
Apartment holiday rentals in Viejo San Juan
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Top-rated apartment rentals in Viejo San Juan
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Cozy and dreamy Old San Juan.
In the heart of Historic Spanish Colonial City of Old San Juan. This cozy apartment is located at walking distance from restaurants, shopping, cruise port, museums, Convention Center, historical sites and night live. It's a perfect mixture of antique ambient with modern comfort and amenities. The apartament has 1 bedroom, 1 bathroom, totally equiped kitchen, a dining room with setting for 4 people, a living room with a very comfortable full sofa bed and air conditioning all over the apartament.

Historic 2BR~Walk Everywhere• Balconies • King Bed
Historic 2BR Spanish Colonial home in the heart of Old San Juan—walk everywhere, enjoy authentic architecture, and take in the city from balconies overlooking the street. ♦️ Walk to restaurants, cafés, nightlife & historic sites • Walk Score 98 ♦️ Quiet King bedroom + Queen bedroom with balcony views ♦️ Soaring 18-ft ceilings, arches, beams & original character ♦️ A/C, fast Wi-Fi, workspace, full kitchen & nearby laundry ♦️ Great for families, couples & small groups who want to walk everywhere

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.

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.

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.

Casa Perfecto : In the Heart of Old San Juan
Welcome to Casa Perfecto! A completely renovated apartment located in the heart of historical Old San Juan. Inside you can make yourself at home by cozying up in the reading nook, or unwinding on the balcony and enjoying the sights and sounds of Old San Juan. Walking distance to historic sights, restaurants, and shops. Walk or catch the bus to the safe, public beach-- Playa El Escambrón. *Please note you must be able to climb stairs. There is no elevator and several flights of stairs.

Morocco Loft Old San Juan
Discover our charming Moroccan-style Home in the heart of Old San Juan! This vibrant city is alive with music, celebration, and joy around every corner. Its cobblestone streets, warm people, and rich culture make it an unforgettable destination. Our space features handcrafted tiles, exotic lamps, and colorful décor throughout. Just steps from historic forts, top restaurants, and unique shops. Experience the magic of Morocco right here in Old San Juan Puerto Rico this is prime location!

The Balconies, Old San Juan Best location!!
Beautiful second floor apartment in the heart of the Old San Juan. A spacious one bedroom apartment with a mezzanine that works as a open extra bedroom. One bed, two sofa beds. One full kitchen, and one bathroom. From the balcony you can get a breathtaking view of the Atlantic Ocean. Excellent location! Walking distance to el Morro, art places, historical monuments, bars and excellent restaurants. Close to the airport, public transportation and taxis. You won't find a better location!!

Enchanting Spanish Colonial Loft in Old San Juan
Discover the enchantment of Old San Juan in this charming Spanish colonial apartment, perfectly nestled in the historic heart of Puerto Rico’s most iconic city. Walk everywhere, from historic parks and landmarks, restaurants, coffee shops, and shopping. Just steps away from Playa del Capitolio or a longer scenic walk to the Escambron beach and recreation area. The apartment is a tranquil loft insulated from the heat and busy streets when you need a break to recharge on your trip.

The Viewpoint @ The Cathedral in Old San Juan
Furnished apartment in Spanish-style building at Calle San Jose, Old San Juan. 1 bedroom, 1 bath, remodeled kitchen, beautiful original marble floor, an interior balcony. Located in the 3rd floor, the hallway that leads you to the apartment, has a magnificent view to the interior garden. A spiral staircase, at the balcony, takes you to the terrace, and another few steps takes you to the mirador (in which the rest of the city can be seen and part of the mainland).

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.

Hidden Paradise w/HotTub >NEAR Airport & Beaches<
Experience a slice of Shangri-La at our serene retreat, at 10 minutes to the airport and beaches! Nestled among stunning historical pieces, our tranquil abode offers a glimpse into the enchanting world of Chinese folklore. Relax in our cozy rooms, adorned with traditional décor, and savor local delicacies. Immerse yourself in the magic of the environment, where every corner tells a story. Discover a haven of peace and beauty at our doors.
Popular amenities for Viejo San Juan apartment rentals
Weekly apartment rentals

Studio near Escambrón Beach | Work-desk & Coffee

Aqua Loft San Juan

Historic Old San Juan Gem w/ Balcony & King Suite

Colonial 2BR OSJ Apt w/Private Patios & Courtyard

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

BayView Apt on Peaceful / Exclusive Old City St

Bay/City View Lux Loft- 2Bdr

Bayview Loft near Escambron Beach, OSJ + Condado
Private apartment rentals

1161 Residence

Historic Romantic Getaway w/Solar Panels & Battery

Old Town Patios

LOFT Old San Juan-Luxury Bathroom-Washer and Dryer

Luxury Stay Steps from Old San Juan’s Best Spots!

Romantic Hideaway - Walk To Beach | NOA by DW

Charming 2 BD Ocean view Apt near Historic sites

Rooftop Suite, large & fresh balcony
Apartment rentals with a hot tub

Manatee Suite | Ocean View | King Bed | Pool

‘Twin Suite Eco-Comfort’/pool/billar/jacuzzi

Ocean Couple

Epic Ocean View, 23 floor, Balcony & Free Wi-fi

Bella Bahía1 Maravillosa Vista al Mar! 2Beth 2Bath

Ocean Views Studio 1| 4 Guests | Relaxing

Amaya Guest House l

Boho Design Apartment with private Hot Tub
When is the best time to visit Viejo San Juan?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $323 SGD | $255 SGD | $264 SGD | $228 SGD | $204 SGD | $201 SGD | $210 SGD | $219 SGD | $204 SGD | $190 SGD | $208 SGD | $235 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 |
Quick stats about flat rentals in Viejo San Juan

Total holiday rentals
Explore 400 holiday rentals in Viejo San Juan

Nightly prices starting at
Viejo San Juan holiday rentals start at $51 SGD per night before taxes and fees

Verified guest reviews
Over 36,800 verified reviews to help you choose

Family-friendly holiday rentals
190 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 70 rentals that welcome pets

Rentals with dedicated workspaces
210 properties have a dedicated workspace

Wifi availability
400 of Viejo San Juan holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Viejo San Juan rentals

4.7 Average rating
Viejo San Juan stays receive an average rating of 4.7 out of 5 from guests
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- El Yunque National Forest
- Liquillo Beach
- Playa las Picuas, Rio Grande
- Distrito T-Mobile
- Puerto Rico Convention Center
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- Playa Puerto Nuevo
- José Miguel Agrelot Coliseum
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- Museo de Arte de Ponce
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- Balneario de Luquillo
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