San Juan Holiday Rentals

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Check prices for these dates

In two weeks
20 Mar - 22 Mar
In two months
1 May - 3 May
In three months
29 May - 31 May
In four months
26 Jun - 28 Jun

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$704
HK$860 total
includes taxes & fees
16 Mar - 17 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$704
HK$899 total
includes taxes & fees
9 Mar - 10 Mar
Charming bed & breakfast with pool view
Outdoor pool

Emporis Resort

Emporis Resort
3.5 star property
Arouca
The price is HK$1,282
HK$1,720 total
includes taxes & fees
9 Mar - 10 Mar
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$719 total
includes taxes & fees
13 Mar - 14 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$735
HK$882 total
includes taxes & fees
9 Mar - 10 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$704
HK$788 total
includes taxes & fees
15 Mar - 16 Mar
Sunflower Apartments Trinidad
Outdoor pool

Flower Of Joy Wellness Villa

Flower Of Joy Wellness Villa
4.5 star property
Port of Spain
The price is HK$1,382
HK$1,520 total
includes taxes & fees
9 Mar - 10 Mar
Flower Of Joy Wellness Villa
Property grounds

Comfortable and Safe

Comfortable and Safe
Cunupia
8.4 out of 10, Very good, (8 reviews)
"Laundry room was a major plus for me especially for someone who travels alot"
United States
Joanne
The price is HK$352
HK$547 total
includes taxes & fees
11 Mar - 12 Mar
Comfortable and Safe
Exterior detail

Charming Piarco Home With Garden View

Charming Piarco Home With Garden View
2.0 star property
Piarco
The price is HK$810
HK$986 total
includes taxes & fees
9 Mar - 10 Mar
Charming Piarco Home With Garden View
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
The price is HK$387
HK$739 total
includes taxes & fees
11 Mar - 12 Mar
Your Layover- 6 Mins to the Airport fully equipped for Short and Long Stays
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$457
HK$1,005 total
includes taxes & fees
9 Mar - 10 Mar
TinyUrb, a modern tiny house, big on comfort but with tiny living experience.
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$704
HK$1,095 total
includes taxes & fees
15 Mar - 16 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$634
HK$790 total
includes taxes & fees
8 Mar - 9 Mar
Stewart Suite Apt -Trincity, Airport, Full Apt
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$743 total
includes taxes & fees
9 Mar - 10 Mar
The Layover - 6mins from the 🛫 great for layovers and long stays - Sleeps 1-4
1 bedroom, premium bedding, desk, iron/ironing board

Port of Spain Sandy Guest Apartment

Port of Spain Sandy Guest Apartment
3.0 star property
Piarco
The price is HK$2,452
HK$3,519 total
includes taxes & fees
9 Mar - 10 Mar
Port of Spain Sandy Guest Apartment
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$743
HK$1,056 total
includes taxes & fees
8 Mar - 9 Mar
Cozy Nook nestled in the Santa Cruz Valley. Queen sized bed Hot and cold shower
Private kitchen

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

Located in the St. Augustine/Tunapuna twin-town area.
Tunapuna
The price is HK$782
HK$1,017 total
includes taxes & fees
8 Mar - 9 Mar
Located in the St. Augustine/Tunapuna twin-town area.
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$782
HK$1,095 total
includes taxes & fees
11 Mar - 12 Mar
Charming 1-bedroom house with AC, WiFi in peaceful St. Helena Village Piarco
Living room

Stylish 1-bed Opposite Queens Park Savannah

Stylish 1-bed Opposite Queens Park Savannah
2.0 star property
Downtown Port of Spain
10.0 out of 10, Exceptional, (1 review)
"This property is AMAZING! It is spotless, conveniently located and the owner has used her own travel experiences to anticipate what a traveler may need while staying at her property. The home is beautifully decorated, extremely well maintained. The neighbors are all friendly and helpful & the owner is extremely responsive to any questions you may have. We HIGHLY recommend this property. We are definitely planning to be repeat customers. Top level accommodations and host accountability at a...
United States
Gary
The price is HK$785
HK$1,464 total
includes taxes & fees
9 Mar - 10 Mar
Stylish 1-bed Opposite Queens Park Savannah
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

Hyatt Regency Trinidad

Hyatt Regency Trinidad

2/10 Terrible
"The pool was closed. I booked the stay for the pool and the views from the infinity pool. The staff was nice, but I was not happy overall. I booked a 2-night stay with Expedia. I canceled the first night. I never got a refund."
Diana 2-night trip
Posted 9 hours ago
Hyatt Regency Trinidad

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.