Vacation rentals in San Juan

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in San Juan

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite

Condo in Saint Augustine

4.89 out of 5 average rating, 55 reviews

What a feeling!!!

Emerald 304 is nestled in the safe, easy-going town of St. Augustine, about 20 minutes east of the capital city and 20 minutes west of the international airport. Within 3 minute's walk there's Starbucks and SuperPharm (think Walgreens, only better), a private hospital, Scotia Bank, Tunapuna market, UWI to the left and Sir Arthur Lewis Hall to the right, the Caribbean's best eye surgery and body sculpting, and a 10-minute drive will take you to Mount St Benedict Monastery, viewable from your room

Jul 10 – 17

R1,902 ZAR per night
Guest favorite

Bungalow in Tunapuna/Piarco Regional Corporation

5.0 out of 5 average rating, 21 reviews

San José Retreat, Rincon, Las Cuevas

An exclusive villa set on a forested ridge which affords an incredible view of El Tucuche, Trinidad’s 2nd tallest mountain. Designed as a couple’s retreat, this 2 acre fenced property is all yours to escape to and dream away. Take in the mountainous greenscape as it dances with mist and clouds. Hear and see the scarlet macaws, green parrots, toucans and a host of other birds in their own paradise. You are truly their guest here as well. Rincon is pristine so we encourage you to also explore !

Jun 26 – Jul 3

R3,363 ZAR per night
Guest favorite

Guest suite in San Juan

4.98 out of 5 average rating, 48 reviews

RAP's Cozy Getaway Your home away from home.

One bedroom self contained flat with en suite bathroom. Brightly decorated, with essential amenities. It is conveniently located with easy access to gyms, savannahs, and for the more religious guests there are many places of worship.. It is accessible to the city, the north coast beaches, Mount St Benedict , the Caroni Bird Sanctuary and the south of Trinidad by public transportation. The space can accommodate 2 persons. Fans are provided . No pets. No smoking . Yes to Hot and cold water.

May 7 – 14

R722 ZAR per night

Popular amenities for San Juan vacation rentals

Stay near San Juan's top sights

The City of Grand Bazaar14 locals recommend
Grand Bazaar Food Court5 locals recommend
Valpark Shopping Plaza10 locals recommend
Xtra Foods5 locals recommend
Tru Valu3 locals recommend
Toppers Restaurant & Bar4 locals recommend

Other great vacation rentals in San Juan

Guest favorite

Condo in Port of Spain

4.89 out of 5 average rating, 9 reviews

Modern Condo in Port of Spain

Jul 29 – Aug 5

R2,344 ZAR per night
Guest favorite

Guesthouse in St Joseph

4.83 out of 5 average rating, 83 reviews

Vista Stays ... The Cottage

Aug 7 – 14

R2,152 ZAR per night
Guest favorite

Townhouse in Port of Spain

4.94 out of 5 average rating, 68 reviews

Port of Spain Townhouse

Jun 8 – 15

R2,501 ZAR per night
Guest favorite

Home in Port of Spain

5.0 out of 5 average rating, 6 reviews

Pandora: Luxury Mansion In POS

Jan 8 – 15

R16,142 ZAR per night
Superhost

Apartment in Port of Spain

4.97 out of 5 average rating, 35 reviews

Champ Fleur Two Bedroom Apartment

Apr 26 – May 3

R1,642 ZAR per night
Guest favorite

Apartment in Port of Spain

4.96 out of 5 average rating, 94 reviews

SoHo

Jul 4 – 11

R2,287 ZAR per night
Superhost

Apartment in Maraval

5.0 out of 5 average rating, 4 reviews

2-bedroom Tranquil Maraval Retreat

Sep 4 – 11

R2,213 ZAR per night
Guest favorite

Home in Maracas Bay Village

4.89 out of 5 average rating, 36 reviews

Hilltop Haven

Jul 9 – 16

R3,127 ZAR per night
Guest favorite

Home in Port of Spain

4.97 out of 5 average rating, 29 reviews

Beautiful Villa near City & Beach - The Getaway

Aug 26 – Sep 2

R2,436 ZAR per night
Guest favorite

Townhouse in Maraval

5.0 out of 5 average rating, 27 reviews

Vallée Cachée - Samaan 3bdr w Roof Terrace & Pool

Jan 31 – Feb 7

R4,598 ZAR per night
Guest favorite

Apartment in Port of Spain

5.0 out of 5 average rating, 7 reviews

Perfect location/ Pool - White Sand Apt

May 6 – 13

R2,252 ZAR per night
Guest favorite

Apartment in Port of Spain

4.94 out of 5 average rating, 87 reviews

Carnival safe 1BR, pool, kitchen, in St. Anns

Nov 23 – 30

R2,928 ZAR per night

Quick stats about vacation rentals in San Juan

Total rentals

130 properties

Rentals with dedicated workspaces

40 properties have a dedicated workspace

Rentals with a pool

10 properties have a pool

Family-friendly rentals

50 properties are a good fit for families

Total number of reviews

850 reviews

Nightly prices starting at

R379 ZAR before taxes and fees

Frequently Asked Questions

  • Do apartment rentals in San Juan have air conditioning?

    Absolutely! We offer over 60 apartment rentals with air conditioning in San Juan. Enjoy a tailored experience with all the comforts you desire.

  • Are there San Juan vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in San Juan, available on Airbnb. Make a splash and soak up the sun in style!

  • Are there family-friendly vacation rentals in San Juan?

    San Juan has more than 50 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do apartment rentals in San Juan have free parking?

    Absolutely! We offer over 60 apartment rentals with free parking in San Juan. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in San Juan have wifi?

    Absolutely! We offer over 70 apartment rentals with wifi in San Juan. Enjoy a tailored experience with all the comforts you desire.

  • Are there vacation rentals with a dedicated workspace in San Juan?

    Yes! Work meets play with ease at over 40 vacation rentals in San Juan featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • What are the most popular amenities for House Rentals in San Juan?

    Enhance your stay in our House Rentals with the most popular amenities: over 20 homes with a kitchen, over 20 homes with wifi, over 10 homes with air conditioning, over 20 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Do house rentals in San Juan have a kitchen?

    Absolutely! We offer over 20 house rentals with a kitchen in San Juan. Enjoy a tailored experience with all the comforts you desire.

Destinations to explore