San Diego Holiday Rentals

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Our top choices for San Diego holiday rentals

Millar de Aves

Millar de Aves
3.0 star property
San Isidro
The price is NZ$81
includes taxes & fees
24 May - 25 May
Millar de Aves

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, (3 reviews)
"Lovely simple modern mountain cabin"
United States
Randall A.
The price is NZ$223
includes taxes & fees
14 May - 15 May
Naranjo Lodge – Peaceful Cabin Near San Gerardo de Dota, Nature & Birdwatching

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 NZ$109
includes taxes & fees
20 May - 21 May
Cozy cabaña overlooking a beautiful valley. Finca Fajardo Lodge. Rustic Cabin#1

Cabañas una Mirada al Cielo 4

Cabañas una Mirada al Cielo 4
Cartago
The price is NZ$144
includes taxes & fees
14 May - 15 May
Cabañas una Mirada al Cielo 4

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 NZ$712
includes taxes & fees
18 May - 19 May
Full house with breathtaking views

Tranquil 4-bedroom cabin in La Suiza with WiFi

Tranquil 4-bedroom cabin in La Suiza with WiFi
La suiza
The price is NZ$302
includes taxes & fees
14 May - 15 May
Tranquil 4-bedroom cabin in La Suiza with WiFi

Cozy and Central Apartment in Alajuela, Perfect for Families

Cozy and Central Apartment in Alajuela, Perfect for Families
2.0 star property
Carmen
The price is NZ$92
includes taxes & fees
14 May - 15 May
Cozy and Central Apartment in Alajuela, Perfect for Families

Glamping de Montaña y Mirador Brisas del Norte

Glamping de Montaña y Mirador Brisas del Norte
Desamparados
The price is NZ$114
includes taxes & fees
14 May - 15 May
Glamping de Montaña y Mirador Brisas del Norte

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 NZ$162
includes taxes & fees
21 May - 22 May
Cabañas La Montañuela

Charming 2-bedroom condo apartment with WiFi, fitness & pool in San José

Charming 2-bedroom condo apartment with WiFi, fitness & pool in San José
Hatillo
10.0 out of 10, Exceptional, (1 review)
"Security was great the place was lovely the pool was warm and the people were all kind"
Canada
Thomas J.
The price is NZ$170
includes taxes & fees
15 May - 16 May
Charming 2-bedroom condo apartment with WiFi, fitness & pool in San José

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
8.8 out of 10, Excellent, (3 reviews)
"This place is perfect! Like staying at a resort!"
United States
Christine W.
The price is NZ$323
includes taxes & fees
14 May - 15 May
Charming 2-bedroom condo with shared pool, gym, Wi-Fi, one parking space

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

Gosen Beautiful & Luxury House in the Mountains, Relax and Enjoy nature!
Heredia
10.0 out of 10, Exceptional, (79 reviews)
"We loved our stay! The property is beautiful and Eduardo is a very welcoming host. We would definitely stay again!"
United States
Jess L.
The price is NZ$252
includes taxes & fees
18 May - 19 May
Gosen Beautiful & Luxury House in the Mountains, Relax and Enjoy nature!

Dos Palmas Studio Apartments

Dos Palmas Studio Apartments
3.0 star property
Cacique
9.6 out of 10, Exceptional, (213 reviews)
"Warm and welcoming reception. Rooms are good. Breakfast was great. Very close to airport, a 5 min ride. Hear some plane traffic overhead, but still highly recommend. "
Canada
Ian
The price is NZ$136
includes taxes & fees
16 May - 17 May
Dos Palmas Studio Apartments

Las Yagrumas Condo Escazu

Las Yagrumas Condo Escazu
3.0 star property
San Rafael
The price is NZ$653
includes taxes & fees
28 May - 29 May
Las Yagrumas Condo Escazu

Charming Private 1 bedroom Queen Size in San Antonio Escazu San Jose

Charming Private 1 bedroom Queen Size in San Antonio Escazu San Jose
San Antonio
10.0 out of 10, Exceptional, (1 review)
The price is NZ$101
includes taxes & fees
14 May - 15 May
Charming Private 1 bedroom Queen Size in San Antonio Escazu San Jose

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 NZ$249
includes taxes & fees
18 May - 19 May
Cabaña en la Montaña Cerca del Parque Nacional Tapantí Orosi, Cartago Costa Rica

Cozy 1-bedroom Apartment in Central Alajuela

Cozy 1-bedroom Apartment in Central Alajuela
2.0 star property
Carmen
The price is NZ$84
includes taxes & fees
14 May - 15 May
Cozy 1-bedroom Apartment in Central Alajuela

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
The price is NZ$154
includes taxes & fees
24 May - 25 May
Cabañas La Laguna Lodge

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 NZ$210
includes taxes & fees
9 June - 10 June
Cozy Centrally located Condo w/ Mountain view, Pool, & Gym

Monbellis

Monbellis
3.0 star property
Copey
6.8 out of 10, (3 reviews)
The price is NZ$159
includes taxes & fees
14 May - 15 May
Monbellis
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

Find out more about San Diego

Everything you need to know about San Diego holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the San Diego holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 Diego holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

San Diego holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in San Diego. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A San Diego holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of San Diego holiday rentals we have selected for you start as low as NZ$95 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on San Diego rentals

At Expedia, we put the best San Diego holiday 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 Diego 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 Diego holiday.

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 Diego. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

Gosen Beautiful & Luxury House in the Mountains, Relax and Enjoy nature! : This holiday home rental outside of San Diego is located on a river, and has a balcony, a terrace and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. You can relax into your holiday with a garden and a selection of games.

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.