Search Holiday Rentals in San Juan

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Check prices for these dates

In two weeks
26 Dec - 28 Dec
In two months
6 Feb - 8 Feb
In three months
6 Mar - 8 Mar
In four months
3 Apr - 5 Apr

Our top choices for San Juan holiday rentals

Traditional Room | Blackout curtains, free WiFi, bed sheets
Nina´s - Juan Santamaria

Apartment in Rio Segundo

Nina´s - Juan Santamaria
3.0 star property
7.2 out of 10, Good, (47)
"A spotless gem minutes from the airport offering incredible value. "
Canada
Richard
Nina´s - Juan Santamaria
Family Cabin, Garden View | Free cots/infant beds, free WiFi, bed sheets
Las Cabanas

Cabin in Venecia

Las Cabanas
3.0 star property
8.8 out of 10, Excellent, (13)
"Great place, very quiet, clean, oranges right outside the balcony 😁"
Canada
Marc
The price is 1.067.661 ₫
1.206.457 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Las Cabanas
Basic Apartment | Terrace/patio
Aloj Entero 1km Juan Santamaría Airport

Apartment in San Antonio

Aloj Entero 1km Juan Santamaría Airport
3.5 star property
9.4 out of 10, Exceptional, (23)
"Nice, clean space, with everything we needed. Recommend"
United States
Yuri
The price is 2.214.059 ₫
2.633.696 ₫ total
includes taxes & fees
9 Jan - 10 Jan 2026
Aloj Entero 1km Juan Santamaría Airport
Front of property
Apartamentos Cityzen

Apartment in La Ribera

Apartamentos Cityzen
4.0 star property
9.6 out of 10, Exceptional, (76)
"Excellent place… will stay there again "
United States
Laura
Apartamentos Cityzen
Terrace/patio
Airport SJO Residence 2 Edward & Familia

Apartment in Cacique

Airport SJO Residence 2 Edward & Familia
3.5 star property
10.0 out of 10, Exceptional, (168)
"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
Design Villa | Living area | 32-inch Smart TV with cable channels, streaming services
Hotel Los Sueños de Bajos del Toro

Villa in Toro Amarillo

Hotel Los Sueños de Bajos del Toro
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 4.745.160 ₫
5.362.031 ₫ total
includes taxes & fees
12 Dec - 13 Dec
Hotel Los Sueños de Bajos del Toro
Deluxe Apartment, 2 Bedrooms, Kitchen | Private kitchen | Full-sized fridge, microwave, oven, stovetop
Senderos Apartment, Self Check-in, Aeropuerto SJO

Apartment in Cacique

Senderos Apartment, Self Check-in, Aeropuerto SJO
3.0 star property
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 2.610.630 ₫
2.950.012 ₫ total
includes taxes & fees
11 Dec - 12 Dec
Senderos Apartment, Self Check-in, Aeropuerto SJO
Front of property
Chalets Vistas del Poas

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 2.364.594 ₫
2.671.991 ₫ total
includes taxes & fees
18 Dec - 19 Dec
Chalets Vistas del Poas
Family Apartment, 2 Bedrooms, Non Smoking, Kitchen | Private kitchen | Fridge, microwave, electric kettle
Hotel Boutique CasAguacate

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 1.323.115 ₫
1.495.119 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Hotel Boutique CasAguacate
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

Costa Rica Marriott Hotel Hacienda Belen

Costa Rica Marriott Hotel Hacienda Belen

10/10 Excellent
"The staff was Amazing. Everyone went out of their way to make sure we had an incredible time. The food was Great (well except for the food at Bar10). "
Rafael 4-night trip
Posted 16 hours ago
Costa Rica Marriott Hotel Hacienda Belen

Frequently asked questions

Can I find holiday rentals 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 can I see and do in San Juan?

While exploring the area, visit family-friendly sights like Doka Estate, or get outside and enjoy nature at Juan Castro Blanco National Park. In the wider area, you’ll find San Ramon Municipal Market and Palmares Church.

What are holiday rentals like in San Juan?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in San Juan. Holiday rentals provide amenities like WiFi and washers and dryers to help you enjoy your stay. If you're concerned about a sanitised environment, a holiday rental can provide a sense of privacy away from shared hotel lifts and busy concierge desks while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental a great option for family gatherings.