San Juan Holiday Rentals

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Our top choices for San Juan holiday rentals

Camping in San Antonio

ALMA Glamping
2.0 star property
9.6 out of 10, Exceptional, (10 reviews)
"It is just perfect😍"
United States
Jeniree
The price is NZ$525
includes taxes & fees
15 Jan - 16 Jan
ALMA Glamping

Villa in Sabana Redonda

Villazul 1
4.0 star property
9.0 out of 10, Wonderful, (2 reviews)
"Great view and beautiful property, including outdoor dining area with heaters. The jacuzzi took a long time to heat up, so we couldn't use it until the second day we were there. "
United States
Robyn
Villazul 1
3.5 star property
9.8 out of 10, Exceptional, (10 reviews)
"New location, close to Santa Ana. "
Canada
Alex
The price is NZ$260
includes taxes & fees
15 Jan - 16 Jan
BEE Suites San José - Santa Ana

Cabin in Sabana Redonda

Cabañas Lunas del Poas
3.0 star property
10.0 out of 10, Exceptional, (1 review)
"Amables, tranquilidad"
Mexico
Lalo
The price is NZ$167
includes taxes & fees
12 Jan - 13 Jan
Cabañas Lunas del Poas

Cabin in Corralillo

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

Apartment in Barrio Escalante

BEE Suites San Jose - Escalante
3.5 star property
9.2 out of 10, Wonderful, (233 reviews)
"Great accommodations!"
United States
James
BEE Suites San Jose - Escalante

Apartment in La Garita

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$201
includes taxes & fees
7 Feb - 8 Feb
Club Heasa - Men Only

Aparthotel in La Sabana

714 Studios
3.5 star property
8.8 out of 10, Excellent, (29 reviews)
"It was a nice and relaxing stay!"
United States
Ulysses Giovanni
714 Studios

Cabin in Vara Blanca

Chalets Vistas del Poas
3.0 star property
9.8 out of 10, Exceptional, (17 reviews)
"Family run, amazing staff, adorable A frame cabins in the clouds."
United States
Krista
The price is NZ$173
includes taxes & fees
12 Jan - 13 Jan
Chalets Vistas del Poas

Villa in La Garita

Villa garita inn
4.0 star property
10.0 out of 10, Exceptional, (1 review)
"The staff was excellent the room was nice good food in the restaurant. "
United States
Dan
The price is NZ$237
includes taxes & fees
24 Jan - 25 Jan
Villa garita inn

Cabin in Llano Grande

Cabañas La Montañuela
3.0 star property
The price is NZ$160
includes taxes & fees
8 Feb - 9 Feb
Cabañas La Montañuela

Apartment in La Ribera

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

Aparthotel in Hospital

Apartahotel del Paseo
2.0 star property
The price is NZ$113
includes taxes & fees
10 Jan - 11 Jan
Apartahotel del Paseo

Holiday Home in San Rafael

Las Yagrumas Condo Escazu
3.0 star property
The price is NZ$675
includes taxes & fees
10 Jan - 11 Jan
Las Yagrumas Condo Escazu

Aparthotel in Ciudad Cariari

Hotel Boutique CasAguacate
4.0 star property
10.0 out of 10, Exceptional, (4 reviews)
"Was great "
United States
Daniel
The price is NZ$130
includes taxes & fees
11 Jan - 12 Jan
Hotel Boutique CasAguacate

Cabin in San Isidro

Millar de Aves
3.0 star property
Millar de Aves
3.0 star property
9.4 out of 10, Exceptional, (11 reviews)
"I would recommend to anyone who needs a spot near the airport"
United States
Kenny
The price is NZ$200
includes taxes & fees
24 Jan - 25 Jan
Senderos Apartment, Self Check-in, Aeropuerto SJO

Aparthotel in San Rafael

Apartotel Don Francisco
3.0 star property
9.0 out of 10, Wonderful, (97 reviews)
"We love this small hotel, quiet clean centrally located in the heart of escazu, CR. We have stayed here many times. "
United States
Debra
Apartotel Don Francisco

Apartment in Carmen

San José Downtown Suites
3.0 star property
7.6 out of 10, Good, (37 reviews)
"Is located in downtown, which makes it very simple to travel everywhere in San Jose"
Mexico
Jorge
The price is NZ$96
includes taxes & fees
9 Feb - 10 Feb
San José Downtown Suites

Aparthotel in San Pedro

Apartotel Tairona
3.0 star property
9.0 out of 10, Wonderful, (124 reviews)
"Hotel is good, but old, staffs are nice and friendly."
Canada
Weijun
Apartotel Tairona
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$96 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?

Luxury Cozy house w private heated pool, A/C, 5 min from downtown San Jose, CR: This holiday home rental outside of San Juan is located in the city centre, and has an outdoor pool, a patio 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. Make the most of games in this rental home to help you unwind.

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 Estadio Ricardo Saprissa Ayma and Saprissa Stadium.

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.