Holiday Homes in San Diego

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
15 Aug - 17 Aug
In two weeks
22 Aug - 24 Aug
In one month
5 Sept - 7 Sept
In two months
3 Oct - 5 Oct

Featured Holiday Homes in San Diego

Luxury Cozy house w private heated pool, A/C, 5 min from downtown San Jose, CR
Relax by the pool in a tranquil outdoor space with a barbecue grill, dining area, and hammock.

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

10.0 out of 10, Exceptional, (36)
"Beautiful "
Luxury Cozy house w private heated pool, A/C, 5 min from downtown San Jose, CR
Great Place near to the main Hotels, Nationals Park sand to the airport.
Relax in a serene space with arched windows, a tiled floor, and lush greenery.

Great Place near to the main Hotels, Nationals Park sand to the airport.

9.8 out of 10, Exceptional, (35)
"Located just 15 minutes from the airport and comfortably sized for larger groups."
The price is AU$124
includes taxes & fees
20 Aug - 21 Aug
Great Place near to the main Hotels, Nationals Park sand to the airport.
Quaint Downtown Loft/WI-FI
Relax in a spacious room with a large bed, sofa, and television, surrounded by a clean and minimalist design.

Quaint Downtown Loft/WI-FI

The price is AU$111
includes taxes & fees
8 Aug - 9 Aug
Quaint Downtown Loft/WI-FI
2-floor, 3-bedroom house/AC/ WiFI/10 mins from SJO and 15 mins from Parque Viva.
Property grounds

2-floor, 3-bedroom house/AC/ WiFI/10 mins from SJO and 15 mins from Parque Viva.

The price is AU$184
includes taxes & fees
8 Aug - 9 Aug
2-floor, 3-bedroom house/AC/ WiFI/10 mins from SJO and 15 mins from Parque Viva.
5-star home near the airport
Enjoy cooking in this well-equipped kitchen with a central island, stainless steel range hood, oven, and double sink.

5-star home near the airport

10.0 out of 10, Exceptional, (4)
"Was great the house was amazing spacious The pool was amazin Everything and this house was amazin and we hope to come back soon "
5-star home near the airport
Spacious house, WiFi in awesome Lindora on 18 hole golf course with private pool
Experience a luxurious retreat with a tufted headboard, plush throw, and comfortable pillows.

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

The price is AU$1,529
includes taxes & fees
8 Aug - 9 Aug
Spacious house, WiFi in awesome Lindora on 18 hole golf course with private pool
Beautiful and Luxurious House for 2 on the Mountain in Gosén you will enjoy nature.
Stunning two-story building surrounded by lush greenery, featuring a curved glass entrance and flat roof.

Beautiful and Luxurious House for 2 on the Mountain in Gosén you will enjoy nature.

9.6 out of 10, Exceptional, (12)
"We loved ourstay with Eduardo and Betty. They treated us like family from the first day we arrived. We will definitely will be returning."
The price is AU$157
includes taxes & fees
17 Aug - 18 Aug
Beautiful and Luxurious House for 2 on the Mountain in Gosén you will enjoy nature.
4-bedroom luxury farm home with spectacular views of the valley.
Stunning two-story building with a central balcony and columns, set amidst lush greenery and rolling hills.

4-bedroom luxury farm home with spectacular views of the valley.

4-bedroom luxury farm home with spectacular views of the valley.
Elegante Casa de 4 Habitaciones a Solo 15 Minutos del Corazón de la Ciudad
Stylish outdoor space with a tiled floor and lush greenery, offering a peaceful retreat.

Elegante Casa de 4 Habitaciones a Solo 15 Minutos del Corazón de la Ciudad

10.0 out of 10, Exceptional, (2)
"Clean, safe and good location if you want to be in the city."
Elegante Casa de 4 Habitaciones a Solo 15 Minutos del Corazón de la Ciudad
Stylish house in Escalante - Impeccable Decoration│Unique│Safe│Walk
Enjoy a relaxing evening in our outdoor dining area with comfortable seating and umbrellas.

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

10.0 out of 10, Exceptional, (4)
"This was a great house in a really good location for bars and restaurants. Needed some instructions on how to use cooker and appliances! Great stay."
Stylish house in Escalante - Impeccable Decoration│Unique│Safe│Walk
Gosen Beautiful & Luxury House in the Mountains, Relax and Enjoy nature!
Surrounded by lush greenery, this building features a flat roof and vertical elements, offering a serene atmosphere.

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

10.0 out of 10, Exceptional, (70)
"Cinnamon rolls were a delicious bonus as well"
The price is AU$172
includes taxes & fees
17 Aug - 18 Aug
Gosen Beautiful & Luxury House in the Mountains, Relax and Enjoy nature!
4BR Casa Peces Santa Ana, Private Indoor Pool & Sauna!
Enter a traditional lobby with a warm atmosphere, featuring a wooden entrance, potted plants, and a decorative cat statue.

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

9.2 out of 10, Wonderful, (43)
"Casa Peces is like a Private Resort. Except for some minor repairs I have no complaints. The only reason I gave it a 4-Star is because there was no Air Conditioner and was a bit uncomfortable to sleep at night. The fans are kinda noisy. "
4BR Casa Peces Santa Ana, Private Indoor Pool & Sauna!
Elegant, fully equipped residence with heated pool and great views
Guests can enjoy a casual gathering in the lush surroundings.

Elegant, fully equipped residence with heated pool and great views

10.0 out of 10, Exceptional, (46)
"Christine and her team were amazing hosts. The property is as beautiful as it is pictured. "
Elegant, fully equipped residence with heated pool and great views
Las Yagrumas Condo Escazu
Enjoy cooking in this fully equipped kitchen with an oven, microwave, and coffee maker.

Las Yagrumas Condo Escazu

3.0 star property
The price is AU$599
includes taxes & fees
8 Aug - 9 Aug
Las Yagrumas Condo Escazu
3-bedroom custom Tree house in welcoming Cartago with WiFi, waterfalls, trails
Cozy retreat with a large window offering a view of the outdoors, a comfortable bed, and a wooden chair and table.

3-bedroom custom Tree house in welcoming Cartago with WiFi, waterfalls, trails

The price is AU$264
includes taxes & fees
8 Aug - 9 Aug
3-bedroom custom Tree house in welcoming Cartago with WiFi, waterfalls, trails
Beautiful house to relax in
Indoor pool

Beautiful house to relax in

Beautiful house to relax in
Casa Aguacate
Enjoy the serene ambiance of this tranquil outdoor space, surrounded by lush greenery and a beautiful palm tree.

Casa Aguacate

The price is AU$177
includes taxes & fees
8 Aug - 9 Aug
Casa Aguacate
Luxuriously furnished Bungalow with spectaculair view of San Jose
Relax in a serene tropical setting with a spacious deck, hammock, and lush greenery.

Luxuriously furnished Bungalow with spectaculair view of San Jose

8.8 out of 10, Excellent, (6)
"This was a beautiful home at the top of the mountains. It had all the amenities a home can offer. Amazing features with outstanding views of all San Jose.i could live here."
Luxuriously furnished Bungalow with spectaculair view of San Jose
Full house with breathtaking views
Guests can enjoy breathtaking views of the surrounding mountains from this outdoor deck.

Full house with breathtaking views

9.4 out of 10, Exceptional, (3)
"Host was amazing, great communication and availability. The property was amazing and we had a really great stay. 10/10 would recommend. "
The price is AU$672
includes taxes & fees
8 Aug - 9 Aug
Full house with breathtaking views
Casa Delios, Luxury Near the Airport, Private Pool
Enjoy an outdoor space with a rectangular pool and dining area, perfect for relaxation.

Casa Delios, Luxury Near the Airport, Private Pool

10.0 out of 10, Exceptional, (6)
"Great property!!"
Casa Delios, Luxury Near the Airport, Private Pool
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free