San Juan Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

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 NT$1,571
NT$1,775 total
includes taxes & fees
Jan 3 - 2026/1/4
Hotel Boutique CasAguacate
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
The price is NT$9,301
NT$11,293 total
includes taxes & fees
Dec 11 - Dec 12
Apartamentos Cityzen
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 NT$2,630
NT$3,129 total
includes taxes & fees
Dec 9 - Dec 10
Aloj Entero 1km Juan Santamaría Airport
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
The price is NT$2,170
NT$2,452 total
includes taxes & fees
Jan 3 - 2026/1/4
Rivera Family Airport Apartments
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 NT$2,805
NT$3,170 total
includes taxes & fees
Jan 2 - 2026/1/3
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 NT$5,636
NT$6,368 total
includes taxes & fees
Dec 26 - Dec 27
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 NT$2,677
NT$3,025 total
includes taxes & fees
Dec 25 - Dec 26
Cabañas Lunas del Poas
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 NT$3,100
NT$3,503 total
includes taxes & fees
Dec 28 - Dec 29
Senderos Apartment, Self Check-in, Aeropuerto SJO
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 NT$1,750
NT$3,074 total
includes taxes & fees
Jan 4 - 2026/1/5
Corporate stays Urban flats
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 NT$1,268
NT$1,433 total
includes taxes & fees
Dec 15 - Dec 16
Las Cabanas
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
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 NT$2,803
NT$3,167 total
includes taxes & fees
Dec 7 - Dec 8
Chalets Vistas del Poas
Outdoor pool
Villa Azul

Villa in Quesada

3.5 star property
The price is NT$3,628
NT$4,882 total
includes taxes & fees
Jan 4 - 2026/1/5
Villa Azul
Family House, Multiple Beds, Non Smoking | Private kitchen | Full-size fridge, microwave, oven, stovetop
Las Yagrumas Condo Escazu

Vacation Home in San Rafael

3.0 star property
The price is NT$10,802
NT$12,206 total
includes taxes & fees
Dec 15 - Dec 16
Las Yagrumas Condo Escazu
One Bedroom Apartment #1 | Private kitchen | Fridge, microwave, stovetop, coffee/tea maker
BEE Suites Santa Ana

Apartment in Uruca

4.0 star property
9.2 out of 10, Wonderful, (68)
"A perfect place to stay 👌 and very safe "
United States
agitha
BEE Suites Santa Ana
32-cm flat-screen TV with cable channels
Villa garita inn

Villa in La Garita

4.0 star property
10.0 out of 10, Exceptional, (1)
"The staff was excellent the room was nice good food in the restaurant. "
United States
Dan
Villa garita inn
Exterior
Villazul 1

Villa in Sabana Redonda

4.0 star property
9.0 out of 10, Wonderful, (2)
"Great view and beautiful property, including outdoor dining area with heaters. The jacuzzi took a long time to heat up, so we couldn't use it until the second day we were there. "
United States
Robyn
The price is NT$2,604
NT$2,943 total
includes taxes & fees
Dec 8 - Dec 9
Villazul 1
Outdoor banquet area
TIPS Vacation

Vacation Home in San Lorenzo

3.0 star property
TIPS Vacation
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top San Juan Hotel Reviews

Hilton Garden Inn San Jose Airport City Mall

Hilton Garden Inn San Jose Airport City Mall

10/10 Excellent
"Received an unexpected upgrade to a suite, very nice surprise on our last night in Costa Rica. Hotel is very conveniently located near the airport and the shuttle service is great."
Michael 1-night trip
Posted 11 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
  • 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 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.