
Holiday rentals in Viejo San Juan
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Top-rated holiday rentals in Viejo San Juan
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Colonial Old San Juan Apartment
Location The apartment is located in Puerto Rico's political and cultural capital, San Juan. It's within walking distance of the best locations Old San Juan has to offer. Great bars and restaurants, hotels, casinos, San Critobal Castle, Paseo La Princesa , plazas and the cruise terminal are only steps away. In its sorroundings there are also farmacies, transportation services, a post office, stores for shopping,beaches and Cathedrals. The apartment is a 10 minutes drive to the Convention Center and 20 minutes to the international airport,. Spaces Typical of Spanish Colonial architecture the apartment spaces include an indoor balcony, perfect for relaxing, and tall ceilings, up to 20 feet high, sporting traditional Ausubo wood beams. Amenities Full kitchen with an industrial stove and oven, microwave, refrigerator, coffee maker and dinnerware. The cozy bedroom has a comfortable queen bed, a/c and drawers for storage. Living room with Flat HDTV, Blue Ray, DVD player, WI-Fi, Satellite dish. Laundry access in the hall.

Colonial Gem~Walk Everywhere•2BR•KingBed•Balconies
Elegant Colonial 2BR - Walk Everywhere ❤️ Spacious 2BR Spanish Colonial home in the heart of Old San Juan ❤️ Walk to restaurants, cafés, nightlife & historic sights (Walk Score 98!) ❤️ Soaring 18-ft ceilings, arches & 3 balconies with vibrant views ❤️ Quiet King bedroom + Queen bedroom with balcony views ❤️ A/C, ceiling fans, fast Wi-Fi + workspace ❤️ Full kitchen, Smart TV & washer/dryer ❤️ Guests love the space, location & responsive hosts ❤️ Authentic Old San Juan experience—live like a local

Artsy Loft at Old San Juan PR
The charm of Old San Juan is unique! This cozy artsy loft is in a historic building. 20 ft. high ceilings, very fresh and naturally illuminated. It has marble floors in the lower level and hard wood stairs takes you to the second level where the beautifully designed kitchen, dining area and bedrooms are located. The bedrooms overlook the interior patios of the building. Quiet, comfortable and spacious. It can't be beat! Walking distance to all you need! And keyless entry for a worrisome stay!

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.

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.

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

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.

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.

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.

*NEW* Relax Outdoor Bathtub, Walk To Beach
Located in the heart of Puerto Rico's lively Calle Loíza, 8-10 minutes from the airport and 8 minutes walk to the beautiful "Ocean Park beach", "Palomar" at Casa Loiz offers an authentic Puerto Rican experience with access to beaches, restaurants, and bars within walking distance. Important cultural sites, such as Old San Juan, are only a 5-10 minute drive away.
Popular amenities for Viejo San Juan holiday rentals
Other great holiday rentals in Viejo San Juan

Casa Heritage - Modern Dual Lofts in Old San Juan

LUNA ANTIGUA OLD SAN JUAN WITH INTERIOR PATIO

La Vida Bella OSJ with Terrace

Panoramic Ocean View Penthouse walk to Old SanJuan

Historic Old San Juan Home | Heated Pool + Parking

Bayview Loft near Escambron Beach, OSJ + Condado

One block from the fort in Old San Juan, patio, 2b

Spacious one bedroom apt in Old San Juan with a/c
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 | $310 SGD | $263 SGD | $290 SGD | $234 SGD | $211 SGD | $208 SGD | $220 SGD | $236 SGD | $213 SGD | $201 SGD | $222 SGD | $249 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 holiday rentals in Viejo San Juan

Total holiday rentals
Explore 650 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 62,280 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 120 rentals that welcome pets

Holiday rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
310 properties have a dedicated workspace

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

Popular amenities for guests
Guests love Self check-in, Gym and BBQ grill 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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- Isla Verde Beach West
- Liquillo Beach
- Distrito T-Mobile
- Puerto Rico Convention Center
- Playa las Picuas, Rio Grande
- José Miguel Agrelot Coliseum
- El Yunque National Forest
- Playa de Luquillo
- Rio Mar Village
- Toro Verde Adventure Park
- Carabali Rainforest Park
- Playa Puerto Nuevo
- La Pared Beach
- Cond Marbella del Caribe Este
- Punta Bandera Luquillo PR
- Los Tubos Beach
- Plaza Las Americas
- San Patricio Plaza
- Museo de Arte de Ponce
- Cueva del Indio
- Museo de Arte de Puerto Rico
- Balneario de Luquillo
- Playa puerto nuevo
- Hacienda Campo Rico
- Things to do Viejo San Juan
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- Things to do Puerto Rico
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