
Photo by Bob Kirschke
Harbor Island holiday lettings
We found 5,825 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:5 Sept - 12 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 £4,030
£4,030
£576 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
(298 reviews)
Right On The Beach! Exquisitely Remodeled 3BR/3BA . Perfect For Families.
San Diego, CA
8% off
Price is £5,747
£5,747
£821 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 £5,912
£5,912
£845 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
8% off
Price is £8,828
£8,828
£1,261 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 £2,171
£2,171
£310 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
7% off
Price is £3,887
£3,887
£555 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
(316 reviews)
The Seagull House - Steps away from Sail Bay - A/C - Ample Parking!
San Diego, CA
8% off
Price is £2,210
£2,210
£316 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
(6 reviews)
Entire Apt Building (4 Apts) Sleeps 20 I Little Italy
San Diego, California
7% off
Price is £4,411
£4,411
£630 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 £6,078
£6,078
£868 per night
includes taxes & fees
Image gallery for Oceanfront | Fire pit | AC | Parking | Incredible Sunsets!

1010 out of 10 rating
Exceptional
(17 reviews)
Oceanfront | Fire pit | AC | Parking | Incredible Sunsets!
San Diego, CA
11% off
Price is £4,745
£4,745
£678 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 £6,475
£6,475
£925 per night
includes taxes & fees
Image gallery for Spacious Bayfront Condo w/ Unmatched Views

9.89.8 out of 10 rating
Exceptional
(97 reviews)
Spacious Bayfront Condo w/ Unmatched Views
San Diego, CA
10% off
Price is £5,215
£5,215
£745 per night
includes taxes & fees
Image gallery for Beach Paradise - Steps to Sand, Roof Deck with Stunning Ocean Views! Bikes, AC

9.89.8 out of 10 rating
Exceptional
(114 reviews)
Beach Paradise - Steps to Sand, Roof Deck with Stunning Ocean Views! Bikes, AC
San Diego, CA
10% off
Price is £3,115
£3,115
£445 per night
includes taxes & fees
Image gallery for BOOK THIS AMAZING OCEANFRONT CONDO RIGHT IN MISSION BEACH!!! GREAT AMMENTIES.

9.89.8 out of 10 rating
Exceptional
(56 reviews)
BOOK THIS AMAZING OCEANFRONT CONDO RIGHT IN MISSION BEACH!!! GREAT AMMENTIES.
San Diego, CA
7% off
Price is £3,201
£3,201
£457 per night
includes taxes & fees
Image gallery for MISSION BEACH 2 BDRM, WITH PARKING in the HEART OF MISSION BEACH + MISSION BAY!!

9.89.8 out of 10 rating
Exceptional
(40 reviews)
MISSION BEACH 2 BDRM, WITH PARKING in the HEART OF MISSION BEACH + MISSION BAY!!
San Diego, CA
8% off
Price is £2,181
£2,181
£312 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 £1,389
£1,389
£198 per night
includes taxes & fees
Image gallery for Ocean View 2 Bdrm / 2 Bath Beach Condo in San Diego (Pacific Beach)

9.89.8 out of 10 rating
Exceptional
(94 reviews)
Ocean View 2 Bdrm / 2 Bath Beach Condo in San Diego (Pacific Beach)
San Diego, CA
8% off
Price is £1,997
£1,997
£285 per night
includes taxes & fees
Image gallery for Ocean Views w/ Private Ground Floor Patio | Fire Pit

9.69.6 out of 10 rating
Exceptional
(16 reviews)
Ocean Views w/ Private Ground Floor Patio | Fire Pit
San Diego, CA
10% off
Price is £1,761
£1,761
£252 per night
includes taxes & fees
Image gallery for 3650 Bayside Walk - Family and SUV/Pickup Friendly!

1010 out of 10 rating
Exceptional
(43 reviews)
3650 Bayside Walk - Family and SUV/Pickup Friendly!
San Diego, CA
7% off
Price is £3,363
£3,363
£480 per night
includes taxes & fees
Image gallery for Quiet 3 Bedroom Family Home Close to All

1010 out of 10 rating
Exceptional
(69 reviews)
Quiet 3 Bedroom Family Home Close to All
San Diego, CA
7% off
Price is £2,270
£2,270
£324 per night
includes taxes & fees
Image gallery for 5BR San Diego Villa + Private Pool + Skyline Views

9.49.4 out of 10 rating
Exceptional
(194 reviews)
5BR San Diego Villa + Private Pool + Skyline Views
San Diego, CA
11% off
Price is £6,215
£6,215
£888 per night
includes taxes & fees
Image gallery for La Jolla Beach House. 2 Minute Walk to the Beach!

9.49.4 out of 10 rating
Exceptional
(8 reviews)
La Jolla Beach House. 2 Minute Walk to the Beach!
La Jolla, CA
8% off
Price is £6,128
£6,128
£875 per night
includes taxes & fees
Image gallery for Unbeatable Pacific Beach Retreat: Stunning Coastline & Skyline Views Await!

9.89.8 out of 10 rating
Exceptional
(114 reviews)
Unbeatable Pacific Beach Retreat: Stunning Coastline & Skyline Views Await!
San Diego, CA
7% off
Price is £2,263
£2,263
£323 per night
includes taxes & fees
Image gallery for Oceanfront Condo w/ Outdoor Deck & Unbeatable Views

1010 out of 10 rating
Exceptional
(18 reviews)
Oceanfront Condo w/ Outdoor Deck & Unbeatable Views
San Diego, CA
11% off
Price is £4,973
£4,973
£710 per night
includes taxes & fees
Find spaces that suit your style
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Cottage
Villa
Chalet
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)
Elevated Mission Hills Oasis ~ Balconies ~ Views
Sleeps 10 · 4 bedrooms · 2 bathrooms
9.69.6 out of 10
Exceptionalexceptional
31 reviews(31 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)
Luxury 5BR Private Pool Home w/ Panoramic Ocean Bay & City Views – Sleeps 12+
Sleeps 12 · 5 bedrooms · 4 bathrooms
1010 out of 10
Exceptionalexceptional
138 reviews(138 reviews)
City24 Hotel Little Italy Mission Hill
Sleeps 11 · 2 bedrooms
9.69.6 out of 10
Exceptionalexceptional
68 reviews(68 reviews)
Huge Discounts. Thoroughly Clean @ the Beach
Sleeps 7 · 2 bedrooms · 2+ bathrooms
9.09.0 out of 10
Wonderfulwonderful
63 reviews(63 reviews)
Top rated rentals - Harbor Island
Perfect
1010 out of 10
Exceptionalexceptional
34 reviews(34 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, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value