Holiday Homes in South Bay

    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
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Featured Holiday Homes in South Bay and around

O ave. Cornerstone

9.2 out of 10, Wonderful, (35)
"Good place to stay, no complaints."
O ave. Cornerstone

'Breeze By the Pool' Chula Vista Home w/ Game Room

10.0 out of 10, Exceptional, (16)
"It was great from the time we walked into the door. The hostess left entry instructions, home was spotless. Neighborhood was great, no issues at all. Will be staying here again for sure.."
'Breeze By the Pool' Chula Vista Home w/ Game Room

Beachfront- Gorgeous 4 Bedroom House

9.4 out of 10, Exceptional, (86)
"This house was beautiful right on the water in a great area. Beautiful view of the water. Great amenities! Will definitely stay here again!"
Beachfront- Gorgeous 4 Bedroom House

4BR, Garage, Gated Yard, near San Diego Gaslamp, DT

2.0 out of 10, (1)
"Welcome to the 14th St. escape in scenic National City — where your original La Mesa booking magically shifts to a new location due to mysterious “maintenance issues.” Bonus: You’ll still pay the full price, even though this spot was listed $100 cheaper. What a deal! Enjoy the curb appeal — complete with a shopping cart centerpiece and warm welcome from the nearby encampment. The jammed front door adds a thrilling “escape room” touch. Inside, soak up the lived-in feel: stained couches, mystery...
The price is €216
includes taxes & fees
11 Aug - 12 Aug
4BR, Garage, Gated Yard, near San Diego Gaslamp, DT

Luxury San Diego Home w/ Pool, Spa & Views!

9.8 out of 10, Exceptional, (25)
"We were looking for a place that could accommodate plenty of family, and this place hit the mark. A bit further out than we would have preferred, but the price made it really worth it. This is a great place for anyone looking for space to spread out and enjoy a great view!"
Luxury San Diego Home w/ Pool, Spa & Views!

1 Mi to Marina & Bay: Modern Gem in Chula Vista

9.6 out of 10, Exceptional, (5)
1 Mi to Marina & Bay: Modern Gem in Chula Vista

Cozy and quiet 6-bedroom retreat close to outlet mall shopping and more!

10.0 out of 10, Exceptional, (5)
"This place was cozy and full of amenities, I didn't have my small children in site but it also included many amenities specifically for small children. A great place for a family vacation. It was beautiful and clean and the hosts are very kind and accommodating, I highly recommend this rental."
Cozy and quiet 6-bedroom retreat close to outlet mall shopping and more!

Stylish Studio - Walk to the Beach!

Stylish Studio - Walk to the Beach!

DRIFTWOOD VILLA: Gorgeous Remodel ... Across the Street from the Beach!

9.6 out of 10, Exceptional, (79)
"Nice unit close to the beach and a number of restaurants and stores."
DRIFTWOOD VILLA: Gorgeous Remodel ... Across the Street from the Beach!

Walkable Chula Vista Home w/ Covered Patio

9.6 out of 10, Exceptional, (5)
"Very welcoming home and walking distance to shopping and lots of food. Would recommend for sure !"
Walkable Chula Vista Home w/ Covered Patio

Wow! Private Pool and Spa Home w/Ocean/City Views, A/C, Fire Pit, Putting Green!

9.8 out of 10, Exceptional, (191)
"House was amazing! Everything you could need is there! "
Wow! Private Pool and Spa Home w/Ocean/City Views, A/C, Fire Pit, Putting Green!

Modern 3-BR Home near San Diego Downtown & Beach

The price is €199
includes taxes & fees
10 Aug - 11 Aug
Modern 3-BR Home near San Diego Downtown & Beach

NEW!!! Best of The Best! 4 bed/2,5 ba! Long-term Renters are Welcome!

10.0 out of 10, Exceptional, (26)
"Wonderful place to stay for spring break."
NEW!!! Best of The Best! 4 bed/2,5 ba! Long-term Renters are Welcome!

Exotic home Cumberland street by sdstay

10.0 out of 10, Exceptional, (2)
"Everything was nice the interior was perfect and I enjoyed it . "
Exotic home Cumberland street by sdstay

Hidden Cozy bungalow close to DT, beaches, & base // pet-friendly //

9.8 out of 10, Exceptional, (28)
"Great place to stay. Very clean. Owner was easy to communicate with. Way better than a hotel. We plan to stay here each year if possible. "
The price is €190
includes taxes & fees
5 Aug - 6 Aug
Hidden Cozy bungalow close to DT, beaches, & base // pet-friendly //

Charming 4+Bed,3 Bath Single family Home San Diego

9.8 out of 10, Exceptional, (13)
"Enjoyed the home and time with family"
Charming 4+Bed,3 Bath Single family Home San Diego

Luxe San Diego Getaway w/ Pool & Ocean Views

9.4 out of 10, Exceptional, (43)
"My team and I have stayed here before, and this place is excellent. Very comfortable, and I have a room for each person. We will definitely be back!"
Luxe San Diego Getaway w/ Pool & Ocean Views

Chic Chula Vista Home: 10 Mi to Downtown San Diego

10.0 out of 10, Exceptional, (6)
"We throughly enjoyed our stay. The place was clean and and had everything we needed!"
Chic Chula Vista Home: 10 Mi to Downtown San Diego

New townhouse 3bd/2.5ba view of the bay near golf course and beach

10.0 out of 10, Exceptional, (36)
"We stayed in the San Diego area for a conference. The house was comfortable, at a good location. Good beds, lots of space, airconditioning, good kitchen."
New townhouse 3bd/2.5ba view of the bay near golf course and beach

Scenic Luxury Oasis: Views, Pool, Spa, Game & Movie Rms

10.0 out of 10, Exceptional, (3)
"This house had something for everyone in the family to do. The kids had a blast in the pool in the arcade, the adults sat by the fire and grill on the patio. It was comfortable and very clean."
Scenic Luxury Oasis: Views, Pool, Spa, Game & Movie Rms
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

Top South Bay Hotel Reviews