San Juan holiday homes

We found 2,942 holiday rentals — enter your dates for availability
Find the perfect place for you stay in San Juan by choosing from 316 houses, 1409 apartments and other holiday rentals. Whether you’re travelling with friends, family or even pets, holiday homes have the amenities that you need and want for your stay, which might include parking and a washer and dryer. You'll be sure to find a property to rent to meet everyone's needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts – San Juan

Showing deals for:20 Nov - 27 Nov

Dining
Isla Verde Beach to 15 min
Private pool (not shared) only for you and your partner.
Guest's access to the suite.
Exceptional
(25 reviews)

San Juan, Garden suite w/private POOL, outdoor kitchen/BBQ & peaceful

San Juan

9% off
NZ$1,852
for 7 nights, 1 villa
NZ$265 per night
includes taxes & fees
San Juan, Garden suite w/private POOL, outdoor kitchen/BBQ & peaceful
Room
Living area
Private kitchen
Living area
Exceptional
(16 reviews)

Mansion Laura - a master room for everyone.

Guaynabo

6% off
NZ$14,981
for 7 nights, 1 home
NZ$2,140 per night
includes taxes & fees
Mansion Laura - a master room for everyone.
Exterior detail
Room
Bathroom
Room
Exceptional
(28 reviews)

Carolina Studio close drive anywhere, no cleaning fee

Carolina

9% off
NZ$785
for 7 nights, 1 apartment
NZ$112 per night
includes taxes & fees
Carolina Studio close drive anywhere, no cleaning fee
Room
Private kitchen
Bathroom
Interior
Exceptional
(21 reviews)

Apartment in Carolina, close drive anywhere, no cleaning fee

Carolina

9% off
NZ$846
for 7 nights, 1 apartment
NZ$121 per night
includes taxes & fees
Apartment in Carolina, close drive anywhere, no cleaning fee
This stunning living room seamlessly blends comfort and style. Plush sofas, large windows, and warm wooden accents create a cozy, inviting space, enhanced by modern decor and ample natural light—a perfect retreat for relaxation and socializing.
Relax in Villa Azure’s master suite, featuring a desk, sitting area, and breathtaking ocean and pool views. Enjoy private access to two terraces, one overlooking the pool and another offering a stunning ocean backdrop.
Relax on Villa Azure's serene balcony, offering breathtaking ocean views and comfortable seating enveloped by lush tropical foliage. This idyllic retreat is just steps from the vibrant Ocean Park Beach, perfect for morning coffee or sunset watching.
Experience pure bliss by the shimmering pool of Villa Azure, adorned with plush loungers and a graceful water fountain. The outdoor dining area offers shade and space for 10, alongside a refreshing shower, completing this luxurious retreat.
Exceptional
(56 reviews)

Luxury 4000 sq ft Luxury Beach Villa Azure/Pool, Ocean Views & more

San Juan

8% off
NZ$21,983
for 7 nights, 1 home
NZ$3,140 per night
includes taxes & fees
Luxury 4000 sq ft Luxury Beach Villa Azure/Pool, Ocean Views & more
Living area
Property grounds
Private kitchen
Exterior
Exceptional
(7 reviews)

My Escape Dreamy Luxury Home in Bayamón, P.R.

Bayamon

8% off
NZ$3,476
for 7 nights, 1 home
NZ$497 per night
includes taxes & fees
My Escape Dreamy Luxury Home in Bayamón, P.R.
Bathroom
Outdoor dining
Room
Room
Excellent
(68 reviews)

Isla Verde Beach+ Bars+ Restaurants perfect for Stop-N-Go near Airport in/out

Carolina

8% off
NZ$872
for 7 nights, 1 home
NZ$125 per night
includes taxes & fees
Isla Verde Beach+ Bars+ Restaurants perfect for Stop-N-Go near Airport in/out
Interior
Interior
Room
Private kitchen
Wonderful
(48 reviews)

Isla Verde- Beach/Bar/Restaurants Near Airport For Same Day Booking Message me

Carolina

8% off
NZ$1,435
for 7 nights, 1 home
NZ$205 per night
includes taxes & fees
Isla Verde- Beach/Bar/Restaurants Near Airport For Same Day Booking Message me
Children’s area
Interior
Pool
Room
Wonderful
(7 reviews)

San Juan, garden Cozy suite w/private pool, BBQ, nearby & peaceful

San Juan

9% off
NZ$1,627
for 7 nights, 1 villa
NZ$232 per night
includes taxes & fees
San Juan, garden Cozy suite w/private pool, BBQ, nearby & peaceful
Property grounds
Room
Exterior
Private kitchen
Exceptional
(19 reviews)

Sunset Private Studio

Toa Baja

8% off
NZ$1,300
for 7 nights, 1 apartment
NZ$186 per night
includes taxes & fees
Sunset Private Studio
Exterior
Outdoor dining
Room
Bathroom
Excellent
(57 reviews)

Isla Verde Beach -Bars-Restaurants Great for Near Airport Stop-N-Go

Carolina

8% off
NZ$872
for 7 nights, 1 home
NZ$125 per night
includes taxes & fees
Isla Verde Beach -Bars-Restaurants Great for Near Airport Stop-N-Go
Room
Room
Bathroom
Exterior
Exceptional
(5 reviews)

Apt 4 Sagitario a 5 Mins to SJU Airport | Modern Studio for 2 near Isla Verde

Carolina

8% off
NZ$1,127
for 7 nights, 1 apartment
NZ$161 per night
includes taxes & fees
Apt 4 Sagitario a 5 Mins to SJU Airport | Modern Studio for 2 near Isla Verde
Interior
Room
Private kitchen
Property grounds
Exceptional
(13 reviews)

308 Cozy Beachfront Studio

Carolina

6% off
NZ$1,414
for 7 nights, 1 apartment
NZ$202 per night
includes taxes & fees
308 Cozy Beachfront Studio
Bathroom
Room
Interior
Room
Very good
(10 reviews)

Caracoles #3 Apartment 7 Min to Airport & FREE WI-FI

Carolina

7% off
NZ$843
for 7 nights, 1 apartment
NZ$120 per night
includes taxes & fees
Caracoles #3 Apartment 7 Min to Airport & FREE WI-FI
Private kitchen
Room
Interior
Exterior
Exceptional
(14 reviews)

Rustic Private Studio

Toa Baja

8% off
NZ$895
for 7 nights, 1 apartment
NZ$128 per night
includes taxes & fees
Rustic Private Studio
Beach
Room
Interior
Private kitchen
Exceptional
(19 reviews)

Authentic San Juan HOME, less than 20 minutes. from Everything

San Juan

8% off
NZ$2,163
for 7 nights, 1 home
NZ$309 per night
includes taxes & fees
Authentic San Juan HOME, less than 20 minutes. from Everything
Interior
Living area
Exterior
VRBO COZY ROOM
Wonderful
(5 reviews)

Caracoles #2 Apartment 7 Min to Airport & FREE WI-FI

Carolina

7% off
NZ$894
for 7 nights, 1 apartment
NZ$128 per night
includes taxes & fees
Caracoles #2 Apartment 7 Min to Airport & FREE WI-FI
Room
Private kitchen
Interior
Bathroom
Exceptional
(25 reviews)

The Charming Unit (5 minutes from Airport)

Carolina

7% off
NZ$1,052
for 7 nights, 1 apartment
NZ$150 per night
includes taxes & fees
The Charming Unit (5 minutes from Airport)
Beach Front Condo with easy and Secure direct access to the beach
Picnic area
Queen Size bed
Interior
Exceptional
(22 reviews)

🌴Spectacular Beach Front Studio 🌴 19th Floor View of Beach, El Yunque Mt. & City

Carolina

8% off
NZ$2,300
for 7 nights, 1 apartment
NZ$329 per night
includes taxes & fees
🌴Spectacular Beach Front Studio 🌴 19th Floor View of Beach, El Yunque Mt. & City
Private kitchen
Beach
Terrace/patio
Room
Exceptional
(5 reviews)

Deluxe Lodge in San Juan

San Juan

8% off
NZ$949
for 7 nights, 1 apartment
NZ$136 per night
includes taxes & fees
Deluxe Lodge in San Juan
Interior
Pool
Exterior
Room
Exceptional
(66 reviews)

Blessed Home! Perfect location, private with pool

San Juan

10% off
NZ$4,783
for 7 nights, 1 home
NZ$683 per night
includes taxes & fees
Blessed Home! Perfect location, private with pool
Exterior
Living area
Living area
Lobby
Exceptional
(17 reviews)

Beautiful 3 bedroom sub-penthouse beachfront Apt

Carolina

8% off
NZ$4,900
for 7 nights, 1 apartment
NZ$700 per night
includes taxes & fees
Beautiful 3 bedroom sub-penthouse beachfront Apt
Street view of the building (note the reserved parking on the left)
Outdoor shower (shared amenity) to rinse off after a day at the beach
Dining area with the view of the living room
The view of the shared backyard from the desk in master bedroom
Wonderful
(18 reviews)

Family Stay 4 min to Beach: Grill, Crib & Parking

San Juan

13% off
NZ$4,012
for 7 nights, 1 apartment
NZ$573 per night
includes taxes & fees
Family Stay 4 min to Beach: Grill, Crib & Parking
Living Room and Balcony door
Grills
Master Bedroom
King size Bed
55 inch Smart TV
Pool
Exceptional
(72 reviews)

Marbella del Caribe Oeste Cozy 2 Bedroom steps away from the beach

Carolina

8% off
NZ$3,628
for 7 nights, 1 apartment
NZ$518 per night
includes taxes & fees
Marbella del Caribe Oeste Cozy 2 Bedroom steps away from the beach
  • Peace of mind

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  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Why visit San Juan

  • Historic charm: Explore the cobblestone streets of Old San Juan, filled with colourful colonial architecture and rich history.
  • Cultural landmarks: Visit iconic forts that showcase the city's strategic significance and vibrant past.
  • Stunning beaches: Relax on beautiful sun-kissed beaches perfect for swimming and sunbathing.
  • Culinary delights: Savor authentic Puerto Rican cuisine at local eateries and street vendors.
  • Vibrant nightlife: Enjoy a lively atmosphere with music, dancing, and entertainment in various neighbourhoods.

Top attractions in San Juan

San Juan, Puerto Rico is a vibrant blend of beach, outdoor, and urban attractions. Wander through historic forts and lively piazzas that capture the city's rich culture and past. Ideal for travellers seeking a mix of city charm and coastal leisure, San Juan offers a range of experiences from serene urban parks to bustling historic sites, ensuring a memorable holiday adventure.

  • Paseo de la Princesa: A vibrant promenade in San Juan, lined with stunning trees and local vendors, perfect for a leisurely stroll while enjoying the vibrant atmosphere and picturesque views of the waterfront.
  • Castillo San Felipe del Morro: This iconic fortification boasts rich history and breathtaking views of the Atlantic Ocean, allowing visitors to explore its impressive architecture and learn about its role in defending the city.
  • San Juan Gate: A striking historical archway that once served as the main entrance to the city, offering a glimpse into San Juan's colonial past and a scenic spot for photos against the backdrop of the vibrant city.

Things to do recommended for couples

For a romantic escape in San Juan, indulge in a sunset sail along the coastline, explore the historic streets of Old San Juan hand in hand, or unwind at a beachside café with local cuisine. Don't miss a moonlit stroll by the fortifications for a magical experience.

Things to do recommended for families

Families will love exploring El Yunque National Forest's lush trails and waterfalls, visiting the historic San Juan Old Town with its colourful streets, or enjoying a day at the beach in Isla Verde. Don't miss the chance to experience the vibrant local culture and delicious Puerto Rican cuisine.

Things to do recommended for groups

Explore the vibrant streets of Old San Juan, visit the historic forts of El Morro and San Cristóbal, or take a guided tour through the lush El Yunque Rainforest. Enjoy local cuisine at a traditional restaurant, and don’t miss the lively atmosphere at the Santurce street art scene.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in San Juan

If you're travelling with a group, family, pets, or planning an extended stay, be sure to refine your search based on what matters most to you. Here are some helpful Vrbo booking tips to consider.

  • Traveling to San Juan with a group: Think about how many bedrooms you'll require, along with features like a full kitchen or outdoor area for group get-togethers. Thankfully, you can easily filter for these options and more on Vrbo.
  • Traveling to San Juan with young kids: Travelling with young children can present its own set of challenges. It's important to prioritise their comfort and safety, along with ensuring access to suitable amenities like a private swimming pool. Additionally, it’s wise to think about how close you are to attractions that are family-friendly.
  • Taking your pets with you to San Juan: For many families, a holiday isn’t truly fulfilling without their furry companions. If that resonates with you, explore Vrbo properties that welcome pets. Many of these pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that everyone feels comfortably at home.
  • Planning for a long term stay visiting San Juan: If you're seeking holiday rentals with discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include options like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay in San Juan

San Juan, Puerto Rico invites visitors to explore its vibrant cityscape, historic streets of Old San Juan, and sun-kissed beaches. Wander through colourful colonial neighbourhoods, savour local cuisine, and enjoy a mix of tropical and urban vibes. With family-friendly and romantic spots, this destination promises both cultural excursions and outdoor adventures in a truly unique Caribbean setting.

  • San Juan: San Juan is a bustling metropolis that perfectly blends urban life with stunning natural beauty. Nestled along the coast, it boasts breathtaking beaches and scenic waterfronts, making it ideal for outdoor enthusiasts. Visitors can enjoy a variety of recreational activities, including golfing and water sports, while exploring the vibrant local culture. The city's landmarks, such as picturesque beaches and marinas, provide a perfect backdrop for relaxation and adventure alike.
  • Old San Juan: Old San Juan is a charming neighbourhood steeped in history and culture, located within the greater San Juan area. This historic district is famous for its colourful colonial architecture and cobblestone streets. Travellers flock here to experience the vibrant atmosphere, with numerous shopping centres and recreational areas to explore. The beautiful beaches and family-friendly spots nearby enhance the allure of this captivating locale, offering both relaxation and cultural enrichment.
  • Condado: Condado is a trendy neighbourhood that offers a lively beach experience alongside urban sophistication. Situated close to the heart of San Juan, it is known for its bustling atmosphere and beautiful beachfronts. Visitors can indulge in various outdoor activities, from sunbathing to water sports, while also enjoying the upscale shopping and dining options available. With its stunning beaches and vibrant city vibe, Condado is the perfect spot for those seeking a blend of relaxation and excitement.

Best time to go to San Juan

If you're planning a trip to San Juan, it's a good idea to check both the weather and property rates. The warmest months are August and September.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January76.5°F (24.7°C)No Rain (Dry)Mostly SunnyAverage
February76.5°F (24.7°C)No Rain (Dry)Mostly SunnySlightly Low
March76.6°F (24.8°C)No Rain (Dry)Mostly SunnySlightly High
April78.1°F (25.6°C)Light RainMostly SunnySlightly High
May79.7°F (26.5°C)Light RainMostly SunnyAverage
June81.3°F (27.4°C)Light RainMostly SunnyAverage
July81.9°F (27.7°C)Light RainMostly SunnySlightly High
August82.0°F (27.8°C)Light RainMostly SunnyAverage
September82.0°F (27.8°C)Light RainMostly SunnyAverage
October81.1°F (27.3°C)Light RainMostly SunnySlightly Low
November79.2°F (26.2°C)Light RainMostly SunnySlightly Low
December77.4°F (25.2°C)No Rain (Dry)Mostly SunnyAverage

Booking with Vrbo is simple

Consider saving on your next break by keeping your travel dates flexible, as prices can fluctuate. Also, booking an extended stay might offer significant savings. To locate the ideal Vrbo property that fits your budget, simply use our search filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Effortless planning

Vrbo’s Trip Board provides a convenient space for you to plan new trips, refine your existing plans, or keep track of your bookings. Your saved and booked properties are now neatly categorised into Potential, Upcoming, or Current Trips. To check out the Trip Boards, head over to: https://www.bookabach.co.nz/trips.

**Based on Vrbo properties bookings.

Travel to historical San Juan

The area's history and live music are just some of the reasons to come on holiday to San Juan. Renowned for its island views, beaches and seaside, this city welcomes all visitors. Port of San Juan and Puerto Rico Convention Center are just a couple of the must-see attractions. If you need more space to accommodate a family holiday or a trip with friends, rental homes often come with separate dining areas and spacious living rooms.

Activities and attractions in San Juan

Are you searching for things to do during your stay? Venture out of your cosy holiday rental and check out everything that makes San Juan a one-of-a-kind holiday spot. These are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Dorado Del Mar Golf Course (10.3 mi / 16.6 km)
  • Coco Beach Golf and Country Club (21.1 mi / 34 km)
  • Wyndham Rio Mar Golf Course (24.1 mi / 38.7 km)
  • Carabali Rainforest Park (24.2 mi / 38.9 km)
  • Toro Verde Urban Park (1.8 mi / 2.9 km)
  • Rio Bayamon Golf Course (6.1 mi / 9.9 km)

Exploring the tropical setting and other natural features in San Juan

Travellers love San Juan for its island views and pristine beaches. Whether you're an adventurous traveller or just want to take in the scenery, San Juan is a great place to spend some time outside. Here are some of the area’s most enchanting natural features, all within 30 miles (48.2 km) of the city centre:

  • Condado Beach (2.3 mi / 3.6 km)
  • Isla Verde Beach (6.6 mi / 10.6 km)
  • El Yunque National Forest (24.3 mi / 39.2 km)
  • Luis Muñoz Rivera Park (1.7 mi / 2.7 km)
  • Escambron Beach (1.7 mi / 2.8 km)
  • Playa del Caribe Hilton (2.1 mi / 3.3 km)

Seasonal weather in San Juan

If you're planning a holiday around warm-weather activities, August, September, July and June are the hottest months to visit, when temperatures average 28°C.

Transport to and around San Juan

Fly into San Juan (SJU-Luis Munoz Marin Intl.), the closest airport, located 7.4 mi (12 km) from the city centre.

You can get around San Juan by catching a ride on the metro at Sacred Heart Station, Hato Rey Station or Roosevelt Station.

Frequently asked questions

What is the most popular type of holiday home accommodation in San Juan?
Apartments are the most popular style of holiday home in San Juan, according to our data. Even if you have something different in mind, Bookabach has holiday homes in a variety of sizes and shapes. Browse our many options to find your ideal fit.
How much does it cost to rent a holiday home in San Juan?
The average price for a holiday home in San Juan can vary depending on factors like season, property type and length of stay. Whether you prefer a sprawling villa with room to move around or a quaint cabin for you and your other half, just enter your dates of travel to find stays with amazing value.
How much does it cost to rent a beach house in San Juan?
When you travel and the size and style of the property will determine the cost of your beachside stay. Put in your San Juan travel dates to view your options on Bookabach. Did someone just say "private pool"? Use our filters to pick the amenities and features you want.
What are popular home amenities in San Juan?
When it comes to home amenities that guests search for in San Juan, a swimming pool, a fireplace and a beach view rank highest. With Bookabach holiday homes, there are options to fit your taste and style, whether you're taking a trip with relatives, friends or even pets.
Can I find two-bedroom holiday homes in San Juan?
Take your pick of 112 two-bedroom holiday properties in San Juan. Give the kids the second room or maybe fill it with a couple of your besties. There's ample space for whoever's fortunate enough to be joining in on the fun.
Are there holiday homes with WiFi in San Juan?
Whether you want to keep up with the latest headlines, check emails or surf social networks, there are 296 holiday homes with WiFi in San Juan. Check the "WiFi" box when searching on Bookabach and stay connected on your holiday.
How old do you have to be to rent a holiday home in San Juan?
The minimum age requirements can differ between properties on Bookabach, so look at the rules of the holiday home in San Juan you want. But normally, it's 16, 18 or 21.
How long can I rent a holiday home in San Juan for?
The amount of time you can book a San Juan holiday home for varies depending on the property. Simply tap in your dates of travel to view available options that offer long-term stays. They include everything you need to make your extended trip more enjoyable like kitchens and laundries. Some Bookabach holiday homes may also offer weekly or monthly discounts, so you can have a longer stay for less.

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