
Holiday rentals in San Juan
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Top-rated holiday rentals in San Juan
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Peaceful 1BR~Walk Everywhere• Historic Charm • A/C
Peaceful 1BR retreat in the heart of Old San Juan—walk everywhere, enjoy historic charm, and come home to quiet after a day exploring. ♥️ Tucked away from the street for peace and restful sleep ♥️ Steps to cafés, restaurants, nightlife & historic sites • Walk Score 98 ♥️ Historic Spanish Colonial charm with soaring ceilings ♥️ Comfortable Queen bed, A/C, fast Wi-Fi + workspace ♥️ Full kitchen, stocked bathroom & on-site laundry access ♥️ Ideal for couples who want peace in the center of it all

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🙏🏻

Casa Rosabella: Romance and Luxury in Old San Juan
Casa Rosabella is an elegant and modern apartment in Old San Juan. One bedroom,one bathroom,fully equipped with modern decor and old colonial charm. Casa Rosabella has everything you need. Modern kitchen with amenities, Inverter A/Cs , Smart TV to stream and WiFi, Washer, Dryer, Balcony and more. Property is on the 2nd floor because of the high ceilings must be prepared and able to climb up to 30 steps. No parking on the property. ⚠️Only Two Guest/Not infant/children/animal/pet friendly.

Luxury Romantic Getaway w/Patio & Backup Power
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, & world-renowned bars & night spots. Other details

Magical! Ocean view Cabana w/ Pool Spa on mountain
This memorable place is anything but ordinary. You will get to enjoy this amazing and super private space surrounded by nature and unbelievable views of the ocean and the city. Fully equipped with everything you will need during your stay to include kitchen, full bath with rain shower, A/C, living space with 55" TV, dinning and sleeping areas, terrace with killer views, and of course the pool spa with infinity view! And many more. All of this while enjoying of a complementary bottle of Wine!

⭐️Ocean View Apt. in Condado Beach & Strip⭐️
- 4min walk to beach - Located right on the strip - Just 10 minutes from the airport - Stylish, comfortable, and convenient open-layout apartment in San Juan's Condado Beach - Surrounded by vibrant cafes, top restaurants, and lively bars - Close to parks, Beaches, Placita Santurce, and Calle Loiza - Ideal for a couple or group of three - Seamless self-check-in for a hassle-free stay Immerse yourself in Puerto Rico's rich culture and charm. Book now and start your island adventure!

*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 .

Hilltop Cabin w/ Pool & Views – 18 Mins to Airport
✈️ 18 min to airport & 🏖️ top beaches 🏊 Private pool, loungers & hammocks 🌿 Peaceful countryside, just 5 min to city 🌴 45 min to El Yunque & Luquillo Beach 🏡 Hilltop cabin with ocean & mountain views 🛏 Queen bed + full pull-out bed (sleeps 4) 🍽 Indoor + outdoor dining for 4 with views 🚿 Outdoor shower (perfect after the beach) 🌅 Stunning sunrise views from elevated setting ⚡ Fast WiFi, A/C, Smart TV & gated parking 🪑 Beach chairs, cooler & beach towels

The BEACH Pad- A Beachfront, full ocean view apt.
The BEACH Pad -A Modern- luxurious, beach front and full ocean view apartment. Enjoy your private balcony to watch the sun rise and set over the Atlantic ocean. The view is 180 degrees from left to right without any obstruction. The living room has a 75" tv, with a Sonos sound bar. Relax to music, have a glass of wine or cup of coffee made from the coffee machine provide , listen to the sound of the waves and feel the stress melt away.

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.

Modern 1BR • Wi-Fi • Walk to the Beach & Nightlife
Stylish and modern 1-bedroom apartment designed for comfort and convenience in the heart of San Juan. Enjoy a comfortable Queen bed, fast Wi-Fi, A/C, Smart TV, equipped kitchen, and easy self check-in. Perfect for couples, business travelers, or island getaways. Minutes from beaches, restaurants, nightlife, shopping, and top local attractions. Book now and experience the perfect blend of comfort, location, and Puerto Rican charm.

Walk to La Placita | Stylish Santurce Stay
Stay in the heart of Santurce, just steps from La Placita—San Juan’s most vibrant nightlife scene. Perfect for couples, friends, and social travelers who want to walk to restaurants, bars, and live music, then come back to a stylish, comfortable space. No car needed for going out, everything is right outside your door. Walk to the beach, Condado Lagoon, and Miramar. Just 10 minutes to the airport, Old San Juan, and Isla Verde.
Popular amenities for San Juan holiday rentals
Other great holiday rentals in San Juan

Modern Studio in Condado

Blue Pearl-6 D’Luxe Beach Retreat@Ashford-Condado

"San Juan Escape at Solemare"

Beach Walk Gated Parking Heated Pool Generator

Luxury Marbella with Private Pool

Atlantis modern living with panoramic ocean views

Ocean Breeze Sub-Penthouse

Davide, Colinas del Yunque *Paraiso Escondido*
When is the best time to visit San Juan?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $181 SGD | $177 SGD | $187 SGD | $168 SGD | $163 SGD | $163 SGD | $168 SGD | $172 SGD | $152 SGD | $145 SGD | $156 SGD | $169 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 8,720 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 & child-friendly amenities

Pet-friendly holiday rentals
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

Wifi availability
8,570 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
- Isla Verde Beach West
- Liquillo Beach
- Puerto Rico Convention Center
- Distrito T-Mobile
- Playa las Picuas, Rio Grande
- José Miguel Agrelot Coliseum
- El Yunque National Forest
- Rio Mar Village
- Playa de Luquillo
- La Pared Beach
- Toro Verde Adventure Park
- Carabali Rainforest Park
- Playa Puerto Nuevo
- Cond Marbella del Caribe Este
- Punta Bandera Luquillo PR
- Los Tubos Beach
- Plaza Las Americas
- 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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