San Juan Vacation Rentals

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Our top choices for San Juan vacation rentals

BEE Suites San Jose - Escalante

BEE Suites San Jose - Escalante
3.5 star property
Barrio Escalante
9.2 out of 10, Wonderful, (226)
"Clean place, modern, safe, and easy walking to bars, eateries, and small shops! Will be my go to spot in San Jose next trip!"
United States
James
BEE Suites San Jose - Escalante

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 NT$3,670
NT$4,147 total
includes taxes & fees
Dec 16 - Dec 17
Apartotel & Suites Villas del Rio

Hotel Residence Inn Suites Cristina

Hotel Residence Inn Suites Cristina
3.5 star property
La Sabana
9.0 out of 10, Wonderful, (718)
"Rooms were cleaned and staff was helpful.."
United States
Shayla
The price is NT$2,879
NT$3,254 total
includes taxes & fees
Dec 19 - Dec 20
Hotel Residence Inn Suites Cristina

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

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 NT$2,499
NT$2,823 total
includes taxes & fees
Dec 23 - Dec 24
Casa Conde Apartamentos

San José Downtown Suites

San José Downtown Suites
3.0 star property
Carmen
7.6 out of 10, Good, (31)
"Is located in downtown, which makes it very simple to travel everywhere in San Jose"
Mexico
Jorge
The price is NT$1,716
NT$1,939 total
includes taxes & fees
Dec 16 - Dec 17
San José Downtown Suites

Senderos Apartment, Self Check-in, Aeropuerto SJO

Senderos Apartment, Self Check-in, Aeropuerto SJO
3.0 star property
Cacique
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 NT$3,088
NT$3,490 total
includes taxes & fees
Dec 16 - Dec 17
Senderos Apartment, Self Check-in, Aeropuerto SJO

Sabana Studios

Sabana Studios
4.0 star property
La Sabana
7.8 out of 10, Good, (18)
"Excellent day again thank you"
Canada
William
Sabana Studios

BEE Suites San José - Santa Ana

BEE Suites San José - Santa Ana
2.5 star property
Santa Ana
9.8 out of 10, Exceptional, (6)
"Very modern, clean and quiet. We’ll definitely stay again. "
United States
Stephen
The price is NT$3,032
NT$4,911 total
includes taxes & fees
Dec 20 - Dec 21
BEE Suites San José - Santa Ana

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 NT$2,760
NT$3,119 total
includes taxes & fees
Dec 17 - Dec 18
Chalets Vistas del Poas

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

Aloj Entero 1km Juan Santamaría Airport

Aloj Entero 1km Juan Santamaría Airport
3.5 star property
San Antonio
9.4 out of 10, Exceptional, (23)
"Nice, clean space, with everything we needed. Recommend"
United States
Yuri
The price is NT$2,620
NT$3,116 total
includes taxes & fees
Dec 17 - Dec 18
Aloj Entero 1km Juan Santamaría Airport

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 NT$8,961
NT$10,126 total
includes taxes & fees
Dec 16 - Dec 17
ALMA Glamping

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 NT$1,565
NT$1,769 total
includes taxes & fees
Jan 1 - 2026/1/2
Hotel Boutique CasAguacate

Apartahotel del Paseo

Apartahotel del Paseo
2.0 star property
Hospital
The price is NT$2,396
NT$2,707 total
includes taxes & fees
Dec 20 - Dec 21
Apartahotel del Paseo

Apartotel Don Francisco

Apartotel Don Francisco
3.0 star property
San Rafael
9.0 out of 10, Wonderful, (94)
"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

714 Studios

714 Studios
3.5 star property
La Sabana
8.6 out of 10, Excellent, (27)
"It was a nice and relaxing stay!"
United States
Ulysses Giovanni
The price is NT$1,761
NT$2,146 total
includes taxes & fees
Dec 16 - Dec 17
714 Studios

Apartotel Tairona

Apartotel Tairona
3.0 star property
San Pedro
9.0 out of 10, Wonderful, (119)
"Hotel is good, but old, staffs are nice and friendly."
Canada
Weijun
Apartotel Tairona

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

Nina´s - Juan Santamaria

Nina´s - Juan Santamaria
3.0 star property
Rio Segundo
7.2 out of 10, Good, (47)
"A spotless gem minutes from the airport offering incredible value. "
Canada
Richard
Nina´s - Juan Santamaria
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

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.