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South San Diego Holiday Rentals

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Our top choices for South San Diego holiday rentals

Terrific studio in Chula Vista with cozy vibes

Terrific studio in Chula Vista with cozy vibes
Chula Vista
10.0 out of 10, Exceptional, (4)
"Great location. Great owners "
United States
INGRID R.
The price is NZ$283
includes taxes & fees
8 Jan - 9 Jan 2026
Terrific studio in Chula Vista with cozy vibes

Simple, Central, & Private 2BR in Chula Vista

Simple, Central, & Private 2BR in Chula Vista
2.0 star property
Castle Park
The price is NZ$446
includes taxes & fees
3 Jan - 4 Jan 2026
Simple, Central, & Private 2BR in Chula Vista

Cozy studio in fabulous Chula Vista with AC, WiFi, Washer and Dryer.

Cozy studio in fabulous Chula Vista with AC, WiFi, Washer and Dryer.
Chula Vista
10.0 out of 10, Exceptional, (5)
"Good place to stay. Was clean and nice. Home is located on a quiet street with easy parking but still close to everything. "
United States
Andrew S.
The price is NZ$461
includes taxes & fees
31 Dec - 1 Jan 2026
Cozy studio in fabulous Chula Vista with AC, WiFi, Washer and Dryer.

Guest suite “attached”– fully private with its own entrance and bathroom.

Guest suite “attached”– fully private with its own entrance and bathroom.
2.0 star property
Chula Vista
The price is NZ$271
includes taxes & fees
13 Jan - 14 Jan 2026
Guest suite “attached”– fully private with its own entrance and bathroom.

Kid Friendly 3-bedroom house in Chula Vista

Kid Friendly 3-bedroom house in Chula Vista
2.0 star property
Chula Vista
The price is NZ$889
includes taxes & fees
31 Dec - 1 Jan 2026
Kid Friendly 3-bedroom house in Chula Vista

Deluxe One Bedroom King Suite Oceanview

Deluxe One Bedroom King Suite Oceanview
Imperial Beach
The price is NZ$332
includes taxes & fees
6 Jan - 7 Jan 2026
Deluxe One Bedroom King Suite Oceanview

Tropical Home with Pool/Spa, BBQ, Fire pit. Family fun!

Tropical Home with Pool/Spa, BBQ, Fire pit. Family fun!
Chula Vista
9.6 out of 10, Exceptional, (17)
"The house was very cozy "
United States
Mateah D.
The price is NZ$1,175
includes taxes & fees
26 Jan - 27 Jan 2026
Tropical Home with Pool/Spa, BBQ, Fire pit. Family fun!

Welcome to Villa Las Flores! Your dream 4BR retreat with a cozy outdoor awaits!

Welcome to Villa Las Flores! Your dream 4BR retreat with a cozy outdoor awaits!
Chula Vista
8.8 out of 10, Excellent, (5)
"Beautiful Home, cleanliness n amenities, thank you"
United States
Jesus
The price is NZ$509
includes taxes & fees
5 Jan - 6 Jan 2026
Welcome to Villa Las Flores! Your dream 4BR retreat with a cozy outdoor awaits!

POOL,Spa, Movie Room, BBQ and Games! Family Vacation Home

POOL,Spa, Movie Room, BBQ and Games! Family Vacation Home
Chula Vista
8.4 out of 10, Very good, (24)
"We had a wonderful stay at this home in San Diego! It was a perfect fit for our family, and the kids especially loved the pool. The neighborhood was quiet and felt very safe, which was a huge plus. Overall we had a fantastic experience and would definitely consider staying here again."
United States
Kristin C.
The price is NZ$991
includes taxes & fees
5 Jan - 6 Jan 2026
POOL,Spa, Movie Room, BBQ and Games! Family Vacation Home

Private Patio + Parking + Fast Wi-Fi |Near SD + TJ

Private Patio + Parking + Fast Wi-Fi |Near SD + TJ
Bonita
9.0 out of 10, Wonderful, (2)
"I really enjoyed the patio area. The gate could use a handle on the inside for getting out."
United States
Robert N.
The price is NZ$409
includes taxes & fees
11 Jan - 12 Jan 2026
Private Patio + Parking + Fast Wi-Fi |Near SD + TJ

One bedroom retreat full kitchen/laundry 1GB Wi-Fi

One bedroom retreat full kitchen/laundry 1GB Wi-Fi
Bonita
The price is NZ$503
includes taxes & fees
5 Jan - 6 Jan 2026
One bedroom retreat full kitchen/laundry 1GB Wi-Fi

Spacious 4-bedroom estate with WiFi and AC in wonderful Chula Vista

Spacious 4-bedroom estate with WiFi and AC in wonderful Chula Vista
Otay Ranch
The price is NZ$2,461
includes taxes & fees
11 Jan - 12 Jan 2026
Spacious 4-bedroom estate with WiFi and AC in wonderful Chula Vista

Fantastic Views - Oceanfront 2 Bedroom - - Remodeled March 2025

Fantastic Views - Oceanfront 2 Bedroom - - Remodeled March 2025
Imperial Beach
9.0 out of 10, Wonderful, (66)
"Inside the condo appears to be brand new. Great view of the ocean and pier. "
United States
Ray H.
Fantastic Views - Oceanfront 2 Bedroom - - Remodeled March 2025

Amazing 1 bedroom sanctuary - Free Parking

Amazing 1 bedroom sanctuary - Free Parking
Imperial Beach
10.0 out of 10, Exceptional, (1)
"All you need to do is bring your bags, everything else you need is there, also the beach is across the street which is awesome. "
United States
Ryan
The price is NZ$282
includes taxes & fees
6 Jan - 7 Jan 2026
Amazing 1 bedroom sanctuary - Free Parking

Cruisers 3075 Express - Sleeps 4 - Marina Amenities Included

Cruisers 3075 Express - Sleeps 4 - Marina Amenities Included
Chula Vista
2.0 out of 10, (1)
"These people is out to rip people off. They are illegally renting their junk bost in a marina that doesn't allow them to rent for vacations. Nothing was ready for my me and my family. I had to fill up the water on the boat myself, toilet didn't work. There facility toilet is about a quarter miles away. They only gave us one key so if one person leaves no one else can get out. Save your money and run . False advertisements it does not sleeps 8 people barley hodls 5. The toilet stopped flushing...
United States
sam p.
The price is NZ$712
includes taxes & fees
3 Jan - 4 Jan 2026
Cruisers 3075 Express - Sleeps 4 - Marina Amenities Included

Coronado Beach Resort

Coronado Beach Resort
3.0 star property
Historic Downtown Coronado
9.0 out of 10, Wonderful, (754)
"Room was clean, Staff pleasant. "
United States
Vicki
The price is NZ$372
includes taxes & fees
5 Jan - 6 Jan 2026
Coronado Beach Resort

Sentral Gaslamp Quarter

Sentral Gaslamp Quarter
4.0 star property
Downtown San Diego
9.2 out of 10, Wonderful, (613)
"Everything was splendid. Very friendly staff as well. "
United States
Irving
The price is NZ$269
includes taxes & fees
3 Jan - 4 Jan 2026
Sentral Gaslamp Quarter

Kasa Gaslamp Quarter San Diego

Kasa Gaslamp Quarter San Diego
3.5 star property
Downtown San Diego
8.0 out of 10, Very good, (154)
"Everything was perfect about the room and location. The minor flaw was the stench in the lobby from the downstairs restaurant and bar. I loved staying here. "
United States
Chris
Kasa Gaslamp Quarter San Diego

Soothing studio with AC in sunny San Diego

Soothing studio with AC in sunny San Diego
2.0 star property
Bay Terraces
10.0 out of 10, Exceptional, (1)
"Everything was perfect "
United States
Rosa G.
The price is NZ$195
includes taxes & fees
5 Jan - 6 Jan 2026
Soothing studio with AC in sunny San Diego

City24 Hotel Little Italy Mission Hills

City24 Hotel Little Italy Mission Hills
4.5 star property
Middletown
9.6 out of 10, Exceptional, (108)
"would definitely go back and stay there again "
United States
Kounwick
City24 Hotel Little Italy Mission Hills
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 South San Diego Hotel Reviews

Find out more about South San Diego

Everything you need to know about South 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 South 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 South San Diego holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

South San Diego holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in South 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 South 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 South San Diego holiday rentals we have selected for you start as low as NZ$269 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on South San Diego rentals

At Expedia, we put the best South 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 South 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 South 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 South 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.