South Bay Holiday Rentals

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Holiday Rentals in South Bay

Beautiful 2bd 1ba Beach Cottage 1.5 blks from the beach!
10.0 out of 10, Exceptional, 9 reviews
"We are from IB but live out of state now. We came for a weekend to visit family and found this cute house 2 blocks from the beach. Great price, very nice house inside and house. Owner was super helpful and communicative. We had an issue with the water not being hot. He got SDGE sent out within the hour to fix the problem and was apologetic. House has everything you need except food obviously. It was a awesome find and we will definitely be renting again if it's available for our next stay....
Beautiful 2bd 1ba Beach Cottage 1.5 blks from the beach!
Spacious ocean View Penthouse (3 bdr/2ba) sleeps 8-10 w/large ocean facing deck!
9.4 out of 10, Exceptional, 153 reviews
"Overall it was great only downside was didn’t have AC"
Spacious ocean View Penthouse (3 bdr/2ba) sleeps 8-10 w/large ocean facing deck!
Large space 4 large groups, families, intimate celebrations, retreats & reunion
10.0 out of 10, Exceptional, 20 reviews
"Very accommodating and cozy place for a family get together. Weather permitting, great back yard for maxing and relaxing by the fire. Host was always in communication if we needed help or just had a question."
Large space 4 large groups, families, intimate celebrations, retreats & reunion
The West Star Yacht Staycation on the water
9.8 out of 10, Exceptional, 140 reviews
"From the moment we stepped on board, we were greeted with a sense of luxury and elegance. The yacht itself was absolutely stunning, with spacious cabins that provided the perfect blend of comfort and style. And let's not forget about the views from the deck! It was like having our own private oasis on the water. But what truly set this experience apart was the exceptional hospitality of the host. They were incredibly kind and went above and beyond to make sure we had everything we needed. From...
The West Star Yacht Staycation on the water
Family Sized 3 Bedroom - 10 minutes to Mission Valley
9.8 out of 10, Exceptional, 46 reviews
"I love love this home it was so beautiful quite, and clean"
Family Sized 3 Bedroom - 10 minutes to Mission Valley
1 Bedroom on the Sand
9.4 out of 10, Exceptional, 46 reviews
"great location other people in the other units are friendly"
1 Bedroom on the Sand
Chula Vista Retreat Near Third Avenue Village
8.6 out of 10, Excellent, 19 reviews
"Cute little place, close to activities. Host was responsive to any questions we had. Would recommend."
Chula Vista Retreat Near Third Avenue Village
San Diego Luxury Vacation Home w/ Pool, Ocean View
9.4 out of 10, Exceptional, 36 reviews
"Celebrated my birthday with family and friends (10 total) Perfect location…not too far from the highways. Plaza full of shops, restaurant, grocery stores, etc. Our host was very attentive to our needs (hot tub, propane, etc) Definitely recommend staying here. Beautiful property with amazing amenities."
San Diego Luxury Vacation Home w/ Pool, Ocean View
Spacious ranch style home just a short drive from San Diego's famous attractions
10.0 out of 10, Exceptional, 33 reviews
"we had good attendance froam Evelyn and Javier. Thank you guys"
The price is NZ$893
per night
24 Jun - 25 Jun
Spacious ranch style home just a short drive from San Diego's famous attractions
Pool View Modern 3 Bdrm Apt
10.0 out of 10, Exceptional, 1 review
"This was a great apartment overall, spacious, clean and accurately described in the listing for the interior. We especially liked the Roku tv to allow easy viewing of Netflix, Hulu and Disney plus with our own login. Kitchen was well stocked although all plates and bowls were plastic and could have been a bit cleaner. Check in process was simple but we didn’t receive final instructions until early evening, also no check out instructions were provided, we just assumed to do the reverse. Main...
Pool View Modern 3 Bdrm Apt
NEW and AMAZING! Spacious!
10.0 out of 10, Exceptional, 53 reviews
"We had a wonderful stay for our son’s military graduation. The condo is well situated, close to the base, and very clean. The host was very helpful. It has great access to paths for walking. Enjoyed it a lot."
NEW and AMAZING! Spacious!
Chula Vista Retreat ~ 1 Mi to Third Avenue Village
3.5 star property
9.2 out of 10, Wonderful, 5 reviews
"Great place with a clean house, two bedrooms, and an air mattress for extra guests. The owner was very helpful and graciously allowed us to check in early."
Chula Vista Retreat ~ 1 Mi to Third Avenue Village
Clean and spacious unit with private balcony 1.5 blks from the beach!
9.2 out of 10, Wonderful, 5 reviews
"This property exceeded our expectations! It was the perfect beach vacation stay for the three of us! The location was ideal for everything we had planned. Kirk was an incredible host, answering any questions we had quickly & accommodated all our needs. We ended up wanting to stay another day & luckily Kirk was able to allow us to do so! He also had the property stocked with essentials, plenty of extra blankets, etc. We loved our time here & will definitely be looking to book again the next time...
Clean and spacious unit with private balcony 1.5 blks from the beach!
Beautiful ocean view condo on the beach w/ communal pool & hot tub
10.0 out of 10, Exceptional, 154 reviews
"Location was amazing, host was very communicative and detailed with all information. The condo was decorated very nicely and had everything we needed. Very clean and exactly what we needed!"
Beautiful ocean view condo on the beach w/ communal pool & hot tub
New townhouse 3bd/2.5ba view of the bay near golf course and beach
10.0 out of 10, Exceptional, 33 reviews
"We had a group of 7 stay, and the townhouse very comfortably fit the whole group. It's decorated beautifully, and the bedrooms are all very nice with comfy beds. Very clean, and nice to have a two car garage. Not far from Imperial Beach, you can actually walk there in about 15 minutes."
New townhouse 3bd/2.5ba view of the bay near golf course and beach
One of a Kind, Luxurious, Spacious, Amazing Experience
6.0 out of 10, 3 reviews
"This motorhome would be great as overflow accommodations to a large gathering in conjunction with the other properties listed by the owner. We were confused when we arrived because the outside surroundings look nothing like the photos posted here. Apparently the owner had the photos staged at a KOA. During our stay, there was no ability to open the outdoor awnings of the motorhome because there was a project RV parked directly next to this one. The use of the pool, hottub, garden, and play...
The price is NZ$658
per night
20 Jun - 21 Jun
One of a Kind, Luxurious, Spacious, Amazing Experience
Modern 3-BR 3-Bath Home w Free Parking, Balcony Views near Beach & Gaslamp
The price is NZ$677
per night
24 Jun - 25 Jun
Modern 3-BR 3-Bath Home w Free Parking, Balcony Views near Beach & Gaslamp
O ave. Cornerstone
10.0 out of 10, Exceptional, 19 reviews
"Good place to stay, no complaints."
The price is NZ$409
per night
25 Jun - 26 Jun
O ave. Cornerstone
Beautiful Direct Oceanfront Condo in San Diego
9.0 out of 10, Wonderful, 38 reviews
"Love the location, everything is within walking."
Beautiful Direct Oceanfront Condo in San Diego
POOL,Spa, Movie Room, BBQ and Games! Family Vacation Home
9.0 out of 10, Wonderful, 14 reviews
"The home was very well maintained clean and inviting . The spa and pool was great but the movie theater hands down the best. Outside entertainment area was large and accommodating. My family and I had a great time. we will be staying again."
POOL,Spa, Movie Room, BBQ and Games! Family Vacation Home
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See all available properties in South Bay
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 South Bay you may be interested in

Best Western Plus Marina Gateway Hotel
3.5 star property
9.0 out of 10, Wonderful, 2,570 reviews
"Its very cosy and makes you feel at home"
The price is NZ$321
per night
23 Jun - 24 Jun
Best Western Plus Marina Gateway Hotel
The Rambler Motel
3.0 star property
9.0 out of 10, Wonderful, 1,726 reviews
"Location: great, off the highway and close to San Diego Cleanliness: overall good, old bones of motel show in parts but well kept, old tubbing in bathroom but clean. Pool: loud music playing from pool in early morning, small pool but nice, lots of children and families with children Pros: free bikes, great cafe attached to motel (cheaper rate for motel guests) Cons: loud music at pool, children yelling "
The price is NZ$254
per night
20 Jun - 21 Jun
The Rambler Motel
Holiday Inn Express Hotel & Suites San Diego Otay Mesa, an IHG Hotel
2.5 star property
7.2 out of 10, Good, 1,161 reviews
"The people at the reception where nice!"
The price is NZ$250
per night
25 Jun - 26 Jun
Holiday Inn Express Hotel & Suites San Diego Otay Mesa, an IHG Hotel
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 South Bay 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 South Bay. 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 South Bay. Seeing all the best attractions is bound to make you fall in love with South Bay. 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 South Bay short-term rentals, that won’t be hard to do.

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