San Diego Holiday Rentals

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Holiday Rentals in San Diego

BEE Suites Escalante
3.5 star property
9.4 out of 10, Exceptional, 114 reviews
"Super dope BNB with great staff and in perfect location!"
The price is NZ$196
includes taxes & fees
21 Jun - 22 Jun
BEE Suites Escalante
Apartotel & Suites Villas del Rio
3.5 star property
9.0 out of 10, Wonderful, 712 reviews
"The management is superb. The place is wonderfully kept and the staff is very friendly."
The price is NZ$181
includes taxes & fees
20 Jun - 21 Jun
Apartotel & Suites Villas del Rio
Casa Conde Hotel & Suites
3.5 star property
8.2 out of 10, Very good, 770 reviews
"Very nice, but no services on property. Have to leave for anything you need except for food delivery is available. "
The price is NZ$151
includes taxes & fees
15 Jun - 16 Jun
Casa Conde Hotel & Suites
Hotel Residence Inn Suites Cristina
3.5 star property
9.0 out of 10, Wonderful, 632 reviews
"Good breakfast "
The price is NZ$222
includes taxes & fees
15 Jun - 16 Jun
Hotel Residence Inn Suites Cristina
Airport SJO Residence 2 Edward & Familia
3.5 star property
10.0 out of 10, Exceptional, 72 reviews
"The room was beautiful and Edward was so kind and helpful. He happily shuttled us from Avis when we dropped off our rental car, and to the airport at 3 in the morning. "
The price is NZ$126
includes taxes & fees
16 Jun - 17 Jun
Airport SJO Residence 2 Edward & Familia
Apartamentos Cityzen
4.0 star property
9.4 out of 10, Exceptional, 32 reviews
"Nice apartment"
The price is NZ$281
includes taxes & fees
29 Jun - 30 Jun
Apartamentos Cityzen
Paradise Peak -262 Five Star Reviews - Romantic Garden Villa with Jacuzzi
10.0 out of 10, Exceptional, 208 reviews
"The view of the mountains and the birds from the porch of the villa was wonderful. The kitchen, especially, was better equipped than that of any other lodging that we have encountered. And we want to give special mention to the owners, Steve and Nancy, who made us feel right at home."
Paradise Peak -262 Five Star Reviews - Romantic Garden Villa with Jacuzzi
Apartotel Tairona
3.0 star property
8.8 out of 10, Excellent, 85 reviews
"We loved this quaint little place. Everyone was so helpful and friendly. The breakfast each morning was great. "
The price is NZ$136
includes taxes & fees
15 Jun - 16 Jun
Apartotel Tairona
Nina´s - Juan Santamaria
2.5 star property
6.6 out of 10, 23 reviews
"Great communication, recommend via WhatsApp and great accommodations "
The price is NZ$129
includes taxes & fees
15 Jun - 16 Jun
Nina´s - Juan Santamaria
Modern Skyline Rohmoser
3.0 star property
10.0 out of 10, Exceptional, 1 review
"Perfect convenient location "
The price is NZ$206
includes taxes & fees
15 Jun - 16 Jun
Modern Skyline Rohmoser
Luxury Cozy house w private heated pool, A/C, 5 min from downtown San Jose, CR
10.0 out of 10, Exceptional, 22 reviews
"The place was absolutely amazing and we definitely recommend you check out this property"
Luxury Cozy house w private heated pool, A/C, 5 min from downtown San Jose, CR
Apartotel Don Francisco
3.0 star property
9.0 out of 10, Wonderful, 62 reviews
"People are very friendly and the place was very welcoming & there are no dislikes at all."
The price is NZ$92
includes taxes & fees
18 Jun - 19 Jun
Apartotel Don Francisco
Gosen Beautiful & Luxury House in the Mountains, Relax and Enjoy nature!
10.0 out of 10, Exceptional, 57 reviews
"Eduardo and Betty made our stay a great experience! Taught us about the culture and the communities. Share their home with us and made us feel like family!!!"
The price is NZ$210
includes taxes & fees
15 Jun - 16 Jun
Gosen Beautiful & Luxury House in the Mountains, Relax and Enjoy nature!
4BR Casa Peces Santa Ana, Private Indoor Pool & Sauna!
9.2 out of 10, Wonderful, 35 reviews
"This was a perfect escape from the city. Felt like a mini oasis. We ubered it to shops and restaurants and enjoyed the pool in between. Good communication with property manager. Would rent again."
4BR Casa Peces Santa Ana, Private Indoor Pool & Sauna!
Aloj Entero 1km Juan Santamaría Airport
2.5 star property
9.6 out of 10, Exceptional, 5 reviews
"Close to airport, sleeps a lot and very nice property manager. "
The price is NZ$169
includes taxes & fees
17 Jun - 18 Jun
Aloj Entero 1km Juan Santamaría Airport
Amazing Views of Central Valley & Mountains - Top Security - Completely Equipped
9.6 out of 10, Exceptional, 10 reviews
"Just an awesome place"
Amazing Views of Central Valley & Mountains - Top Security - Completely Equipped
Sabana Studios
4.0 star property
7.0 out of 10, Good, 6 reviews
"Muy bien ubicada, sector agradable, solo hace falta que tenga aire acondicionado"
The price is NZ$75
includes taxes & fees
8 Jul - 9 Jul
Sabana Studios
Elegant, fully equipped residence with heated pool and great views
10.0 out of 10, Exceptional, 39 reviews
"One word: Christina... She is GOLD"
Elegant, fully equipped residence with heated pool and great views
BEE Suites Santa Ana
4.0 star property
9.2 out of 10, Wonderful, 61 reviews
"Tercera vez que me hospedo en estos apartamentos. De hecho, tercer apartamento distinto. En general muy conforme con el apartamento y sus servicios. Las almohadas y sábanas me gustaron, no tanto el colchón, demasiado suave para mi gusto. Incluye implementos de cocina y cocina completa, lavadora y secadora. El complejo cuenta con piscina y gimnasio. Volveré seguramente en más de una ocasión. "
BEE Suites Santa Ana
EcoStudio Apartamentos
4.0 star property
9.2 out of 10, Wonderful, 5 reviews
"A Hidden Gem: Cozy Comfort Near the US Embassy with an Outstanding Host I recently stayed at this charming small studio for a 3 weeks, and it was an absolute delight. The apartment was exactly as advertised. The photos did not do justice to how cozy and well-appointed it was. Check-in was a breeze. The host provided clear, step-by-step instructions and was available to answer any questions. I was impressed by the cleanliness of the apartment. It was spotless and well-maintained, making me feel...
The price is NZ$100
includes taxes & fees
15 Jun - 16 Jun
EcoStudio Apartamentos
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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.

Other types of properties in San Diego you may be interested in

Hilton Garden Inn San Jose Airport City Mall
3.5 star property
8.8 out of 10, Excellent, 491 reviews
"Very convenient, nice new property."
The price is NZ$229
includes taxes & fees
1 Jul - 2 Jul
Hilton Garden Inn San Jose Airport City Mall
Costa Rica Marriott Hotel Hacienda Belen
4.5 star property
9.2 out of 10, Wonderful, 1,001 reviews
"Loved everything "
The price is NZ$316
includes taxes & fees
12 Jul - 13 Jul
Costa Rica Marriott Hotel Hacienda Belen
Barceló San José
4.0 star property
9.0 out of 10, Wonderful, 1,511 reviews
"All is great! "
The price is NZ$138
includes taxes & fees
6 Jul - 7 Jul
Barceló San José
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our San Diego holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up San Diego. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in San Diego. Seeing all the best attractions is bound to make you fall in love with San Diego. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in San Diego short-term rentals, that won’t be hard to do.

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 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.

Recent reviews of San Diego properties
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