San Juan Vacation Rentals

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Check prices for these dates

Tonight
Dec 30 - Dec 31
Tomorrow
Dec 31 - Jan 1
This weekend
Jan 2 - Jan 4
Next weekend
Jan 9 - Jan 11

Our top choices for San Juan vacation rentals

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, (170)
"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
Front of property
Apartamentos Cityzen

Apartamentos Cityzen

Apartamentos Cityzen
4.0 star property
La Ribera
9.6 out of 10, Exceptional, (77)
"Great apartment great building"
United States
Natalia
Apartamentos Cityzen
Free cribs/infant beds, free WiFi, bed sheets
Las Cabanas

Las Cabanas

Las Cabanas
3.0 star property
Venecia
9.0 out of 10, Wonderful, (14)
"Great place, very quiet, clean, oranges right outside the balcony 😁"
Canada
Marc
The price is P2,379
P2,689 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Las Cabanas
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 P5,195
P5,870 total
includes taxes & fees
Jan 1 - Jan 2, 2026
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 P6,080
P8,046 total
includes taxes & fees
Jan 16 - Jan 17, 2026
Villa garita inn
Private kitchen
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 P4,127
P4,663 total
includes taxes & fees
Jan 10 - Jan 11, 2026
Hotel Boutique CasAguacate
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 P6,027
P6,811 total
includes taxes & fees
Jan 28 - Jan 29, 2026
Club Heasa - Men Only
Living area
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 P10,574
P11,949 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Hotel Los Sueños de Bajos del Toro
Private kitchen
Senderos Apartment, Self Check-in, Aeropuerto SJO

Senderos Apartment, Self Check-in, Aeropuerto SJO

Senderos Apartment, Self Check-in, Aeropuerto SJO
3.0 star property
Cacique
9.4 out of 10, Exceptional, (11)
"I would recommend to anyone who needs a spot near the airport"
United States
Kenny
The price is P6,345
P7,169 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Senderos Apartment, Self Check-in, Aeropuerto SJO
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

Studio Hotel Boutique

Studio Hotel Boutique

10/10 Excellent
"Very cool hotel in the city. If you like art- this hotel is full of amazing pieces! Very nice staff, and very cute roof pool area with views. Nicely done!"
Jennifer 1-night trip
Posted 15 hours ago
Studio Hotel Boutique

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, 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 Parque Central. In the larger area, you’ll find San Ramon Municipal Market and Juan Castro Blanco National Park.

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.