San Juan Holiday Rentals

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Check prices for these dates

In two weeks
3 Apr - 5 Apr
In two months
15 May - 17 May
In three months
12 Jun - 14 Jun
In four months
10 Jul - 12 Jul

Our top choices for San Juan holiday rentals

1 bedroom, desk, iron/ironing board, free WiFi

Cozy Bed & Breakfast Private Room

Cozy Bed & Breakfast Private Room
Santa Cruz
10.0 out of 10, Exceptional, (1 review)
"This was our first visit to Trinidad and didnt know what to expect. Upon arrival we were happy to see that this was a beautifully secluded neighborhood. Our host Wendy was amazing and communicated with us throughout our stay. I recommended this Cozy bed and breakfast. You won't regret it!! plsantly "
United States
Marjie J.
The price is HK$705
HK$861 total
includes taxes & fees
23 Mar - 24 Mar
Cozy Bed & Breakfast Private Room
Interior

Charming bed & breakfast with pool view

Charming bed & breakfast with pool view
San Juan, Trinidad
The price is HK$705
HK$900 total
includes taxes & fees
23 Mar - 24 Mar
Charming bed & breakfast with pool view
Outdoor pool

Emporis Resort

Emporis Resort
3.5 star property
Arouca
The price is HK$1,190
HK$1,629 total
includes taxes & fees
31 Mar - 1 Apr
Emporis Resort
Interior

ModernRetreat with Easy Access to Everything

ModernRetreat with Easy Access to Everything
Tunapuna
10.0 out of 10, Exceptional, (1 review)
"I booked this stay for my elderly, mom, And everything went really well. The house was very accessible and within walking distance to so many Great shops. The apartment itself was very comfortable and the host was very prompt at responding to everything my mum needed, we will definitely Book this again if we need a place to stay, thank you so much!"
Canada
Jean P.
The price is HK$407
HK$720 total
includes taxes & fees
19 Mar - 20 Mar
ModernRetreat with Easy Access to Everything
Living area

El Carmen Apartments

El Carmen Apartments
4.0 star property
St. Helena
10.0 out of 10, Exceptional, (3 reviews)
"v convenient for transit passengers no headaches no hassle no waist of time pickup drop will coust you only 20usd "
United States
DEEPIKA
The price is HK$736
HK$883 total
includes taxes & fees
19 Mar - 20 Mar
El Carmen Apartments
Room amenity

Sunflower Apartments Trinidad

Sunflower Apartments Trinidad
3.0 star property
Couva
8.6 out of 10, Excellent, (12 reviews)
"I come here once a year I like the privacy and secure feeling I will continue to come here as long as it is available "
United States
Anonymous traveller
The price is HK$705
HK$789 total
includes taxes & fees
20 Mar - 21 Mar
Sunflower Apartments Trinidad
Interior

Your Layover- 6 Mins to the Airport fully equipped for Short and Long Stays

Your Layover- 6 Mins to the Airport fully equipped for Short and Long Stays
Kelly Village
10.0 out of 10, Exceptional, (3 reviews)
"It was cool! Just what I needed for my short stay!!"
United States
Sherna
Your Layover- 6 Mins to the Airport fully equipped for Short and Long Stays
Outdoor pool

Flower Of Joy Wellness Villa

Flower Of Joy Wellness Villa
4.5 star property
Port of Spain
The price is HK$1,384
HK$1,522 total
includes taxes & fees
18 Mar - 19 Mar
Flower Of Joy Wellness Villa
2 bedrooms, iron/ironing board, WiFi, bed sheets

The Layover - 6mins from the 🛫 great for layovers and long stays - Sleeps 1-4

The Layover - 6mins from the 🛫 great for layovers and long stays - Sleeps 1-4
Chin Chin Savanna Village
10.0 out of 10, Exceptional, (1 review)
"The place was very clean"
United States
Bryan
The price is HK$352
HK$744 total
includes taxes & fees
18 Mar - 19 Mar
The Layover - 6mins from the 🛫 great for layovers and long stays - Sleeps 1-4
Property grounds

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
9.0 out of 10, Wonderful, (4 reviews)
"This place was very clean and was one of the more updated places to stay. I would highly recommend if it is just you and your spouse/partner."
United States
Alayzia J.
The price is HK$509
HK$1,057 total
includes taxes & fees
1 Apr - 2 Apr
TinyUrb, a modern tiny house, big on comfort but with tiny living experience.
Exterior detail

Charming Piarco Home With Garden View

Charming Piarco Home With Garden View
2.0 star property
Piarco
The price is HK$798
HK$971 total
includes taxes & fees
20 Mar - 21 Mar
Charming Piarco Home With Garden View
Living area

The Cosy Konak

The Cosy Konak
3.0 star property
Woodbrook
The price is HK$744
HK$1,053 total
includes taxes & fees
21 Mar - 22 Mar
The Cosy Konak
TV

Entire House in Central Trinidad with Modern Finishes - 10 mins from highway

Entire House in Central Trinidad with Modern Finishes - 10 mins from highway
Couva
8.0 out of 10, Very good, (1 review)
"The place is great but the neighbors dogs make hell alot of noise...."
United States
Aaron
The price is HK$705
HK$1,096 total
includes taxes & fees
18 Mar - 19 Mar
Entire House in Central Trinidad with Modern Finishes - 10 mins from highway
Fridge, microwave, oven, stovetop

Stewart Suite Apt -Trincity, Airport, Full Apt

Stewart Suite Apt -Trincity, Airport, Full Apt
Trincity
9.6 out of 10, Exceptional, (7 reviews)
"The accommodation is clean and the hoste was very responsive and welcoming. "
France
Anonymous traveller
The price is HK$626
HK$783 total
includes taxes & fees
17 Apr - 18 Apr
Stewart Suite Apt -Trincity, Airport, Full Apt
Fridge, microwave, oven, stovetop

Charming 2-bedroom apartment with WiFi, AC in fabulous Tacarigua

Charming 2-bedroom apartment with WiFi, AC in fabulous Tacarigua
Tacarigua
10.0 out of 10, Exceptional, (1 review)
"We had an amazing stay at this accommodation. The pictures don't really do it justice 😍 its comfprtable, fresh, clean and new, all with air conditioning in each room. The kitchen facilities are great too, with a big fridge freezer, oven, toaster, microwave, kettle. The host is great and we needed toilet paper one day, within 10mins he had delivered some, incredible service. There are lots of shops on the main road about 5-10mins walk. Its a 20min bus ride to port of spain, locals are all very...
United Kingdom
Claire
The price is HK$697
HK$947 total
includes taxes & fees
24 Mar - 25 Mar
Charming 2-bedroom apartment with WiFi, AC in fabulous Tacarigua
1 bedroom, desk, iron/ironing board, free WiFi

Stewart Hotel Apt - Trincity, Airport, Full Apt

Stewart Hotel Apt - Trincity, Airport, Full Apt
Trincity
9.4 out of 10, Exceptional, (3 reviews)
"Very Good & Pleasant Apt. In a Good Area too and the host and his wife is helpful and lovely. "
United States
Lindy-Ann
The price is HK$634
HK$829 total
includes taxes & fees
19 Mar - 20 Mar
Stewart Hotel Apt - Trincity, Airport, Full Apt
1 bedroom, WiFi, bed sheets

Cozy Nook nestled in the Santa Cruz Valley. Queen sized bed Hot and cold shower

Cozy Nook nestled in the Santa Cruz Valley. Queen sized bed Hot and cold shower
Santa Cruz
The price is HK$744
HK$1,057 total
includes taxes & fees
21 Mar - 22 Mar
Cozy Nook nestled in the Santa Cruz Valley. Queen sized bed Hot and cold shower
Interior

Charming 1-bedroom house with AC, WiFi in peaceful St. Helena Village Piarco

Charming 1-bedroom house with AC, WiFi in peaceful St. Helena Village Piarco
St helena village piarco
The price is HK$705
HK$1,018 total
includes taxes & fees
18 Mar - 19 Mar
Charming 1-bedroom house with AC, WiFi in peaceful St. Helena Village Piarco
Private kitchen

Very safe 2 bedroom apartment at Piarco Airport Trinidad and Tobago Top security

Very safe 2 bedroom apartment at Piarco Airport Trinidad and Tobago Top security
Piarco
9.4 out of 10, Exceptional, (8 reviews)
"The property was as described and the host was vwey responsive and supportive."
United States
Darnelle C.
The price is HK$626
HK$1,253 total
includes taxes & fees
18 Mar - 19 Mar
Very safe 2 bedroom apartment at Piarco Airport Trinidad and Tobago Top security
Outdoor dining

Charming studio in tranquil Claxton Bay with AC and a full en suite bathroom

Charming studio in tranquil Claxton Bay with AC and a full en suite bathroom
Claxton Bay
The price is HK$501
HK$853 total
includes taxes & fees
18 Mar - 19 Mar
Charming studio in tranquil Claxton Bay with AC and a full en suite bathroom
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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Top San Juan Hotel Reviews

Courtyard by Marriott Port Of Spain

Courtyard by Marriott Port Of Spain

10/10 Excellent
"Friendly, courteous and helpful staff, delicious food with local options, cleanliness"
Paula 2-night trip
Posted 5 hours ago
Courtyard by Marriott Port Of Spain

Find out more about San Juan

Search for holiday rentals in San Juan on Expedia! You can easily find your home rentals, villas, holiday apartments in San Juan using one of the methods below:

  • View our selection of featured holiday rentals in San Juan
  • Use the map to find apartments and other holiday homes in the San Juan neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in San Juan while they last

Look no further and take a look at our great range of rental properties in San Juan!

Frequently asked questions

Can I find holiday rentals in San Juan?

Yes, there are holiday rentals close to the most popular sights in San Juan, or you can select a more secluded option if you're looking for a relaxing stay. San Juan is known for its parks.

What are some of the best holiday rentals that San Juan has to offer?

Glencoe Townhome With Loft Jacuzzi and Pool: This holiday home rental outside of San Juan offers an outdoor pool, a BBQ and WiFi to help you feel perfectly comfortable in your new surroundings. This holiday rental also comes with free parking to give you added peace of mind. Our travellers also rate Cozy Bed & Breakfast Private Room as a favourite home for rent in San Juan.

How many holiday rentals will I find in San Juan?

With 5 Expedia holiday rentals, you're guaranteed to find just the right place for your San Juan stay.

What can I see and do in San Juan?

While exploring the area, visit family-friendly sights like Yerette - Home of the Hummingbird, or get outside and enjoy nature at Queen's Park Savanah. University of the West Indies and Ariapita Avenue are a couple of places you'll find in the wider area.

What are holiday rentals like in San Juan?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in San Juan. Holiday rentals feature extras like kitchens and laundry facilities so you'll have everything you want. If you're concerned about a clean environment, a holiday rental can provide a sense of security away from public hotel lifts and lobbies packed with people while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great option for a small group gathering.