San Juan Vacation Rentals from SAR 185: Search Short-Term Rentals

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

Gulfview Townhouse With Pool and Jacuzzi : Located near San Juan, this vacation home rental offers an outdoor pool, a garden, and laundry facilities to help you feel perfectly comfortable in your new surroundings. This vacation rental also comes with free parking to give you added peace of mind.

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Our top choices for San Juan vacation rentals

A bed with white bedding, a red pillow, and two abstract art pieces above it.

1. Cozy 1-bedroom apartment in amazing Tunapuna/Piarco Regional Corporation with AC

Tunapuna/Piarco Regional Corporation

SAR 357 total

includes taxes & fees

16 Nov - 17 Nov

A kitchen with a stainless steel sink, a wooden cabinet, and two knives with blue handles.

2. Port of Spain City Studio | Central Location | AC | WiFi | Trinidad

Downtown Port of Spain

SAR 347 total

includes taxes & fees

18 Nov - 19 Nov

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

SAR 615 total

includes taxes & fees

16 Nov - 17 Nov

A kitchen with a stove, two refrigerators, a sink, and an emergency exit sign.

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

Woodbrook

SAR 533 total

includes taxes & fees

21 Nov - 22 Nov

A bed with a grey sheet and pillows, a beige blanket, and a wooden nightstand.

5. Cozy Nook nestled in the Santa Cruz Valley. Queen sized bed Hot and cold shower

Santa Cruz

SAR 477 total

includes taxes & fees

16 Nov - 17 Nov

A building with a metal fence, a door, and a small garden area with plants.

6. Comfortable and Safe

Cunupia

Veronica

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.

7. El Carmen Apartments

St. Helena

DEEPIKA

SAR 381 total

includes taxes & fees

16 Nov - 17 Nov

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

8. 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

SAR 657 total

includes taxes & fees

16 Nov - 17 Nov

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

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

Chaguanas

SAR 586 total

includes taxes & fees

16 Nov - 17 Nov

10. WINDCREST VILLA - Great view near Port of Spain

St. Anns

SAR 405 total

includes taxes & fees

30 Nov - 1 Dec

A modern kitchen with granite countertops, white bar stools, wooden cabinets, and a built-in microwave.

11. 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

SAR 1,400 total

includes taxes & fees

16 Nov - 17 Nov

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

12. Emporis Resort

Arouca

SAR 764 total

includes taxes & fees

16 Nov - 17 Nov

13. Charming Studio in Port of Spain With Pool Access

Belmont

SAR 543 total

includes taxes & fees

7 Dec - 8 Dec

A tropical beach with clear blue waters, palm trees, and a mountainous backdrop.

14. -20% Queen's Park Court 1 BR Condo in Port-of-Spain

Belmont

SAR 504 total

includes taxes & fees

24 Nov - 25 Nov

A modern kitchen with white cabinets, a black refrigerator, a microwave, and a dining area with two black bar stools.

15. 2 bedroom Tranquil Retreat

Port of Spain

SAR 450 total

includes taxes & fees

16 Nov - 17 Nov

A modern kitchen with stainless steel appliances, white cabinetry, and a gas stove.

16. "Modern Comfort Near Airport & Shopping - The Cozy Condo"

Arouca, Tunapuna/Piarco Regional Corporation

"Great location approximately 10-15 minutes away from the airport. Close to Trincity mall with grocery. About a 30 minute drive to Port of Spain without traffic, considering all Carnival activities was in Port of Spain. The entire condo was very clean and tidy, which made our stay comfortable. The two areas of improvement in my humble opinion would be the directions received was not clear, it was challenging being a visitor to the country. But the instructions inside of the booklet at the condo I...

seema p.

SAR 522 total

includes taxes & fees

16 Nov - 17 Nov

A bunk bed with a small table in the middle. The table has a stack of plates, a few cups, and a bottle of hand sanitizer.

17. Sunflower Apartments Trinidad

Couva

Anonymous traveler

SAR 378 total

includes taxes & fees

16 Nov - 17 Nov

A traditional building with a clock tower, surrounded by parked cars and cherry blossom trees.

18. Cozy 2-bedroom condo near Savannah Port of Spain with Central AC , free parking

Newtown

SAR 599 total

includes taxes & fees

22 Nov - 23 Nov

A modern kitchen with grey cabinets, a stainless steel refrigerator, and a white countertop.

19. Charming 2-bedroom apartment with WiFi, AC in fabulous Tacarigua

Tacarigua

Stephen S.

SAR 435 total

includes taxes & fees

17 Nov - 18 Nov

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Find vacation rentals that suit your style

Top San Juan Hotel Reviews

An outdoor seating area with tables and chairs, palm trees, and a view of the ocean.

Hyatt Regency Trinidad

Downtown Port of Spain

10/10 Excellent

Imani

A buffet area with multiple food stations, including a waffle station and a salad bar. There are signs indicating self-service options and a blue sign with the text "The Start You Need Express."

Holiday Inn Express Hotel & Suites Trincity Trinidad Airport by IHG

Piarco

10/10 Excellent

ZARIA

A rooftop terrace with outdoor seating, a view of the city skyline, and a sunset.

The BRIX, Autograph Collection

St. Anns

10/10 Excellent

Overall we had a great experience. The staff was accommodating and allowed us to check in 30 mins earlier, based on my request. The service was exceptional, dinner at The Exchange was great, there was a minor incident that occurred; however, it was handled well by the management. The pool hours from 7am to 11pm, which allowed us to take a swim after dinner. Also the pool depth and dimensions are perfect for children and for accomdating multiple familes and maintaining social distancing....

Anonymous traveler

A pool area with a view of palm trees, a covered seating area with chairs, and a tiled floor.

Courtyard by Marriott Port Of Spain

Port of Spain

10/10 Excellent

A swimming pool with a water fountain, surrounded by lounge chairs and potted plants.

Shalom House

Valsayn

10/10 Excellent

Juanita

A two-story building with a covered outdoor area, a swimming pool, and a paved patio.

Piarco Village Suites

Piarco

10/10 Excellent

This was my first time ever traveling to Trinidad and Tobago. So I was extremely excited and a bit nervous. Going to another country at times you run into all types of people, some good some bad! I was very fortunate that I ran into all the good. Ms.Veejaintee and her family was the best. From picking me up at the apart to dropping me back everything in between was like staying with family. I was in town for carnival and didn't really have an idea of what I was really going to do as far as the...

Carl

A hotel reception area with a reception desk, a television mounted on the wall, and a hallway leading to other rooms.

Culture Crossroads Inn

Saint James

10/10 Excellent

Amazing ,simply put. My host and his family couldn’t have been more welcoming,warm, friendly and helpful. 10/10 My room was beautifully decorated and immaculate.Bathroom and shower stunning. The front desk staff were accommodating and knowledgeable regarding directions, restaurants and any other queries. I would highly recommend this gem in St James Thanks again to the amazing staff for making my stay so memorable ,after 42 years of being away, you made me feel at “ home”

Rod

Woodbrook on the Avenue

Woodbrook

10/10 Excellent

SDTS

A traditional room with wooden furniture, a clock, and a television.

Pax Guest House

St. Augustine

10/10 Excellent

Pax Guest House is the oldest guest house in Trinidad, built in 1916 by the Benedictine Monastery. It's located 800 feet above sea level and therefore is cooler temperature-wise than staying in town, because there are wonderful breezes. The rooms are very simple and have air conditioning. Some have a private bathroom and others a shared bathroom down the hall. Oda was wonderful in answering all the questions I had as a first time visitor to Trinidad. Also, breakfast and dinner were both...

Sylvia

A building with the sign 'Walde's' and a balcony with wooden railings.

Willard's Bed and Breakfast

Tunapuna

10/10 Excellent

Returning home I wanted to feel at home, I wanted the amenities Ive grown accustomed to living abroad like the hot and cold water and air condition but I wanted to be in a house where I could take in the beautiful landscape of Trinidad. I loved the house layout, it was cozy, clean and tropical. I loved the plants, freah air, mango trees and outside living space. Nothing could beat a good home made breakfast like bake and buljol, freshly squeezed orange juice and the sweet pineapple, mango,...

Anonymous traveler

A hotel with a prominent sign reading "Grand Diamond Hotel," featuring a two-story structure with a covered entrance and a decorative fountain in the courtyard.

Grand Diamond Hotel Suites Trinidad

Piarco

10/10 Excellent

bevon

A balcony with wicker furniture, a table with water bottles, and a view of the ocean and hills.

Mahogany Ridge Trinidad

Diego Martin

10/10 Excellent

Although it's a short 20-minute ride to Port of Spain and very close Maracas Beach, this beautiful spot gave you the feeling of having the whole island all to yourself. My room with a balcony overlooking the ocean and the common area were beaming with natural sunshine daily, and the flora surrounding the B&B and the walking trail made this place an instant favorite and a place I will absolutely return to. The Wi-Fi was exceptional for remote working, and the TT Rideshare App was perfect for...

james

A hotel with outdoor seating and a sign reading "The Normandie".

The Normandie Hotel

St. Anns

10/10 Excellent

I hadn't been here in probably 25yrs and I must say it was a great place and stay overall. Adjacent to everything and easy to navigate around town. Quiet, colonial feel, beach escape and a throwback to the ole time days in resort feelnin Trinidad. The staff was accommodating and very friendly. The cost was probably the lowest in POS and definitely worth every dollar. I look forward to staying here again.

Dennison

A person sitting at a table with a laptop, a plate of food, and a drink.

Metro Hotel Couva

Couva

10/10 Excellent

I love this hotel. It's in the middle of Port of Spain and San Fernando. The staff and the owner are very friendly. The comfort of this hotel is really nice. The main street to the hotel is very busy but once you are inside your room it's very quiet. This was my second stay here. The first time there was a continental buffet breakfast but now breakfast is made to order. Check out this place and see for yourself. The rooms are exactly as in the picture.

Greg

Frequently Asked Questions

Can I find vacation rentals in San Juan?

Yes, there are vacation rentals near the most popular attractions in San Juan, or you can select a secluded option if you want a relaxing place to stay. San Juan is known for its parks.

What are some of the best vacation home rentals that San Juan has to offer?

Gulfview Townhouse With Pool and Jacuzzi: Located near San Juan, this vacation home rental offers an outdoor pool, a garden, and laundry facilities to help you feel perfectly comfortable in your new surroundings. This vacation rental also comes with free parking to give you added peace of mind.

How many vacation rentals will I find in San Juan?

With 3 Expedia vacation rentals, you're sure 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 larger area.

What are vacation rentals like in San Juan?

Vacation rentals are private properties you can reserve for a couple days or more in San Juan. Vacation rentals provide amenities like kitchens and laundry facilities to help you enjoy your stay. If you're concerned about cleanliness, vacation rentals can offer a sense of privacy away from public hotel elevators and busy lobbies while still allowing you to travel. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive choice for a small group gathering.

San Juan Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for San Juan vacation rentals

1. Cozy 1-bedroom apartment in amazing Tunapuna/Piarco Regional Corporation with AC

2. Port of Spain City Studio | Central Location | AC | WiFi | Trinidad

3. Stylish 1-bed Opposite Queens Park Savannah

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

5. Cozy Nook nestled in the Santa Cruz Valley. Queen sized bed Hot and cold shower

6. Comfortable and Safe

7. El Carmen Apartments

8. Flower Of Joy Wellness Villa

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

10. WINDCREST VILLA - Great view near Port of Spain

11. 3-bedroom Home with Private Jacuzzi

12. Emporis Resort

13. Charming Studio in Port of Spain With Pool Access

14. -20% Queen's Park Court 1 BR Condo in Port-of-Spain

15. 2 bedroom Tranquil Retreat

16. "Modern Comfort Near Airport & Shopping - The Cozy Condo"

17. Sunflower Apartments Trinidad

18. Cozy 2-bedroom condo near Savannah Port of Spain with Central AC , free parking

19. Charming 2-bedroom apartment with WiFi, AC in fabulous Tacarigua

Find vacation rentals that suit your style

Top San Juan Hotel Reviews

Hyatt Regency Trinidad

10/10 Excellent

Frequently Asked Questions

Can I find vacation rentals in San Juan?

What are some of the best vacation home rentals that San Juan has to offer?

How many vacation rentals will I find in San Juan?

What can I see and do in San Juan?

What are vacation rentals like in San Juan?