San Diego Holiday Rentals

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Check prices for these dates

In two weeks
10 Apr - 12 Apr
In two months
22 May - 24 May
In three months
19 Jun - 21 Jun
In four months
17 Jul - 19 Jul

Our top choices for San Diego holiday rentals

Living area

Cabañas La Montañuela

Cabañas La Montañuela
3.0 star property
Llano Grande
10.0 out of 10, Exceptional, (1 review)
"La Cabaña muy espaciosa, equipada con la necesario para preparar alimentos básicos. El lugar muy tranquilo y seguro. Espectaculares vistas."
Costa Rica
Miguel
The price is HK$664
HK$751 total
includes taxes & fees
1 Apr - 2 Apr
Cabañas La Montañuela
Exterior

Millar de Aves

Millar de Aves
3.0 star property
San Isidro
Millar de Aves
Interior

Naranjo Lodge – Peaceful Cabin Near San Gerardo de Dota, Nature & Birdwatching

Naranjo Lodge – Peaceful Cabin Near San Gerardo de Dota, Nature & Birdwatching
La Esperanza
10.0 out of 10, Exceptional, (2 reviews)
"Lovely simple modern mountain cabin"
United States
Randall A.
The price is HK$783
HK$1,041 total
includes taxes & fees
26 Mar - 27 Mar
Naranjo Lodge – Peaceful Cabin Near San Gerardo de Dota, Nature & Birdwatching
Property grounds

Cozy cabaña overlooking a beautiful valley. Finca Fajardo Lodge. Rustic Cabin#1

Cozy cabaña overlooking a beautiful valley. Finca Fajardo Lodge. Rustic Cabin#1
Paraiso
10.0 out of 10, Exceptional, (1 review)
The price is HK$352
HK$509 total
includes taxes & fees
26 Mar - 27 Mar
Cozy cabaña overlooking a beautiful valley. Finca Fajardo Lodge. Rustic Cabin#1
Exterior

Aloj Entero 1km Juan Santamaría Airport

Aloj Entero 1km Juan Santamaría Airport
3.5 star property
San Antonio
9.2 out of 10, Wonderful, (32 reviews)
"Great place to stay for a late arrival or catch a very early flight.. Spaces and clean... Will stay again next time if we arrived late or catch an early flight "
United States
Lam
The price is HK$657
HK$782 total
includes taxes & fees
26 Mar - 27 Mar
Aloj Entero 1km Juan Santamaría Airport
Interior

Cabaña en la Montaña Cerca del Parque Nacional Tapantí Orosi, Cartago Costa Rica

Cabaña en la Montaña Cerca del Parque Nacional Tapantí Orosi, Cartago Costa Rica
Orosi
10.0 out of 10, Exceptional, (4 reviews)
"This property was private and secluded. Just what we were looking for. It was clean, cozy with spectacular views. This was a peaceful retreat with many sounds of nature. Property owner was very responsive and helpful. "
United States
Candi R.
The price is HK$982
HK$1,146 total
includes taxes & fees
26 Mar - 27 Mar
Cabaña en la Montaña Cerca del Parque Nacional Tapantí Orosi, Cartago Costa Rica
Blackout curtains, free WiFi, bed sheets

Nina´s - Juan Santamaria

Nina´s - Juan Santamaria
3.0 star property
Rio Segundo
7.4 out of 10, Good, (71 reviews)
"Great clean place to stay for the night before a flight."
United States
Ryan
Nina´s - Juan Santamaria
View from room

Cabañas La Laguna Lodge

Cabañas La Laguna Lodge
3.0 star property
Corralillo
8.0 out of 10, Very good, (6 reviews)
"Excelentes"
Mexico
Andrey
Cabañas La Laguna Lodge
Front of property

Monbellis

Monbellis
3.0 star property
Copey
6.8 out of 10, (3 reviews)
The price is HK$748
HK$885 total
includes taxes & fees
27 Mar - 28 Mar
Monbellis
Exterior

Cabañas una Mirada al Cielo 4

Cabañas una Mirada al Cielo 4
Cartago
The price is HK$455
HK$664 total
includes taxes & fees
26 Mar - 27 Mar
Cabañas una Mirada al Cielo 4
Living area

Senderos Apartment, Self Check-in, Aeropuerto SJO

Senderos Apartment, Self Check-in, Aeropuerto SJO
3.0 star property
Cacique
9.2 out of 10, Wonderful, (12 reviews)
"I would recommend to anyone who needs a spot near the airport"
United States
Kenny
The price is HK$1,092
HK$1,234 total
includes taxes & fees
26 Mar - 27 Mar
Senderos Apartment, Self Check-in, Aeropuerto SJO
Exterior

Rivera Family Airport Apartments

Rivera Family Airport Apartments
3.0 star property
Rio Segundo
6.6 out of 10, (27 reviews)
"A clean no frills room with comfortable bed and essential amenities."
United States
Benjamin
The price is HK$599
HK$677 total
includes taxes & fees
2 Apr - 3 Apr
Rivera Family Airport Apartments
Smart TV

Charming 2-bedroom condo with shared pool, gym, Wi-Fi, one parking space

Charming 2-bedroom condo with shared pool, gym, Wi-Fi, one parking space
Provincia de Alajuela
8.0 out of 10, Very good, (2 reviews)
"Great location, clean"
United States
pstritzke
The price is HK$493
HK$845 total
includes taxes & fees
26 Mar - 27 Mar
Charming 2-bedroom condo with shared pool, gym, Wi-Fi, one parking space
Exterior

Tranquil 4-bedroom cabin in La Suiza with WiFi

Tranquil 4-bedroom cabin in La Suiza with WiFi
La suiza
The price is HK$1,057
HK$1,409 total
includes taxes & fees
31 Mar - 1 Apr
Tranquil 4-bedroom cabin in La Suiza with WiFi
Terrace/patio

Casa del Rio, a little oasis 15 minutes from the airport

Casa del Rio, a little oasis 15 minutes from the airport
Alajuela
10.0 out of 10, Exceptional, (1 review)
"This was a beautiful VRBO and a perfect way to end our vacation in CR before heading to the nearby airport in the am- so easy. Communication via text with owner and next door neighbor Julian made finding the VRBO a bit easier in the somewhat gated community...We ended up ordering Uber Eats and that worked great cause we just wanted to chill and relax - GREAT bed and wonderful VRBO. More texting and Julian again in the morning and it was easy to head out again. Thank you so much for great last...
United States
Amanda L.
The price is HK$1,566
HK$1,722 total
includes taxes & fees
26 Mar - 27 Mar
Casa del Rio, a little oasis 15 minutes from the airport
Terrace/patio

La Parada House 25

La Parada House 25
2.0 star property
Concepción
8.0 out of 10, Very good, (1 review)
"House and the overall property was very good with excellent views. Had good clean linen and towels. It would have been good if they had left few Kitchen paper rolls and had a dish washer installed. The main problem we faced was that the Jacuzzi never worked for the whole two days that we were at the property. While the host (Alex) was very responsive and tried to get it to work, it never worked, this was a big let down. "
United States
Ravi
The price is HK$3,980
HK$5,407 total
includes taxes & fees
29 Mar - 30 Mar
La Parada House 25
Living area

Swiss chalet style cottage

Swiss chalet style cottage
Copey District
10.0 out of 10, Exceptional, (2 reviews)
"Beautiful surroundings, clean property and very peaceful. Highly recommend."
United States
Adriana
The price is HK$611
HK$845 total
includes taxes & fees
24 Apr - 25 Apr
Swiss chalet style cottage
Outdoor dining

Full house with breathtaking views

Full house with breathtaking views
San José
9.4 out of 10, Exceptional, (3 reviews)
"Host was amazing, great communication and availability. The property was amazing and we had a really great stay. 10/10 would recommend. "
United States
Micheal
The price is HK$2,701
HK$3,233 total
includes taxes & fees
29 Mar - 30 Mar
Full house with breathtaking views
Exterior

Glamping de Montaña y Mirador Brisas del Norte

Glamping de Montaña y Mirador Brisas del Norte
Desamparados
The price is HK$364
HK$527 total
includes taxes & fees
27 Mar - 28 Mar
Glamping de Montaña y Mirador Brisas del Norte
Dining

Cozy Centrally located Condo w/ Mountain view, Pool, & Gym

Cozy Centrally located Condo w/ Mountain view, Pool, & Gym
San Pablo
10.0 out of 10, Exceptional, (1 review)
"Property was extremely, clean and well maintained. Very safe and centrally located condo building fairly close to the airport. Very responsive hosts."
Canada
Keith David T.
The price is HK$517
HK$983 total
includes taxes & fees
29 Mar - 30 Mar
Cozy Centrally located Condo w/ Mountain view, Pool, & Gym
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

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

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

8/10 Good
"I liked the property in general. Large place, great pool area, food was prepared well..,"
Joe 1-night trip
Posted 2 hours ago
Country Inn & Suites by Radisson, San Jose Aeropuerto, Costa Rica

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
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  • 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?

4BR Casa Peces Santa Ana, Private Indoor Pool & Sauna!: This holiday home rental outside of San Diego is located on a river, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a 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 Spirogyra Butterfly Garden, or get outside and enjoy nature at Morazan 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.