
Holiday rentals in Viejo San Juan
Find and book unique accommodation on Airbnb
Quick stats about holiday rentals in Viejo San Juan

Total holiday rentals
Explore 670 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 65,900 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 110 rentals that welcome pets

Holiday rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
320 properties have a dedicated workspace

Wifi availability
670 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
Top-rated holiday rentals in Viejo San Juan
Guests agree: these stays are highly rated for location, cleanliness and more.

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.
LocationValueCheck-in

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.
ValueLocationIndoor spaces

Historic Colonial Flat, 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.
ValueLocationView

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.
ValueLocationTV

Classic Old San Juan •1rst Floor•Best Location•
Best in Old San Juan! Classy and beautifully restored colonial‑style building. Our 2BR apartment blends historic charm with modern comfort. Perfect for cruise ship visitors, vacationers, couples, business travelers, or families seeking a getaway. Easy, well‑lit access with no stairs — arrival will be smooth at any hour. Enjoy a spacious living room, fully equipped kitchen, brand‑new bathroom, and a tranquil interior patio/lanai for unwinding after exploring the old city. Book today!
ValueFamilyAccuracy

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.
LocationValueCheck-in

★Rojo★In the Middle of Old San Juan Luxury Condo
Rojo is our apartment located in the heart of Old San Juan. Staying at our stylish and properly decorated all in Red you will enjoy the old city experience. Our apartment is very convenient when it comes to accommodation since it has a separate bedroom with a queen bed, Smart TV on living room and bedroom, dedicated workspace and a balcony. Very quiet and peaceful apartment. Being in the center makes this place one of the best properties in Old San Juan you can stay in.
LocationValueComfort

Old San Juan Gem | Backup Power/Water, Pool + Pkg
Enjoy added peace of mind with solar power, battery backup, a private water cistern, and fiber internet, amenities rarely found in Old San Juan. Stay in a 200-year-old historic home in the heart of Old San Juan, complete with a heated private pool and dedicated parking just steps away. This spacious two-story retreat blends historic architecture, curated Puerto Rican art, and modern comfort, all within walking distance of the city’s best restaurants, shops, and landmarks.
LocationFamilyGrill

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.
ValueLocationLong stay

Colonial Home w/ Lush Patio/ 3 units– Old San Juan
✨ Charming Home Divided Into 3 Separate Units With One of Old San Juan’s Largest Interior Patios 🌿Private patio 📶 Free WiFi 🛏️ 3 King beds 🛏️ 1 Queen bed 🛏️ 1 Full bed 🌬️ All bedrooms have A/C, plus A/C in the second-floor dining area for extra comfort. 🛁 4 bathrooms (2 large, 2 standard), providing privacy and convenience. 🍳 3 kitchens: two compact on the first floor and one spacious on the second, all with essentials.
FamilyLocationAmenities

Boutique Designer 2BR in Heart of Old San Juan
✨ Discover Boutique Designer 2BR, an elegant boutique apartment in the heart of Old San Juan. Enjoy 2 bedrooms, 2 modern bathrooms, a fully equipped kitchen, high-speed WiFi, air conditioning and complimentary coffee. Just steps away from cafes, restaurants, rooftops, and the main historical attractions, it's the ideal place for those looking for design, comfort, and an authentic experience in Puerto Rico. 🌿
LocationValueAir conditioning

Ocean View Loft Penthouse in Old San Juan
Sol 13 | Rooftop Loft Above Old San Juan Above the rooftops of Old San Juan, the city slows down. Ocean-view loft penthouse with a private rooftop terrace, soaring ceilings, a floor-to-ceiling library, and an exceptionally comfortable king bed. Sunrises, sea breezes, and space rarely found in the historic district. Third-floor walk-up (the final flight is steep), but a short climb to another world.
ValueFamilyCheckout
Popular amenities for Viejo San Juan holiday rentals
Other great holiday rentals in Viejo San Juan

Oceanfront balcony, El Morro views, Old San Juan
FamilyValueKitchen

Colonial Balcony 2BR · Old San Juan · Rooftop
FamilyValueBathroom

#7 Presidential Apartment, City View, Plaza Colon
LocationFamilyCondition

Spanish Grand Sun Private Balcony Old San Juan
LocationValueKitchen

Old Town Patios (600gl water tank)
LocationFamilyCheck-in

Ocean View Historic Villa in Old San Juan
FamilyLocationCheckout

Old San Juan Gem, Prime Spot: Patria Historic Loft
FamilyLocationKitchen

Amazing View to Old San Juan City!
FamilyLocationCleanliness
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 | $289 SGD | $255 SGD | $235 SGD | $227 SGD | $219 SGD | $236 SGD | $213 SGD | $200 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 |
Destinations to explore
- Apartment rentals Viejo San Juan
- Family-friendly rentals Viejo San Juan
- House rentals Viejo San Juan
- Hotel rooms Viejo San Juan
- Flat rentals Viejo San Juan
- Boutique hotels Viejo San Juan
- Rentals with a hot tub Viejo San Juan
- Rentals with pools Viejo San Juan
- Rentals with beach access Viejo San Juan
- Waterfront rentals Viejo San Juan
- Pet-friendly rentals Viejo San Juan
- El Yunque National Forest
- Liquillo Beach
- Playa las Picuas, Rio Grande
- Puerto Rico Convention Center
- Distrito T-Mobile
- Rio Mar Village
- Playa Puerto Nuevo
- José Miguel Agrelot Coliseum
- La Pared Beach
- Playa de Luquillo
- Cond Marbella del Caribe Este
- Punta Bandera Luquillo PR
- Plaza Las Americas
- San Patricio Plaza
- Isla Verde Beach West
- Los Tubos Beach
- Cueva del Indio
- La Guancha
- Isla Palomino
- Balneario de Luquillo
- Museo de Arte de Puerto Rico
- Cond Ashford Imperial
- Hacienda Campo Rico
- Plaza Del Mercado De Santurce





