Default HTG hotel image

San Juan Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for San Juan vacation rentals

1. Port of Spain City Escape | Comfortable 1BR on Ariapita Avenue

Port of Spain City Escape | Comfortable 1BR on Ariapita Avenue
Woodbrook
10.0 out of 10, Exceptional, (1 review)
"If using hot water you just turn on a switch, otherwise host in fantastic in communicating with tenants."
United States
QUEENALICIA
The price is CA $111
CA $174 total
includes taxes & fees
Oct 1 - Oct 2
Port of Spain City Escape | Comfortable 1BR on Ariapita Avenue

2. Stylish 1-bed Opposite Queens Park Savannah

Stylish 1-bed Opposite Queens Park Savannah
2.0 star property
Downtown Port of Spain
10.0 out of 10, Exceptional, (1 review)
"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...
United States
Gary
The price is CA $109
CA $230 total
includes taxes & fees
Sep 1 - Sep 2
Stylish 1-bed Opposite Queens Park Savannah

3. 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 $132
CA $188 total
includes taxes & fees
Sep 1 - Sep 2
Cozy Nook nestled in the Santa Cruz Valley. Queen sized bed Hot and cold shower

4. Cosy 1 B/droom, near Ariapita Avenue, Walk to Dining, Nightlife & Fast WiFi

Cosy 1 B/droom, near Ariapita Avenue, Walk to Dining, Nightlife & Fast WiFi
Downtown Port of Spain
The price is CA $81
CA $151 total
includes taxes & fees
Sep 9 - Sep 10
Cosy 1 B/droom, near Ariapita Avenue, Walk to Dining, Nightlife & Fast WiFi

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

BUENA VISTA | Views•Pool•Location•Wellness•Nature
St. Anns
The price is CA $65
CA $148 total
includes taxes & fees
Sep 13 - Sep 14
BUENA VISTA | Views•Pool•Location•Wellness•Nature

6. WINDCREST VILLA - Great view near Port of Spain

WINDCREST VILLA - Great view near Port of Spain
St. Anns
The price is CA $81
CA $150 total
includes taxes & fees
Sep 2 - Sep 3
WINDCREST VILLA - Great view near Port of Spain

7. Flower Of Joy Wellness Villa

Flower Of Joy Wellness Villa
4.5 star property
St. Anns
2.0 out of 10, (1 review)
"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...
United States
Bevil
The price is CA $216
CA $238 total
includes taxes & fees
Sep 8 - Sep 9
Flower Of Joy Wellness Villa

8. The Tower View

The Tower View
VALSAYN
The price is CA $168
CA $249 total
includes taxes & fees
Sep 2 - Sep 3
The Tower View

9. Stewart Guest Apt -Trincity, Airport, Full Apt

Stewart Guest Apt -Trincity, Airport, Full Apt
Trincity
10.0 out of 10, Exceptional, (5 reviews)
"Great property Centrally located "
United States
phillip
The price is CA $100
CA $128 total
includes taxes & fees
Sep 1 - Sep 2
Stewart Guest Apt -Trincity, Airport, Full Apt

10. Hillview Sanctuary | Birdsong•Pool•Wellness•Sunset

Hillview Sanctuary | Birdsong•Pool•Wellness•Sunset
St. Anns
The price is CA $217
CA $332 total
includes taxes & fees
Sep 2 - Sep 3
Hillview Sanctuary | Birdsong•Pool•Wellness•Sunset

11. El Carmen Apartments

El Carmen Apartments
4.0 star property
St. Helena
9.8 out of 10, Exceptional, (6 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 $116
CA $139 total
includes taxes & fees
Sep 8 - Sep 9
El Carmen Apartments

12. Charming Studio in Port of Spain With Pool Access

Charming Studio in Port of Spain With Pool Access
2.0 star property
Belmont
The price is CA $96
CA $198 total
includes taxes & fees
Sep 16 - Sep 17
Charming Studio in Port of Spain With Pool Access

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

Cozy 2BR studio w/ kitchenette & bath – ideal for couples or small groups
Newtown
The price is CA $79
CA $107 total
includes taxes & fees
Sep 2 - Sep 3
Cozy 2BR studio w/ kitchenette & bath – ideal for couples or small groups

14. 3-bedroom Home with Private Jacuzzi

3-bedroom Home with Private Jacuzzi
Chaguanas
10.0 out of 10, Exceptional, (1 review)
"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,...
United States
Casnel
The price is CA $295
CA $518 total
includes taxes & fees
Sep 1 - Sep 2
3-bedroom Home with Private Jacuzzi

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

Charming 2-bedroom apartment with WiFi, AC in fabulous Tacarigua
Tacarigua
9.0 out of 10, Wonderful, (2 reviews)
"Very nice place. Host was very accommodating with quick replies to all my queries. Unfortunately lots of barking dogs in the neighborhood which kept me up at night."
United States
Stephen S.
The price is CA $124
CA $168 total
includes taxes & fees
Sep 1 - Sep 2
Charming 2-bedroom apartment with WiFi, AC in fabulous Tacarigua

16. Stewart Hotel Apt - Trincity, Airport, Full Apt

Stewart Hotel Apt - Trincity, Airport, Full Apt
Trincity
9.4 out of 10, Exceptional, (3 reviews)
"Very Good & Pleasant Apt. In a Good Area too and the host and his wife is helpful and lovely. "
United States
Lindy-Ann
The price is CA $100
CA $134 total
includes taxes & fees
Sep 4 - Sep 5
Stewart Hotel Apt - Trincity, Airport, Full Apt

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

Cozy 2-bedroom condo near Savannah Port of Spain with Central AC , free parking
Newtown
The price is CA $169
CA $245 total
includes taxes & fees
Sep 2 - Sep 3
Cozy 2-bedroom condo near Savannah Port of Spain with Central AC , free parking

18. Enjoy your stay at our cozy, private and charming Diego Martin apartment.

Enjoy your stay at our cozy, private and charming Diego Martin apartment.
Diego Martin
10.0 out of 10, Exceptional, (4 reviews)
"This was an amazing stay. Our host looked out for our every need, the compound was clean and safe for parking and the apartment was immaculate. The Christmas decor definitely put my partner and I in the holiday spirit, popular food chains and shopping centers are available in near proximity. We felt right at home and we’re desperate to book another stay soon!"
United States
Ryan
The price is CA $110
CA $166 total
includes taxes & fees
Sep 1 - Sep 2
Enjoy your stay at our cozy, private and charming Diego Martin apartment.

19. Emporis Resort

Emporis Resort
3.5 star property
Arouca
The price is CA $245
CA $323 total
includes taxes & fees
Sep 8 - Sep 9
Emporis Resort

20. 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
9.6 out of 10, Exceptional, (5 reviews)
"Excellent location and customer service."
United States
Preston
The price is CA $69
CA $131 total
includes taxes & fees
Sep 4 - Sep 5
Your Layover- 6 Mins to the Airport fully equipped for Short and Long Stays
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.
Save an average of 15% on thousands of hotels when you're signed in

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: You might like this vacation home rental near San Juan. It 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.

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 Yerette - Home of the Hummingbird, 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.