San Juan Vacation Rentals from $101: 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 bedroom with a bed, a television on a stand, a window with curtains, and a ceiling fan.

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

Downtown Port of Spain

$109 nightly

Oct 13 - Oct 14

Total with taxes and fees

A living room with a ceiling fan, a brown sofa, a dining table with chairs, and a TV mounted on the wall.

2. Cosy on the Avenue | Ariapita Ave | Port of Spain, Trinidad

Woodbrook

QUEENALICIA

$120 nightly

Nov 2 - Nov 3

Total with taxes and fees

A living room with a wooden floor, two wooden chairs, a small round table with a bowl and remote, and a TV mounted on the wall.

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

$162 nightly

Oct 12 - Oct 13

Total with taxes and fees

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

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

Chaguanas

$150 nightly

Oct 12 - Oct 13

Total with taxes and fees

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

5. Comfortable and Safe

Cunupia

C J.

$70 nightly

Oct 12 - Oct 13

Total with taxes and fees

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

6. WINDCREST VILLA - Great view near Port of Spain

St. Anns

$116 nightly

Oct 12 - Oct 13

Total with taxes and fees

7. 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

$175 nightly

Oct 12 - Oct 13

Total with taxes and fees

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

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

Santa Cruz

$135 nightly

Oct 12 - Oct 13

Total with taxes and fees

A person lying in a pool with clear water.

9. BUENA VISTA | Views•Pool•Location•Wellness•Nature

St. Anns

$113 nightly

Oct 12 - Oct 13

Total with taxes and fees

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.

10. El Carmen Apartments

St. Helena

DEEPIKA

$93 nightly

Oct 12 - Oct 13

Total with taxes and fees

A compact kitchen with a stove, oven, and refrigerator. There is a dining area with a table and chairs. A television is mounted on the wall.

11. Stewart Suite Apt -Trincity, Airport, Full Apt

Trincity

Anonymous traveler

$92 nightly

Oct 12 - Oct 13

Total with taxes and fees

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

12. "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.

$119 nightly

Oct 12 - Oct 13

Total with taxes and fees

13. Charming Studio in Port of Spain With Pool Access

Belmont

$143 nightly

Nov 7 - Nov 8

Total with taxes and fees

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

14. 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

$357 nightly

Oct 12 - Oct 13

Total with taxes and fees

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.

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

Chaguanas

Sherryann P.

$127 nightly

Oct 26 - Oct 27

Total with taxes and fees

A residential area with houses, a gated entrance, and a clear sky.

16. Cozy 2BR studio w/ kitchenette & bath – ideal for couples or small groups

Newtown

$80 nightly

Oct 12 - Oct 13

Total with taxes and fees

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

17. Emporis Resort

Arouca

$179 nightly

Oct 12 - Oct 13

Total with taxes and fees

A beach with palm trees, a sign reading 'MARACAS BAY', and parked cars.

18. -20% Queen's Park Court 1 BR Condo in Port-of-Spain

Belmont

$137 nightly

Oct 13 - Oct 14

Total with taxes and fees

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

19. 2 bedroom Tranquil Retreat

Port of Spain

$128 nightly

Oct 12 - Oct 13

Total with taxes and fees

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.

20. Sunflower Apartments Trinidad

Couva

Anonymous traveler

$101 nightly

Oct 12 - Oct 13

Total with taxes and fees

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Top San Juan Hotel Reviews

Metro Hotel Couva

10/10 Excellent

"Metro is the best kept secret in all of Trinidad"

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

Everything you need to know about San Juan vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the San Juan vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect San Juan vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

San Juan vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in San Juan. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit San Juan in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $101 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on San Juan rentals

At Expedia, we put the best San Juan vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top San Juan rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream San Juan vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around San Juan. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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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

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Check prices for these dates

Our top choices for San Juan vacation rentals

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

2. Cosy on the Avenue | Ariapita Ave | Port of Spain, Trinidad

3. Stylish 1-bed Opposite Queens Park Savannah

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

5. Comfortable and Safe

6. WINDCREST VILLA - Great view near Port of Spain

7. Flower Of Joy Wellness Villa

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

9. BUENA VISTA | Views•Pool•Location•Wellness•Nature

10. El Carmen Apartments

11. Stewart Suite Apt -Trincity, Airport, Full Apt

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

13. Charming Studio in Port of Spain With Pool Access

14. 3-bedroom Home with Private Jacuzzi

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

16. Cozy 2BR studio w/ kitchenette & bath – ideal for couples or small groups

17. Emporis Resort

18. -20% Queen's Park Court 1 BR Condo in Port-of-Spain

19. 2 bedroom Tranquil Retreat

20. Sunflower Apartments Trinidad

Find vacation rentals that suit your style

Top San Juan Hotel Reviews

Metro Hotel Couva

Find out more about San Juan

Explore a world of travel with Expedia

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