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Holiday Homes in San Juan

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Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for San Juan holiday homes

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

1. 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 NZ$187
includes taxes & fees
11 Aug - 12 Aug
Cozy Bed & Breakfast Private Room
Interior

2. Charming bed & breakfast with pool view

Charming bed & breakfast with pool view
San Juan, Trinidad
The price is NZ$195
includes taxes & fees
11 Aug - 12 Aug
Charming bed & breakfast with pool view
Interior

3. 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 NZ$105
includes taxes & fees
11 Aug - 12 Aug
Robert's Guesthouse in Port of Spain. In the Heart of Carnival 2026
TV

4. Serene 1-bedroom apt with AC in charming Chaguanas

Serene 1-bedroom apt with AC in charming Chaguanas
Chaguanas
The price is NZ$267
includes taxes & fees
11 Aug - 12 Aug
Serene 1-bedroom apt with AC in charming Chaguanas
Property grounds

5. A modern tiny house, big on comfort, with an urban tiny living experience.

A modern tiny house, big on comfort, with an urban tiny living experience.
Chaguanas
9.4 out of 10, Exceptional, (6 reviews)
"Our stay was amazing and surprisingly comfortable and large for a tiny home. My family enjoyed all the amenities offered and the little touches that made it feel like home away from home. Highly recommended and looking forward to our next trip."
Canada
Sherryann P.
The price is NZ$221
includes taxes & fees
17 Aug - 18 Aug
A modern tiny house, big on comfort, with an urban tiny living experience.
3 bedrooms, iron/ironing board, free WiFi

6. 3-bedroom Home with Private Jacuzzi

3-bedroom Home with Private Jacuzzi
Chaguanas
The price is NZ$629
includes taxes & fees
11 Aug - 12 Aug
3-bedroom Home with Private Jacuzzi
Interior

7. 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 NZ$314
includes taxes & fees
11 Aug - 12 Aug
Charming 1-bedroom house with AC, WiFi in peaceful St. Helena Village Piarco
House (Glencoe Townhome with Loft Jacuzzi an) | Exterior

8. Glencoe Townhome With Loft Jacuzzi and Pool

Glencoe Townhome With Loft Jacuzzi and Pool
3.5 star property
Glencoe
3.0 out of 10, (2 reviews)
"Paid for a service and got no booking or check in information. Zero contact from host and Expedia refuse to refund my money . Do not recommend ! BIG SCAM and I’ll and be reporting fraud."
Canada
Nikio
The price is NZ$702
includes taxes & fees
11 Aug - 12 Aug
Glencoe Townhome With Loft Jacuzzi and Pool
House, 1 Bedroom, Smoking, Balcony | Exterior detail

9. Charming Piarco Home With Garden View

Charming Piarco Home With Garden View
2.0 star property
Piarco
The price is NZ$201
includes taxes & fees
30 Aug - 31 Aug
Charming Piarco Home With Garden View
Terrace/patio

10. 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 NZ$428
includes taxes & fees
12 Aug - 13 Aug
Welcome to The Studio Nest — your peaceful perch in paradise.
Private kitchen

11. Casa No.6 Ascot

Casa No.6 Ascot
Arima
The price is NZ$250
includes taxes & fees
12 Aug - 13 Aug
Casa No.6 Ascot
Exterior

12. This is a Family Friendly property ideal for groups of up to six people.

This is a Family Friendly property ideal for groups of up to six 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 NZ$475
includes taxes & fees
13 Aug - 14 Aug
This is a Family Friendly property ideal for groups of up to six people.
TV

13. 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 NZ$238
includes taxes & fees
12 Aug - 13 Aug
Entire House in Central Trinidad with Modern Finishes - 10 mins from highway
Interior

14. Beautiful beach house bed and breakfast, with beach access.

Beautiful beach house bed and breakfast, with beach access.
Toco
The price is NZ$341
includes taxes & fees
11 Aug - 12 Aug
Beautiful beach house bed and breakfast, with beach access.
Exterior detail

15. Charming Piarco Home with Garden View

Charming Piarco Home with Garden View
Piarco
The price is NZ$280
includes taxes & fees
30 Aug - 31 Aug
Charming Piarco Home with Garden View
Interior

16. 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 NZ$230
includes taxes & fees
1 Sept - 2 Sept
Entire Cozy Luxe 3 BR/ 3 Bath House for Couples and Groups
House (Gulfview Townhouse with Pool and Jacu) | Exterior

17. 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 NZ$794
includes taxes & fees
11 Aug - 12 Aug
Gulfview Townhouse With Pool and Jacuzzi
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

Kapok Hotel

Kapok Hotel

8/10 Good
"It was convenient to the Embassy and had an overall great appearance."
Shem 1-night trip
Posted 3 hours ago
Kapok Hotel

Find out more about San Juan

San Juan Holiday Homes information

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