
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.

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.

Little Hills Nature Villa: Hot Tub~Trails~by beach
Welcome to Little Hills farm, a boutique collection of three wellness-forward nature villas tucked into the foothills of Luquillo, between Luquillo Beach and the El Yunque Rainforest. This Nature Villa blends indoor–outdoor living, biophilic finishes, and gentle mountain breezes—an easy several minutes drive from Luquillo Beach, Luquillo Kiosks & the El Yunque Rainforest. LH is the perfect hideaway to unplug, reconnect & make unforgettable memories in Puerto Rico’s most naturally romantic corner

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.

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.

*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.

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.

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.

Retro 1BR w/ Disco Ball | MOOD HAUS by DW
Stay at MOOD HAUS by DW, a 70s-inspired boutique property in vibrant Santurce. Each uniquely designed suite features bold retro interiors, a private outdoor terrace, full kitchen, designer rain shower, vinyl player, record collection, and disco ball. Walk to the beach, restaurants, bars, and San Juan’s local art and nightlife scene. The property is equipped with a backup water cistern and generator to help provide additional support in the event of water or power outages.

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.

Beachside Coastal 1BR | Isla Verde, San Juan
Relax in our spacious boho-style 1-bedroom apartment in Villamar, Isla Verde, across from the beach. Gated community with generator, water cisterns, high-speed Wi-Fi, dedicated Eero router, laundry, outdoor showers, exercise equipment, and pet-friendly. Professionally cleaned to high standards. Minutes from the airport, restaurants, nightlife, Condado, and Old San Juan. Perfect for vacations, remote work, families, and extended stays.

Quiet Nest Retreat Close to Beach/King bed/Parking
Discover Quiet Nest Retreat a peaceful, cozy getaway with organic modern design, just minutes from the beach. Nestled in a gated community with a designated parking spot, this restful space offers a private balcony with comfy seating perfect for morning coffee or sunset drinks. Centrally located for easy access to everything you need. Book your stay today and experience the perfect blend of comfort, style, and tranquility!

Ocean View Loft Penthouse in Old San Juan
Sol 13 | Rooftop Loft Above Old San Juan Above the rooftops of Old San Juan, the city slows down. Ocean-view loft penthouse with a private rooftop terrace, soaring ceilings, a floor-to-ceiling library, and an exceptionally comfortable king bed. Sunrises, sea breezes, and space rarely found in the historic district. Third-floor walk-up (the final flight is steep), but a short climb to another world.
Popular amenities for San Juan holiday rentals
Other great holiday rentals in San Juan

Romantic San Juan Nightlife / Balcony & King Suite

Deluxe Waterfront Studio | Balcony Views + Beach

Luxury Beachside Duplex – Steps to the Sand

Amazing View to Old San Juan City!

private terrace and generator & water backup

Ocean Front Condo on Condado Beach

Romantic Chalet with Pool by the River

PIER 69 / Stateroom 05 / walk to beach
When is the best time to visit San Juan?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $240 NZD | $235 NZD | $249 NZD | $232 NZD | $221 NZD | $221 NZD | $223 NZD | $228 NZD | $203 NZD | $192 NZD | $208 NZD | $225 NZD |
| 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.
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- Flamenco Beach
- El Yunque National Forest
- Liquillo Beach
- Playa las Picuas, Rio Grande
- Puerto Rico Convention Center
- Distrito T-Mobile
- Rio Mar Village
- Playa Puerto Nuevo
- José Miguel Agrelot Coliseum
- La Pared Beach
- Playa de Luquillo
- Cond Marbella del Caribe Este
- Punta Bandera Luquillo PR
- Plaza Las Americas
- San Patricio Plaza
- Isla Verde Beach West
- Los Tubos Beach
- Cueva del Indio
- La Guancha
- Isla Palomino
- Balneario de Luquillo
- Museo de Arte de Puerto Rico
- Cond Ashford Imperial
- Hacienda Campo Rico
- Things to do San Juan
- Nature and outdoors San Juan
- Art workshops San Juan
- Sports activities San Juan
- Cultural tours San Juan
- Art and culture San Juan
- Sightseeing San Juan
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