Search Holiday Rentals in San Juan

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Check prices for these dates

Tonight
26 Dec - 27 Dec
Tomorrow
27 Dec - 28 Dec
This weekend
26 Dec - 28 Dec
Next weekend
2 Jan - 4 Jan

Our top choices for San Juan holiday rentals

Junior Room | Living area | Smart TV, fireplace, iPod dock
ALMA Glamping

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 ฿8,927
฿10,087 total
includes taxes & fees
1 Jan - 2 Jan 2026
ALMA Glamping
Premium bedding, free WiFi, bed sheets
Villazul 2

Villazul 2

Villazul 2
4.0 star property
Sabana Redonda
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 ฿2,784
฿3,146 total
includes taxes & fees
28 Dec - 29 Dec
Villazul 2
Exterior
Club Heasa - Men Only

Club Heasa - Men Only

Club Heasa - Men Only
3.5 star property
Lagos de El Coyol
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 ฿3,184
฿3,598 total
includes taxes & fees
24 Jan - 25 Jan 2026
Club Heasa - Men Only
Exterior
Cabañas La Laguna Lodge

Cabañas La Laguna Lodge

Cabañas La Laguna Lodge
3.0 star property
Corralillo
8.4 out of 10, Very good, (5)
"Excelentes"
Mexico
Andrey
Cabañas La Laguna Lodge
Exterior
Millar de Aves

Millar de Aves

Millar de Aves
3.0 star property
San Isidro
Millar de Aves
Outdoor spa tub
BEE Suites San Jose - Escalante

BEE Suites San Jose - Escalante

BEE Suites San Jose - Escalante
3.5 star property
Barrio Escalante
9.2 out of 10, Wonderful, (228)
"Great accommodations!"
United States
James
BEE Suites San Jose - Escalante
Family House, Multiple Beds, Non Smoking | Private kitchen | Full-sized fridge, microwave, oven, stovetop
Las Yagrumas Condo Escazu

Las Yagrumas Condo Escazu

Las Yagrumas Condo Escazu
3.0 star property
San Rafael
The price is ฿10,720
฿12,114 total
includes taxes & fees
28 Dec - 29 Dec
Las Yagrumas Condo Escazu
Luna Llena | Terrace/patio
Cabañas Lunas del Poas

Cabañas Lunas del Poas

Cabañas Lunas del Poas
3.0 star property
Sabana Redonda
10.0 out of 10, Exceptional, (1)
"Amables, tranquilidad"
Mexico
Lalo
The price is ฿2,657
฿3,002 total
includes taxes & fees
28 Dec - 29 Dec
Cabañas Lunas del Poas
Comfort Studio, Multiple Beds, Kitchenette | Terrace/patio
714 Studios

714 Studios

714 Studios
3.5 star property
La Sabana
8.8 out of 10, Excellent, (29)
"It was a nice and relaxing stay!"
United States
Ulysses Giovanni
The price is ฿1,554
฿1,911 total
includes taxes & fees
27 Dec - 28 Dec
714 Studios
Standard Room, 1 Double Bed, City View | Free WiFi
Apartahotel del Paseo

Apartahotel del Paseo

Apartahotel del Paseo
2.0 star property
Hospital
The price is ฿2,387
฿2,697 total
includes taxes & fees
29 Dec - 30 Dec
Apartahotel del Paseo
Panoramic Cabin, 1 King Bed with Sofa bed, Mountain View | Terrace/patio
Cabañas La Montañuela

Cabañas La Montañuela

Cabañas La Montañuela
3.0 star property
Llano Grande
The price is ฿2,563
฿2,896 total
includes taxes & fees
28 Dec - 29 Dec
Cabañas La Montañuela
Exterior
BEE Suites San José - Santa Ana

BEE Suites San José - Santa Ana

BEE Suites San José - Santa Ana
2.5 star property
Santa Ana
9.8 out of 10, Exceptional, (9)
"New location, close to Santa Ana. "
Canada
Alex
The price is ฿3,020
฿4,892 total
includes taxes & fees
7 Jan - 8 Jan 2026
BEE Suites San José - Santa Ana
Front of property
Chalets Vistas del Poas

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 ฿2,766
฿3,126 total
includes taxes & fees
28 Dec - 29 Dec
Chalets Vistas del Poas
32-cm flat-screen TV with cable channels
Villa garita inn

Villa garita inn

Villa garita inn
4.0 star property
La Garita
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 ฿3,216
฿4,256 total
includes taxes & fees
16 Jan - 17 Jan 2026
Villa garita inn
2 outdoor pools, pool loungers
Apartotel & Suites Villas del Rio

Apartotel & Suites Villas del Rio

Apartotel & Suites Villas del Rio
3.5 star property
San Rafael
9.2 out of 10, Wonderful, (939)
"Great stayed twice will be back "
United States
Sarah
The price is ฿3,542
฿4,003 total
includes taxes & fees
1 Jan - 2 Jan 2026
Apartotel & Suites Villas del Rio
Deluxe Apartment, 2 Bedrooms, Kitchen | Private kitchen | Full-sized fridge, microwave, oven, stovetop
Senderos Apartment, Self Check-in, Aeropuerto SJO

Senderos Apartment, Self Check-in, Aeropuerto SJO

Senderos Apartment, Self Check-in, Aeropuerto SJO
3.0 star property
Cacique
9.6 out of 10, Exceptional, (10)
"I would recommend to anyone who needs a spot near the airport"
United States
Kenny
The price is ฿3,077
฿3,477 total
includes taxes & fees
29 Dec - 30 Dec
Senderos Apartment, Self Check-in, Aeropuerto SJO
House, 6 Bedrooms, Accessible, Private Pool | Pool | Outdoor pool
La Parada House 25

La Parada House 25

La Parada House 25
2.0 star property
Concepción
The price is ฿16,027
฿21,772 total
includes taxes & fees
29 Dec - 30 Dec
La Parada House 25
Terrace/patio
KEYTRI ROOMS

KEYTRI ROOMS

KEYTRI ROOMS
2.0 star property
San Isidro
The price is ฿2,175
฿2,458 total
includes taxes & fees
28 Dec - 29 Dec
KEYTRI ROOMS
Garden
Hotel Residence Inn Suites Cristina

Hotel Residence Inn Suites Cristina

Hotel Residence Inn Suites Cristina
3.5 star property
La Sabana
9.0 out of 10, Wonderful, (724)
"great staff, 20 min. from airport, would stay there again"
Canada
Richard
The price is ฿2,935
฿3,316 total
includes taxes & fees
4 Jan - 5 Jan 2026
Hotel Residence Inn Suites Cristina
Deluxe Room, City View | In-room safe, desk, laptop workspace, blackout curtains
San José Downtown Suites

San José Downtown Suites

San José Downtown Suites
3.0 star property
Carmen
7.6 out of 10, Good, (35)
"Is located in downtown, which makes it very simple to travel everywhere in San Jose"
Mexico
Jorge
The price is ฿1,538
฿1,738 total
includes taxes & fees
27 Dec - 28 Dec
San José Downtown Suites
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

Barceló San José

Barceló San José

10/10 Excellent
"Thank you for all the attention "
Dylan 1-night trip
Posted 2 days ago
Barceló San José

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?

Explore the area and family-friendly sights such as Ojo de Agua Spa Park, or get out into nature at a spot like Morazan Park. Other places in town to visit include Saprissa Stadium and Estadio Ricardo Saprissa Ayma.

What’s a holiday rental in San Juan like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in San Juan. Holiday rentals offer extras like WiFi and washers and dryers so your stay will be comfortable. If you're concerned about a sanitised environment, holiday rentals can provide a sense of security away from public hotel lifts and lobbies bustling with people while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive option for a family trip or a small group gathering.