
Photo by Bob Kirschke
Harbor Island holiday rentals
We found 5,816 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals in Harbor Island that are perfect for your trip. Holiday rentals offer the best amenities for you and your friends, family or even pets, such as Wi-Fi and a washer and dryer. What you'll find is a property to rent for everyone's needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts - Harbor Island
Showing deals for:12 Sept - 19 Sept
Image gallery for Ocean & Bay Views w/ Private Rooftop Hot Tub: Newly Renovated Mission Beach Home

9.89.8 out of 10 rating
Exceptional
(24 reviews)
Ocean & Bay Views w/ Private Rooftop Hot Tub: Newly Renovated Mission Beach Home
San Diego, CA
8% off
Price is AU$8,899
AU$8,899
AU$1,271 per night
includes taxes & fees
Image gallery for Right On The Beach! Exquisitely Remodeled 3BR/3BA . Perfect For Families.

1010 out of 10 rating
Exceptional
(299 reviews)
Right On The Beach! Exquisitely Remodeled 3BR/3BA . Perfect For Families.
San Diego, CA
8% off
Price is AU$11,593
AU$11,593
AU$1,656 per night
includes taxes & fees
Image gallery for 🌟Breathtaking 180º Views | Family+Work | Hot Tub | 💖of San Diego🌴 |5⭐️reviews

1010 out of 10 rating
Exceptional
(62 reviews)
🌟Breathtaking 180º Views | Family+Work | Hot Tub | 💖of San Diego🌴 |5⭐️reviews
San Diego, CA
17% off
Price is AU$10,902
AU$10,902
AU$1,557 per night
includes taxes & fees
Image gallery for Large Waterfront | Private Roof Deck | Fireworks View

1010 out of 10 rating
Exceptional
(24 reviews)
Large Waterfront | Private Roof Deck | Fireworks View
San Diego, CA
11% off
Price is AU$10,581
AU$10,581
AU$1,512 per night
includes taxes & fees
Image gallery for WALLED GARDEN ESTATE LOCATED IN NORTH PACIFIC BEACH SLEEPS 8/9 plus kids mats

1010 out of 10 rating
Exceptional
(138 reviews)
WALLED GARDEN ESTATE LOCATED IN NORTH PACIFIC BEACH SLEEPS 8/9 plus kids mats
San Diego, CA
8% off
Price is AU$10,131
AU$10,131
AU$1,447 per night
includes taxes & fees
Image gallery for 2 bedroom oceanfront condo with ocean view, pool and spa in Pacific Beach

9.89.8 out of 10 rating
Exceptional
(6 reviews)
2 bedroom oceanfront condo with ocean view, pool and spa in Pacific Beach
San Diego, CA
8% off
Price is AU$4,133
AU$4,133
AU$590 per night
includes taxes & fees
Image gallery for The Family Beach House

1010 out of 10 rating
Exceptional
(99 reviews)
The Family Beach House
San Diego, CA
8% off
Price is AU$7,783
AU$7,783
AU$1,112 per night
includes taxes & fees
Image gallery for Luxury 5 star resort like dream home new 2024 AC private pool spa close to beach

9.69.6 out of 10 rating
Exceptional
(59 reviews)
Luxury 5 star resort like dream home new 2024 AC private pool spa close to beach
San Diego, CA
8% off
Price is AU$19,188
AU$19,188
AU$2,741 per night
includes taxes & fees
Image gallery for Unobstructed Ocean Views from Oceanfront Penthouse w/ AC

1010 out of 10 rating
Exceptional
(31 reviews)
Unobstructed Ocean Views from Oceanfront Penthouse w/ AC
San Diego, CA
11% off
Price is AU$10,550
AU$10,550
AU$1,507 per night
includes taxes & fees
Image gallery for Bayside Waterfront Getaway

9.89.8 out of 10 rating
Exceptional
(145 reviews)
Bayside Waterfront Getaway
San Diego, CA
8% off
Price is AU$4,500
AU$4,500
AU$643 per night
includes taxes & fees
Image gallery for Oceanfront Ground Floor Condo w/ Patio, Fire Pit, & Built-In BBQ

1010 out of 10 rating
Exceptional
(29 reviews)
Oceanfront Ground Floor Condo w/ Patio, Fire Pit, & Built-In BBQ
San Diego, CA
11% off
Price is AU$10,430
AU$10,430
AU$1,490 per night
includes taxes & fees
Image gallery for The Seagull House - Steps away from Sail Bay - A/C - Ample Parking!

1010 out of 10 rating
Exceptional
(317 reviews)
The Seagull House - Steps away from Sail Bay - A/C - Ample Parking!
San Diego, CA
8% off
Price is AU$3,978
AU$3,978
AU$568 per night
includes taxes & fees
Image gallery for Entire Apt Building (4 Apts) Sleeps 20 I Little Italy

8.68.6 out of 10 rating
Excellent
(7 reviews)
Entire Apt Building (4 Apts) Sleeps 20 I Little Italy
San Diego, California
8% off
Price is AU$7,738
AU$7,738
AU$1,105 per night
includes taxes & fees
Image gallery for Ocean View ☆Few Steps to Sand & Dining☆AC☆ Dogs OK

1010 out of 10 rating
Exceptional
(14 reviews)
Ocean View ☆Few Steps to Sand & Dining☆AC☆ Dogs OK
San Diego, CA
12% off
Price is AU$11,647
AU$11,647
AU$1,664 per night
includes taxes & fees
Image gallery for Oceanfront Penthouse w/ Unlimited Views & AC

1010 out of 10 rating
Exceptional
(113 reviews)
Oceanfront Penthouse w/ Unlimited Views & AC
San Diego, CA
11% off
Price is AU$11,497
AU$11,497
AU$1,642 per night
includes taxes & fees
Image gallery for Newly Renovated Modern Home w/ Pool, Jacuzzi, Pool Table - Close to All

1010 out of 10 rating
Exceptional
(47 reviews)
Newly Renovated Modern Home w/ Pool, Jacuzzi, Pool Table - Close to All
San Diego, CA
5% off
Price is AU$6,809
AU$6,809
AU$973 per night
includes taxes & fees
Image gallery for Catamaran by AvantStay | 50ft to Beach + Views

1010 out of 10 rating
Exceptional
(12 reviews)
Catamaran by AvantStay | 50ft to Beach + Views
San Diego, California
7% off
Price is AU$11,566
AU$11,566
AU$1,652 per night
includes taxes & fees
Image gallery for 2 Houses to Beach * Exclusive Patio * Dog OK

9.89.8 out of 10 rating
Exceptional
(14 reviews)
2 Houses to Beach * Exclusive Patio * Dog OK
San Diego, CA
7% off
Price is AU$4,238
AU$4,238
AU$605 per night
includes taxes & fees
Image gallery for 3 Houses to Beach * Exclusive Yard * Fire Pit * 2 Parking

9.69.6 out of 10 rating
Exceptional
(42 reviews)
3 Houses to Beach * Exclusive Yard * Fire Pit * 2 Parking
San Diego, CA
7% off
Price is AU$3,494
AU$3,494
AU$499 per night
includes taxes & fees
Image gallery for Luxury Pacific Beach Family Getaway Steps to Beach Jacuzzi Yard AC Garage BBQ

1010 out of 10 rating
Exceptional
(198 reviews)
Luxury Pacific Beach Family Getaway Steps to Beach Jacuzzi Yard AC Garage BBQ
San Diego, CA
8% off
Price is AU$8,609
AU$8,609
AU$1,230 per night
includes taxes & fees
Image gallery for Steps From The Ocean - Large Roof Deck - Amazing Sunsets

9.69.6 out of 10 rating
Exceptional
(112 reviews)
Steps From The Ocean - Large Roof Deck - Amazing Sunsets
San Diego, CA
8% off
Price is AU$10,773
AU$10,773
AU$1,539 per night
includes taxes & fees
Image gallery for Cozy 2/1 Apt W/ Balcony | San Diego

9.29.2 out of 10 rating
Wonderful
(11 reviews)
Cozy 2/1 Apt W/ Balcony | San Diego
San Diego, CA
7% off
Price is AU$2,487
AU$2,487
AU$355 per night
includes taxes & fees
Image gallery for 26' SUNDECK OCEAN Panoramic 180° VIEWS 🌅 AC Fast WiFi - 902Mbps

9.89.8 out of 10 rating
Exceptional
(65 reviews)
26' SUNDECK OCEAN Panoramic 180° VIEWS 🌅 AC Fast WiFi - 902Mbps
San Diego, CA
14% off
Price is AU$4,021
AU$4,021
AU$574 per night
includes taxes & fees
Image gallery for Prime Location: Lux 4BR w Pool/Spa/Cabana/Firepit

1010 out of 10 rating
Exceptional
(19 reviews)
Prime Location: Lux 4BR w Pool/Spa/Cabana/Firepit
San Diego, CA
8% off
Price is AU$10,189
AU$10,189
AU$1,456 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - Harbor Island
Showing deals for: 12 Sept - 15 SeptElevated Mission Hills Oasis ~ Balconies ~ Views
Sleeps 10 · 4 bedrooms · 2 bathrooms
9.69.6 out of 10
Exceptionalexceptional
31 reviews(31 reviews)
The current price is AU$3,389
AU$3,389
for 3 nights, 1 home
AU$1,130 per night
includes taxes & fees
Maven by AvantStay | 5 Minutes to the Beach! Ocean Views & Spacious Design
Sleeps 15 · 5 bedrooms · 3+ bathrooms
9.29.2 out of 10
Wonderfulwonderful
13 reviews(13 reviews)
The current price is AU$6,532
AU$6,532
for 3 nights, 1 home
AU$2,177 per night
includes taxes & fees
Sunset Suite: 3-bedroom apartment with gorgeous sunset views near Dog Beach
Sleeps 8 · 3 bedrooms · 2 bathrooms
The current price is AU$2,252
AU$2,252
for 3 nights, 1 home
AU$751 per night
includes taxes & fees
Retreat to SD: FamilyFriendly, Conventions,Dowtown,Petco Park,Rady Shell,Beaches
Sleeps 7 · 3 bedrooms · 2 bathrooms
9.69.6 out of 10
Exceptionalexceptional
7 reviews(7 reviews)
The current price is AU$2,303
AU$2,303
for 3 nights, 1 home
AU$768 per night
includes taxes & fees
Cozy Coastal Escape Beach & Brews
Sleeps 12 · 4 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
1 review(1 review)
The current price is AU$3,866
AU$3,866
for 3 nights, 1 cottage
AU$1,289 per night
includes taxes & fees
City24 Hotel Little Italy Mission Hill
Sleeps 11 · 2 bedrooms
9.69.6 out of 10
Exceptionalexceptional
72 reviews(72 reviews)
The current price is AU$1,553
AU$1,553
for 3 nights, 1 room
AU$518 per night
includes taxes & fees
Top rated rentals - Harbor Island
Cottage Charm
1010 out of 10
Exceptionalexceptional
132 reviews(132 reviews)
- Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value