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Check prices for these dates

In two weeks
9 Jan - 11 Jan
In two months
20 Feb - 22 Feb
In three months
20 Mar - 22 Mar
In four months
17 Apr - 19 Apr

Our top choices for San Diego holiday rentals

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

Apartment in Rio Segundo

Nina´s - Juan Santamaria
3.0 star property
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

Apartment in Cacique

Airport SJO Residence 2 Edward & Familia
3.5 star property
10.0 out of 10, Exceptional, (169)
"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
Exterior
Cabañas La Laguna Lodge

Cabin in Corralillo

Cabañas La Laguna Lodge
3.0 star property
8.4 out of 10, Very good, (5)
"Excelentes"
Mexico
Andrey
Cabañas La Laguna Lodge
Exterior
Millar de Aves

Cabin in San Isidro

Millar de Aves
3.0 star property
Millar de Aves
Panoramic Cabin, 1 King Bed with Sofa bed, Mountain View | Terrace/patio
Cabañas La Montañuela

Cabin in Llano Grande

Cabañas La Montañuela
3.0 star property
The price is ฿2,549
฿2,880 total
includes taxes & fees
7 Jan - 8 Jan 2026
Cabañas La Montañuela
Garden
Hotel Residence Inn Suites Cristina

Aparthotel in La Sabana

Hotel Residence Inn Suites Cristina
3.5 star property
9.0 out of 10, Wonderful, (724)
"great staff, 20 min. from airport, would stay there again"
Canada
Richard
The price is ฿2,935
฿3,317 total
includes taxes & fees
4 Jan - 5 Jan 2026
Hotel Residence Inn Suites Cristina
Basic Apartment | Terrace/patio
Aloj Entero 1km Juan Santamaría Airport

Apartment in San Antonio

Aloj Entero 1km Juan Santamaría Airport
3.5 star property
9.4 out of 10, Exceptional, (24)
"Nice, clean space, with everything we needed. Recommend"
United States
Yuri
The price is ฿2,610
฿3,105 total
includes taxes & fees
26 Dec - 27 Dec
Aloj Entero 1km Juan Santamaría Airport
Outdoor spa tub
BEE Suites San Jose - Escalante

Apartment in Barrio Escalante

BEE Suites San Jose - Escalante
3.5 star property
9.2 out of 10, Wonderful, (228)
"Great accommodations!"
United States
James
BEE Suites San Jose - Escalante
Couples treatment room(s), body treatments, aromatherapy
Casa Conde Apartamentos

Aparthotel in San Sebastian

Casa Conde Apartamentos
3.5 star property
8.2 out of 10, Very good, (874)
"Convenient location close to everything, nice staff "
United States
Alejandra
The price is ฿2,489
฿2,813 total
includes taxes & fees
26 Dec - 27 Dec
Casa Conde Apartamentos
Exterior
BEE Suites San José - Santa Ana

Condo resort in Santa Ana

BEE Suites San José - Santa Ana
2.5 star property
9.8 out of 10, Exceptional, (9)
"Very modern, clean and quiet. We’ll definitely stay again. "
United States
Stephen
The price is ฿3,138
฿5,027 total
includes taxes & fees
25 Jan - 26 Jan 2026
BEE Suites San José - Santa Ana
Familiar Superior 2R | Private kitchenette | Fridge, microwave, stovetop, coffee/tea maker
Apartotel Tairona

Aparthotel in San Pedro

Apartotel Tairona
3.0 star property
9.0 out of 10, Wonderful, (122)
"Hotel is good, but old, staffs are nice and friendly."
Canada
Weijun
Apartotel Tairona
Family Apartment, 2 Bedrooms, Non Smoking, Kitchen | Private kitchen | Fridge, microwave, electric kettle, toaster
Hotel Boutique CasAguacate

Aparthotel in Ciudad Cariari

Hotel Boutique CasAguacate
4.0 star property
10.0 out of 10, Exceptional, (4)
"Was great "
United States
Daniel
The price is ฿2,183
฿2,467 total
includes taxes & fees
10 Jan - 11 Jan 2026
Hotel Boutique CasAguacate
Superior Apartment, 1 Bedroom | Garden view
Apartotel Don Francisco

Aparthotel in San Rafael

Apartotel Don Francisco
3.0 star property
9.0 out of 10, Wonderful, (96)
"All of the above and the location also."
United States
David
Apartotel Don Francisco
2 outdoor pools, pool loungers
Apartotel & Suites Villas del Rio

Aparthotel in San Rafael

Apartotel & Suites Villas del Rio
3.5 star property
9.2 out of 10, Wonderful, (939)
"Great stayed twice will be back "
United States
Sarah
The price is ฿3,543
฿4,003 total
includes taxes & fees
1 Jan - 2 Jan 2026
Apartotel & Suites Villas del Rio
Terrace/patio
EcoStudio Apartamentos

Apartment in Pavas

EcoStudio Apartamentos
4.0 star property
9.0 out of 10, Wonderful, (11)
"Nice neighborhood and friendly staff. Great location as well. We felt safe, even walking in the evening to go out for dinner. It would be nice if there were more shelves to put things and add a recycling bin. "
United States
Richard Allen
The price is ฿1,717
฿1,940 total
includes taxes & fees
26 Dec - 27 Dec
EcoStudio Apartamentos
Junior Room | Living area | Smart TV, fireplace, iPod dock
ALMA Glamping

Camping in San Antonio

ALMA Glamping
2.0 star property
9.6 out of 10, Exceptional, (10)
"It is just perfect😍"
United States
Jeniree
The price is ฿8,928
฿10,088 total
includes taxes & fees
1 Jan - 2 Jan 2026
ALMA Glamping
Terrace/patio
KEYTRI ROOMS

Apartment in San Isidro

KEYTRI ROOMS
2.0 star property
The price is ฿2,175
฿2,458 total
includes taxes & fees
26 Dec - 27 Dec
KEYTRI ROOMS
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 Diego Hotel Reviews

Barceló San José

Barceló San José

10/10 Excellent
"Thank you for all the attention "
Dylan 1-night trip
Posted 10 hours ago
Barceló San José

Find out more about San Diego

Search for holiday rentals in San Diego on Expedia! You can easily find your home rentals, villas, holiday apartments in San Diego using one of the methods below:

  • View our selection of featured holiday rentals in San Diego
  • Use the map to find apartments and other holiday homes in the San Diego neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in San Diego while they last

Look no further and take a look at our great range of rental properties in San Diego!

Frequently asked questions

Are there holiday rentals in San Diego?

Yes, there are holiday rentals close to the most popular sights in San Diego, or you can select a more secluded option if you're looking for a relaxing stay. San Diego is known for its shopping.

What are some of the best holiday rentals that San Diego has to offer?

Las Yagrumas Condo Escazu: This holiday home rental outside of San Diego offers a terrace, a private garden 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 that you can cook with friends or family.

What can I see and do in San Diego?

While exploring the area, visit family-friendly sights like Ojo de Agua Spa Park, or get outside and enjoy nature at National Park. Terramall and University of Costa Rica are a couple of places you'll find in the wider area.

What are holiday rentals like in San Diego?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in San Diego. Holiday rentals feature amenities such as laundry facilities and kitchens so you'll have a home away from home. If you're concerned about cleanliness, a holiday rental can offer a sense of safety away from shared hotel lifts and lobbies bustling with people while still allowing you to travel. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular option for a small group gathering.