
Holiday houses in San Juan
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Top-rated holiday rentals in San Juan
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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.

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

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🙏🏻

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.

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.

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.

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.

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.

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.

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.

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.

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
Other great holiday rentals in San Juan

Walk to Beach & Restaurants 1BR w/City Views

Modern Guaynabo Home w/ Yard, Sauna and Generator

Vintage Charm |Patio|LushBeds|Central|1G|WasherDry

Old San Juan Gem | Backup Power/Water, Pool + Pkg

Walk to Beach! 2BR Stunning Home w Balcony+Parking

King Bed Loft by Old SJ | Gym - Parking - Bay View

Top Suite in San Juan - Private Balcony

Santurce spacious apartment, walk everywhere!
When is the best time to visit San Juan?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| 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. 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 8,720 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
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- Flamenco Beach
- El Yunque National Forest
- Liquillo Beach
- Playa las Picuas, Rio Grande
- Distrito T-Mobile
- Puerto Rico Convention Center
- Rio Mar Village
- Playa Puerto Nuevo
- José Miguel Agrelot Coliseum
- Playa de Luquillo
- La Pared Beach
- Carabali Rainforest Park
- Toro Verde Adventure Park
- Cond Marbella del Caribe Este
- Punta Bandera Luquillo PR
- Plaza Las Americas
- Los Tubos Beach
- Isla Verde Beach West
- San Patricio Plaza
- Cueva del Indio
- Museo de Arte de Ponce
- Sun Bay Beach
- Museo de Arte de Puerto Rico
- Playa puerto nuevo
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