San Juan Vacation Rentals

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In two weeks
Sep 19 - Sep 21
In two months
Oct 31 - Nov 2
In three months
Nov 28 - Nov 30
In four months
Dec 26 - Dec 28

Vacation Rentals in San Juan

Our top choices for San Juan vacation rentals

Nina´s - Juan Santamaria
Traditional Room | Blackout drapes, free WiFi, bed sheets

Nina´s - Juan Santamaria

3.0 star property
7.0 out of 10, Good, (42)
"VERY Clean and helpful, I arrived an hour before check-in and was able to get my room right away. City Mall, Wal-Mart, and restaurants are within walking distance. "
Nina´s - Juan Santamaria
Hidden Paradise in La Garita with Private Pool
Pool

Hidden Paradise in La Garita with Private Pool

9.8 out of 10, Exceptional, (67)
"Property was clean wonderful! Will book this house again next time we are in CR. "
$176 nightly
The price is $176
Oct 1 - Oct 2
Total with taxes and fees
Hidden Paradise in La Garita with Private Pool
Villazul 2
Premium bedding, free WiFi, bed sheets

Villazul 2

4.0 star property
9.6 out of 10, Exceptional, (12)
"Amazing place! Really enjoyed our stay with the family. Very safe, clean and modern location"
$90 nightly
The price is $101
Sep 4 - Sep 5
Total with taxes and fees
Villazul 2
Aloj Entero 1km Juan Santamaría Airport
Basic Apartment | Terrace/patio

Aloj Entero 1km Juan Santamaría Airport

3.5 star property
9.2 out of 10, Wonderful, (21)
"Nice, clean space, with everything we needed. Recommend"
$88 nightly
The price is $100
Sep 4 - Sep 5
Total with taxes and fees
Aloj Entero 1km Juan Santamaría Airport
TIPS Vacation
Outdoor banquet area

TIPS Vacation

3.0 star property
TIPS Vacation
The Lookout. A nature lovers paradise.
Terrace/patio

The Lookout. A nature lovers paradise.

10.0 out of 10, Exceptional, (38)
"We loved hearing the birds early in the morning and the monkeys put on a show the last morning we were there. Very peaceful"
The Lookout. A nature lovers paradise.
Cabañas Lunas del Poas
Standard Cabin | Terrace/patio

Cabañas Lunas del Poas

3.0 star property
$90 nightly
The price is $102
Sep 7 - Sep 8
Total with taxes and fees
Cabañas Lunas del Poas
Cool Bali Style Villa, w/stunning views, HiSpeedWifi., 3Brs. solar heated pool.
Outdoor pool, a heated pool

Cool Bali Style Villa, w/stunning views, HiSpeedWifi., 3Brs. solar heated pool.

10.0 out of 10, Exceptional, (222)
"Lovely in every way! I didn’t come to be a tourist, but to spend time in nature in comfort. I stayed on the property most of the time and enjoyed the flora and fauna immensely. Thank you for opening your home to guests!"
Cool Bali Style Villa, w/stunning views, HiSpeedWifi., 3Brs. solar heated pool.
Casa Dali - Secluded yet close to SJO Airport & INCAE - King bed, fast wifi
Terrace/patio

Casa Dali - Secluded yet close to SJO Airport & INCAE - King bed, fast wifi

9.8 out of 10, Exceptional, (14)
"We have stayed at Ursula’s place before and enjoyed the spacious comfortable layout. The back yard is enclosed and very safe for the dog. "
Casa Dali - Secluded yet close to SJO Airport & INCAE - King bed, fast wifi
Hotel Los Sueños de Bajos del Toro
Design Villa | Living area | 32-inch Smart TV with cable channels, streaming services

Hotel Los Sueños de Bajos del Toro

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!"
$180 nightly
The price is $203
Sep 4 - Sep 5
Total with taxes and fees
Hotel Los Sueños de Bajos del Toro
Buen Camino Hotel, San Mateo
Exterior

Buen Camino Hotel, San Mateo

3.0 star property
9.2 out of 10, Wonderful, (38)
"Very beautiful, quiet, friendly employees, kid friendly Upna steep hill but its BEAUTIFUL and feels very jungle like logive them 10 stars "
Buen Camino Hotel, San Mateo
Villazul 1
Exterior

Villazul 1

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. "
$82 nightly
The price is $93
Sep 14 - Sep 15
Total with taxes and fees
Villazul 1
The comfort and exclusive rest you deserve, SJO
Outdoor dining

The comfort and exclusive rest you deserve, SJO

10.0 out of 10, Exceptional, (2)
"Nice place "
$128 nightly
The price is $128
Sep 4 - Sep 5
Total with taxes and fees
The comfort and exclusive rest you deserve, SJO
Bali Dream View, Total Privacy, Pool, Wifi, 30 min to Beach/Waterfall/Ziplining
A heated pool

Bali Dream View, Total Privacy, Pool, Wifi, 30 min to Beach/Waterfall/Ziplining

10.0 out of 10, Exceptional, (169)
"TThis vacation has become a top favorite for our family, and we will definitely be back. Words can't express our gratitude for all the staff involved in this experience. We would like to thank you for sharing your beautiful home with us. "
Bali Dream View, Total Privacy, Pool, Wifi, 30 min to Beach/Waterfall/Ziplining
Beautiful house, views, pool, best climate
Outdoor pool

Beautiful house, views, pool, best climate

9.8 out of 10, Exceptional, (7)
"Beautiful views. Amazing place."
Beautiful house, views, pool, best climate
COZY HOUSE IN LA GARITA. NEAR THE AIRPORT, RURAL AREA, POOL, PRIVACY & SERENITY
Property grounds

COZY HOUSE IN LA GARITA. NEAR THE AIRPORT, RURAL AREA, POOL, PRIVACY & SERENITY

9.4 out of 10, Exceptional, (63)
"Perfect for groupe "
COZY HOUSE IN LA GARITA. NEAR THE AIRPORT, RURAL AREA, POOL, PRIVACY & SERENITY
Stand out apartment -SJO Airport - Air Cond
TV, offices

Stand out apartment -SJO Airport - Air Cond

10.0 out of 10, Exceptional, (12)
"Nice modern two bedroom apartment , very close to airport , clean convenient location. "
$127 nightly
The price is $127
Sep 4 - Sep 5
Total with taxes and fees
Stand out apartment -SJO Airport - Air Cond
Modern 2-Bedroom Mountain Retreat, Stunning Views, Saltwater Pool
Outdoor pool

Modern 2-Bedroom Mountain Retreat, Stunning Views, Saltwater Pool

9.8 out of 10, Exceptional, (18)
"The property was clean, with great scenery. "
Modern 2-Bedroom Mountain Retreat, Stunning Views, Saltwater Pool
Golden Loft with AC, Pool, 5 min from the Airport!
Pool

Golden Loft with AC, Pool, 5 min from the Airport!

10.0 out of 10, Exceptional, (1)
"We stay at this property at least once a month as we travel it’s perfect t "
$95 nightly
The price is $95
Sep 4 - Sep 5
Total with taxes and fees
Golden Loft with AC, Pool, 5 min from the Airport!
Amazing house, near to mountains, beaches and volcanos
Exterior

Amazing house, near to mountains, beaches and volcanos

Amazing house, near to mountains, beaches and volcanos
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

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 $93 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.

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

Are there vacation rentals in San Juan?

Yes, we give you a choice of vacation rentals near popular sights in San Juan, or you can select a secluded option if you're looking for relaxation.

What are some of the best vacation rentals in San Juan?

TIPS Vacation: This vacation home rental outside San Juan is located on the riverwalk and has a garden, a barbecue grill, and free WiFi to put you at ease in your new surroundings. Kitchen amenities include a full-sized fridge, a microwave, and kitchenware.

What can I see and do in San Juan?

Explore the area and family-friendly sights such as Balneario Las Musas, or get out into nature at a spot like Las Cataratas de Los Chorros. In the larger area, you’ll find San Ramon Municipal Market and San Ramon Nonato Church.

What are vacation rentals like in San Juan?

Vacation rentals are private properties you can stay in for a short or long stay in San Juan. Vacation rentals feature extras such as laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about a sanitized environment, vacation rentals can provide a sense of safety away from public hotel elevators and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular choice for a family getaway.