Photo by Bob Kirschke
Harbor Island holiday homes
We found 5,831 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:19 Sept - 26 Sept
Image gallery for Right On The Beach! Exquisitely Remodeled 3BR/3BA . Perfect For Families.
1010 out of 10 rating
Exceptional
(300 reviews)
Right On The Beach! Exquisitely Remodeled 3BR/3BA . Perfect For Families.
San Diego, CA
8% off
Price is NZ$12,890
NZ$12,890
NZ$1,841 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 NZ$11,019
NZ$11,019
NZ$1,574 per night
includes taxes & fees
Image gallery for Entire Apt Building (4 Apts) Sleeps 20 I Little Italy
8.88.8 out of 10 rating
Excellent
(8 reviews)
Entire Apt Building (4 Apts) Sleeps 20 I Little Italy
San Diego, California
8% off
Price is NZ$8,971
NZ$8,971
NZ$1,282 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 NZ$4,476
NZ$4,476
NZ$639 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$23,467
NZ$23,467
NZ$3,352 per night
includes taxes & fees
Image gallery for The Glass Haus Ultra Modern Luxury Retreat on Coronado Island
9.89.8 out of 10 rating
Exceptional
(48 reviews)
The Glass Haus Ultra Modern Luxury Retreat on Coronado Island
Coronado, CA
8% off
Price is NZ$18,934
NZ$18,934
NZ$2,705 per night
includes taxes & fees
Image gallery for Coastal Getaway-bikes,boards and more!
1010 out of 10 rating
Exceptional
(70 reviews)
Coastal Getaway-bikes,boards and more!
San Diego, CA
8% off
Price is NZ$5,216
NZ$5,216
NZ$745 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 NZ$4,746
NZ$4,746
NZ$678 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 NZ$4,263
NZ$4,263
NZ$609 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 NZ$11,106
NZ$11,106
NZ$1,587 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
15% off
Price is NZ$12,352
NZ$12,352
NZ$1,765 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 NZ$12,526
NZ$12,526
NZ$1,789 per night
includes taxes & fees
Image gallery for Spacious Bayfront Condo w/ Unmatched Views
9.89.8 out of 10 rating
Exceptional
(98 reviews)
Spacious Bayfront Condo w/ Unmatched Views
San Diego, CA
11% off
Price is NZ$9,715
NZ$9,715
NZ$1,388 per night
includes taxes & fees
Image gallery for #1 location on Beach. Many dining options, Spacious, Remodeled. Forever views.
9.69.6 out of 10 rating
Exceptional
(192 reviews)
#1 location on Beach. Many dining options, Spacious, Remodeled. Forever views.
San Diego, CA
7% off
Price is NZ$7,479
NZ$7,479
NZ$1,068 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 NZ$7,511
NZ$7,511
NZ$1,073 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 NZ$2,844
NZ$2,844
NZ$406 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 NZ$12,505
NZ$12,505
NZ$1,786 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
(66 reviews)
26' SUNDECK OCEAN Panoramic 180° VIEWS 🌅 AC Fast WiFi - 902Mbps
San Diego, CA
13% off
Price is NZ$4,285
NZ$4,285
NZ$612 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 NZ$3,562
NZ$3,562
NZ$509 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
(199 reviews)
Luxury Pacific Beach Family Getaway Steps to Beach Jacuzzi Yard AC Garage BBQ
San Diego, CA
8% off
Price is NZ$9,017
NZ$9,017
NZ$1,288 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 NZ$4,190
NZ$4,190
NZ$599 per night
includes taxes & fees
Image gallery for Waterfront Condo | AC | Beach Toys | Walk to All!
1010 out of 10 rating
Exceptional
(45 reviews)
Waterfront Condo | AC | Beach Toys | Walk to All!
San Diego, CA
11% off
Price is NZ$5,665
NZ$5,665
NZ$809 per night
includes taxes & fees
Image gallery for RIGHT ON PACIFIC BEACH! Get to the Sand in < 30 Seconds!
1010 out of 10 rating
Exceptional
(5 reviews)
RIGHT ON PACIFIC BEACH! Get to the Sand in < 30 Seconds!
San Diego, CA
6% off
Price is NZ$8,245
NZ$8,245
NZ$1,178 per night
includes taxes & fees
Image gallery for Luxurious Beach Vacation Home
9.49.4 out of 10 rating
Exceptional
(52 reviews)
Luxurious Beach Vacation Home
San Diego, CA
8% off
Price is NZ$5,256
NZ$5,256
NZ$751 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Harbor Island
Showing deals for: 16 Sept - 19 Sept
Elevated 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 NZ$3,577
NZ$3,577
for 3 nights, 1 home
NZ$1,192 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 NZ$5,312
NZ$5,312
for 3 nights, 1 home
NZ$1,771 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 NZ$1,901
NZ$1,901
for 3 nights, 1 room
NZ$634 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 NZ$1,728
NZ$1,728
for 3 nights, 1 home
NZ$576 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 NZ$2,161
NZ$2,161
for 3 nights, 1 home
NZ$720 per night
includes taxes & fees
10 Minutes Away From Everything .
Sleeps 6 · 2 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
157 reviews(157 reviews)
The current price is NZ$1,836
NZ$1,836
for 3 nights, 1 apartment
NZ$612 per night
includes taxes & fees
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