Book Holiday Homes in San Juan

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Featured Holiday Homes in San Juan

Cozy 3-bedroom townhome in enjoyable Piarco with AC, WiFi

Cozy 3-bedroom townhome in enjoyable Piarco with AC, WiFi

Piarco Port of Spain
When you stay at this vacation home in Piarco, you'll be within a 10-minute drive of Millenium Golf Club and Trincity Mall.
Opens in a new windowCozy 3-bedroom townhome in enjoyable Piarco with AC, WiFi
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
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.
Opens in a new windowBeautiful Modern Villa 2 mins from City & Attractions - The Getaway
Charming Piarco Home With Garden View

Charming Piarco Home With Garden View

2 out of 5
Piarco Tunapuna-Piarco
The price is AU$197 per night from 27 Dec to 28 Dec
AU$197
27 Dec - 28 Dec
includes taxes & fees
Located in Piarco, this vacation home is within a 15-minute drive of Millenium Golf Club and Eco Park.
Opens in a new windowCharming Piarco Home With Garden View
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Travelholics Getaway

Travelholics Getaway

Piarco Tunapuna/Piarco Regional Corporation
The price is AU$346 per night from 18 Jan to 19 Jan
AU$346
18 Jan - 19 Jan 2026
includes taxes & fees
When you stay at this vacation home in Piarco, you'll be within a 10-minute drive of Millenium Golf Club and Trincity Mall.
Opens in a new windowTravelholics Getaway
The Tower View

The Tower View

2 out of 5
VALSAYN
The price is AU$296 per night from 25 Jan to 26 Jan
AU$296
25 Jan - 26 Jan 2026
includes taxes & fees
With a stay at this vacation home in Valsayn, you'll be within a 5-minute drive of Mohammed Ali Jinnah Memorial Mosque and Tunapuna Market.
Opens in a new windowThe Tower View
Located in the St. Augustine/Tunapuna twin-town area.

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

Tunapuna
The price is AU$197 per night from 25 Jan to 26 Jan
AU$197
25 Jan - 26 Jan 2026
includes taxes & fees
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.
Opens in a new windowLocated in the St. Augustine/Tunapuna twin-town area.
Entire Cozy Luxe 3 BR/ 3 Bath House for Couples and Groups

Entire Cozy Luxe 3 BR/ 3 Bath House for Couples and Groups

Couva Couva
The price is AU$219 per night from 16 Jan to 17 Jan
AU$219
16 Jan - 17 Jan 2026
includes taxes & fees
Located in Couva, this vacation home is within a 10-minute drive of Waterloo Temple and Indian Caribbean Museum.
Opens in a new windowEntire Cozy Luxe 3 BR/ 3 Bath House for Couples and Groups
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 AU$698 per night from 27 Dec to 28 Dec
AU$698
27 Dec - 28 Dec
includes taxes & fees
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.
Opens in a new windowGlencoe Townhome With Loft Jacuzzi and Pool
This is a Family Friendly property ideal for groups of 6-10 people.

This is a Family Friendly property ideal for groups of 6-10 people.

Diego Martin Diego Martin Regional Corporation
The price is AU$331 per night from 28 Dec to 29 Dec
AU$331
28 Dec - 29 Dec
includes taxes & fees
When you stay at this vacation home in Diego Martin, you'll be within a 10-minute drive of The Falls At Westmall and Hasely Crawford Stadium.
Opens in a new windowThis is a Family Friendly property ideal for groups of 6-10 people.
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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
AU$193
Highest Price
AU$698
Popular accommodation
Cozy 3-bedroom townhome in enjoyable Piarco with AC, WiFi, Beautiful Modern Villa 2 mins from City & Attractions - The Getaway, Charming Piarco Home With Garden View, Travelholics Getaway, The Tower View, Located in the St. Augustine/Tunapuna twin-town area., Entire Cozy Luxe 3 BR/ 3 Bath House for Couples and Groups, Glencoe Townhome With Loft Jacuzzi and Pool, This is a Family Friendly property ideal for groups of 6-10 people.

Top trending hotels in San Juan

The Blue Mirage

The Blue Mirage

2 out of 5
Boundary Extension Road San Juan San Juan-Laventille Regional Corporation
The price is AU$193 per night from 30 Dec to 31 Dec
AU$193
30 Dec - 31 Dec
includes taxes & fees
When you stay at The Blue Mirage in San Juan, you'll be within a 10-minute drive of Mohammed Ali Jinnah Memorial Mosque and Tunapuna Market.
Opens in a new windowThe Blue Mirage
SherNest Guest House

SherNest Guest House

3 out of 5
25 GORBIN #1 San Juan San Juan-Laventille Regional Corporation
The price is AU$201 per night from 24 Jan to 25 Jan
AU$201
24 Jan - 25 Jan 2026
includes taxes & fees
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.
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
Located in San Juan, The Bey is a 4-minute drive from Caroni Bird Sanctuary and 6 minutes from Port of Spain Lighthouse.
Opens in a new windowThe Bey
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Hyatt Regency Trinidad

Hyatt Regency Trinidad

4.5 out of 5
No 1 Wrighton Road Port of Spain Trinidad
Fully refundableReserve now, pay when you stay
The price is AU$380 per night from 8 Jan to 9 Jan
AU$380
8 Jan - 9 Jan 2026
includes taxes & fees
A stay at Hyatt Regency Trinidad places you in the heart of Port of Spain, within a 5-minute drive of Ariapita Avenue and Movietowne.
Opens in a new windowHyatt Regency Trinidad
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.