Harbor Island holiday homes
We found 6,257 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:18 Dec - 25 Dec

Exceptional
(90 reviews)
Tuscan-Style Villa in La Jolla Village w/ Private Casita, Parking, Walk to Beach
La Jolla
NZ$12,362
for 7 nights, 1 villa
NZ$1,766 per night
includes taxes & fees

Exceptional
(109 reviews)
Large Family Beach Home | 1 Block to Beach & More | AC
San Diego
NZ$17,589
for 7 nights, 1 home
NZ$2,513 per night
includes taxes & fees

Exceptional
(136 reviews)
Panoramic Ocean Views, Private Heated Pool, Spa, and Waterslide!
San Diego
NZ$18,421
for 7 nights, 1 home
NZ$2,632 per night
includes taxes & fees

Exceptional
(68 reviews)
Blue Heron Beach House - Near the Beach with a backyard and bikes!
San Diego
NZ$8,176
for 7 nights, 1 home
NZ$1,168 per night
includes taxes & fees

Very good
(87 reviews)
Beach Bungalow, Free Parking, 2 blocks to the beach
San Diego
NZ$4,092
for 7 nights, 1 home
NZ$585 per night
includes taxes & fees

Exceptional
(29 reviews)
Summer in San Diego Walk to Beach, Dog Friendly, Hot Tub, Fire Pit
La Jolla
NZ$18,299
for 7 nights, 1 home
NZ$2,614 per night
includes taxes & fees

Exceptional
(25 reviews)
Nestled in La Jolla: One of the most beautiful coasts in the world.
La Jolla
NZ$11,587
for 7 nights, 1 home
NZ$1,655 per night
includes taxes & fees

Exceptional
(102 reviews)
Ocean View Beach Home w/ AC, Outdoor Shower, Walk to PB
San Diego
NZ$12,507
for 7 nights, 1 home
NZ$1,787 per night
includes taxes & fees

Wonderful
(264 reviews)
Luxury Gated Mission Bay Estate with Resort Style Pool!
San Diego
NZ$18,327
for 7 nights, 1 home
NZ$2,618 per night
includes taxes & fees

Exceptional
(119 reviews)
OCEAN VIEW Family Beach House 4BR 3BA Open Concept just 4 block walk to beach!
San Diego
NZ$8,584
for 7 nights, 1 home
NZ$1,226 per night
includes taxes & fees

Exceptional
(129 reviews)
You'll Love the Casita in Ocean Beach 1/2 Block to Santa Cruz Beach Cove
San Diego
NZ$2,640
for 7 nights, 1 cottage
NZ$377 per night
includes taxes & fees

Exceptional
(27 reviews)
LUXE OCEAN VIEW LARGE PENTHOUSE MISSION BEACH PARKING PRIVATE PATIO SLEEPS 12
San Diego
NZ$15,619
for 7 nights, 1 home
NZ$2,231 per night
includes taxes & fees

Exceptional
(13 reviews)
Spacious 2BR 2BA Cliffside Bungalow Near SDSU • Jacuzzi Tub •Family Friendly
San Diego
NZ$4,299
for 7 nights, 1 home
NZ$614 per night
includes taxes & fees

Exceptional
(46 reviews)
PEACEFUL, NEAR SDSU, CENTRAL with LG PATIO, FULL KITCHEN, COZY BEDS, GATED HOME
San Diego
NZ$2,860
for 7 nights, 1 home
NZ$409 per night
includes taxes & fees

Exceptional
(137 reviews)
730 - Luxurious Tommy Bahama Beach Home
San Diego
NZ$6,319
for 7 nights, 1 home
NZ$903 per night
includes taxes & fees

Exceptional
(41 reviews)
Ocean Beach #4 Esalen, Cozy Cottage/studio, only 3 blocks to the beach 🏖
San Diego
NZ$2,096
for 7 nights, 1 apartment
NZ$299 per night
includes taxes & fees

Exceptional
(23 reviews)
Central House near SeaWorld, Beach, Zoo, USD
San Diego
NZ$3,679
for 7 nights, 1 home
NZ$526 per night
includes taxes & fees

Wonderful
(7 reviews)
La Jolla Ocean Front Escape
La Jolla
NZ$6,645
for 7 nights, 1 home
NZ$949 per night
includes taxes & fees

Exceptional
(149 reviews)
Steps From The Ocean - Large Roof Deck - Amazing Sunsets
San Diego
NZ$14,356
for 7 nights, 1 home
NZ$2,051 per night
includes taxes & fees

Exceptional
(113 reviews)
Beach Cottage La Jolla
La Jolla
NZ$5,919
for 7 nights, 1 home
NZ$846 per night
includes taxes & fees

Exceptional
(87 reviews)
Single Family Waterfront Home in Mission Beach w/ Hot Tub
San Diego
NZ$20,683
for 7 nights, 1 home
NZ$2,955 per night
includes taxes & fees

Exceptional
(223 reviews)
View of the water, steps from the beach, bikes and other toys included.
San Diego
NZ$2,958
for 7 nights, 1 apartment
NZ$423 per night
includes taxes & fees

Exceptional
(15 reviews)
Cozy Home w/ Stunning Views + Sunsets
San Diego
NZ$7,816
for 7 nights, 1 home
NZ$1,117 per night
includes taxes & fees

Very good
(44 reviews)
Beach Bungalow Parking 2blocks to Beach
San Diego
NZ$3,741
for 7 nights, 1 home
NZ$534 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

Kasa Little Italy San Diego
Sleeps 4 · 1 bedroom

Panoramic Ocean & City View-Rooftop Jacuzzi- Spacious & Family-Friendly
Sleeps 12 · 5 bedrooms · 4 bathrooms

Boho Flat 1 block from exclusive beach!
Sleeps 4 · 1 bathroom

Avalon II by AvantStay | Chic & Stylish San Diego Condo w/ Vibrant Interiors
Sleeps 6 · 2 bedrooms · 2 bathrooms

NEW BUILD-ideal San Diego location, Little Italy, Gaslamp-WiFi, AC, 2x King beds
Sleeps 5 · 2 bedrooms · 2 bathrooms

City24 Hotel Little Italy Mission Hills
Sleeps 11 · 2 bedrooms
- 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
Frequently asked questions
When is the best time to visit Harbor Island for a holiday rental?
The best time to visit Harbor Island is during the peak season, which spans from May to July. This period attracts sun-seekers and beach enthusiasts who flock to enjoy the warm Californian sunshine and the island's stunning coastal views. July is particularly popular, as visitors can partake in a variety of water activities, relax on the sandy beaches, and explore the vibrant local dining scene.Temperatures during this peak season typically range from the mid-teens to the low 30s Celsius, providing ideal conditions for outdoor adventures such as kayaking, paddleboarding, and cycling along the scenic waterfront paths. The lively option during these months brings together both locals and tourists, creating a vibrant community vibe superb for socialising and enjoying the cultural offerings of the island.For those looking for a more budget-friendly option, visiting in October is an excellent choice. This shoulder month offers a quieter experience, with pleasant weather conditions still lingering, allowing for comfortable exploration of the island's natural beauty without the bustling crowds. October is a time when you can truly appreciate the serene beaches and perhaps even catch a glimpse of the stunning autumn sunsets.
What are the top attractions in Harbor Island, California, United States of America?
In Harbor Island, visitors can enjoy beautiful waterfront parks and stunning views of the San Diego skyline. The area is known for its proximity to the San Diego International Airport, making it convenient for travellers. The scenic Harbor Island Park is a highlight, offering walking paths, picnic areas, and fantastic spots for taking in views of the bay and the iconicUSS Midway Museum across the water.Additionally, the nearby Shelter Island is a lovely area for leisurely strolls along the marina, with charming waterfront dining options and beautiful views of the boats. For those interested in marine activities, the San Diego Bay is ideal for sailing, kayaking, and paddleboarding.
Are all fees included in the Harbor Island holiday homes prices shown on Bookabach?
Bookabach provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Harbor Island holiday homes with parking?
Bookabach offers a wide selection of holiday homes in Harbor Island with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Harbor Island holiday homes?
You can find great discounts on holiday homes in Harbor Island on Bookabach, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Harbor Island holiday home booking on Bookabach?
To find Harbor Island holiday rentals with free cancellation, just use Bookabach's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Bookabach makes it easy to book with confidence.
Can I find long-stay holiday homes in Harbor Island?
A long-stay holiday home in Harbor Island is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Bookabach?
Bookabach's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Harbor Island holiday home?
Book your Harbor Island holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Bookabach booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Harbor Island?
Prices for holiday homes in Harbor Island vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Bookabach offers something for every taste and budget, from affordable homes in Harbor Island to more spacious homes.
What can I expect from Bookabach customer service and Bookabach Care™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is Bookabach Care™ and how does it work?
Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Bookabach as a host?
Joining Bookabach as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Bookabach makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Bookabach handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
More holiday ideas
- Bankers Hill Holiday Rentals
- Mission Bay Holiday Rentals
- Loma Portal Holiday Rentals
- Fashion Valley Mall Holiday Rentals
- San Diego Holiday Rentals
- Little Italy Holiday Rentals
- Coronado Island Holiday Rentals
- Mission Hills Holiday Rentals
- Balboa Park Holiday Rentals
- Mission Bay Park Holiday Rentals
- Old Town San Diego Holiday Rentals
- La Playa Holiday Rentals
- Coronado Beach Holiday Rentals
- North Mission Beach Holiday Rentals
- Marina District Holiday Rentals
- Point Loma Holiday Rentals
- Cortez Hill Holiday Rentals
- North Cove Beach Holiday Rentals
- Liberty Station Holiday Rentals
- San Diego County Holiday Rentals
- Harborview Holiday Rentals
- Beach Cities San Diego County Holiday Rentals
- San Diego Convention Center Holiday Rentals
- Petco Park Holiday Rentals
- North Park Holiday Rentals
- Mission Beach Holiday Rentals
- Naval Base Coronado Holiday Rentals
- Ocean Beach Holiday Rentals
- Seaport Village Holiday Rentals
- Downtown San Diego Holiday Rentals
- Beach rentals in San Diego
- Apartments in San Diego
- Resorts in San Diego
- Family rentals in San Diego
- Beach rentals in Oceanside
- Apartments in Carlsbad Village
- Resorts in Coronado Beach
- Bed and breakfasts in San Diego County
- Cabins in Temecula
- Resorts in Carlsbad
- Resorts in Del Mar
