
House holiday rentals in Viejo San Juan
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Quick stats about house rentals in Viejo San Juan

Total holiday rentals
Explore 40 holiday rentals in Viejo San Juan

Nightly prices starting at
Viejo San Juan holiday rentals start at $78 SGD per night before taxes and fees

Verified guest reviews
Over 5,130 verified reviews to help you choose

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

Rentals with dedicated workspaces
20 properties have a dedicated workspace

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

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

4.8 Average rating
Viejo San Juan stays are highly rated by guests – averaging 4.8 out of 5!
Top-rated house rentals in Viejo San Juan
Guests agree: these houses are highly rated for location, cleanliness and more.

#6-New-Full Apartment,W/ Balcony, Parking,A/C,Wifi
WELCOME to: 🏡 Roosevelt Guest House 🏝️🇵🇷 Tourism Department of PR 🇵🇷 Licence# 06/79/23-7781 🌳Keep it simple at this peaceful and centrally-located 1 Bedroom Apartments, Very quiet lovely and peaceful place😴 , ♦️APARTMENTS ARE ALL INDEPENDENT, NOTHING SHARE♦️ ⭐️8-10 minutes from SJU Airport🛩✈️ , 5 minutes to El Coliseo de PR, 2-3 minutes Car driving to Plaza las Americas, 8-10 minutes to Condado Beach, 12-15 minutes to Old San Juan, walking distance fasts foods restaurants , Bar’s and more.

Design Villa w Garden & Jacuzzi | CASA FRIDA by DW
Fully restored Art Deco house in the historic Santurce neighborhood that boasts original creole tiles & geometric, stylized ornaments typical of its era. This short-term rental home mixes modern sensibilities to create a more streamlined, clean look. Look down to the bamboo garden from the roomy terrace while reclining in the hammock and dining alfresco. Built in the 40s, this upscale home features big walk-in rain showers, a hot tub, mid-century modern furniture, plus 2 terraces & 3 balconies.

Casa Azul | Worry Free - Stay in Old San Juan
Colorful three-level home in the heart of Old San Juan. Located on Callejón El Tamarindo, this colonial-modern home sits within the historic district, surrounded by restaurants, nightlife, and cultural landmarks. Features a cozy private terrace ideal for sunny days or romantic evenings. The property includes a Tesla-powered backup system Plus 150-gal backup water cistern., providing comfort and peace of mind during power outages. A vibrant stay in one of Puerto Rico’s most iconic neighborhoods.

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.

Spacious & Cosy Gem~Walk to Beach & Rest ~ Pkgs
Step into the luxury 4BR 3Bath apartment nestled in a tranquil area just a short walk (10 mins) away from the ocean, sun-soaked beaches, restaurants, shops, and exciting attractions. Explore Isla Verde or bask in the Puerto Rican sun at the nearby beaches. The modern design and rich amenity list will leave you in awe. ✔ 3 Suites with private Bathroom, plus 1 room. ✔ Open Design Living ✔ Full Kitchen ✔ Smart TVs ✔ High-Speed Wi-Fi ✔ Washer/Dryer ✔ Beach Accessories ✔ Free Street Parking

The Garden Miramar 1 • Best Location Ever
This unique place has its modern-minimalist and chic own style. Our gold decoration bring the space a elegant and sophisticate ambience, spacious, and well located location. Close to everything and at the same time feeling the greenery of our beautiful garden. Walking you have beach, pharmacy, supermarket, restaurants, District T-Mobile, convention center, hangout areas, rooftop and more. The apartment has 2 bedrooms, 1 bathroom, full kitchen and living room. There are beds for 6 people

Walk 2 Beach! Gated prkg |Renovated! Bright & Cozy
Experience a cozy stay in our renovated 1-bedroom house, just a 5-minute walk to Ocean Park Beach and half a block from vibrant Calle Loíza. Enjoy free gated parking, a modern kitchen, washer-dryer, AC, ceiling fans, and a dedicated workspace. With two TVs, excellent internet, and beach essentials included, you'll have everything you need. Immerse in local culture and conveniently explore nearby attractions. If you don’t want to rent a car, you can easily walk or use Uber.

Villa Celestial Luxury Home
Discover comfort and style at Celestial, our newly renovated 3-bedroom, 3-bathroom retreat in Urb. Los Angeles, Carolina, Puerto Rico. Just 5 minutes from the airport and a short drive to Isla Verde's beaches, this stylish home is ideal for up to 10 guests. Enjoy the remodeled interior, private pool, BBQ area with a full outdoor kitchen, ample parking, and security cameras. Experience luxury and convenience at Celestial – your gateway to the best of Puerto Rico.

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

Charming Spanish House in Exclusive Street
Stay in a beautifully restored colonial home in the heart of Old San Juan. Featuring high ceilings, elegant archways, a tropical interior courtyard, and air-conditioned bedrooms, this historic residence blends old-world charm with modern comfort. Walk to El Morro, La Fortaleza, Paseo de la Princesa, Plaza de Armas, restaurants, shops, and local attractions. Enjoy exclusive access to the entire home, easy self-check-in, and excellent local experience.

Lake View | King Beds | Battery Backup | Home Gym
Just 15 minutes from the airport and San Juan, Casa Laguna blends convenience with relaxation. Perfect for exploring Puerto Rico or unwinding, it features plush, air-conditioned spaces, multiple large smart TVs, and two luxurious king-size beds. For work or fitness, enjoy a quiet office and garage gym. With solar panels, the home provides uninterrupted comfort even during power outages. Casa Laguna is your ideal retreat for a memorable stay.

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.
Popular amenities for house rentals in Viejo San Juan
House rentals with a pool

Villa Tropical Piscina privada Wifi y Neflix

Steps to Beach, 3BR/3BA, Own Pool, Parking, Gen

Casa Minnelli,5 minutes from the airport and beach

La Pompa Beach House Beautiful Residence with Pool

Luxury Casa Caliad

Hidden Coast

Lake Villa House in Toa Baja, Puerto Rico

Intimate Paradise- Private Pool, Terrace & Comfort
Weekly house rentals

Rustic Modern Home |Walk 2 Beach| Close 2 Airport

Bright Close to the Beach | Dolçe Esterra | Solar

Monteflores House San Juan, Puerto Rico

Modern Guaynabo Home w/ Yard, Sauna and Generator

~ Garden Nook ~ King Bed - AC - Patio - Loiza -

Villa del Angel

Ocean View Terrace - Old San Juan Villa

Botanica House by the Lagoon
Private house rentals

Guaynabo, Private pool, billiard room.

Boho Tropical Oasis | 3 BR+Pool

Colonial Modern Retreat

Casa SoLu - 3 Story House w/ Stunning Rooftop View

Terrazzo Studio at Casa Curet

Villa PalGram @ Villa B - La Placita SJ

Casa Lotus "UNIT 4" Limber

Design Retreat w/ Stone Outdoor Shower – San Juan
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 | $720 SGD | $611 SGD | $676 SGD | $522 SGD | $416 SGD | $404 SGD | $505 SGD | $523 SGD | $457 SGD | $465 SGD | $510 SGD | $562 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
- Fitness-friendly rentals Viejo San Juan
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- Rentals with a patio Viejo San Juan
- House rentals San Juan Region
- House rentals Puerto Rico
- El Yunque National Forest
- Liquillo Beach
- Playa las Picuas, Rio Grande
- Distrito T-Mobile
- Puerto Rico Convention Center
- Rio Mar Village
- Playa Puerto Nuevo
- José Miguel Agrelot Coliseum
- Playa de Luquillo
- La Pared Beach
- Carabali Rainforest Park
- Toro Verde Adventure Park
- Cond Marbella del Caribe Este
- Punta Bandera Luquillo PR
- Plaza Las Americas
- San Patricio Plaza
- Los Tubos Beach
- Isla Verde Beach West
- Cueva del Indio
- Museo de Arte de Puerto Rico
- Museo de Arte de Ponce
- Playa puerto nuevo
- Isla Palomino
- Camuy Caves
- Things to do Viejo San Juan
- Things to do San Juan Region
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- Sightseeing San Juan Region
- Food and drink San Juan Region
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- Entertainment San Juan Region
- Things to do Puerto Rico
- Entertainment Puerto Rico
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- Sightseeing Puerto Rico
- Nature and outdoors Puerto Rico
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- Food and drink Puerto Rico
- Wellness Puerto Rico
- Sports activities Puerto Rico





