San Juan Vacation Rentals

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Check prices for these dates

Tonight
Dec 11 - Dec 12
Tomorrow
Dec 12 - Dec 13
This weekend
Dec 12 - Dec 14
Next weekend
Dec 19 - Dec 21

Our top choices for San Juan vacation rentals

Rooftop terrace
BEE Suites San Jose - Escalante

Apartment in Barrio Escalante

BEE Suites San Jose - Escalante
3.5 star property
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
2 outdoor pools, sun loungers
Apartotel & Suites Villas del Rio

Aparthotel in San Rafael

Apartotel & Suites Villas del Rio
3.5 star property
9.2 out of 10, Wonderful, (938)
"Great stayed twice will be back "
United States
Sarah
The price is NT$3,552
NT$4,014 total
includes taxes & fees
Dec 14 - Dec 15
Apartotel & Suites Villas del Rio
Garden
Hotel Residence Inn Suites Cristina

Aparthotel in La Sabana

Hotel Residence Inn Suites Cristina
3.5 star property
9.0 out of 10, Wonderful, (718)
"Rooms were cleaned and staff was helpful.."
United States
Shayla
The price is NT$2,878
NT$3,253 total
includes taxes & fees
Dec 19 - Dec 20
Hotel Residence Inn Suites Cristina
Standard Cabin | View from room
Cabañas La Laguna Lodge

Cabin in Corralillo

Cabañas La Laguna Lodge
3.0 star property
8.4 out of 10, Very Good, (5)
"Excelentes"
Mexico
Andrey
Cabañas La Laguna Lodge
Outdoor pool, sun loungers
Casa Conde Apartamentos

Aparthotel in San Sebastian

Casa Conde Apartamentos
3.5 star property
8.2 out of 10, Very Good, (874)
"Convenient location close to everything, nice staff "
United States
Alejandra
The price is NT$2,498
NT$2,822 total
includes taxes & fees
Jan 9 - 2026/1/10
Casa Conde Apartamentos
Deluxe Single Room, City View | In-room safe, desk, laptop workspace, blackout drapes
San José Downtown Suites

Apartment in Carmen

San José Downtown Suites
3.0 star property
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$1,715
NT$1,938 total
includes taxes & fees
Dec 18 - Dec 19
San José Downtown Suites
Deluxe Apartment, 2 Bedrooms, Kitchen | Living area | 55-inch Smart TV with cable channels, TV
Senderos Apartment, Self Check-in, Aeropuerto SJO

Apartment in Cacique

Senderos Apartment, Self Check-in, Aeropuerto SJO
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 NT$3,087
NT$3,488 total
includes taxes & fees
Dec 14 - Dec 15
Senderos Apartment, Self Check-in, Aeropuerto SJO
Superior Studio, 1 King Bed, Kitchen | Room amenity
Sabana Studios

Aparthotel in La Sabana

Sabana Studios
4.0 star property
7.8 out of 10, Good, (18)
"Excellent day again thank you"
Canada
William
Sabana Studios
Flat-screen TV
BEE Suites San José - Santa Ana

Condo resort in Santa Ana

BEE Suites San José - Santa Ana
2.5 star property
9.8 out of 10, Exceptional, (6)
"Very modern, clean and quiet. We’ll definitely stay again. "
United States
Stephen
The price is NT$3,031
NT$4,909 total
includes taxes & fees
Dec 20 - Dec 21
BEE Suites San José - Santa Ana
Front of property
Chalets Vistas del Poas

Cabin in Vara Blanca

Chalets Vistas del Poas
3.0 star property
9.8 out of 10, Exceptional, (16)
"Excellent property and amazing hosts!!"
United States
pilar
The price is NT$2,783
NT$3,145 total
includes taxes & fees
Dec 14 - Dec 15
Chalets Vistas del Poas
Terrace/patio
Airport SJO Residence 2 Edward & Familia

Apartment in Cacique

Airport SJO Residence 2 Edward & Familia
3.5 star property
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
Exterior
Aloj Entero 1km Juan Santamaría Airport

Apartment in San Antonio

Aloj Entero 1km Juan Santamaría Airport
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 NT$2,619
NT$3,115 total
includes taxes & fees
Dec 18 - Dec 19
Aloj Entero 1km Juan Santamaría Airport
Junior Room | Living area | Smart TV, fireplace, iPod dock
ALMA Glamping

Camping in San Antonio

ALMA Glamping
2.0 star property
9.6 out of 10, Exceptional, (10)
"It is just perfect😍"
United States
Jeniree
The price is NT$8,958
NT$10,123 total
includes taxes & fees
Dec 16 - Dec 17
ALMA Glamping
Family Apartment, 2 Bedrooms, Non Smoking, Kitchen | Premium bedding, individually decorated, individually furnished
Hotel Boutique CasAguacate

Aparthotel in Ciudad Cariari

Hotel Boutique CasAguacate
4.0 star property
10.0 out of 10, Exceptional, (4)
"Was great "
United States
Daniel
The price is NT$1,565
NT$1,768 total
includes taxes & fees
Jan 11 - 2026/1/12
Hotel Boutique CasAguacate
Standard Room, City View | Free WiFi
Apartahotel del Paseo

Aparthotel in Hospital

Apartahotel del Paseo
2.0 star property
The price is NT$2,395
NT$2,706 total
includes taxes & fees
Dec 20 - Dec 21
Apartahotel del Paseo
Garden
Apartotel Don Francisco

Aparthotel in San Rafael

Apartotel Don Francisco
3.0 star property
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
Deluxe Studio, Multiple Beds, Terrace | Individually decorated, individually furnished, desk, laptop workspace
714 Studios

Aparthotel in La Sabana

714 Studios
3.5 star property
8.6 out of 10, Excellent, (27)
"It was a nice and relaxing stay!"
United States
Ulysses Giovanni
The price is NT$1,760
NT$2,145 total
includes taxes & fees
Dec 12 - Dec 13
714 Studios
Front of property
Apartotel Tairona

Aparthotel in San Pedro

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

Apartment in La Ribera

Apartamentos Cityzen
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

Nina´s - Juan Santamaria
3.0 star property
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

Wyndham San Jose Herradura Hotel & Convention Center

Wyndham San Jose Herradura Hotel & Convention Center

10/10 Excellent
"Como siempre todo excelente…."
Grevin Rodolfo 1-night trip
Posted 2 days ago
Wyndham San Jose Herradura Hotel & Convention Center

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
  • Use the map to find apartments and other holiday homes in the San Juan neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in San Juan while they last

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.