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San Juan Holiday Rentals

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Our top choices for San Juan holiday rentals

1. Edward & Family SJO Airport Inn Costa Rica

Edward & Family SJO Airport Inn Costa Rica
3.5 star property
Cacique
9.8 out of 10, Exceptional, (203 reviews)
"Conveniently located close to the airport, perfect for a one night stay. Host very accommodating and provided a lovely breakfast. Plenty of space"
United Kingdom
Diana
The price is NZ$102
includes taxes & fees
27 Oct - 28 Oct
Edward & Family SJO Airport Inn Costa Rica

2. 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$142
includes taxes & fees
25 Oct - 26 Oct
Dos Palmas Studio Apartments

3. Hotel Boutique CasAguacate

Hotel Boutique CasAguacate
4.0 star property
Ciudad Cariari
10.0 out of 10, Exceptional, (15 reviews)
"Nice place for the night"
Canada
william
The price is NZ$153
includes taxes & fees
26 Oct - 27 Oct
Hotel Boutique CasAguacate

4. Aloj Entero 1km Juan Santamaría Airport

Aloj Entero 1km Juan Santamaría Airport
3.5 star property
Villa Bonita
8.8 out of 10, Excellent, (39 reviews)
"Great place to stay for a late arrival or catch a very early flight.. Spaces and clean... Will stay again next time if we arrived late or catch an early flight "
United States
Lam
The price is NZ$175
includes taxes & fees
25 Oct - 26 Oct
Aloj Entero 1km Juan Santamaría Airport

5. Nina´s - Juan Santamaria

Nina´s - Juan Santamaria
3.0 star property
Rio Segundo
7.6 out of 10, Good, (98 reviews)
"A couple minutes from the airport and a short walk to the City Center. Perfect for a stay just before your flight. Rooms are clean. WhatsApp communication is great."
United States
Juan
The price is NZ$179
includes taxes & fees
25 Oct - 26 Oct
Nina´s - Juan Santamaria

6. Apartamentos Cityzen

Apartamentos Cityzen
4.0 star property
La Ribera
9.6 out of 10, Exceptional, (97 reviews)
"I have rented a few times from this property and this was the first time we got a two bedroom. The location is perfect when returning to San Jose. Staff is very friendly and helpful. Thanks as always."
United States
Timothy
The price is NZ$386
includes taxes & fees
25 Oct - 26 Oct
Apartamentos Cityzen

7. Senderos Apartment, Self Check-in, Aeropuerto SJO

Senderos Apartment, Self Check-in, Aeropuerto SJO
3.0 star property
Cacique
9.2 out of 10, Wonderful, (12 reviews)
"Nice place "
United States
ALEX
The price is NZ$168
includes taxes & fees
27 Oct - 28 Oct
Senderos Apartment, Self Check-in, Aeropuerto SJO

8. Arrukö: Your Peaceful Hideaway Near the Airport

Arrukö: Your Peaceful Hideaway Near the Airport
Heredia Province
10.0 out of 10, Exceptional, (5 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 NZ$112
includes taxes & fees
26 Oct - 27 Oct
Arrukö: Your Peaceful Hideaway Near the Airport

9. 5 minutes from Airport | Transfer ($) | Pool | Gym | Full condo

5 minutes from Airport | Transfer ($) | Pool | Gym | Full condo
Los Molinos
10.0 out of 10, Exceptional, (6 reviews)
"Great condo, clean and convenient to the airport "
United States
Tony P.
The price is NZ$256
includes taxes & fees
25 Oct - 26 Oct
5 minutes from Airport | Transfer ($) | Pool | Gym | Full condo

10. Casa Cafetal Aeropuerto

Casa Cafetal Aeropuerto
3.5 star property
Ciruelas
10.0 out of 10, Exceptional, (3 reviews)
"The place itself was very clean and comfortable. The hosts were extremely kind and helpful. Overall, I highly recommend staying here. Great place"
United States
Eleege
The price is NZ$115
includes taxes & fees
25 Oct - 26 Oct
Casa Cafetal Aeropuerto

11. Brand new Lovely Loft, at 3 Minutes From San Jose Airport

Brand new Lovely Loft, at 3 Minutes From San Jose Airport
Los Molinos
10.0 out of 10, Exceptional, (5 reviews)
"Gorgeous new place!"
Canada
Michael
Brand new Lovely Loft, at 3 Minutes From San Jose Airport

12. Cosy Loft - 3 Minutes From Airport SJO

Cosy Loft - 3 Minutes From Airport SJO
Los Molinos
9.6 out of 10, Exceptional, (5 reviews)
"Very smart apartment, very close to airport, ideal for us"
United Kingdom
brynly
Cosy Loft - 3 Minutes From Airport SJO

13. Cozy Alajuela SJO in charming Alajuela with WiFi, AC VOLCANO ALSACIA

Cozy Alajuela SJO in charming Alajuela with WiFi, AC VOLCANO ALSACIA
Corazón de Jesús
9.0 out of 10, Wonderful, (2 reviews)
"Good. A bit too hot and noisy, otherwise, good in every other way. "
United States
Ericka R.
The price is NZ$109
includes taxes & fees
25 Oct - 26 Oct
Cozy Alajuela SJO in charming Alajuela with WiFi, AC VOLCANO ALSACIA

14. New condo, 2.8 km airport SJO, 3 bedrooms, pool, A/C, WiFi, parking

New condo, 2.8 km airport SJO, 3 bedrooms, pool, A/C, WiFi, parking
Río Segundo
10.0 out of 10, Exceptional, (4 reviews)
"Great place, great host"
United States
Nathan S.
The price is NZ$288
includes taxes & fees
22 Nov - 23 Nov
New condo, 2.8 km airport SJO, 3 bedrooms, pool, A/C, WiFi, parking

15. Valka Loft, 10 minutes from the airport

Valka Loft, 10 minutes from the airport
Cristo Rey
9.0 out of 10, Wonderful, (16 reviews)
"The house was amazing! And so convenient to stores and restaurants! Totally recommend!"
United States
Stacey
The price is NZ$149
includes taxes & fees
28 Oct - 29 Oct
Valka Loft, 10 minutes from the airport

16. A beautiful mountain home in the paradise of Gosén where you can enjoy nature.

A beautiful mountain home in the paradise of Gosén where you can enjoy nature.
Heredia
9.6 out of 10, Exceptional, (14 reviews)
"This is a lovely spot in the hills above Barva. Very convenient if you are visiting the university in Heredia. And the coffee is delicious!"
United States
Val C.
The price is NZ$274
includes taxes & fees
27 Oct - 28 Oct
A beautiful mountain home in the paradise of Gosén where you can enjoy nature.

17. Apartotel & Suites Villas del Rio

Apartotel & Suites Villas del Rio
3.5 star property
San Rafael
9.2 out of 10, Wonderful, (1,050 reviews)
"Great accommodations"
United States
Joerg
The price is NZ$189
includes taxes & fees
13 Nov - 14 Nov
Apartotel & Suites Villas del Rio

18. Oasis Loft 5min from SJO airport cozy and comfy fully equipment down town A/C

Oasis Loft 5min from SJO airport cozy and comfy fully equipment down town A/C
Corazón de Jesús
8.8 out of 10, Excellent, (13 reviews)
"Excelent communication with host, room nido and clean"
United States
ADRIANA
The price is NZ$133
includes taxes & fees
5 Nov - 6 Nov
Oasis Loft 5min from SJO airport cozy and comfy fully equipment down town A/C

19. Cozy Centrally located Condo w/ Mountain view, Pool, & Gym

Cozy Centrally located Condo w/ Mountain view, Pool, & Gym
San Pablo
10.0 out of 10, Exceptional, (2 reviews)
"JuanCarlos was a terrific host and quickly provided all the details we needed. It was very clean and had great decor. We traveled with pets and it had a well lit and clean dog park. Great views and very close to stores and restaurants"
United States
michael P.
The price is NZ$214
includes taxes & fees
27 Oct - 28 Oct
Cozy Centrally located Condo w/ Mountain view, Pool, & Gym

20. 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$125
includes taxes & fees
30 Oct - 31 Oct
Apartotel Don Francisco
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

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our San Juan holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up San Juan. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in San Juan. Seeing all the best attractions is bound to make you fall in love with San Juan. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in San Juan short-term rentals, that won’t be hard to do.

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 City Mall 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.