26°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, Monthly stays and Beachfront 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
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- Flamenco Beach
- Liquillo Beach
- Distrito T-Mobile
- Playa las Picuas, Rio Grande
- Playa de Luquillo
- Playa Puerto Nuevo
- Rio Mar Village
- Carabali Rainforest Park
- Toro Verde Adventure Park
- La Pared Beach
- Los Tubos Beach
- Punta Bandera Luquillo PR
- Museo de Arte de Ponce
- Isla Verde Beach West
- Cueva del Indio
- Museo de Arte de Puerto Rico
- José Miguel Agrelot Coliseum
- Plaza Las Americas
- Balneario del Escambrón
- San Patricio Plaza
- Playa puerto nuevo
- Sun Bay Beach
- Arecibo Observatory
- Las Paylas
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