Photo by Bob Kirschke
Harbor Island holiday homes
We found 5,889 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:3 Oct - 10 Oct
Image gallery for Central House near SeaWorld, Beach, Zoo, USD
1010 out of 10 rating
Exceptional
(16 reviews)
Central House near SeaWorld, Beach, Zoo, USD
San Diego, CA
7% off
Price is NZ$3,787
NZ$3,787
NZ$541 per night
includes taxes & fees
Image gallery for Discounted Rates - Ocean Beach Holiday getaway - enjoy the laid back beach townhouse
9.49.4 out of 10 rating
Exceptional
(6 reviews)
Discounted Rates - Ocean Beach Holiday getaway - enjoy the laid back beach townhouse
San Diego, CA
5% off
Price is NZ$3,525
NZ$3,525
NZ$504 per night
includes taxes & fees
Image gallery for 3 bedroom Central Escape - Hot Tub, Fire Pit & newly renovated sunny back yard
1010 out of 10 rating
Exceptional
(6 reviews)
3 bedroom Central Escape - Hot Tub, Fire Pit & newly renovated sunny back yard
San Diego, CA
8% off
Price is NZ$4,965
NZ$4,965
NZ$709 per night
includes taxes & fees
Image gallery for Spacious Ocean Beach Studio w/ Parking - Short Walk to the Beach
9.29.2 out of 10 rating
Wonderful
(10 reviews)
Spacious Ocean Beach Studio w/ Parking - Short Walk to the Beach
San Diego, CA
8% off
Price is NZ$2,684
NZ$2,684
NZ$383 per night
includes taxes & fees
Image gallery for Relax at this Family Home w/ Solar heated Pool & Game Room. Close to everything!
9.89.8 out of 10 rating
Exceptional
(18 reviews)
Relax at this Family Home w/ Solar heated Pool & Game Room. Close to everything!
San Diego, CA
8% off
Price is NZ$5,039
NZ$5,039
NZ$720 per night
includes taxes & fees
Image gallery for Relax under the trees in a hidden area of San Diego
1010 out of 10 rating
Exceptional
(63 reviews)
Relax under the trees in a hidden area of San Diego
Bonita, CA
9% off
Price is NZ$1,749
NZ$1,749
NZ$250 per night
includes taxes & fees
Image gallery for Adorable 1 bedroom house 8 min from La Jolla!
1010 out of 10 rating
Exceptional
(26 reviews)
Adorable 1 bedroom house 8 min from La Jolla!
San Diego, CA
8% off
Price is NZ$2,142
NZ$2,142
NZ$306 per night
includes taxes & fees
Image gallery for Ocean Breeze Heaven Pool House in La Jolla
1010 out of 10 rating
Exceptional
(17 reviews)
Ocean Breeze Heaven Pool House in La Jolla
La Jolla, CA
7% off
Price is NZ$8,256
NZ$8,256
NZ$1,179 per night
includes taxes & fees
Image gallery for Cozy 2bed/1bath Bungalow in the Heart of North Park
9.89.8 out of 10 rating
Exceptional
(11 reviews)
Cozy 2bed/1bath Bungalow in the Heart of North Park
San Diego, CA
13% off
Price is NZ$2,136
NZ$2,136
NZ$305 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 NZ$24,384
NZ$24,384
NZ$3,483 per night
includes taxes & fees
Image gallery for A Private Canyon Retreat- Where Nature Meets Downtown San Diego
1010 out of 10 rating
Exceptional
(9 reviews)
A Private Canyon Retreat- Where Nature Meets Downtown San Diego
San Diego, CA
12% off
Price is NZ$2,900
NZ$2,900
NZ$414 per night
includes taxes & fees
Image gallery for Dog Friendly Cottage with Ocean Beach Charm
9.89.8 out of 10 rating
Exceptional
(48 reviews)
Dog Friendly Cottage with Ocean Beach Charm
San Diego, CA
8% off
Price is NZ$3,117
NZ$3,117
NZ$445 per night
includes taxes & fees
Image gallery for Brand New Home in the heart of San Diego
9.89.8 out of 10 rating
Exceptional
(15 reviews)
Brand New Home in the heart of San Diego
San Diego, CA
8% off
Price is NZ$4,556
NZ$4,556
NZ$651 per night
includes taxes & fees
Image gallery for Cozy 1-bed, 1-bath, kitchenette Guest House in San Diego.
1010 out of 10 rating
Exceptional
(34 reviews)
Cozy 1-bed, 1-bath, kitchenette Guest House in San Diego.
San Diego, CA
15% off
Price is NZ$1,347
NZ$1,347
NZ$192 per night
includes taxes & fees
Image gallery for Ocean/Sunset Views, Modern, Sunset Cliffs/Point Loma near OB, PLNU, Thurs Club
1010 out of 10 rating
Exceptional
(55 reviews)
Ocean/Sunset Views, Modern, Sunset Cliffs/Point Loma near OB, PLNU, Thurs Club
San Diego, CA
8% off
Price is NZ$3,221
NZ$3,221
NZ$460 per night
includes taxes & fees
Image gallery for Modern Lux Home: 4B/3B Retreat: Close to Downtown!
1010 out of 10 rating
Exceptional
(5 reviews)
Modern Lux Home: 4B/3B Retreat: Close to Downtown!
San Diego, CA
11% off
Price is NZ$6,569
NZ$6,569
NZ$938 per night
includes taxes & fees
Image gallery for PEACEFUL, NEAR SDSU, CENTRAL with LG PATIO, FULL KITCHEN, COZY BEDS, GATED HOME
1010 out of 10 rating
Exceptional
(5 reviews)
PEACEFUL, NEAR SDSU, CENTRAL with LG PATIO, FULL KITCHEN, COZY BEDS, GATED HOME
San Diego, CA
7% off
Price is NZ$3,772
NZ$3,772
NZ$539 per night
includes taxes & fees
Image gallery for 5BR | Luxury Home | Salt Water Pool | Hot Tub | Fire Pit
9.89.8 out of 10 rating
Exceptional
(14 reviews)
5BR | Luxury Home | Salt Water Pool | Hot Tub | Fire Pit
San Diego, CA
12% off
Price is NZ$6,974
NZ$6,974
NZ$996 per night
includes taxes & fees
Image gallery for Quiet 3 Bedroom Family Home Close to All
1010 out of 10 rating
Exceptional
(71 reviews)
Quiet 3 Bedroom Family Home Close to All
San Diego, CA
8% off
Price is NZ$4,922
NZ$4,922
NZ$703 per night
includes taxes & fees
Image gallery for Charming Beach Bungalow steps from the Ocean & Bay
9.89.8 out of 10 rating
Exceptional
(90 reviews)
Charming Beach Bungalow steps from the Ocean & Bay
San Diego, CA
8% off
Price is NZ$3,464
NZ$3,464
NZ$495 per night
includes taxes & fees
Image gallery for 2 Bed Condo Steps From the Bay w/ Balcony
9.29.2 out of 10 rating
Wonderful
(15 reviews)
2 Bed Condo Steps From the Bay w/ Balcony
San Diego, CA
7% off
Price is NZ$2,487
NZ$2,487
NZ$355 per night
includes taxes & fees
Image gallery for Ben's Beach Bungalow 3, Ocean View Mission Beach 1BR
1010 out of 10 rating
Exceptional
(44 reviews)
Ben's Beach Bungalow 3, Ocean View Mission Beach 1BR
San Diego, California
8% off
Price is NZ$3,396
NZ$3,396
NZ$485 per night
includes taxes & fees
Image gallery for Spanish Charm in South Park/SLEEPS 10
9.89.8 out of 10 rating
Exceptional
(26 reviews)
Spanish Charm in South Park/SLEEPS 10
San Diego, CA
8% off
Price is NZ$4,216
NZ$4,216
NZ$602 per night
includes taxes & fees
Image gallery for Beautiful 2 bed 2 bath one block from Mission Bay!
9.69.6 out of 10 rating
Exceptional
(22 reviews)
Beautiful 2 bed 2 bath one block from Mission Bay!
San Diego, CA
7% off
Price is NZ$2,230
NZ$2,230
NZ$319 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Harbor Island
☀6 beds Fully Remodeled Villa ♨Heated Pool/Jacuzzi☀
Sleeps 14 · 4 bedrooms · 3 bathrooms
9.89.8 out of 10
Exceptionalexceptional
12 reviews(12 reviews)
The Gathering Place | Guest Favorite w/ Huge Yard
Sleeps 8 · 4 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
8 reviews(8 reviews)
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)
City24 Hotel Little Italy Mission Hill
Sleeps 11 · 2 bedrooms
9.69.6 out of 10
Exceptionalexceptional
74 reviews(74 reviews)
Hillcrest Allure Retreat!
Sleeps 6 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
36 reviews(36 reviews)
Elevated Mission Hills Oasis ~ Balconies ~ Views
Sleeps 10 · 4 bedrooms · 2 bathrooms
9.69.6 out of 10
Exceptionalexceptional
33 reviews(33 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