San Juan Vacation Rentals

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

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

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, (167)
"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
$66 nightly
The price is $74
Dec 12 - Dec 13
Total with taxes and fees
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
$50 nightly
The price is $57
Jan 1 - Jan 2, 2026
Total with taxes and fees
Hotel Boutique CasAguacate
Front of property
Apartamentos Cityzen

Apartment in La Ribera

4.0 star property
9.6 out of 10, Exceptional, (75)
"Excellent place… will stay there again "
United States
Laura
$284 nightly
The price is $320
Jan 2 - Jan 3, 2026
Total with taxes and fees
Apartamentos Cityzen
Basic Apartment | Terrace/patio
Aloj Entero 1km Juan Santamaría Airport

Apartment in San Antonio

3.5 star property
9.2 out of 10, Wonderful, (22)
"Nice, clean space, with everything we needed. Recommend"
United States
Yuri
$70 nightly
The price is $79
Dec 9 - Dec 10
Total with taxes and fees
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
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
$90 nightly
The price is $101
Dec 4 - Dec 5
Total with taxes and fees
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
$180 nightly
The price is $203
Dec 4 - Dec 5
Total with taxes and fees
Hotel Los Sueños de Bajos del Toro
Luna Llena | Terrace/patio
Cabañas Lunas del Poas

Cabin in Sabana Redonda

3.0 star property
$84 nightly
The price is $95
Dec 4 - Dec 5
Total with taxes and fees
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
$99 nightly
The price is $112
Dec 8 - Dec 9
Total with taxes and fees
Senderos Apartment, Self Check-in, Aeropuerto SJO
Pool
Hidden Paradise in La Garita with Private Pool

Vacation Home in La Garita

9.8 out of 10, Exceptional, (74)
"Very easy to communicate with the host. Gave us some great advice on where to go for a great restaurant. "
United States
Rebecca C.
$204 nightly
The price is $204
Dec 9 - Dec 10
Total with taxes and fees
Hidden Paradise in La Garita with Private Pool
Terrace/patio
Casa Dali - Secluded yet close to SJO Airport & INCAE - King bed, fast wifi

Vacation Home in Alajuela

9.8 out of 10, Exceptional, (16)
"Awesome property close to the airport. Very nice layout and comfortable beds. There were mango trees in the backyard and eric the manager helped us cut some down to eat. We had a great stay here."
United States
Richard M.
Casa Dali - Secluded yet close to SJO Airport & INCAE - King bed, fast wifi
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
$87 nightly
The price is $98
Jan 3 - Jan 4, 2026
Total with taxes and fees
Corporate stays Urban flats
Property grounds
Oasis Loft 5min from SJO airport cozy and comfy fully equipment down town A/C

Apartment in Carmen

8.6 out of 10, Excellent, (7)
"I really like this place. It was very modern and nice."
United States
David
$68 nightly
The price is $68
Dec 8 - Dec 9
Total with taxes and fees
Oasis Loft 5min from SJO airport cozy and comfy fully equipment down town A/C
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
$41 nightly
The price is $46
Dec 5 - Dec 6
Total with taxes and fees
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
Outdoor pool, a heated pool
Cool Bali Style Villa, w/stunning views, HiSpeedWifi., 3Brs. solar heated pool.

Vacation Home in Atenas

10.0 out of 10, Exceptional, (224)
"Lovely 3 separate bedrooms in lush forest.Cool breezes at night.SerendipitousThers is a place nearby (1 hour drive) where you can hand feed white face monkeys."
United States
Hector T.
Cool Bali Style Villa, w/stunning views, HiSpeedWifi., 3Brs. solar heated pool.
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
$80 nightly
The price is $91
Dec 4 - Dec 5
Total with taxes and fees
Chalets Vistas del Poas
Outdoor pool
Villa Azul

Villa in Quesada

3.5 star property
$138 nightly
The price is $156
Dec 4 - Dec 5
Total with taxes and fees
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
$328 nightly
The price is $370
Dec 8 - Dec 9
Total with taxes and fees
Las Yagrumas Condo Escazu
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

Country Inn & Suites by Radisson, San Jose Aeropuerto, Costa Rica

Country Inn & Suites by Radisson, San Jose Aeropuerto, Costa Rica

10/10 Excellent
"Nice hotel to spend a night before or after a flight from SJO. Not super quiet, but convenient. Hot breakfast was good."
Anna 1-night trip
Posted 2 days ago
Country Inn & Suites by Radisson, San Jose Aeropuerto, Costa Rica

Find out more about San Juan

Everything you need to know about San Juan vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the San Juan vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect San Juan vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

San Juan vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in San Juan. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit San Juan in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $46 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on San Juan rentals

At Expedia, we put the best San Juan vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top San Juan rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream San Juan vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around San Juan. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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.