Photo by Bob Kirschke
Harbor Island holiday homes
We found 5,992 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:21 Nov - 28 Nov
Image gallery for Adorable 1 bedroom house 8 min from La Jolla!
1010 out of 10 rating
Exceptional
(33 reviews)
Adorable 1 bedroom house 8 min from La Jolla!
San Diego, CA
8% off
Price is NZ$2,206
NZ$2,206
NZ$315 per night
includes taxes & fees
Image gallery for Near Bay Home with A/C, Bikes, Parking, and Wi-Fi - Mins to Beach!
9.89.8 out of 10 rating
Exceptional
(18 reviews)
Near Bay Home with A/C, Bikes, Parking, and Wi-Fi - Mins to Beach!
San Diego, CA
8% off
Price is NZ$5,306
NZ$5,306
NZ$758 per night
includes taxes & fees
Image gallery for Newly Designed 20's Bungalow with a MidCentury Modern Flair
1010 out of 10 rating
Exceptional
(85 reviews)
Newly Designed 20's Bungalow with a MidCentury Modern Flair
San Diego, CA
8% off
Price is NZ$3,452
NZ$3,452
NZ$493 per night
includes taxes & fees
Image gallery for Cozy 2bed/1bath Bungalow in the Heart of North Park
9.69.6 out of 10 rating
Exceptional
(20 reviews)
Cozy 2bed/1bath Bungalow in the Heart of North Park
San Diego, CA
13% off
Price is NZ$2,203
NZ$2,203
NZ$315 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
(57 reviews)
Ocean/Sunset Views, Modern, Sunset Cliffs/Point Loma near OB, PLNU, Thurs Club
San Diego, CA
8% off
Price is NZ$3,208
NZ$3,208
NZ$458 per night
includes taxes & fees
Image gallery for Beach Bungalow 1 with Private Outdoor yard
9.49.4 out of 10 rating
Exceptional
(102 reviews)
Beach Bungalow 1 with Private Outdoor yard
La Jolla, CA
7% off
Price is NZ$4,368
NZ$4,368
NZ$624 per night
includes taxes & fees
Image gallery for San Diego's Sustainable Couples Retreat, Modern-Rustic Design with Zen Vibes
1010 out of 10 rating
Exceptional
(81 reviews)
San Diego's Sustainable Couples Retreat, Modern-Rustic Design with Zen Vibes
San Diego, CA
8% off
Price is NZ$1,859
NZ$1,859
NZ$266 per night
includes taxes & fees
Image gallery for Spanish gated Villa w/pool & spa near Mission Bay
9.69.6 out of 10 rating
Exceptional
(32 reviews)
Spanish gated Villa w/pool & spa near Mission Bay
San Diego, CA
7% off
Price is NZ$8,439
NZ$8,439
NZ$1,206 per night
includes taxes & fees
Image gallery for 2022 Remodeled Pacific Beach Oceanview Condo- See the Sea
9.89.8 out of 10 rating
Exceptional
(85 reviews)
2022 Remodeled Pacific Beach Oceanview Condo- See the Sea
San Diego, CA
15% off
Price is NZ$5,217
NZ$5,217
NZ$745 per night
includes taxes & fees
Image gallery for Chic Brand-New Penthouse overlooking North Park
![[King Suite] - memory foam mattress, memory foam and down pillows, green and gold accents, high ceilings, city and mountain views](https://images.trvl-media.com/lodging/90000000/89460000/89459900/89459817/445aa342.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)
1010 out of 10 rating
Exceptional
(10 reviews)
Chic Brand-New Penthouse overlooking North Park
San Diego, CA
8% off
Price is NZ$4,405
NZ$4,405
NZ$629 per night
includes taxes & fees
Image gallery for LOCATION AND VALUE! Andrew's 5 Bedroom Beach Home with Bay and Ocean Views
9.49.4 out of 10 rating
Exceptional
(27 reviews)
LOCATION AND VALUE! Andrew's 5 Bedroom Beach Home with Bay and Ocean Views
San Diego, CA
14% off
Price is NZ$12,115
NZ$12,115
NZ$1,731 per night
includes taxes & fees
Image gallery for Newly Updated Retro Beach Rental
9.89.8 out of 10 rating
Exceptional
(88 reviews)
Newly Updated Retro Beach Rental
San Diego, CA
12% off
Price is NZ$3,184
NZ$3,184
NZ$455 per night
includes taxes & fees
Image gallery for Two Bedroom Beach Cottage in Pacific Beach, San Diego
9.29.2 out of 10 rating
Wonderful
(12 reviews)
Two Bedroom Beach Cottage in Pacific Beach, San Diego
San Diego, CA
6% off
Price is NZ$3,640
NZ$3,640
NZ$520 per night
includes taxes & fees
Image gallery for Top Level Unit * Steps to Windansea Beach * Dog Ok
9.89.8 out of 10 rating
Exceptional
(11 reviews)
Top Level Unit * Steps to Windansea Beach * Dog Ok
La Jolla, CA
7% off
Price is NZ$3,703
NZ$3,703
NZ$529 per night
includes taxes & fees
Image gallery for La Jolla - Bird Rock Suite - Stay by the Sea
1010 out of 10 rating
Exceptional
(30 reviews)
La Jolla - Bird Rock Suite - Stay by the Sea
La Jolla, CA
7% off
Price is NZ$2,724
NZ$2,724
NZ$389 per night
includes taxes & fees
Image gallery for Ben's Beach Bungalow 3, Ocean View Mission Beach 1BR
1010 out of 10 rating
Exceptional
(45 reviews)
Ben's Beach Bungalow 3, Ocean View Mission Beach 1BR
San Diego, CA
8% off
Price is NZ$4,131
NZ$4,131
NZ$590 per night
includes taxes & fees
Image gallery for Beautiful Modern La Jolla Beach House
9.69.6 out of 10 rating
Exceptional
(67 reviews)
Beautiful Modern La Jolla Beach House
La Jolla, CA
8% off
Price is NZ$9,018
NZ$9,018
NZ$1,288 per night
includes taxes & fees
Image gallery for You'll Love the Casita in Ocean Beach 1/2 Block to Santa Cruz Beach Cove
9.89.8 out of 10 rating
Exceptional
(109 reviews)
You'll Love the Casita in Ocean Beach 1/2 Block to Santa Cruz Beach Cove
San Diego, CA
8% off
Price is NZ$2,633
NZ$2,633
NZ$376 per night
includes taxes & fees
Image gallery for Saratoga Sunset / Rooftop / Sleek / Walk to Beach
1010 out of 10 rating
Exceptional
(10 reviews)
Saratoga Sunset / Rooftop / Sleek / Walk to Beach
San Diego, CA
5% off
Price is NZ$7,602
NZ$7,602
NZ$1,086 per night
includes taxes & fees
Image gallery for Charming and spacious 3-bedroom,house in vibrant part of San Diego with AC &WiFi
9.29.2 out of 10 rating
Wonderful
(7 reviews)
Charming and spacious 3-bedroom,house in vibrant part of San Diego with AC &WiFi
San Diego, CA
14% off
Price is NZ$3,995
NZ$3,995
NZ$571 per night
includes taxes & fees
Image gallery for FOREVERVIEW Enjoy views from covered patio while ocean breeze flows around you!
9.89.8 out of 10 rating
Exceptional
(10 reviews)
FOREVERVIEW Enjoy views from covered patio while ocean breeze flows around you!
San Diego, CA
10% off
Price is NZ$5,070
NZ$5,070
NZ$724 per night
includes taxes & fees
Image gallery for Luxe Oceanfront w/ HotTub | Icon of Mission Beach
9.89.8 out of 10 rating
Exceptional
(10 reviews)
Luxe Oceanfront w/ HotTub | Icon of Mission Beach
San Diego, CA
8% off
Price is NZ$11,952
NZ$11,952
NZ$1,707 per night
includes taxes & fees
Image gallery for Charming North Park house, sleeps 6 w/parking
1010 out of 10 rating
Exceptional
(52 reviews)
Charming North Park house, sleeps 6 w/parking
San Diego, CA
6% off
Price is NZ$3,125
NZ$3,125
NZ$446 per night
includes taxes & fees
Image gallery for Bayfront | Ultimate Family Fun | AC | Parking
9.89.8 out of 10 rating
Exceptional
(107 reviews)
Bayfront | Ultimate Family Fun | AC | Parking
San Diego, CA
11% off
Price is NZ$10,618
NZ$10,618
NZ$1,517 per night
includes taxes & fees
Find spaces that suit your style
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Cottage
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Chalet
Find the best place to stay - Harbor Island
Luxury 5BD/4BA Mission Hills/Stunning Rooftop + Skyline Views
Sleeps 14 · 5 bedrooms · 4 bathrooms
9.49.4 out of 10
Exceptionalexceptional
203 reviews(203 reviews)
🌟Breathtaking 180º Views | Family+Work | Hot Tub | 💖of San Diego🌴 |5⭐️reviews
Sleeps 14 · 6 bedrooms · 4 bathrooms
1010 out of 10
Exceptionalexceptional
63 reviews(63 reviews)
The Gathering Place | Family Favorite | Central SD
Sleeps 8 · 4 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
10 reviews(10 reviews)
Modern upscale home, 2bd 2bth, Pr Patio, 1 Blk>Zoo
Sleeps 6 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
42 reviews(42 reviews)
Sunset Suite: 3-bedroom apartment with gorgeous sunset views near Dog Beach
Sleeps 8 · 3 bedrooms · 2 bathrooms
9.09.0 out of 10
Wonderfulwonderful
2 reviews(2 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)
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