
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.

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.

#3 Boho Chic: Walk to Beach/Close to Airport
Power Generator/ cistern. Private apt close to beach and airport. 7 minutes walking to the beach, 10 minutes driving from airport and Old San Juan. Private entrance, private parking inside of the property. Wifi, TV, equipped kitchen, and two working desks if you need to work remotely. The apartment is located in a residential area, a very tranquil street with little traffic noise. Tennis court in front in the premises (need to check Covid19 limitations at time of check in). Pets are welcome.

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.

It's always summer here; what a beach life!
It's located in a 2 story property, I live in the 2nd floor and I rent the first floor as 3 vacational units: the Studio, a 1b/1b House & another Studio (or as a 2b/2b house, since this one can be rented as 2 separate units). Queen bed, bath room, kitchen & terrace. 3 minutes away from beach. Between Isla Verde & Condado & between the trendy Loiza st & McLeary st. in Ocean Park, also knowned as the Condado extended área Grocery stores, restaurants, bars and all kinds of stores nearby be.

*LUXURY APT* “Best Location”Wi-Fi, Ct View W/Dryer
Luxury Apartment in the Heart of *La Placita* area. Walking distance to the best night life in San Juan, bars, restaurants, shops, groceries, ATM machines. 9 mins. drive from SJU airport. The Apartment is fully furnish and equipped with everything your need to enjoy your vacation. One master bedroom with queen size bed and one queen size sofa bed in the living area. The Apt. have water heater, washer and dryer , towels, hair dryer, linens, air conditioner in all areas 65” HD TV and Wi-Fi .

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.

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!

Walk 2 Beach! Gated prkg |Renovated! Bright & Cozy
Experience a cozy stay in our renovated 1-bedroom house, just a 5-minute walk to Ocean Park Beach and half a block from vibrant Calle Loíza. Enjoy free gated parking, a modern kitchen, washer-dryer, AC, ceiling fans, and a dedicated workspace. With two TVs, excellent internet, and beach essentials included, you'll have everything you need. Immerse in local culture and conveniently explore nearby attractions. If you don’t want to rent a car, you can easily walk or use Uber.

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.

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.
Popular amenities for San Juan holiday rentals
Other great holiday rentals in San Juan

Colonial Modern Retreat

Luxury Mountain Chalet w/ Heated -Pool Adults Only

Modern Studio in Condado

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

Ana Capri

Chic Ocean-walk Villa in Historic Old San Juan

Beach Front Romantic Getaway!

Design Retreat w/ Stone Outdoor Shower – San Juan
When is the best time to visit San Juan?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £101 | £101 | £105 | £98 | £95 | £95 | £98 | £101 | £89 | £85 | £92 | £99 |
| 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, 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
- Liquillo Beach
- Distrito T-Mobile
- Puerto Rico Convention Center
- Playa las Picuas, Rio Grande
- Playa de Luquillo
- Rio Mar Village
- Playa Puerto Nuevo
- Carabali Rainforest Park
- Toro Verde Adventure Park
- La Pared Beach
- Los Tubos Beach
- Punta Bandera Luquillo PR
- Museo de Arte de Ponce
- Museo de Arte de Puerto Rico
- Isla Verde Beach West
- José Miguel Agrelot Coliseum
- Cueva del Indio
- Plaza Las Americas
- Balneario del Escambrón
- Playa puerto nuevo
- San Patricio Plaza
- Cond Marbella del Caribe Este
- Sun Bay Beach
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