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Check prices for these dates

In two weeks
5 Jun - 7 Jun
In two months
17 Jul - 19 Jul
In three months
14 Aug - 16 Aug
In four months
11 Sept - 13 Sept

Our top choices for San Juan holiday homes

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 £86
includes taxes & fees
1 Jun - 2 Jun
Cozy Bed & Breakfast Private Room
1 bedroom, desk, iron/ironing board, WiFi

Charming bed & breakfast with pool view

Charming bed & breakfast with pool view
San Juan, Trinidad
The price is £89
includes taxes & fees
19 May - 20 May
Charming bed & breakfast with pool view
House, 1 Bedroom, Smoking, Balcony | Exterior detail

Charming Piarco Home With Garden View

Charming Piarco Home With Garden View
2.0 star property
Piarco
The price is £95
includes taxes & fees
21 May - 22 May
Charming Piarco Home With Garden View
Shower, towels, soap, toilet paper

Serene 1-bedroom apt with AC in charming Chaguanas

Serene 1-bedroom apt with AC in charming Chaguanas
Chaguanas
The price is £121
includes taxes & fees
19 May - 20 May
Serene 1-bedroom apt with AC in charming Chaguanas
Private kitchen

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

Located in the St. Augustine/Tunapuna twin-town area.
Tunapuna
The price is £101
includes taxes & fees
19 May - 20 May
Located in the St. Augustine/Tunapuna twin-town area.
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
9.4 out of 10, Exceptional, (6 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 £97
includes taxes & fees
31 May - 1 Jun
TinyUrb, a modern tiny house, big on comfort but with tiny living experience.
Interior

Beautiful beach house bed and breakfast, with beach access.

Beautiful beach house bed and breakfast, with beach access.
Toco
The price is £154
includes taxes & fees
19 May - 20 May
Beautiful beach house bed and breakfast, with beach access.
Interior

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
10.0 out of 10, Exceptional, (1 review)
"This property was just as advertised. It was comfortable and inviting. Treston communicated with us to ensure we had everything we needed. If you do not have transport, you do have to walk out to get it, which we did not mind. Otherwise, the place did not disappoint at all. I would stay there again. Thank you Treston for your hospitality!"
United States
Ianna P.
The price is £105
includes taxes & fees
19 May - 20 May
Entire Cozy Luxe 3 BR/ 3 Bath House for Couples and Groups
3 bedrooms, iron/ironing board, free WiFi

3-bedroom Home with Private Jacuzzi

3-bedroom Home with Private Jacuzzi
Chaguanas
The price is £277
includes taxes & fees
19 May - 20 May
3-bedroom Home with Private Jacuzzi
House (Gulfview Townhouse with Pool and Jacu) | Exterior

Gulfview Townhouse With Pool and Jacuzzi

Gulfview Townhouse With Pool and Jacuzzi
3.5 star property
Glencoe
4.0 out of 10, (1 review)
The price is £351
includes taxes & fees
19 May - 20 May
Gulfview Townhouse With Pool and Jacuzzi
Terrace/patio

Welcome to The Studio Nest — your peaceful perch in paradise.

Welcome to The Studio Nest — your peaceful perch in paradise.
Diego Martin
The price is £192
includes taxes & fees
19 May - 20 May
Welcome to The Studio Nest — your peaceful perch in paradise.
Property grounds

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

This is a Family Friendly property ideal for groups of 6 people.
Diego Martin
8.0 out of 10, Very good, (2 reviews)
"Me and my friends had an amazing time being hosted at this property. The owner, Mr Dass was very easy to communicate with, polite and even gifted a birthday cake to one of the guests (since it was her birthday that week). We organized pickup and drop off with the owner and everything was seamless. The home looks even better in person and we felt at home. I would stay here again in the future and I’d also recommend this property to others. "
United States
Woodley A.
The price is £210
includes taxes & fees
21 May - 22 May
This is a Family Friendly property ideal for groups of 6 people.
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 £108
includes taxes & fees
25 May - 26 May
Entire House in Central Trinidad with Modern Finishes - 10 mins from highway
Exterior detail

Charming Piarco Home with Garden View

Charming Piarco Home with Garden View
Piarco
The price is £107
includes taxes & fees
19 May - 20 May
Charming Piarco Home with Garden View
Interior

Robert's Guesthouse in Port of Spain. In the Heart of Carnival 2026

Robert's Guesthouse in Port of Spain. In the Heart of Carnival 2026
St Clair
5.0 out of 10, (4 reviews)
"Robert and Joan were very nice and welcoming the place was well kept and I enjoyed my time here! Thanks!"
United States
Rianna B.
The price is £49
includes taxes & fees
19 May - 20 May
Robert's Guesthouse in Port of Spain. In the Heart of Carnival 2026
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
2.0 out of 10, (1 review)
"This was a terrible host. A very bad actor. I travelled internationally on an 12 hour trip to find that this host sold my paid lodging to another guest and I was stranded at the airport with no lodging for better than 6 hours. The VRBO team contacted the host and host admitted to charging my credit card cost and not having the lodging I paid for because they sold it to another customer. The VRBO team cancelled the reservation and processed a refund for my money to my credit card. This hosted...
United States
Clifford T.
The price is £111
includes taxes & fees
19 May - 20 May
Charming 1-bedroom house with AC, WiFi in peaceful St. Helena Village Piarco
House (Glencoe Townhome with Loft Jacuzzi an) | Exterior

Glencoe Townhome With Loft Jacuzzi and Pool

Glencoe Townhome With Loft Jacuzzi and Pool
3.5 star property
Glencoe
4.0 out of 10, (1 review)
" Im the guy that would always see the glass half full and to never complain..This i can't let go without adressing. The master bedroom a/c is not working!!! My wife and i slept on the sofa the 6 nights we were there.called for maintenance.no one came...the last 3 days, the water was turned off.No running water!!!. "
United States
Terrandale h
The price is £311
includes taxes & fees
19 May - 20 May
Glencoe Townhome With Loft Jacuzzi and Pool
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

10/10 Excellent
"The staff was friendly and accommodating. For a place like Trinidad where decent and civil customer service is a foreign and unknown concept; Hyatt's service makes you feel like they're happy to have and accommodate you. This was our second time there as a family and it's solely because of that; and we'll be back for sure. Adanna (I might have her name wrong) who serves guests during the breakfast/brunch hours is truly a delight. This is the second time meeting her and her work ethics and jovial personality remain in tack. I hope she's well rewarded for that. Luke, we met for the first time and was also a gem. He inquired on our stay and asked us to review the hotel and the staff we came in contact with, so that they can continuously improve. Breakfast is always fun and lovely. We honestly refused to leave the hotel and had all our scrumptious meal onsite."
Gillian 2-night trip
Posted 11 hours ago
Hyatt Regency Trinidad

Find out more about San Juan

San Juan Holiday Homes information

Number of reviews
17
Accommodation
114 Holiday Homes
Lowest Price
£49
Highest Price
£351