
Apartment holiday rentals in Viejo San Juan
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Top-rated apartment rentals in Viejo San Juan
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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 with cable 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.🚫

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

Del Cristo Tiny Studio @the❤ofOSJ
Beautiful location to explore the Colonial & Historical cobblestone streets of OSJ. Supermarket, shops, restaurants and bars close by. Just a few steps from some of the oldest structures in PR and America like El Convento, San Juan Baptiste Cathedral & La Capilla de Cristo. Close to other Forts, Museums & more. We are about a 20 minute drive from the airport and closest beach is either a 20 minute walk or 5 minute drive. This place is good for couples, solo adventurers and business travelers.

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.

Cozy Terraza on Sol St - Solar powered
A charming one bedroom & one bathroom apartment is located on the second floor of our colonial house on Sol Street, a quiet residential area in Old San Juan. Located in a quiet residential area, above our colonial house. It's a bright and stylish apartment with high ceilings, a fully equipped kitchen with a gas stove, coffee-maker, microwave, toaster oven and large refrigerator, hi-speed wifi, and private ¨terraza¨ with a lush garden. Powered by solar panels, plus a water cistern on the roof.

Old San Juan PH with Ocean View Private Terrace
**Ocean View Terrace PH in Old San Juan** Welcome to your dream getaway in the heart of Old San Juan! This luminous penthouse offers the best views of the historic city, where you can soak in the breathtaking sunrises and sunsets from your own spacious, private ocean view terrace. This charming one-bedroom penthouse is designed for comfort and relaxation in the heart of Old San Juan. Come enjoy the rich history, colorful architecture, and vibrant culture that this iconic city has to offer.

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!!

Charming Luna apartment
This Charming Luna apartment is a cozy 1 bedroom 1 bathroom apartment with a queen day bed in the living area, located in the heart of Old San Juan. It has a fully equipped kitchen with Wi-Fi and a TV on the bedroom. This vacation rental is perfect for a couple, group of friends or small family seeking to explore and enjoy what the San Juan area has to offer, from historic forts to a myriad of restaurants and bars. This location is convenient to the pharmacy and full grocery as well.

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.

Classic Old San Juan; Best Location
Experience Old San Juan from this beautifully restored colonial-style building. Our cozy 2-bedroom apartment offers charm, comfort, and an unbeatable location—perfect for vacationing, a romantic getaway, a business trip, or a quick escape. Enjoy a spacious living room, a fully equipped kitchen, a comfortable bathroom, and a tranquil interior patio where you can relax and unwind. Book your stay today and make your visit truly unforgettable!

1 Bdrm Colonial Style Apt w/balcony
2nd floor colonial style apartment in Calle de la Cruz. Steps away from local bars & restaurants. Balcony faces Calle de la Cruz. Experience local life in Old San Juan! Full equipped kitchen, internet, a/c and ceiling fans, free laundry Rm. You will feel at home! "Flexible check in" means check in: 10 am to midnight. Overnight check in available if night is paid.

Pelican Suite | Ocean View | Pool | King Bed
Unit 512, a stone's throw from Caribe Hilton and Old San Juan's entrance, offers a fusion of history and luxury. This king suite features a full bath, kitchenette, and laundry. Enjoy DirectTV on the Smart TV or work remotely at our desk. Explore Puerto Rico and relax in comfort at our perfectly situated condo.
Popular amenities for Viejo San Juan apartment rentals
Weekly apartment rentals

Amor SanSe

Morocco Loft Old San Juan

Grand Ocean View Loft

LOFT Old San Juan-Luxury Bathroom-Washer and Dryer

Pink & Green Mid-Mod Hideaway / Cute Studio

Bayview Loft near Escambron Beach, OSJ + Condado

Enchanting Spanish Colonial Loft in Old San Juan

La Madriguera | Old San Juan | Ocean View
Private apartment rentals

El Mirador - Ocean View Penthouse w/ Rooftop

Spacious Apartment in the Heart of San Juan

LUNA ANTIGUA OLD SAN JUAN WITH INTERIOR PATIO

Prime location, charming, spacious, no stairs!

The Tropical Apartment at Casa of Essence in OSJ

Luxe Loft in San Juan

Rooftop Suite, large & fresh balcony

Coconut Cove - Beach Retreat
Apartment rentals with a hot tub

Ocean Couple

The Sunrise Studio | Balcony & Ocean Views | Pool

THE ESCAPE - Modern 1 BR apt with jacuzzi room

Ocean Views Studio 1| 4 Guests | Relaxing

Boho Desing Apartment with a Private Hot Tub

SecretSpot

Swimming pool, WiFi, parking, close to the beach

“Luxury, Cozy and Romantic Getaway”
When is the best time to visit Viejo San Juan?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $290 SGD | $246 SGD | $246 SGD | $232 SGD | $207 SGD | $204 SGD | $213 SGD | $223 SGD | $207 SGD | $189 SGD | $202 SGD | $226 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 390 holiday rentals in Viejo San Juan

Nightly prices starting at
Viejo San Juan holiday rentals start at $26 SGD per night before taxes and fees

Verified guest reviews
Over 32,630 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 60 rentals that welcome pets

Rentals with dedicated workspaces
200 properties have a dedicated workspace

Wifi availability
380 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
Destinations to explore
- House rentals Viejo San Juan
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- Flat rentals San Juan Region
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- Liquillo Beach
- Praia de Luquillo
- Playa del Dorado
- Distrito T-Mobile
- Playa Mar Chiquita
- Playa de Vega
- The Saint Regis Bahia Golf Course
- Playa Sun Bay
- Carabali Rainforest Park
- Peñón Brusi
- Rio Mar Village
- Playa de Cerro Gordo
- Playa Puerto Nuevo
- Toro Verde Adventure Park
- Coco Beach Golf Club
- Playa Maunabo
- Los Tubos Beach
- Playa Puerto Real
- Punta Bandera Luquillo PR
- Playa el Convento
- Beach Planes
- Balneario Condado
- Stream Thermal Bath
- La Pared Beach
- Things to do Viejo San Juan
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- Things to do Puerto Rico
- Entertainment Puerto Rico
- Tours Puerto Rico
- Food and drink Puerto Rico
- Wellness Puerto Rico
- Nature and outdoors Puerto Rico
- Sightseeing Puerto Rico
- Art and culture Puerto Rico
- Sports activities Puerto Rico




