San Juan Vacation Rentals

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Our top choices for San Juan vacation rentals

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 CA $122
CA $150 total
includes taxes & fees
May 12 - May 13
Cozy Bed & Breakfast Private Room

Charming bed & breakfast with pool view

Charming bed & breakfast with pool view
San Juan, Trinidad
The price is CA $122
CA $157 total
includes taxes & fees
May 11 - May 12
Charming bed & breakfast with pool view

ModernRetreat with Easy Access to Everything

ModernRetreat with Easy Access to Everything
Tunapuna
10.0 out of 10, Exceptional, (1 review)
"I booked this stay for my elderly, mom, And everything went really well. The house was very accessible and within walking distance to so many Great shops. The apartment itself was very comfortable and the host was very prompt at responding to everything my mum needed, we will definitely Book this again if we need a place to stay, thank you so much!"
Canada
Jean P.
The price is CA $88
CA $143 total
includes taxes & fees
May 11 - May 12
ModernRetreat with Easy Access to Everything

Emporis Resort

Emporis Resort
3.5 star property
Arouca
The price is CA $229
CA $305 total
includes taxes & fees
May 15 - May 16
Emporis Resort

El Carmen Apartments

El Carmen Apartments
4.0 star property
St. Helena
10.0 out of 10, Exceptional, (3 reviews)
"v convenient for transit passengers no headaches no hassle no waist of time pickup drop will coust you only 20usd "
United States
DEEPIKA
The price is CA $128
CA $154 total
includes taxes & fees
May 9 - May 10
El Carmen Apartments

Charming studio in tranquil Claxton Bay with AC and a full en suite bathroom

Charming studio in tranquil Claxton Bay with AC and a full en suite bathroom
Claxton Bay
The price is CA $98
CA $159 total
includes taxes & fees
May 13 - May 14
Charming studio in tranquil Claxton Bay with AC and a full en suite bathroom

Sunflower Apartments Trinidad

Sunflower Apartments Trinidad
3.0 star property
Couva
8.6 out of 10, Excellent, (12 reviews)
"I come here once a year I like the privacy and secure feeling I will continue to come here as long as it is available "
United States
Anonymous traveller
The price is CA $122
CA $137 total
includes taxes & fees
May 12 - May 13
Sunflower Apartments Trinidad

Port of Spain Sandy Guest Apartment

Port of Spain Sandy Guest Apartment
3.0 star property
Piarco
The price is CA $427
CA $612 total
includes taxes & fees
May 8 - May 9
Port of Spain Sandy Guest Apartment

Comfortable and Safe

Comfortable and Safe
Cunupia
8.4 out of 10, Very good, (8 reviews)
"Laundry room was a major plus for me especially for someone who travels alot"
United States
Joanne
The price is CA $50
CA $91 total
includes taxes & fees
May 12 - May 13
Comfortable and Safe

Serene 1-bedroom apt with AC in charming Chaguanas

Serene 1-bedroom apt with AC in charming Chaguanas
Chaguanas
The price is CA $122
CA $214 total
includes taxes & fees
May 8 - May 9
Serene 1-bedroom apt with AC in charming Chaguanas

3-bedroom Home with Private Jacuzzi

3-bedroom Home with Private Jacuzzi
Chaguanas
The price is CA $289
CA $507 total
includes taxes & fees
May 8 - May 9
3-bedroom Home with Private Jacuzzi

Flower Of Joy Wellness Villa

Flower Of Joy Wellness Villa
4.5 star property
Port of Spain
The price is CA $241
CA $265 total
includes taxes & fees
May 8 - May 9
Flower Of Joy Wellness Villa

Port of Spain Windy Guest Apartment

Port of Spain Windy Guest Apartment
3.0 star property
Piarco
The price is CA $854
CA $1,082 total
includes taxes & fees
May 8 - May 9
Port of Spain Windy Guest Apartment

The Cosy Konak

The Cosy Konak
3.0 star property
Woodbrook
10.0 out of 10, Exceptional, (1 review)
"Its open space and family friendly"
United States
Aslam
The price is CA $129
CA $183 total
includes taxes & fees
May 9 - May 10
The Cosy Konak

Charming Piarco Home With Garden View

Charming Piarco Home With Garden View
2.0 star property
Piarco
The price is CA $144
CA $174 total
includes taxes & fees
May 22 - May 23
Charming Piarco Home With Garden View

The Layover - 6mins from the 🛫 great for layovers and long stays - Sleeps 1-4

The Layover - 6mins from the 🛫 great for layovers and long stays - Sleeps 1-4
Chin Chin Savanna Village
10.0 out of 10, Exceptional, (1 review)
"The place was very clean"
United States
Bryan
The price is CA $61
CA $129 total
includes taxes & fees
May 22 - May 23
The Layover - 6mins from the 🛫 great for layovers and long stays - Sleeps 1-4

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 CA $142
CA $214 total
includes taxes & fees
May 30 - May 31
Charming 1-bedroom house with AC, WiFi in peaceful St. Helena Village Piarco

Cosy Carnival quarters in downtown POS

Cosy Carnival quarters in downtown POS
Downtown Port of Spain
The price is CA $165
CA $233 total
includes taxes & fees
May 30 - May 31
Cosy Carnival quarters in downtown POS

Your Layover- 6 Mins to the Airport fully equipped for Short and Long Stays

Your Layover- 6 Mins to the Airport fully equipped for Short and Long Stays
Kelly Village
10.0 out of 10, Exceptional, (3 reviews)
"It was cool! Just what I needed for my short stay!!"
United States
Sherna
The price is CA $67
CA $129 total
includes taxes & fees
May 12 - May 13
Your Layover- 6 Mins to the Airport fully equipped for Short and Long Stays

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

Cozy Nook nestled in the Santa Cruz Valley. Queen sized bed Hot and cold shower
Santa Cruz
The price is CA $129
CA $184 total
includes taxes & fees
May 8 - May 9
Cozy Nook nestled in the Santa Cruz Valley. Queen sized bed Hot and cold shower
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

Find out more about San Juan

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with San Juan. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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?

Glencoe Townhome With Loft Jacuzzi and Pool: This vacation home near San Juan offers an outdoor pool, a barbecue grill, and free WiFi 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. Our travelers also rate Cozy Bed & Breakfast Private Room as a favorite home for rent in San Juan.

How many vacation rentals will I find in San Juan?

With 5 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 Yerette - Home of the Hummingbird, or get outside and enjoy nature at Queen's Park Savanah. University of the West Indies and Mount St. Benedict Monastery 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.