San Juan Holiday Homes from €113: Search Top House Rentals

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Our top choices for San Juan holiday homes

A glass-top table with six red chairs, a potted plant, and two framed pictures on the wall.

1. Charming 1-bedroom in 5 bedroom 2 baths house with AC in Woodbrook

Woodbrook

includes taxes & fees

19 Sept - 20 Sept

A hallway with wooden flooring, a white brick wall, and a window with a view of buildings outside.

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

St Clair

Rianna B.

includes taxes & fees

30 Sept - 1 Oct

A modern living room with a sectional sofa, a glass coffee table, and a sliding glass door with a geometric design.

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

Chaguanas

includes taxes & fees

15 Sept - 16 Sept

A bedroom with a bed, a flat-screen TV mounted on the wall, a window with blinds, and a painting above the bed.

4. 3-bedroom Home with Private Jacuzzi

Chaguanas

"Once the apartment was booked, communication with the host was almost immediate. Ms. Sue was kind and thoughtful throughout the entire process, checked up on us, and ensured we had all we needed. She was available at any time we needed her and was always pleasant; even after we departed, she contacted us to inquire about our safe arrival. The environment was quiet, safe, and peaceful. If you are looking to enjoy a nice quiet vacation without the noise, and is not far from all the major areas,...

Casnel

includes taxes & fees

15 Sept - 16 Sept

A modern living room with a sofa, a glass coffee table, and a dining area with a table and chairs. There is a kitchen area with a refrigerator and a TV mounted on the wall.

5. Glencoe Townhome With Loft Jacuzzi and Pool

Glencoe

Nikio

includes taxes & fees

15 Sept - 16 Sept

A house with a blue exterior, a covered porch, and a variety of plants including ferns and palm trees.

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

Diego Martin

includes taxes & fees

16 Sept - 17 Sept

A room with a washing machine, a small table, and a window with curtains.

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

St helena village piarco

includes taxes & fees

28 Sept - 29 Sept

A building with a dark facade, a wooden door, and a window with shutters. There are two wall-mounted lights on either side of the window.

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

Chaguanas

Sherryann P.

includes taxes & fees

28 Sept - 29 Sept

9. Charming Piarco Home With Garden View

Piarco

includes taxes & fees

15 Sept - 16 Sept

A kitchen with dark cabinets, a stainless steel refrigerator, and a tiled backsplash.

10. Casa No.6 Ascot

Arima

includes taxes & fees

16 Sept - 17 Sept

A spacious living area with a sofa, dining table, and ceiling fans.

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

Diego Martin

"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. "

Woodley A.

includes taxes & fees

17 Sept - 18 Sept

12. Charming Piarco Home with Garden View

Piarco

includes taxes & fees

15 Sept - 16 Sept

A modern living room with a sofa, coffee table, and dining area.

13. Gulfview Townhouse With Pool and Jacuzzi

Glencoe

includes taxes & fees

15 Sept - 16 Sept

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Top San Juan Hotel Reviews

Piarco Village Suites

10/10 Excellent

"Brilliant staff, clean recently refurbished facilities and lovely property. Airport shuttle included and very close to main terminal. Also included a continental breakfast. Thank you so much!"

Hilton Trinidad & Conference Centre

10/10 Excellent

"I have been staying at Hilton Trinidad for years. This was the only year I noted tiny ants in the room. Over the furniture which is unacceptable. However when I mentioned it to a staff member they had the room cleaned asap. I love this property, staff and will always stay here when I visit Trinidad"

Courtyard by Marriott Port Of Spain

10/10 Excellent

"The staff were amazingly kind and helpful. The property was clean. Everyone was so polite and always asking if there was anything that you needed or if they could give you help in anyway it was wonderful to have my return to the airport booked by them and the driver was fantastic. The hotel itself was clean and there was so many wonderful areas to sit out. I thoroughly enjoyed my stay."

Find out more about San Juan

San Juan Holiday Homes information

Number of reviews	2
Accommodation	79 Holiday Homes
Lowest Price	€113
Highest Price	€403

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Check prices for these dates

Our top choices for San Juan holiday homes

1. Charming 1-bedroom in 5 bedroom 2 baths house with AC in Woodbrook

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