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
With a stay at this vacation home in Diego Martin (Glencoe), you'll be a 4-minute drive from The Falls At Westmall and 7 minutes from Chaguaramas Boardwalk.
Glencoe Townhome With Loft Jacuzzi and Pool
Beautiful Modern Villa 2 mins from City & Attractions - The Getaway

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

Port of Spain
With a stay at this vacation home in Port of Spain, you'll be within a 5-minute drive of Queen's Hall and National Museum and Art Gallery.
Beautiful Modern Villa 2 mins from City & Attractions - The Getaway
Pool +Jacuzzi Gulfview Townhome

Pool +Jacuzzi Gulfview Townhome

Glencoe
The price is AU$808 per night from 31 Dec to 1 Jan
AU$808
includes taxes & fees
31 Dec - 1 Jan 2025
With a stay at this vacation home in Diego Martin (Glencoe), you'll be a 4-minute drive from The Falls At Westmall and 7 minutes from Chaguaramas Boardwalk.
Pool +Jacuzzi Gulfview Townhome
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BEAUTIFUL HOME IN PORT OF SPAIN TRINIDAD

BEAUTIFUL HOME IN PORT OF SPAIN TRINIDAD

Laventille, Port Of Spain Trinidad
With a stay at this vacation home in Port of Spain (Success), you'll be within a 5-minute drive of Brian Lara Promenade and Caroni Bird Sanctuary.
BEAUTIFUL HOME IN PORT OF SPAIN TRINIDAD
Located in the St. Augustine/Tunapuna twin-town area.

Located in the St. Augustine/Tunapuna twin-town area.

Tunapuna
The price is AU$211 per night from 23 Dec to 24 Dec
AU$211
includes taxes & fees
23 Dec - 24 Dec
With a stay at this vacation home in Tunapuna, you'll be within a 5-minute drive of Tunapuna Market and Mount St. Benedict Monastery.
Located in the St. Augustine/Tunapuna twin-town area.
Relaxing, private, family friendly, 3 bedroom home

Relaxing, private, family friendly, 3 bedroom home

Couva
Located in Couva, this vacation home is within a 10-minute drive of Indian Caribbean Museum and Waterloo Temple.
Relaxing, private, family friendly, 3 bedroom home
The "Dous" Modern Apartment

The "Dous" Modern Apartment

San Juan
The price is AU$224 per night from 23 Dec to 24 Dec
AU$224
includes taxes & fees
23 Dec - 24 Dec
With a stay at this vacation home in San Juan, you'll be within a 10-minute drive of Mohammed Ali Jinnah Memorial Mosque and Caroni Bird Sanctuary.
The "Dous" Modern Apartment
FLVS villas

FLVS villas

carenage
This vacation home is 1.7 mi (2.7 km) from Chaguaramas Boardwalk and 2.4 mi (3.8 km) from Five Islands Water & Amusement Park.
FLVS villas
A beautiful and safe 3 bedroom home in a gated community

A beautiful and safe 3 bedroom home in a gated community

Mausica
When you stay at this vacation home in Arima, you'll be within a 10-minute drive of Santa Rosa First Peoples Community Centre and Cleaver Woods Park.
A beautiful and safe 3 bedroom home in a gated community
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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
81 Holiday Homes
Lowest Price
AU$185
Highest Price
AU$808
Popular accommodation
Glencoe Townhome With Loft Jacuzzi and Pool, Beautiful Modern Villa 2 mins from City & Attractions - The Getaway, Pool +Jacuzzi Gulfview Townhome, BEAUTIFUL HOME IN PORT OF SPAIN TRINIDAD, Located in the St. Augustine/Tunapuna twin-town area., Relaxing, private, family friendly, 3 bedroom home, The "Dous" Modern Apartment, FLVS villas, A beautiful and safe 3 bedroom home in a gated community

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 AU$185 per night from 5 Jan to 6 Jan
AU$185
includes taxes & fees
5 Jan - 6 Jan 2025
With a stay at SherNest Guest House in San Juan, you'll be within a 10-minute drive of Caroni Bird Sanctuary and Mohammed Ali Jinnah Memorial Mosque.
SherNest Guest House
The "Dous" Modern Apartment

The "Dous" Modern Apartment

San Juan
The price is AU$224 per night from 23 Dec to 24 Dec
AU$224
includes taxes & fees
23 Dec - 24 Dec
With a stay at this vacation home in San Juan, you'll be within a 10-minute drive of Mohammed Ali Jinnah Memorial Mosque and Caroni Bird Sanctuary.
The "Dous" Modern Apartment
Angelene's place - Oui Papa!

Angelene's place - Oui Papa!

San Juan
Located in San Juan, this vacation home is within a 10-minute drive of Caroni Bird Sanctuary and Mohammed Ali Jinnah Memorial Mosque.
Angelene's place - Oui Papa!
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Comfy Mountain View Apartment - 2

Comfy Mountain View Apartment - 2

San Juan
Located in San Juan, this apartment is on a river, within a 10-minute drive of Caroni Bird Sanctuary and Mohammed Ali Jinnah Memorial Mosque.
Comfy Mountain View Apartment - 2
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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.

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^Subject to availability and chosen travel dates.