Photo by Garrett Britton

San Juan Holiday 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 holiday rentals

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 NZ$179
includes taxes & fees
4 Jan - 5 Jan 2026
Hotel Residence Inn Suites Cristina

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

Aparthotel in San Rafael

Apartotel & Suites Villas del Rio
3.5 star property
9.2 out of 10, Wonderful, (940)
"Great stayed twice will be back "
United States
Sarah
The price is NZ$226
includes taxes & fees
3 Jan - 4 Jan 2026
Apartotel & Suites Villas del Rio
3.5 star property
10.0 out of 10, Exceptional, (170)
"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

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

Cabin in Corralillo

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

Aparthotel in San Sebastian

Casa Conde Apartamentos
3.5 star property
8.2 out of 10, Very good, (874)
"Convenient location close to everything, nice staff "
United States
Alejandra
The price is NZ$155
includes taxes & fees
30 Dec - 31 Dec
Casa Conde Apartamentos

Camping in San Antonio

ALMA Glamping
2.0 star property
9.6 out of 10, Exceptional, (10)
"It is just perfect😍"
United States
Jeniree
The price is NZ$556
includes taxes & fees
4 Jan - 5 Jan 2026
ALMA Glamping

Cabin in Llano Grande

Cabañas La Montañuela
3.0 star property
The price is NZ$155
includes taxes & fees
5 Jan - 6 Jan 2026
Cabañas La Montañuela

Apartment in La Ribera

Apartamentos Cityzen
4.0 star property
9.6 out of 10, Exceptional, (77)
"Great apartment great building"
United States
Natalia
Apartamentos Cityzen

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 NZ$270
includes taxes & fees
7 Jan - 8 Jan 2026
BEE Suites San José - Santa Ana

Aparthotel in San Pedro

Apartotel Tairona
3.0 star property
9.0 out of 10, Wonderful, (122)
"Hotel is good, but old, staffs are nice and friendly."
Canada
Weijun
Apartotel Tairona
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 NZ$171
includes taxes & fees
3 Jan - 4 Jan 2026
Aloj Entero 1km Juan Santamaría Airport
10.0 out of 10, Exceptional, (1)
"Lovely simple modern mountain cabin"
United States
Randall A.
The price is NZ$228
includes taxes & fees
2 Jan - 3 Jan 2026
Naranjo Lodge – Peaceful Cabin Near San Gerardo de Dota, Nature & Birdwatching

Aparthotel in Hospital

Apartahotel del Paseo
2.0 star property
The price is NZ$149
includes taxes & fees
7 Jan - 8 Jan 2026
Apartahotel del Paseo

Cabin in San Isidro

Millar de Aves
3.0 star property
Millar de Aves
9.0 out of 10, Wonderful, (4)
"Great property with tons of artwork! "
United States
John
The price is NZ$298
includes taxes & fees
30 Dec - 31 Dec
Dushi Secret Apartment for max 8 guests on the 25th floor with amazing view
10.0 out of 10, Exceptional, (3)
"Great stay for a night near a hotel, uber eats is your friend, not the greatest neighborhood "
United States
Ryan
The price is NZ$184
includes taxes & fees
7 Jan - 8 Jan 2026
Brand new Lovely Loft, at 3 Minutes From San Jose Airport
The price is NZ$111
includes taxes & fees
30 Dec - 31 Dec
Cozy cabaña overlooking a beautiful valley. Finca Fajardo Lodge. Rustic Cabin#1
10.0 out of 10, Exceptional, (4)
"My husband and I have stayed in many properties in Costa Rica. It was not only beautiful but well appointed. Coffee, sugar, honey, oil and tea etc were available. We've brought breakfast to cook before but found the kitchens lacking. Now we wish we brought eggs etc. This place is on our list for a repeat."
United States
Mary Jane M.
The price is NZ$254
includes taxes & fees
7 Jan - 8 Jan 2026
Cabaña en la Montaña Cerca del Parque Nacional Tapantí Orosi, Cartago Costa Rica
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

Everything you need to know about San Juan holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the San Juan holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect San Juan holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

San Juan holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in San Juan. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A San Juan holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of San Juan holiday rentals we have selected for you start as low as NZ$92 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on San Juan rentals

At Expedia, we put the best San Juan holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top San Juan rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream San Juan holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around San Juan. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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 of 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.

How many holiday rentals will I find in San Juan?

Expedia has 4 holiday rentals for your stay in San Juan.

What can I 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 National Park. University of Costa Rica and San Pedro Mall are a couple of places you'll find in the wider area.

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 feature extras such as laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about a sanitised environment, holiday rentals can provide a sense of security away from shared hotel lifts and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental an attractive choice for family trips or small group gatherings.