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San Juan Holiday Rentals

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for San Juan holiday rentals

An infinity pool with a thatched roof, surrounded by lounge chairs and palm trees.

1. Apartotel & Suites Villas del Rio

Apartotel & Suites Villas del Rio
3.5 star property
San Rafael
9.2 out of 10, Wonderful, (1,063 reviews)
"Great accommodations"
United States
Joerg
The price is NZ$186
includes taxes & fees
5 Dec - 6 Dec
Apartotel & Suites Villas del Rio
A breakfast table with a glass of orange juice, a martini glass, a plate of food, and a cup, set against a poolside view with lounge chairs and plants.

2. Hotel Residence Inn Suites Cristina

Hotel Residence Inn Suites Cristina
3.5 star property
La Sabana
9.0 out of 10, Wonderful, (801 reviews)
"Very nice staff and always keeping The property clean!"
United States
Jennifer
The price is NZ$245
includes taxes & fees
12 Dec - 13 Dec
Hotel Residence Inn Suites Cristina
A terrace with a view of a cityscape and mountains, featuring a round wooden table and chairs.

3. Secret Escalante by Zen Hospitality

Secret Escalante by Zen Hospitality
2.0 star property
Yoses
10.0 out of 10, Exceptional, (1 review)
"Clean room, almost new, amazing view"
United States
kevin
The price is NZ$168
includes taxes & fees
30 Nov - 1 Dec
Secret Escalante by Zen Hospitality
A balcony with a view of a green field, a sofa with patterned cushions, and a table with chairs.

4. Cabañas La Montañuela

Cabañas La Montañuela
3.0 star property
Llano Grande
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$137
includes taxes & fees
20 Nov - 21 Nov
Cabañas La Montañuela
A modern hotel room with a large window, a bed, a dining area, and a seating area.

5. BEE Suites San Jose - Escalante

BEE Suites San Jose - Escalante
3.5 star property
Barrio Escalante
9.2 out of 10, Wonderful, (286 reviews)
"Hood"
Canada
Marlon
The price is NZ$224
includes taxes & fees
22 Nov - 23 Nov
BEE Suites San Jose - Escalante
A traditional Japanese garden with a small stream, rocks, and various plants.

6. Apartotel Don Francisco

Apartotel Don Francisco
3.0 star property
San Rafael
9.0 out of 10, Wonderful, (112 reviews)
"Very clean, spacious well appointed hotel. Nice full kitchen wirh fridge,stove, and micowave."
United States
Christopher
The price is NZ$127
includes taxes & fees
12 Nov - 13 Nov
Apartotel Don Francisco
The exterior of a hotel named 'TAIRONA' with a modern entrance, glass doors, and a well-maintained garden area.

7. Apartotel Tairona

Apartotel Tairona
3.0 star property
San Pedro
9.0 out of 10, Wonderful, (165 reviews)
"Friendly staff, clean rooms, good location "
United States
Miguel
The price is NZ$137
includes taxes & fees
12 Dec - 13 Dec
Apartotel Tairona
A covered outdoor seating area with a wooden bench and a table, surrounded by a corrugated metal wall and potted plants.

8. EcoStudio Apartamentos

EcoStudio Apartamentos
4.0 star property
Pavas
8.8 out of 10, Excellent, (16 reviews)
"Great stay! Very clean and great communication from the host."
United States
Anthony
The price is NZ$106
includes taxes & fees
12 Nov - 13 Nov
EcoStudio Apartamentos
A wooden cabin with a balcony, a front door, and a window.

9. Cabañas La Laguna Lodge

Cabañas La Laguna Lodge
3.0 star property
Corralillo
8.0 out of 10, Very good, (6 reviews)
"Such a great day. The people there were so kind and fun to hang out with"
United States
David
The price is NZ$194
includes taxes & fees
23 Nov - 24 Nov
Cabañas La Laguna Lodge
A rooftop infinity pool with lounge chairs, clear views of the city, and a modern architectural design.

10. Studio Sky Garden Nunciatura SJ

Studio Sky Garden Nunciatura SJ
Pavas
9.8 out of 10, Exceptional, (7 reviews)
"Easy process and nice apartment!"
United States
Uri B.
The price is NZ$252
includes taxes & fees
6 Dec - 7 Dec
Studio Sky Garden Nunciatura SJ
An infinity pool with a cityscape view, a circular seating area, and a glass railing.

11. Modern Apartment in the gastronomic heart of Barrio Escalante + Pool, Gym

Modern Apartment in the gastronomic heart of Barrio Escalante + Pool, Gym
Barrio Escalante
9.6 out of 10, Exceptional, (4 reviews)
"This was a great affordable and beautiful stay! Jose was very good with communication."
United States
Elahna V.
The price is NZ$183
includes taxes & fees
14 Nov - 15 Nov
Modern Apartment in the gastronomic heart of Barrio Escalante + Pool, Gym
A hotel room with a large bed, a desk with two chairs, a TV, and a balcony with a view.

12. 714 Studios

714 Studios
3.5 star property
La Sabana
8.6 out of 10, Excellent, (36 reviews)
"It was a nice and relaxing stay!"
United States
Ulysses Giovanni
The price is NZ$103
includes taxes & fees
23 Nov - 24 Nov
714 Studios
A bedroom with a bed, a ceiling fan, a wooden nightstand, a wooden bench, and a view of greenery outside.

13. Sabana Studios

Sabana Studios
4.0 star property
La Sabana
7.4 out of 10, Good, (21 reviews)
"Great place to stay!"
United States
Sean
The price is NZ$75
includes taxes & fees
8 Dec - 9 Dec
Sabana Studios
A neatly arranged bedroom with a bed, bedside lamps, a small plant, and a window with curtains.

14. Hotel Boutique CasAguacate

Hotel Boutique CasAguacate
4.0 star property
Ciudad Cariari
10.0 out of 10, Exceptional, (15 reviews)
"Beautiful place, and I slept well. Friendly owner. Would recommend."
United States
Daniel
The price is NZ$146
includes taxes & fees
12 Dec - 13 Dec
Hotel Boutique CasAguacate
A checkered table set outdoors with breakfast items including toast, eggs, fruit, and beverages.

15. Dos Palmas Studio Apartments

Dos Palmas Studio Apartments
3.0 star property
Cacique
9.6 out of 10, Exceptional, (218 reviews)
"Super !"
Canada
nadia
The price is NZ$144
includes taxes & fees
13 Nov - 14 Nov
Dos Palmas Studio Apartments
A modern high-rise building with multiple balconies and a well-maintained garden area.

16. Charming 2-bedroom condo apartment with WiFi, fitness & pool in San José

Charming 2-bedroom condo apartment with WiFi, fitness & pool in San José
Hatillo
10.0 out of 10, Exceptional, (1 review)
"Security was great the place was lovely the pool was warm and the people were all kind"
Canada
Thomas J.
The price is NZ$172
includes taxes & fees
6 Dec - 7 Dec
Charming 2-bedroom condo apartment with WiFi, fitness & pool in San José
A hotel room with a large bed, a nightstand, a wall-mounted air conditioner, and a window with a view of trees.

17. Corporate stays Urban flats

Corporate stays Urban flats
3.5 star property
Pozos
7.8 out of 10, Good, (17 reviews)
"impressive facility "
United States
Brian
The price is NZ$158
includes taxes & fees
12 Nov - 13 Nov
Corporate stays Urban flats
A hotel room with a large bed, a window with sheer curtains, and a view of the cityscape.

18. Apartahotel Altos de la Sabana

Apartahotel Altos de la Sabana
2.5 star property
Merced
7.4 out of 10, Good, (3 reviews)
"Cumple con lo ofrecido"
United States
Oswal
The price is NZ$121
includes taxes & fees
16 Nov - 17 Nov
Apartahotel Altos de la Sabana
A terrace with wicker chairs, a sofa, and a hot tub overlooking a mountainous landscape.

19. ALMA Glamping

ALMA Glamping
2.0 star property
San Antonio
9.8 out of 10, Exceptional, (11 reviews)
"This place is absolute perfection! The staff all made us feel super welcome, it was exactly as described, and breakfast is included (to die for). We decided to do dinner at Alma and Chef did not disappoint, we kept having lunch and dinner there after that. The staff was super sweet and accommodating 10/10"
United States
Valery
The price is NZ$754
includes taxes & fees
23 Nov - 24 Nov
ALMA Glamping
A modern hotel room with a bed, a desk, a chair, a small table, and a window.

20. San José Downtown Suites

San José Downtown Suites
3.0 star property
Carmen
7.4 out of 10, Good, (51 reviews)
"Great location for downtown."
United States
Robert
The price is NZ$99
includes taxes & fees
12 Nov - 13 Nov
San José Downtown Suites
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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Find holiday rentals that suit your style

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Apartments
Apartments

Top San Juan Hotel Reviews

A rooftop pool with lounge chairs and a view of mountains.
Homewood Suites By Hilton Cariari San Jose

Homewood Suites By Hilton Cariari San Jose

Homewood Suites By Hilton Cariari San Jose
Ciudad Cariari

10/10 Excellent

Clean room, hotel, staff amazing, great breakfast. Facilities were great 😊
Australia
Tanya
Reviewed January 11, 2026
Homewood Suites By Hilton Cariari San Jose

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$75 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.

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.