San Juan Vacation Rentals

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Check prices for these dates

In two weeks
Dec 19 - Dec 21
In two months
Jan 30 - Feb 1
In three months
Feb 27 - Mar 1
In four months
Mar 27 - Mar 29

Vacation Rentals in San Juan

Terrace/patio
Airport SJO Residence 2 Edward & Familia

Apartment in Cacique

3.5 star property
10.0 out of 10, Exceptional, (168)
"Host was excellent, property was very clean, and located very close to the airport, but you can hear other guests in other rooms very easily, privacy is limited. "
United States
Brock
Airport SJO Residence 2 Edward & Familia
Family Apartment, 2 Bedrooms, Non Smoking, Kitchen | Private kitchen | Shared fridge, microwave, electric kettle
Hotel Boutique CasAguacate

Aparthotel in Ciudad Cariari

3.5 star property
10.0 out of 10, Exceptional, (4)
"Was great "
United States
Daniel
The price is ￥7,091
￥8,013 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Hotel Boutique CasAguacate
Basic Apartment | Terrace/patio
Aloj Entero 1km Juan Santamaría Airport

Apartment in San Antonio

3.5 star property
9.4 out of 10, Exceptional, (23)
"Nice, clean space, with everything we needed. Recommend"
United States
Yuri
The price is ￥13,029
￥15,498 total
includes taxes & fees
Dec 9 - Dec 10
Aloj Entero 1km Juan Santamaría Airport
Front of property
Apartamentos Cityzen

Apartment in La Ribera

4.0 star property
9.6 out of 10, Exceptional, (76)
"Excellent place… will stay there again "
United States
Laura
Apartamentos Cityzen
Traditional Room | Blackout drapes, free WiFi, bed sheets
Nina´s - Juan Santamaria

Apartment in Rio Segundo

3.0 star property
7.0 out of 10, Good, (46)
"Shopping near by"
United States
Scott
Nina´s - Juan Santamaria
Interior
Rivera Family Airport Apartments

Aparthotel in Rio Segundo

3.0 star property
6.2 out of 10, (17)
"Nice place, great breakfast and friendly staff. "
United States
El
Rivera Family Airport Apartments
Deluxe Apartment, 2 Bedrooms, Kitchen | Private kitchen | Full-size fridge, microwave, oven, stovetop
Senderos Apartment, Self Check-in, Aeropuerto SJO

Apartment in Cacique

3.0 star property
9.6 out of 10, Exceptional, (10)
"I would recommend to anyone who needs a spot near the airport"
United States
Kenny
The price is ￥15,358
￥17,355 total
includes taxes & fees
Dec 8 - Dec 9
Senderos Apartment, Self Check-in, Aeropuerto SJO
Premium bedding, free WiFi, bed sheets
Villazul 2

Villa in Sabana Redonda

4.0 star property
9.4 out of 10, Exceptional, (14)
"Amazing place! Really enjoyed our stay with the family. Very safe, clean and modern location"
United States
Eli
The price is ￥13,901
￥15,708 total
includes taxes & fees
Dec 8 - Dec 9
Villazul 2
Design Villa | Living area | 32-inch Smart TV with cable channels, streaming services
Hotel Los Sueños de Bajos del Toro

Villa in Toro Amarillo

3.0 star property
10.0 out of 10, Exceptional, (6)
"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 ￥27,923
￥31,553 total
includes taxes & fees
Dec 7 - Dec 8
Hotel Los Sueños de Bajos del Toro
Luna Llena | Terrace/patio
Cabañas Lunas del Poas

Cabin in Sabana Redonda

3.0 star property
The price is ￥13,264
￥14,989 total
includes taxes & fees
Dec 7 - Dec 8
Cabañas Lunas del Poas
Outdoor pool
Corporate stays Urban flats

Apartment in Pozos

3.5 star property
8.0 out of 10, Very Good, (13)
"Be sure to read this review! I went ahead and gave it five stars to hopefully balance out the poor reviews it had already received. This property was absolutely fantastic! The room was plenty big enough and had a full kitchen and refrigerator. The only two things that I can say is you need to look for the property as condominio Urban flats. That is the only way you will find this place. I think as long as you know this hopefully you won't need much contact from the management company. The place...
United States
Richard
The price is ￥8,671
￥15,228 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Corporate stays Urban flats
Pool
Hidden Paradise in La Garita with Private Pool

Vacation Home in La Garita

9.6 out of 10, Exceptional, (75)
"Very easy to communicate with the host. Gave us some great advice on where to go for a great restaurant. "
United States
Rebecca C.
The price is ￥22,225
￥31,671 total
includes taxes & fees
Dec 9 - Dec 10
Hidden Paradise in La Garita with Private Pool
Exterior
Buen Camino Hotel, San Mateo

Cabin in San Mateo

3.0 star property
9.2 out of 10, Wonderful, (39)
"Beautiful place!! Amazing experience!! Highly recommend staying here!!"
United States
Keri
Buen Camino Hotel, San Mateo
Terrace/patio
Casa Dali - Secluded yet close to SJO Airport & INCAE - King bed, fast wifi

Vacation Home in Alajuela

9.8 out of 10, Exceptional, (16)
"Awesome property close to the airport. Very nice layout and comfortable beds. There were mango trees in the backyard and eric the manager helped us cut some down to eat. We had a great stay here."
United States
Richard M.
Casa Dali - Secluded yet close to SJO Airport & INCAE - King bed, fast wifi
Family Cabin, Garden View | Free cribs/infant beds, free WiFi, bed sheets
Las Cabanas

Cabin in Venecia

3.0 star property
9.0 out of 10, Wonderful, (12)
"Great place, very quiet, clean, oranges right outside the balcony 😁"
Canada
Marc
The price is ￥6,283
￥7,100 total
includes taxes & fees
Dec 7 - Dec 8
Las Cabanas
Front of property
Chalets Vistas del Poas

Cabin in Vara Blanca

3.0 star property
9.8 out of 10, Exceptional, (16)
"Excellent property and amazing hosts!!"
United States
pilar
The price is ￥13,948
￥15,761 total
includes taxes & fees
Dec 14 - Dec 15
Chalets Vistas del Poas
Property grounds
Oasis Loft 5min from SJO airport cozy and comfy fully equipment down town A/C

Apartment in Carmen

8.6 out of 10, Excellent, (7)
"I really like this place. It was very modern and nice."
United States
David
The price is ￥6,593
￥10,471 total
includes taxes & fees
Dec 9 - Dec 10
Oasis Loft 5min from SJO airport cozy and comfy fully equipment down town A/C
Terrace/patio
The Lookout. A nature lovers paradise.

Vacation Home in Zaragoza

10.0 out of 10, Exceptional, (41)
"I have stayed here twice and would highly reccomend this place to anyone!"
United States
Adam P.
The Lookout. A nature lovers paradise.
Outdoor pool
Villa Azul

Villa in Quesada

3.5 star property
The price is ￥17,976
￥24,191 total
includes taxes & fees
Dec 7 - Dec 8
Villa Azul
Outdoor pool, a heated pool
Cool Bali Style Villa, w/stunning views, HiSpeedWifi., 3Brs. solar heated pool.

Vacation Home in Atenas

10.0 out of 10, Exceptional, (224)
"Lovely 3 separate bedrooms in lush forest.Cool breezes at night.SerendipitousThers is a place nearby (1 hour drive) where you can hand feed white face monkeys."
United States
Hector T.
Cool Bali Style Villa, w/stunning views, HiSpeedWifi., 3Brs. solar heated 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

Hilton Garden Inn San Jose Airport City Mall

Hilton Garden Inn San Jose Airport City Mall

10/10 Excellent
"Spotless high standard hotel "
Sammy 1-night trip
Posted 8 hours ago
Hilton Garden Inn San Jose Airport City Mall

Find out more about San Juan

Search for holiday rentals in San Juan on Expedia! You can easily find your home rentals, villas, holiday apartments in San Juan using one of the methods below:

  • View our selection of featured holiday rentals in San Juan
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Look no further and take a look at our great range of rental properties in San Juan!

Frequently asked questions

Can I find vacation rentals in San Juan?

Yes, there are vacation rentals near top attractions in San Juan, or you can go with a more secluded option if you're looking for a relaxing stay.

What's the top vacation rental in San Juan?

Las Yagrumas Condo Escazu: You might like this vacation home rental near San Juan. It offers a terrace, a private yard, and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a full-sized fridge, a stovetop, and a microwave, so you can cook with friends or family.

What can I see and do in San Juan?

While exploring the area, visit family-friendly sights like Doka Estate, or get outside and enjoy nature at Juan Castro Blanco National Park. In the larger area, you’ll find San Ramon Municipal Market and Palmares Church.

What are vacation rentals like in San Juan?

Vacation rentals are privately owned properties you can stay in for a short or long stay in San Juan. Vacation rentals feature extras like laundry facilities and kitchens so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, a vacation rental can provide a sense of safety away from shared hotel elevators and bustling concierge desks while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental a popular option for family trips.