Book Holiday Homes in San Juan

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Featured Holiday Homes in San Juan

Glencoe Townhome With Loft Jacuzzi and Pool

Glencoe Townhome With Loft Jacuzzi and Pool

3.5 out of 5
Lot 13 Gulf View Drive Diego Martin Diego Martin
The price is NZ$705 per night from 29 Mar to 30 Mar
NZ$705
29 Mar - 30 Mar
includes taxes & fees
Stay at this holiday home in Diego Martin. Enjoy free Wi-Fi, free parking and private hot tubs. Popular attractions The Falls At Westmall and Fort George are ...
Opens in a new windowGlencoe Townhome With Loft Jacuzzi and Pool
3 Bedroom Luxury Villa in the heart of Santa Cruz.

3 Bedroom Luxury Villa in the heart of Santa Cruz.

San Juan-Laventille Regional Corporation San Juan-Laventille Regional Corporation
Stay at this holiday home in San Juan-Laventille. Enjoy laundry facilities and air conditioning. Popular attractions Maracas Beach and Yerette - Home of the ...
Opens in a new window3 Bedroom Luxury Villa in the heart of Santa Cruz.
Beautiful 4 bedroom home & additional 2 bedroom detached guess house.

Beautiful 4 bedroom home & additional 2 bedroom detached guess house.

Woodbrook PORT OF SPAIN
Stay at this holiday home in Port of Spain. Enjoy a fitness centre, laundry facilities and air conditioning. Popular attractions Ariapita Avenue and Victoria ...
Opens in a new windowBeautiful 4 bedroom home & additional 2 bedroom detached guess house.
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Robert's Guesthouse in Port of Spain.
In the Heart of Carnival 2026

Robert's Guesthouse in Port of Spain. In the Heart of Carnival 2026

St Clair Port of Spain Corporation
The price is NZ$105 per night from 22 Mar to 23 Mar
NZ$105
22 Mar - 23 Mar
includes taxes & fees
Stay at this holiday home in Port of Spain. Enjoy free Wi-Fi and a garden. Popular attractions Queen's Park Oval and Magnificent Seven Houses are located ...
Opens in a new windowRobert's Guesthouse in Port of Spain. In the Heart of Carnival 2026
Comfortable 3-bedroom house AC TV in rooms WiFi laundry fully equipped kitchen

Comfortable 3-bedroom house AC TV in rooms WiFi laundry fully equipped kitchen

Tacariga
Stay at this holiday home in Tacarigua. Enjoy laundry facilities and air conditioning. Popular attractions Trincity Mall and Millenium Golf Club are located ...
Opens in a new windowComfortable 3-bedroom house AC TV in rooms WiFi laundry fully equipped kitchen
TinyUrb, a modern tiny house, big on comfort but with tiny living experience.

TinyUrb, a modern tiny house, big on comfort but with tiny living experience.

Chaguanas
The price is NZ$230 per night from 1 Apr to 2 Apr
NZ$230
1 Apr - 2 Apr
includes taxes & fees
Stay at this holiday home in Chaguanas. Enjoy free Wi-Fi, breakfast (surcharge) and a garden. Popular attractions Hanuman Murti Statue and Indian Caribbean Museum ...
Opens in a new windowTinyUrb, a modern tiny house, big on comfort but with tiny living experience.
Gateway to Carnival City

Gateway to Carnival City

Port of Spain Port of Spain Corporation
Stay at this holiday home in Port of Spain. Enjoy free Wi-Fi, laundry facilities and cable/satellite TV service. Popular attractions National Museum and Art ...
Opens in a new windowGateway to Carnival City
Beautiful Modern Villa 2 mins from City & Attractions - The Getaway

Beautiful Modern Villa 2 mins from City & Attractions - The Getaway

Port of Spain San Juan-Laventille Regional Corporation
Stay at this holiday home in Port of Spain. Enjoy free Wi-Fi, laundry facilities and cable/satellite TV service. Popular attractions Queen's Hall and Emperor ...
Opens in a new windowBeautiful Modern Villa 2 mins from City & Attractions - The Getaway
BEAUTIFUL HOME IN PORT OF SPAIN TRINIDAD

BEAUTIFUL HOME IN PORT OF SPAIN TRINIDAD

Laventille, Port Of Spain Trinidad San Juan-Laventille
Stay at this holiday home in Port of Spain. Enjoy free breakfast, laundry facilities and cable/satellite TV service. Popular attractions Independence Square ...
Opens in a new windowBEAUTIFUL HOME IN PORT OF SPAIN TRINIDAD
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

San Juan Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our San Juan vacation homes are the perfect way for you to wing it.

Holiday houses in San Juan let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of San Juan in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local San Juan adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in San Juan with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of San Juan vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

San Juan Holiday Homes essential information

Accommodation
106 Holiday Homes
Lowest Price
NZ$105
Highest Price
NZ$705
Popular accommodation
Glencoe Townhome With Loft Jacuzzi and Pool, 3 Bedroom Luxury Villa in the heart of Santa Cruz., Beautiful 4 bedroom home & additional 2 bedroom detached guess house., Robert's Guesthouse in Port of Spain. In the Heart of Carnival 2026, Comfortable 3-bedroom house AC TV in rooms WiFi laundry fully equipped kitchen, TinyUrb, a modern tiny house, big on comfort but with tiny living experience. , Gateway to Carnival City, Beautiful Modern Villa 2 mins from City & Attractions - The Getaway, BEAUTIFUL HOME IN PORT OF SPAIN TRINIDAD

Top trending hotels in San Juan

SherNest Guest House

SherNest Guest House

3 out of 5
25 GORBIN #1 San Juan San Juan-Laventille Regional Corporation
The price is NZ$192 per night from 15 Apr to 16 Apr
NZ$192
15 Apr - 16 Apr
includes taxes & fees
Stay at this B&B in San Juan. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Popular attractions Yerette - Home of the Hummingbird and Mount St. Benedict ...
Opens in a new windowSherNest Guest House
The Bey

The Bey

3 out of 5
43 Jogie Rd San Juan San Juan-Laventille Regional Corporation
Stay at this B&B in San Juan. Enjoy free breakfast, free Wi-Fi and free parking. Popular attractions Independence Square & Waterfront Park and Port of Spain ...
Opens in a new windowThe Bey
Ramona's place - Serenity in your eyes.

Ramona's place - Serenity in your eyes.

San Juan San Juan-Laventille Regional Corporation
Stay at this apartment in San Juan. Enjoy free Wi-Fi, laundry facilities and balconies. Popular attractions Yerette - Home of the Hummingbird and Independence ...
Opens in a new windowRamona's place - Serenity in your eyes.
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Cozy Bed & Breakfast Private Room

Cozy Bed & Breakfast Private Room

Santa Cruz San Juan
The price is NZ$187 per night from 23 Mar to 24 Mar
NZ$187
23 Mar - 24 Mar
includes taxes & fees
Stay at this holiday home in San Juan. Enjoy free Wi-Fi, breakfast (surcharge) and laundry facilities. Popular attractions Yerette - Home of the Hummingbird ...
Opens in a new windowCozy Bed & Breakfast Private Room
Don't see what you're looking for?
See all available properties in San Juan
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.