San Juan Holiday Rentals

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Our top choices for San Juan holiday rentals

Cabin in Vara Blanca

Chalets Vistas del Poas
3.0 star property
9.8 out of 10, Exceptional, (20 reviews)
"Family run, amazing staff, adorable A frame cabins in the clouds."
United States
Krista
The price is NZ$155
includes taxes & fees
12 Mar - 13 Mar
Chalets Vistas del Poas

Cabin in Llano Grande

Cabañas La Montañuela
3.0 star property
10.0 out of 10, Exceptional, (1 review)
"La Cabaña muy espaciosa, equipada con la necesario para preparar alimentos básicos. El lugar muy tranquilo y seguro. Espectaculares vistas."
Costa Rica
Miguel
The price is NZ$162
includes taxes & fees
23 Mar - 24 Mar
Cabañas La Montañuela

Apartment in Rio Segundo

Nina´s - Juan Santamaria
3.0 star property
7.4 out of 10, Good, (64 reviews)
"A spotless gem minutes from the airport offering incredible value. "
Canada
Richard
Nina´s - Juan Santamaria

Cabin in Sabana Redonda

Cabañas Lunas del Poas
3.0 star property
7.0 out of 10, Good, (2 reviews)
"Très rustique beau jardin mais propreté laisse a désirer. N arriver pas avent 3 heures vous aurez droit a des gros soupir surtout si votre espagnol laisse a désirer. Lit et oreiller moyennement confortable. "
Canada
Christine
The price is NZ$163
includes taxes & fees
23 Mar - 24 Mar
Cabañas Lunas del Poas
3.0 star property
10.0 out of 10, Exceptional, (7 reviews)
"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 NZ$343
includes taxes & fees
23 Mar - 24 Mar
Hotel Los Sueños de Bajos del Toro

Villa in Sabanilla

Nido de Montaña
3.0 star property
10.0 out of 10, Exceptional, (1 review)
"La chambre était très propre, bien équipée "
Canada
Elodie
The price is NZ$146
includes taxes & fees
23 Mar - 24 Mar
Nido de Montaña

Aparthotel in San Sebastian

Casa Conde Apartamentos
3.5 star property
8.2 out of 10, Very good, (881 reviews)
"No water part of the time. Questionable nieghborhood that it is surrounded by. They should have an access door to the main street available. "
United States
Steven
The price is NZ$226
includes taxes & fees
6 Apr - 7 Apr
Casa Conde Apartamentos

Aparthotel in San Pedro

Apartotel Tairona
3.0 star property
9.0 out of 10, Wonderful, (127 reviews)
"Hotel is good, but old, staffs are nice and friendly."
Canada
Weijun
Apartotel Tairona
3.5 star property
9.2 out of 10, Wonderful, (31 reviews)
"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$168
includes taxes & fees
23 Mar - 24 Mar
Aloj Entero 1km Juan Santamaría Airport

Cabin in Corralillo

Cabañas La Laguna Lodge
3.0 star property
8.0 out of 10, Very good, (6 reviews)
"Excelentes"
Mexico
Andrey
Cabañas La Laguna Lodge

Apartment in Pozos

Corporate stays Urban flats
3.5 star property
8.0 out of 10, Very good, (15 reviews)
"impressive facility "
United States
Brian
The price is NZ$99
includes taxes & fees
11 Mar - 12 Mar
Corporate stays Urban flats

Aparthotel in Rio Segundo

Rivera Family Airport Apartments
3.0 star property
6.6 out of 10, (24 reviews)
"This place is so beautifully unique!! Staff was great, rooms are amazing and large and mine even has a balcony! Close to food and drink, would stay here again in a heartbeat. If you can appreciate a one-of-a-kind place to stay this is for you."
United States
Althea
The price is NZ$116
includes taxes & fees
17 Mar - 18 Mar
Rivera Family Airport Apartments
3.0 star property
9.2 out of 10, Wonderful, (12 reviews)
"I would recommend to anyone who needs a spot near the airport"
United States
Kenny
The price is NZ$266
includes taxes & fees
13 Mar - 14 Mar
Senderos Apartment, Self Check-in, Aeropuerto SJO

Aparthotel in San Rafael

Apartotel Don Francisco
3.0 star property
9.0 out of 10, Wonderful, (104 reviews)
"Clean room, quite, very complete kitchen and private parking. Excellent price for Escazu. Very happy with my stay, i wil stay there again"
United States
Kristina
The price is NZ$91
includes taxes & fees
16 Mar - 17 Mar
Apartotel Don Francisco

Apartment in Lagos de El Coyol

Club Heasa - Men Only
3.5 star property
10.0 out of 10, Exceptional, (1 review)
"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 NZ$204
includes taxes & fees
10 Apr - 11 Apr
Club Heasa - Men Only

Apartment in La Ribera

Apartamentos Cityzen
4.0 star property
9.6 out of 10, Exceptional, (86 reviews)
"Great apartment great building"
United States
Natalia
Apartamentos Cityzen
3.5 star property
9.6 out of 10, Exceptional, (22 reviews)
"We had a great stay at the BEE, astonish view from our room and conveniently located."
United States
Ketthsy
The price is NZ$244
includes taxes & fees
7 Apr - 8 Apr
BEE Suites San José - Santa Ana
3.5 star property
10.0 out of 10, Exceptional, (182 reviews)
"Everything was great thanks"
United States
Alexander
Airport SJO Residence 2 Edward & Familia

Villa in Sabana Redonda

Villazul 2
4.0 star property
9.4 out of 10, Exceptional, (14 reviews)
"Amazing place! Really enjoyed our stay with the family. Very safe, clean and modern location"
United States
Eli
The price is NZ$171
includes taxes & fees
23 Mar - 24 Mar
Villazul 2

Aparthotel in Ciudad Cariari

Hotel Boutique CasAguacate
4.0 star property
10.0 out of 10, Exceptional, (11 reviews)
"Was great "
United States
Daniel
The price is NZ$130
includes taxes & fees
19 Mar - 20 Mar
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

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$91 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 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 are some of the best holiday rentals that San Juan has to offer?

4BR Casa Peces Santa Ana, Private Indoor Pool & Sauna!: This holiday home rental outside of San Juan is located on a river, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a 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 Juan Santamaría Park. Plaza Real Cariari and Estadio Alejandro Morera Soto are a couple of places you'll find in the wider area.

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 feature extras like kitchens and laundry facilities so you'll have everything you want. If you're concerned about a sanitised environment, holiday rentals can offer a sense of safety away from shared hotel lifts and lobbies packed with people while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental a popular option for family gatherings.