Holiday Rentals in San Juan

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Our top choices for San Juan holiday rentals

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 €85
includes taxes & fees
31 Mar - 1 Apr
Cabañas La Montañuela

Cabin in San Isidro

Millar de Aves
3.0 star property
Millar de Aves

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 €80
includes taxes & fees
23 Mar - 24 Mar
Chalets Vistas del Poas

Villa in Sabanilla

Nido de Montaña
3.0 star property
10.0 out of 10, Exceptional, (2 reviews)
"Habitación impecable y equipada con todo lo necesario incluso para preparar alimentos. Fabuloso restaurante dentro de las instalaciones. "
Mexico
Antonio
The price is €81
includes taxes & fees
23 Mar - 24 Mar
Nido de Montaña
The price is €77
includes taxes & fees
23 Mar - 24 Mar
Cabañas una Mirada al Cielo 4

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 €83
includes taxes & fees
23 Mar - 24 Mar
Cabañas Lunas del Poas
The price is €62
includes taxes & fees
23 Mar - 24 Mar
Glamping de Montaña y Mirador Brisas del Norte

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 Rio Segundo

Nina´s - Juan Santamaria
3.0 star property
7.4 out of 10, Good, (69 reviews)
"Great clean place to stay for the night before a flight."
United States
Ryan
Nina´s - Juan Santamaria
10.0 out of 10, Exceptional, (2 reviews)
"Great place to stay close to the airport. Easy to check-in (self check-in), and everything was clean. "
Canada
Roxanne
The price is €59
includes taxes & fees
23 Mar - 24 Mar
Arrukö: Your Peaceful Hideaway Near the Airport
9.4 out of 10, Exceptional, (16 reviews)
"Basic & clean home, helpful host, and relaxed neighborhood. It fit our needs perfectly for a business trip :)"
United States
Cassandra B.
The price is €102
includes taxes & fees
23 Mar - 24 Mar
What A Retreat! In a pleasant neighborhood in the beautiful hills above Grecia.
Cozy cabin surrounded by nature with breathtaking views for total relaxation

Villa in Sabana Redonda

Villazul 2
4.0 star property
9.2 out of 10, Wonderful, (15 reviews)
"Amazing place! Really enjoyed our stay with the family. Very safe, clean and modern location"
United States
Eli
The price is €88
includes taxes & fees
5 Apr - 6 Apr
Villazul 2
10.0 out of 10, Exceptional, (1 review)
"This was a beautiful VRBO and a perfect way to end our vacation in CR before heading to the nearby airport in the am- so easy. Communication via text with owner and next door neighbor Julian made finding the VRBO a bit easier in the somewhat gated community...We ended up ordering Uber Eats and that worked great cause we just wanted to chill and relax - GREAT bed and wonderful VRBO. More texting and Julian again in the morning and it was easy to head out again. Thank you so much for great last...
United States
Amanda L.
The price is €198
includes taxes & fees
23 Mar - 24 Mar
Casa del Rio, a little oasis 15 minutes from the airport
8.0 out of 10, Very good, (2 reviews)
"Great location, clean"
United States
pstritzke
The price is €97
includes taxes & fees
23 Mar - 24 Mar
Charming 2-bedroom condo with shared pool, gym, Wi-Fi, one parking space
10.0 out of 10, Exceptional, (2 reviews)
"Clean, safe and good location if you want to be in the city."
United States
Courtney
The price is €114
includes taxes & fees
30 Mar - 31 Mar
Elegante Casa de 4 Habitaciones a Solo 15 Minutos del Corazón de la Ciudad
10.0 out of 10, Exceptional, (1 review)
"Property was extremely, clean and well maintained. Very safe and centrally located condo building fairly close to the airport. Very responsive hosts."
Canada
Keith David T.
The price is €113
includes taxes & fees
29 Mar - 30 Mar
Cozy Centrally located Condo w/ Mountain view, Pool, & Gym
3.5 star property
9.2 out of 10, Wonderful, (32 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 €86
includes taxes & fees
23 Mar - 24 Mar
Aloj Entero 1km Juan Santamaría Airport

Villa in La Garita

Villa garita inn
4.0 star property
10.0 out of 10, Exceptional, (2 reviews)
"The staff was excellent the room was nice good food in the restaurant. "
United States
Dan
The price is €112
includes taxes & fees
11 Apr - 12 Apr
Villa garita inn
9.6 out of 10, Exceptional, (88 reviews)
"Pool was fabulous! Nice leather furniture.b Nice water pressure. Nice restaurants close by."
United States
Theresa
The price is €204
includes taxes & fees
11 Apr - 12 Apr
Hidden Paradise in La Garita with Private Pool
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, apart-hotels, 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 €47 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?

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?

Explore the area and family-friendly sights such as Spirogyra Butterfly Garden, 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.