Holiday Rentals San Juan from ฿3,403: Find Short-Term Rentals & Holiday Accommodations

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

Gulfview Townhouse With Pool and Jacuzzi : This holiday home rental outside of San Juan offers an outdoor pool, a garden and laundry facilities 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.

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Our top choices for San Juan holiday rentals

A pool area with a view of a hill and a building in the background.

1. Flower Of Joy Wellness Villa

St. Anns

"Family of Nine Left Stranded Outside in the Dark An extremely distressing experience. I booked Flowers of Joy Wellness Villa through Hotels.com for nine family members, including my elderly mother and four children aged 7–14. The host called on check-in day and I confirmed arrival between 5–6 pm. Check-in was advertised until 9 pm. At 6:06 pm, I WhatsApped to say we were almost there; the message was delivered. We arrived at 6:20 pm, but repeated calls went unanswered. At 6:24 pm, I messaged...

Bevil

฿5,904 total

includes taxes & fees

6 Nov - 7 Nov

A modern living room with a flat-screen TV on a wooden cabinet, a kitchen area with a refrigerator and a dining table, and a hallway leading to a door.

2. El Carmen Apartments

St. Helena

DEEPIKA

฿3,426 total

includes taxes & fees

25 Oct - 26 Oct

A hotel room with a wooden bed, white wardrobe, and a window with curtains.

3. Stylish 1-bed Opposite Queens Park Savannah

Downtown Port of Spain

"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...

Gary

฿5,484 total

includes taxes & fees

27 Oct - 28 Oct

A pool area with a covered seating area, columns, and a tiled roof.

4. Emporis Resort

Arouca

฿6,603 total

includes taxes & fees

25 Oct - 26 Oct

A tiled patio with a view of the ocean, a white wall, and some greenery.

5. Arlene's & Chris's Guesthouse

Saint James

฿14,477 total

includes taxes & fees

30 Oct - 31 Oct

6. Charming Studio in Port of Spain With Pool Access

Belmont

฿4,843 total

includes taxes & fees

29 Oct - 30 Oct

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Top San Juan Hotel Reviews

Metro Hotel Couva

8/10 Good

"The place was not bad but the ac needs to blow a little colder and the water takes a long time to get hot. Breakfast was really good!"

Holiday Inn Express Hotel & Suites Trincity Trinidad Airport by IHG

8/10 Good

"All good with my stay. Do not book taxis from hotel. Its a rip off and someone is getting a kick back. Private cars and may not have proper insurance. Download one of the available ride share apps…way cheaper"

Hyatt Regency Trinidad

10/10 Excellent

"Outstanding hospitality and professional service – Highly recommend! As a first-time traveler to Trinidad, I truly appreciated the incredible hospitality at the Hyatt Regency Port of Spain. During my stay, I experienced a brief scare when I returned to my room and found the door standing ajar. Thankfully, after checking my belongings, I discovered that absolutely nothing was missing. I immediately contacted reception, who promptly connected me with the security team. The security personnel were extremely professional. Following their investigation, the security manager on duty called me back right away to reassure me and explain exactly what happened. He informed me that the room attendant had simply failed to fully close the door after servicing it, and assured me he would bring it to the housekeeping manager's attention to prevent it from happening again. Their swift, transparent communication completely put my mind at ease. On a brighter note, the dining experience was fantastic! I thoroughly enjoyed the shrimp Rasta pasta by the water while a live musician entertained the crowd. The entire food and beverage team was incredibly attentive and friendly. Despite the minor housekeeping oversight, the staff's professionalism and the beautiful atmosphere made this a wonderful stay. I would highly recommend this hotel to anyone visiting Port of Spain!"

The BRIX, Autograph Collection

10/10 Excellent

"The dapper looking gentleman with the well groomed locks under a straw fedora who greets you at the door is named Otis. He’s not just a greeter he’s a gentleman of knowledge with a soft welcoming Trini accent. He provides you with a warm greeting every time he sees you and is genuinely interested in how you spent your day. He made coming back to the hotel feel like home. It’s always a good experience at the Brix Thanks Otis! I will miss you Sudhaa! To me you’re not only the front desk representative you were my photographer, videographer, Google Maps interpreter, and much much more. Whatever we needed you were there to help. Your pleasant demeanor, smiling face and great sense of what to do, made our stay so memorable, and our experience at the Brix a lot more enjoyable. Thank you! Thank you! Thank you Sudhaa you’re simply the BEST!!!"

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:

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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?

Gulfview Townhouse With Pool and Jacuzzi: This holiday home rental outside of San Juan offers an outdoor pool, a garden and laundry facilities 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.

How many holiday rentals will I find in San Juan?

With 3 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 Emperor Valley Zoo, or get outside and enjoy nature at Queen's Park Savanah. University of the West Indies and Queen's Park Savannah Grand Stand 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.

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