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Compare 190 Vacation Homes in San Juan with updated reviews, rates, and availability.

Luxury Cozy house w private heated pool, A/C, 5 min from downtown San Jose, CR
Pool

Luxury Cozy house w private heated pool, A/C, 5 min from downtown San Jose, CR

10.0 out of 10, Exceptional, (27)
"Everything was great except the weather. "
Luxury Cozy house w private heated pool, A/C, 5 min from downtown San Jose, CR
Elegant, fully equipped residence with heated pool and great views
Pool

Elegant, fully equipped residence with heated pool and great views

10.0 out of 10, Exceptional, (44)
"We had plenty of space for 4 guys. We spent most of our time in living room or balcony. The sound of the fountain and architecture of the house made it peaceful. You have the full view of the city. The staff were helpful and communicative over WhatsApp. We asked for messages and coordinated with professionals familiar with house. There’s a bit of travel to and from San Jose or sure but it’s worth it. Always tell driver to follow the signs and the street has white stones lining the roadway....
Elegant, fully equipped residence with heated pool and great views
Hidden Paradise in La Garita with Private Pool
Your own private oasis

Hidden Paradise in La Garita with Private Pool

9.8 out of 10, Exceptional, (48)
"This house was great for our 2 night stay after exploring other regions of Costa Rica before we flew home. The host was super communicable and the house was just as described. We enjoyed our relaxing stay!"
The price is AED 542
AED 679 total
includes taxes & fees
19 Dec - 20 Dec
Hidden Paradise in La Garita with Private Pool
A beautiful home. Close to Orosi Thermal Pools!
Dining

A beautiful home. Close to Orosi Thermal Pools!

10.0 out of 10, Exceptional, (53)
"A lovely house between Orosi and Paraiso, overlooking the Orosi Valley. Not far outside Paraiso--Waze took us right there. The house is beautiful and comfortable and very well appointed and supplied. The owner is only onsite part of the time, but is promptly available via WhatsApp. Her onsite assistant doesn't speak English, but we did fine with a little bit of Spanish and WhatsApp with the owner who speaks excellent English. We want to return to Casa Bartzis on a future trip--it's a winner!"
The price is AED 316
AED 477 total
includes taxes & fees
26 Dec - 27 Dec
A beautiful home. Close to Orosi Thermal Pools!
Casa Dali - Close to SJO Airport & INCAE - King bed, fast wifi
Terrace/patio

Casa Dali - Close to SJO Airport & INCAE - King bed, fast wifi

9.2 out of 10, Wonderful, (5)
"We had a lovely and peaceful time at Casa Dali. Surrounded by beautiful gardens, this cozy home is tucked away behind a secure gate in the heart of Alajuela. The home is fully equipped and excellent for entertaining and having big family dinners. We will love to visit again one day! Thank you!"
Casa Dali - Close to SJO Airport & INCAE - King bed, fast wifi
Experience the Costa Rican Pura Vida Style in our house👈
Backyard and Laundry room

Experience the Costa Rican Pura Vida Style in our house👈

7.6 out of 10, Good, (4)
"Property would have been perfect if all the windows have screen to allow fresh air in and to avoid mosquitoes from coming in to enjoy a good night sleep. "
Experience the Costa Rican Pura Vida Style in our house👈
Elegant 3500sq ft Family Residence
Dining

Elegant 3500sq ft Family Residence

10.0 out of 10, Exceptional, (3)
"The property looks exactly like the picture and is situated in a nice neighborhood. Would highly recommend!"
Elegant 3500sq ft Family Residence
Casa Delios, Luxury Near the Airport, Private Pool
Outdoor dining

Casa Delios, Luxury Near the Airport, Private Pool

10.0 out of 10, Exceptional, (1)
"Overall the place was excellent. Communication with the manager was easy and responsive and the place was very clean and spacious. The place seemed very secure and was close to markets. The pool was nice and the house was very well equipped. Very nice for larger groups."
Casa Delios, Luxury Near the Airport, Private Pool
Casita Jacaranda - Garden view private casita - 15 min from SJO airport
Terrace/patio

Casita Jacaranda - Garden view private casita - 15 min from SJO airport

10.0 out of 10, Exceptional, (1)
"We were looking for a place for our large group to stay close to the airport as we were arriving on a late flight. It was exactly what we were looking for."
The price is AED 444
AED 709 total
includes taxes & fees
20 Dec - 21 Dec
Casita Jacaranda - Garden view private casita - 15 min from SJO airport
Apartments Cielo 1, Airport Juan Santamaría
Interior

Apartments Cielo 1, Airport Juan Santamaría

5.0 out of 10, (2)
"Nice clean place to stay. good location close to liberty mall, car rental return and airport."
The price is AED 289
AED 358 total
includes taxes & fees
19 Dec - 20 Dec
Apartments Cielo 1, Airport Juan Santamaría
Stylish house in Escalante - Impeccable Decoration│Unique│Safe│Walk
Room

Stylish house in Escalante - Impeccable Decoration│Unique│Safe│Walk

10.0 out of 10, Exceptional, (4)
"The stay is completely as advertised. Stylish and modern. Literally right next door is a vegan eatery and two steps beyond that is another eating establishment. Even if that wasn’t the case Ubereats works well and it’s so close to multiple food places that you have plenty of options. A train does run but it takes maybe 2-3 seconds to pass so by the time you say I hear the train it has already passed by. Super secure. Front gate locks, front door locks. Almost has a fortress type security feel to...
Stylish house in Escalante - Impeccable Decoration│Unique│Safe│Walk
Spacious house, WiFi in awesome Lindora on 18 hole golf course with private pool
Dining

Spacious house, WiFi in awesome Lindora on 18 hole golf course with private pool

The price is AED 3,030
AED 3,431 total
includes taxes & fees
26 Dec - 27 Dec
Spacious house, WiFi in awesome Lindora on 18 hole golf course with private pool
Luxury 4-bedroom house with indoor pool, Jacuzzi, gym and spectacular city view
Interior

Luxury 4-bedroom house with indoor pool, Jacuzzi, gym and spectacular city view

10.0 out of 10, Exceptional, (1)
Luxury 4-bedroom house with indoor pool, Jacuzzi, gym and spectacular city view
Gosen Beautiful & Luxury House in the Mountains, Relax and Enjoy nature!

Gosen Beautiful & Luxury House in the Mountains, Relax and Enjoy nature!

10.0 out of 10, Exceptional, (61)
"From the moment we arrived Edouardo greeted us and showed ud to uor amazing and beautiful room in a garden paradise. The whole visit with his wife Betty became wonderous time spent in the mountains of Costa Rica. T"
Gosen Beautiful & Luxury House in the Mountains, Relax and Enjoy nature!
4BR Casa Peces Santa Ana, Private Indoor Pool & Sauna!
Pool

4BR Casa Peces Santa Ana, Private Indoor Pool & Sauna!

9.2 out of 10, Wonderful, (37)
"excellent"
4BR Casa Peces Santa Ana, Private Indoor Pool & Sauna!
COZY HOUSE IN LA GARITA. NEAR THE AIRPORT, RURAL AREA, POOL, PRIVACY & SERENITY
Pool

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

9.6 out of 10, Exceptional, (57)
"We loved the location of the home and felt safe in the neighborhood. Our kids loved the property and were never bored, due to the amazing pool, pool table, and soccer field. It was a fabulous place and we will definitely recommend it to our friends."
COZY HOUSE IN LA GARITA. NEAR THE AIRPORT, RURAL AREA, POOL, PRIVACY & SERENITY
Romantic Rustic Villa in the Mountains 30 Minutes from The airport .
Exterior

Romantic Rustic Villa in the Mountains 30 Minutes from The airport .

9.4 out of 10, Exceptional, (6)
"The house is spacious and airy, and the yard also is large and nicely landscaped. The house sits further back from the road than most houses in Costa Rica, but there is still a lot of road noise for someone coming from the United States. The property manager was pleasant, responsive, and helpful, with a good command of English. We do have some suggestions for improvement: (1) keep more towels in the bathrooms; (2) add towel racks in bathrooms to allow for drying of towels; (3) supply paper...
Romantic Rustic Villa in the Mountains 30 Minutes from The airport .
Stunning Views from Coffee Country: 25 min to SJO
Sunset Promptly at 5:45 daily

Stunning Views from Coffee Country: 25 min to SJO

10.0 out of 10, Exceptional, (27)
"We visited this property for two nights as a group of 11 women working on our personal growth. The house was perfectly suited to our needs and had just the right amount of space for all of us to spend time together as a group. We enjoyed the deck and green spaces for dancing and meditation, and the common area is well suited for sitting by the fire or on the beautiful meditation cushions provided in circle. The table only seats 6 but we were able to add 5 chairs from the patio so in the end it...
The price is AED 1,451
AED 2,201 total
includes taxes & fees
14 Jan - 15 January 2025
Stunning Views from Coffee Country: 25 min to SJO
What A Retreat! In a pleasant neighborhood in the beautiful hills above Grecia.
Exterior

What A Retreat! In a pleasant neighborhood in the beautiful hills above Grecia.

9.4 out of 10, Exceptional, (16)
"Simple, clean and spacious - had everything necessary (including sugar for coffee, washer and dryer, hot water shower.) Great view from the terrace. Fantastic value for the price."
What A Retreat! In a pleasant neighborhood in the beautiful hills above Grecia.
Escazu, San José, Luxury & Unbeatable Location! #1
Room

Escazu, San José, Luxury & Unbeatable Location! #1

8.0 out of 10, Very Good, (6)
"ok"
The price is AED 404
AED 815 total
includes taxes & fees
22 Dec - 23 Dec
Escazu, San José, Luxury & Unbeatable Location! #1
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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Other property types in San Juan

Apartotel & Suites Villas del Rio
Outdoor pool

Apartotel & Suites Villas del Rio

3.5 star property
9.2 out of 10, Wonderful, (784)
"Very good"
The price is AED 446
AED 504 total
includes taxes & fees
19 Dec - 20 Dec
Apartotel & Suites Villas del Rio
BEE Suites San Jose - Escalante
Outdoor spa tub

BEE Suites San Jose - Escalante

3.5 star property
9.4 out of 10, Exceptional, (159)
"I loved BEE!!!"
The price is AED 305
AED 501 total
includes taxes & fees
22 Dec - 23 Dec
BEE Suites San Jose - Escalante
Casa Conde Hotel & Suites
Room

Casa Conde Hotel & Suites

3.5 star property
8.0 out of 10, Very Good, (802)
"I enjoyed my stay."
The price is AED 337
AED 381 total
includes taxes & fees
19 Dec - 20 Dec
Casa Conde Hotel & Suites
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.