San Juan Vacation Rentals

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Check prices for these dates

Tonight
Dec 21 - Dec 22
Tomorrow
Dec 22 - Dec 23
Next weekend
Dec 26 - Dec 28
In two weeks
Jan 2 - Jan 4

Our top choices for San Juan vacation rentals

Pool
SUITES AND APARTMENTS MERLYN AEROPUERTO # 31, OASIS DE PAZ

SUITES AND APARTMENTS MERLYN AEROPUERTO # 31, OASIS DE PAZ

SUITES AND APARTMENTS MERLYN AEROPUERTO # 31, OASIS DE PAZ
Heredia
10.0 out of 10, Exceptional, (2)
"We had a fabulous stay and will definitely return to stay at the Merlyn Suites! The staff and service was amazing. We couldn't ask for anything more. When we arrived at San Jose Airport, we were picked up by the owners and driven to the property. The property is safe and secure and the suite was large and new! The staff went above and beyond in making our stay comfortable and attended to our every need. All of the amenities were provided as promised. The food was fantastic and the pool area...
United States
TOBY C.
The price is ￥10,254
￥14,671 total
includes taxes & fees
Dec 22 - Dec 23
SUITES AND APARTMENTS MERLYN AEROPUERTO # 31, OASIS DE PAZ
Junior Room | Living area | Smart TV, fireplace, iPod dock
ALMA Glamping

ALMA Glamping

ALMA Glamping
2.0 star property
San Antonio
9.6 out of 10, Exceptional, (10)
"It is just perfect😍"
United States
Jeniree
The price is ￥45,319
￥51,210 total
includes taxes & fees
Dec 25 - Dec 26
ALMA Glamping
Traditional Room | Blackout drapes, free WiFi, bed sheets
Nina´s - Juan Santamaria

Nina´s - Juan Santamaria

Nina´s - Juan Santamaria
3.0 star property
Rio Segundo
7.2 out of 10, Good, (49)
"A spotless gem minutes from the airport offering incredible value. "
Canada
Richard
Nina´s - Juan Santamaria
Terrace/patio
Airport SJO Residence 2 Edward & Familia

Airport SJO Residence 2 Edward & Familia

Airport SJO Residence 2 Edward & Familia
3.5 star property
Cacique
10.0 out of 10, Exceptional, (169)
"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
Standard Cabin | View from room
Cabañas La Laguna Lodge

Cabañas La Laguna Lodge

Cabañas La Laguna Lodge
3.0 star property
Corralillo
8.4 out of 10, Very Good, (5)
"Excelentes"
Mexico
Andrey
Cabañas La Laguna Lodge
Design Villa | Free WiFi, bed sheets
Hotel Los Sueños de Bajos del Toro

Hotel Los Sueños de Bajos del Toro

Hotel Los Sueños de Bajos del Toro
3.0 star property
Toro Amarillo
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 ￥28,395
￥32,086 total
includes taxes & fees
Dec 22 - Dec 23
Hotel Los Sueños de Bajos del Toro
Front of property
Chalets Vistas del Poas

Chalets Vistas del Poas

Chalets Vistas del Poas
3.0 star property
Vara Blanca
9.8 out of 10, Exceptional, (16)
"Excellent property and amazing hosts!!"
United States
pilar
The price is ￥14,000
￥15,820 total
includes taxes & fees
Dec 22 - Dec 23
Chalets Vistas del Poas
32-cm flat-screen TV with cable channels
Villa garita inn

Villa garita inn

Villa garita inn
4.0 star property
La Garita
10.0 out of 10, Exceptional, (1)
"The staff was excellent the room was nice good food in the restaurant. "
United States
Dan
The price is ￥16,327
￥21,604 total
includes taxes & fees
Jan 16 - Jan 17, 2026
Villa garita inn
Deluxe Double or Twin Room, City View | Living area
Cabañas La Montañuela

Cabañas La Montañuela

Cabañas La Montañuela
3.0 star property
Llano Grande
The price is ￥12,847
￥14,518 total
includes taxes & fees
Dec 28 - Dec 29
Cabañas La Montañuela
Garden
Hotel Residence Inn Suites Cristina

Hotel Residence Inn Suites Cristina

Hotel Residence Inn Suites Cristina
3.5 star property
La Sabana
9.0 out of 10, Wonderful, (720)
"great staff, 20 min. from airport, would stay there again"
Canada
Richard
The price is ￥14,897
￥16,833 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Hotel Residence Inn Suites Cristina
Rooftop terrace
BEE Suites San Jose - Escalante

BEE Suites San Jose - Escalante

BEE Suites San Jose - Escalante
3.5 star property
Barrio Escalante
9.2 out of 10, Wonderful, (229)
"Great accommodations!"
United States
James
BEE Suites San Jose - Escalante
Exterior
Hotel Boutique CasAguacate

Hotel Boutique CasAguacate

Hotel Boutique CasAguacate
4.0 star property
Ciudad Cariari
10.0 out of 10, Exceptional, (4)
"Was great "
United States
Daniel
The price is ￥9,850
￥11,130 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Hotel Boutique CasAguacate
Outdoor pool, sun loungers
Casa Conde Apartamentos

Casa Conde Apartamentos

Casa Conde Apartamentos
3.5 star property
San Sebastian
8.2 out of 10, Very Good, (874)
"Convenient location close to everything, nice staff "
United States
Alejandra
The price is ￥12,636
￥14,279 total
includes taxes & fees
Dec 22 - Dec 23
Casa Conde Apartamentos
Exterior
Club Heasa - Men Only

Club Heasa - Men Only

Club Heasa - Men Only
3.5 star property
Lagos de El Coyol
10.0 out of 10, Exceptional, (1)
"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 ￥16,164
￥18,266 total
includes taxes & fees
Jan 19 - Jan 20, 2026
Club Heasa - Men Only
Exterior
Aloj Entero 1km Juan Santamaría Airport

Aloj Entero 1km Juan Santamaría Airport

Aloj Entero 1km Juan Santamaría Airport
3.5 star property
San Antonio
9.4 out of 10, Exceptional, (24)
"Nice, clean space, with everything we needed. Recommend"
United States
Yuri
The price is ￥13,249
￥15,760 total
includes taxes & fees
Dec 26 - Dec 27
Aloj Entero 1km Juan Santamaría Airport
Property entrance
Cabañas Lunas del Poas

Cabañas Lunas del Poas

Cabañas Lunas del Poas
3.0 star property
Sabana Redonda
10.0 out of 10, Exceptional, (1)
"Amables, tranquilidad"
Mexico
Lalo
The price is ￥11,331
￥12,804 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Cabañas Lunas del Poas
Flat-screen TV
BEE Suites San José - Santa Ana

BEE Suites San José - Santa Ana

BEE Suites San José - Santa Ana
2.5 star property
Santa Ana
9.8 out of 10, Exceptional, (8)
"Very modern, clean and quiet. We’ll definitely stay again. "
United States
Stephen
The price is ￥16,185
￥25,798 total
includes taxes & fees
Jan 7 - Jan 8, 2026
BEE Suites San José - Santa Ana
2 outdoor pools, sun loungers
Apartotel & Suites Villas del Rio

Apartotel & Suites Villas del Rio

Apartotel & Suites Villas del Rio
3.5 star property
San Rafael
9.2 out of 10, Wonderful, (938)
"Great stayed twice will be back "
United States
Sarah
The price is ￥19,872
￥22,455 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Apartotel & Suites Villas del Rio
Front of property
Apartamentos Cityzen

Apartamentos Cityzen

Apartamentos Cityzen
4.0 star property
La Ribera
9.6 out of 10, Exceptional, (76)
"Excellent place… will stay there again "
United States
Laura
Apartamentos Cityzen
Garden
Apartotel Don Francisco

Apartotel Don Francisco

Apartotel Don Francisco
3.0 star property
San Rafael
9.0 out of 10, Wonderful, (95)
"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
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

Hampton by Hilton San Jose Airport

Hampton by Hilton San Jose Airport

10/10 Excellent
"Convenient location. shuttle to airport is great. Good breakfast and onsite restaurant. "
Yi 1-night trip
Posted 2 days ago
Hampton by Hilton San Jose Airport

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:

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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, we have vacation rentals close to popular local attractions in San Juan, or you can choose a secluded option if you want a relaxing place to stay.

What are some of the best vacation home rentals that San Juan has to offer?

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’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 Estadio Alejandro Morera Soto are a couple of places you'll find in the larger area.

What’s a vacation rental in San Juan like?

Vacation rentals are private properties you can book for several days or more in San Juan. Vacation rentals offer extras such as hot tubs, fire pits, and patios so you'll be comfy for your stay. If you're concerned about a clean environment, vacation rentals can offer a sense of safety away from shared hotel elevators and busy lobbies while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular choice for family gatherings.