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
Stay at this holiday home in Piarco. Enjoy laundry facilities and air conditioning. Popular attractions Trincity Mall and Millenium Golf Club are located ...
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
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
Charming Piarco Home With Garden View

Charming Piarco Home With Garden View

2 out of 5
Piarco Tunapuna-Piarco
The price is NZ$227 per night from 27 Dec to 28 Dec
NZ$227
27 Dec - 28 Dec
includes taxes & fees
Stay at this holiday home in Piarco. Enjoy free parking. Popular attractions Eco Park and Millenium Golf Club are located nearby.
Opens in a new windowCharming Piarco Home With Garden View
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Travelholics Getaway

Travelholics Getaway

Piarco Tunapuna/Piarco Regional Corporation
Stay at this holiday home in Piarco. Enjoy free Wi-Fi, laundry facilities and balconies. Popular attractions Trincity Mall and Millenium Golf Club are located ...
Opens in a new windowTravelholics Getaway
The Tower View

The Tower View

2 out of 5
VALSAYN
The price is NZ$336 per night from 26 Dec to 27 Dec
NZ$336
26 Dec - 27 Dec
includes taxes & fees
Stay at this holiday home in Valsayn. Enjoy laundry facilities, balconies and air conditioning. Popular attractions Tunapuna Market and Mount St. Benedict Monastery ...
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 NZ$223 per night from 26 Dec to 27 Dec
NZ$223
26 Dec - 27 Dec
includes taxes & fees
Stay at this holiday home in Tunapuna. Enjoy laundry facilities, air conditioning and a hot tub. Popular attractions Mount St. Benedict Monastery and Tunapuna ...
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 NZ$248 per night from 1 Jan to 2 Jan
NZ$248
1 Jan - 2 Jan 2026
includes taxes & fees
Stay at this holiday home in Couva. Enjoy air conditioning. Popular attractions Indian Caribbean Museum and Hanuman Murti Statue are located nearby.
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 NZ$801 per night from 27 Dec to 28 Dec
NZ$801
27 Dec - 28 Dec
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 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 NZ$377 per night from 28 Dec to 29 Dec
NZ$377
28 Dec - 29 Dec
includes taxes & fees
Stay at this holiday home in Diego Martin. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Fort George and The Falls At Westmall are located ...
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
109 Holiday Homes
Lowest Price
NZ$222
Highest Price
NZ$801
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 NZ$222 per night from 30 Dec to 31 Dec
NZ$222
30 Dec - 31 Dec
includes taxes & fees
Stay at this hotel in San Juan. Enjoy free Wi-Fi, free parking and dry cleaning or laundry services. Popular attractions Caroni Bird Sanctuary 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 NZ$231 per night from 26 Dec to 27 Dec
NZ$231
26 Dec - 27 Dec
includes taxes & fees
Stay at this B&B in San Juan. Enjoy free Wi-Fi, free parking and a free airport shuttle. Popular attractions Yerette - Home of the Hummingbird and Mount St. ...
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
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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 NZ$433 per night from 13 Jan to 14 Jan
NZ$433
13 Jan - 14 Jan 2026
includes taxes & fees
Stay at this luxury resort in Port of Spain. Enjoy free Wi-Fi, free parking and a full-service spa. Our guests praise the helpful staff and the clean rooms in ...
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.

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^Subject to availability and chosen travel dates.