Photo by Coby McNaughton

San Juan Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • 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

Cabin in La Virgen

La Finca Azul
3.0 star property
10.0 out of 10, Exceptional, (5)
"La Finca Azul is a really nice place to stay. We only stayed for one night, but we wish we could have stayed longer. It's surrounded by beautiful nature, with a river nearby. The food was good, and the owner's daughters were really sweet to our two-year-old. If you want a peaceful getaway with nature and friendly people, this is a great place to go."
United States
Hélène
The price is P4,706
P5,318 total
includes taxes & fees
Jan 1 - Jan 2, 2026
La Finca Azul

Villa in La Garita

Villa garita inn
4.0 star property
10.0 out of 10, Exceptional, (1)
"The staff was excellent the room was nice good food in the restaurant. "
United States
Dan
The price is P6,091
P8,060 total
includes taxes & fees
Jan 16 - Jan 17, 2026
Villa garita inn

Cabin in Vara Blanca

Chalets Vistas del Poas
3.0 star property
9.8 out of 10, Exceptional, (16)
"Excellent property and amazing hosts!!"
United States
pilar
The price is P5,191
P5,866 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Chalets Vistas del Poas
3.5 star property
10.0 out of 10, Exceptional, (171)
"Host was excellent, property was very clean, and located very close to the airport, but you can hear other guests in other rooms very easily, privacy is limited. "
United States
Brock
Airport SJO Residence 2 Edward & Familia

Cabin in Venecia

Las Cabanas
3.0 star property
9.0 out of 10, Wonderful, (14)
"Great place, very quiet, clean, oranges right outside the balcony 😁"
Canada
Marc
The price is P2,383
P2,693 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Las Cabanas

Apartment in Rio Segundo

Nina´s - Juan Santamaria
3.0 star property
7.2 out of 10, Good, (49)
"A spotless gem minutes from the airport offering incredible value. "
Canada
Richard
Nina´s - Juan Santamaria
3.0 star property
10.0 out of 10, Exceptional, (6)
"This was a wonderful first stop on our vacation as is it was midway betweeen San Jose and La Fortuna. We stayed in the family villa for 2 nights and found it to be spacious with beautifully landscaped grounds. The local waterfalls were easily accessible and we could walk to local restaurants. It was a highlight of our trip!"
United States
Susan
The price is P10,593
P11,970 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Hotel Los Sueños de Bajos del Toro

Cabin in Sabana Redonda

Cabañas Lunas del Poas
3.0 star property
10.0 out of 10, Exceptional, (1)
"Amables, tranquilidad"
Mexico
Lalo
The price is P5,029
P5,683 total
includes taxes & fees
Jan 13 - Jan 14, 2026
Cabañas Lunas del Poas

Apartment in Lagos de El Coyol

Club Heasa - Men Only
3.5 star property
10.0 out of 10, Exceptional, (1)
"Ganz neues und sehr gut durchdachtes Gay Only Hotel. Toll ausgestattet. Sehr bequeme Matratzen. Ein absoluter Traum und nur zum Empfehlen. "
Germany
Oliver
The price is P6,030
P6,814 total
includes taxes & fees
Jan 29 - Jan 30, 2026
Club Heasa - Men Only

Apartment in Barrio Escalante

BEE Suites San Jose - Escalante
3.5 star property
9.2 out of 10, Wonderful, (228)
"Great accommodations!"
United States
James
BEE Suites San Jose - Escalante

Villa in Sabana Redonda

Villazul 2
4.0 star property
9.4 out of 10, Exceptional, (14)
"Amazing place! Really enjoyed our stay with the family. Very safe, clean and modern location"
United States
Eli
The price is P5,271
P5,956 total
includes taxes & fees
Jan 13 - Jan 14, 2026
Villazul 2

Aparthotel in Ciudad Cariari

Hotel Boutique CasAguacate
4.0 star property
10.0 out of 10, Exceptional, (4)
"Was great "
United States
Daniel
The price is P4,132
P4,669 total
includes taxes & fees
Jan 31 - Feb 1, 2026
Hotel Boutique CasAguacate
3.5 star property
9.0 out of 10, Wonderful, (726)
"great staff, 20 min. from airport, would stay there again"
Canada
Richard
The price is P6,014
P6,795 total
includes taxes & fees
Jan 16 - Jan 17, 2026
Hotel Residence Inn Suites Cristina

Condo resort in Santa Ana

BEE Suites San José - Santa Ana
2.5 star property
9.8 out of 10, Exceptional, (10)
"New location, close to Santa Ana. "
Canada
Alex
The price is P5,720
P9,265 total
includes taxes & fees
Jan 7 - Jan 8, 2026
BEE Suites San José - Santa Ana
3.5 star property
9.2 out of 10, Wonderful, (26)
"This is a very spacious accommodation. We only had three adults and only used two beds, but the place could accommodate a group of 8."
United States
Lenard
The price is P4,940
P5,877 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Aloj Entero 1km Juan Santamaría Airport
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

Search for holiday rentals in San Juan on Expedia! You can easily find your home rentals, villas, holiday apartments in San Juan using one of the methods below:

  • View our selection of featured holiday rentals in San Juan
  • Use the map to find apartments and other holiday homes in the San Juan neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in San Juan while they last

Look no further and take a look at our great range of rental properties in San Juan!

Frequently asked questions

Can I find a vacation rental in San Juan?

Yes, we have vacation rentals close to the most popular attractions in San Juan, or you can choose a more remote option if you want a relaxing place to stay.

What's the top vacation rental that San Juan has to offer?

Las Yagrumas Condo Escazu: This vacation home rental outside San Juan offers a terrace, a private yard, and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a full-sized fridge, a stovetop, and a microwave, so you can cook with friends or family.

What’s there to see and do in San Juan?

While exploring the area, visit family-friendly sights like Doka Estate, or get outside and enjoy nature at Poás Volcano National Park. In the larger area, you’ll find Hacienda Alsacia and Poas Volcano.

What’s a vacation rental in San Juan like?

Vacation rentals are privately owned accommodations you can reserve for a short or long stay in San Juan. Vacation rentals offer extras such as hot tubs, fire pits, and patios so you'll feel right at home. If you're concerned about a sanitized environment, vacation rentals can offer a sense of safety away from public hotel elevators and lobbies bustling with people while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive option for family trips.