Photo by Coby McNaughton

Search Holiday Rentals in San Juan

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
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
5 Dec - 7 Dec
In two months
16 Jan - 18 Jan
In three months
13 Feb - 15 Feb
In four months
13 Mar - 15 Mar

Top Holiday Rentals in San Juan

Restaurant
La Finca Azul

La Finca Azul

3.0 star property
La Virgen
10.0 out of 10, Exceptional, (4)
"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 ฿2,597
฿2,934 total
includes taxes & fees
21 Nov - 22 Nov
La Finca Azul
2 outdoor pools, pool loungers
Apartotel & Suites Villas del Rio

Apartotel & Suites Villas del Rio

3.5 star property
San Rafael
9.2 out of 10, Wonderful, (929)
"Great stayed twice will be back "
United States
Sarah
The price is ฿3,824
฿4,321 total
includes taxes & fees
8 Dec - 9 Dec
Apartotel & Suites Villas del Rio
Garden
Hotel Residence Inn Suites Cristina

Hotel Residence Inn Suites Cristina

3.5 star property
La Sabana
9.0 out of 10, Wonderful, (714)
"Rooms were cleaned and staff was helpful.."
United States
Shayla
The price is ฿3,672
฿4,149 total
includes taxes & fees
21 Nov - 22 Nov
Hotel Residence Inn Suites Cristina
Junior Room | Living area | Smart TV, fireplace, iPod dock
ALMA Glamping

ALMA Glamping

2.0 star property
San Antonio
9.6 out of 10, Exceptional, (10)
"It is just perfect😍"
United States
Jeniree
The price is ฿9,303
฿10,512 total
includes taxes & fees
1 Dec - 2 Dec
ALMA Glamping
Family Cabin, Garden View | 1 bedroom, free cots/infant beds, free WiFi, bed sheets
Las Cabanas

Las Cabanas

3.0 star property
Venecia
9.0 out of 10, Wonderful, (11)
"Friendly hotel owners, beautiful room, lovely property, great price! "
United States
Stephanie
The price is ฿1,315
฿1,485 total
includes taxes & fees
21 Nov - 22 Nov
Las Cabanas
Terrace/patio
Airport SJO Residence 2 Edward & Familia

Airport SJO Residence 2 Edward & Familia

3.5 star property
Cacique
10.0 out of 10, Exceptional, (163)
"Welcome kindness from Edward after a long stressful day of driving from Jaco. Very close to the airport and he took us there for a nominal fee! "
United States
Kathy
Airport SJO Residence 2 Edward & Familia
Outdoor pool, pool loungers
Casa Conde Apartamentos

Casa Conde Apartamentos

3.5 star property
San Sebastian
8.2 out of 10, Very good, (874)
"Convenient location close to everything, nice staff "
United States
Alejandra
The price is ฿2,738
฿3,094 total
includes taxes & fees
21 Nov - 22 Nov
Casa Conde Apartamentos
Front of property
Apartamentos Cityzen

Apartamentos Cityzen

4.0 star property
La Ribera
9.6 out of 10, Exceptional, (75)
"Excellent place… will stay there again "
United States
Laura
Apartamentos Cityzen
Basic Apartment | Terrace/patio
Aloj Entero 1km Juan Santamaría Airport

Aloj Entero 1km Juan Santamaría Airport

3.5 star property
San Antonio
9.2 out of 10, Wonderful, (21)
"Nice, clean space, with everything we needed. Recommend"
United States
Yuri
The price is ฿1,959
฿2,376 total
includes taxes & fees
21 Nov - 22 Nov
Aloj Entero 1km Juan Santamaría Airport
Design Villa | Living area | 32-inch Smart TV with cable channels, streaming services
Hotel Los Sueños de Bajos del Toro

Hotel Los Sueños de Bajos del Toro

3.0 star property
Toro Amarillo
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 ฿5,829
฿6,587 total
includes taxes & fees
21 Nov - 22 Nov
Hotel Los Sueños de Bajos del Toro
Traditional Room | Blackout curtains, free WiFi, bed sheets
Nina´s - Juan Santamaria

Nina´s - Juan Santamaria

3.0 star property
Rio Segundo
7.0 out of 10, Good, (45)
"Shopping near by"
United States
Scott
Nina´s - Juan Santamaria
Superior Apartment, 1 Bedroom | Garden view
Apartotel Don Francisco

Apartotel Don Francisco

3.0 star property
San Rafael
9.0 out of 10, Wonderful, (90)
"We love this small hotel, quiet clean centrally located in the heart of escazu, CR. We have stayed here many times. "
United States
Debra
Apartotel Don Francisco
Front of property
Chalets Vistas del Poas

Chalets Vistas del Poas

3.0 star property
Vara Blanca
9.8 out of 10, Exceptional, (16)
"Excellent property and amazing hosts!!"
United States
pilar
The price is ฿2,853
฿3,224 total
includes taxes & fees
2 Dec - 3 Dec
Chalets Vistas del Poas
Restaurant
Costa Rica Glamping

Costa Rica Glamping

2.0 star property
La Virgen
Costa Rica Glamping
Exterior
BEE Suites San José - Santa Ana

BEE Suites San José - Santa Ana

2.5 star property
Santa Ana
9.6 out of 10, Exceptional, (4)
"Very modern, clean and quiet. We’ll definitely stay again. "
United States
Stephen
The price is ฿3,330
฿5,308 total
includes taxes & fees
11 Dec - 12 Dec
BEE Suites San José - Santa Ana
Outdoor spa tub
BEE Suites San Jose - Escalante

BEE Suites San Jose - Escalante

3.5 star property
Barrio Escalante
9.2 out of 10, Wonderful, (220)
"Clean place, modern, safe, and easy walking to bars, eateries, and small shops! Will be my go to spot in San Jose next trip!"
United States
James
BEE Suites San Jose - Escalante
Terrace/patio
EcoStudio Apartamentos

EcoStudio Apartamentos

4.0 star property
Pavas
8.8 out of 10, Excellent, (10)
"Easy to deal with very communicative…exactly what I needed!"
United States
Yaakov
The price is ฿1,596
฿1,804 total
includes taxes & fees
23 Nov - 24 Nov
EcoStudio Apartamentos
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top San Juan Hotel Reviews

Hampton by Hilton San Jose Airport

Hampton by Hilton San Jose Airport

10/10 Excellent
"Yes and the staff was great"
Ted 1-night trip
Posted 9 hours ago
Hampton by Hilton San Jose Airport

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 holiday rental in San Juan?

Yes, there are holiday rentals close to the most popular sights in San Juan, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that San Juan has to offer?

Las Yagrumas Condo Escazu: This holiday home rental outside San Juan offers a terrace, a private garden 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 that 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 Ojo de Agua Spa Park, or get outside and enjoy nature at Poás Volcano National Park. In the wider area, you’ll find Hacienda Alsacia and Poas Volcano.

What’s a holiday rental in San Juan like?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in San Juan. Holiday rentals offer extras such as kitchens and laundry facilities to help you enjoy your stay. If you're concerned about cleanliness, holiday rentals can offer a sense of seclusion away from public hotel lifts and busy reception areas while still allowing you to travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great choice for family trips or small group gatherings.