Harbor Island vacation rentals

We found 6,342 vacation rentals — enter your dates for availability

Welcome to the enchanting Harbor Island, where breathtaking waterfront views of San Diego Bay create a serene backdrop for your unforgettable getaway. This family-friendly haven boasts lush parks and sandy beaches, perfect for creating cherished memories together. Explore nearby attractions like the USS Midway Museum and vibrant neighborhoods, all while enjoying luxurious vacation rentals that offer the comfort and convenience of home. Experience the ultimate stay with spacious accommodations, tailored for group travelers seeking relaxation and adventure.

Holiday rentals with weekly discounts - Harbor Island

Showing deals for:Dec 11 - Dec 18

Canopied pathway to the Casita and rear patio
Fully outfitted kitchen
Family Room
Kitchen overlooking Family Room
Exceptional
(88 reviews)

Tuscan-Style Villa in La Jolla Village w/ Private Casita, Parking, Walk to Beach

La Jolla

9% off
$862
$6,037 for 7 nights
All fees included
Tuscan-Style Villa in La Jolla Village w/ Private Casita, Parking, Walk to Beach
Interior
Dinner on the Cliffs. Stay with us and we'll give you the details to do it.
My custom Boat Bookcase!
When you walk in the front door!
Exceptional
(180 reviews)

Family Getaway ★ Pool & Hot-tub ★ HVAC ★ 4BD & Central

San Diego

8% off
$449
$3,142 for 7 nights
All fees included
Family Getaway ★ Pool & Hot-tub ★ HVAC ★ 4BD & Central
Located steps to the beach
3rd level: Balcony off Living room with lounge chairs and dining for 4 people
Beautiful deck w/ fireplace - 360 degree views
Breathtaking views
Exceptional
(126 reviews)

#712 - Brand-new luxurious home w fantastic roof deck and 5 balconies

San Diego

8% off
$678
$4,749 for 7 nights
All fees included
#712 - Brand-new luxurious home w fantastic roof deck and 5 balconies
Room
Living area
Private kitchen
Outdoor dining and lounging with amazing views of the ocean.
Exceptional
(26 reviews)

LUXE OCEAN VIEW LARGE PENTHOUSE MISSION BEACH PARKING PRIVATE PATIO SLEEPS 12

San Diego

9% off
$855
$5,988 for 7 nights
All fees included
LUXE OCEAN VIEW LARGE PENTHOUSE MISSION BEACH PARKING PRIVATE PATIO SLEEPS 12
Kitchen family room area with windows all open.
Front of House with Sliding Doors Open
Outdoor Shower
Marilyn Monroe bedroom 2nd photo
Exceptional
(118 reviews)

OCEAN VIEWS Modern House-Great for Groups & Families, Minisplit Air in All Rooms

San Diego

8% off
$631
$4,416 for 7 nights
All fees included
OCEAN VIEWS Modern House-Great for Groups & Families, Minisplit Air in All Rooms
Huge living room with 2 queen pull out couches.
Custom kitchen cabinets and quartz countertops.
Living area
Front deck propane gas fireplace
Exceptional
(29 reviews)

Summer in San Diego Walk to Beach, Dog Friendly, Hot Tub, Fire Pit

La Jolla

14% off
$757
$5,300 for 7 nights
All fees included
Summer in San Diego Walk to Beach, Dog Friendly, Hot Tub, Fire Pit
Terrace/patio
Private kitchen
Living area
Dining
Exceptional
(10 reviews)

🌴 Stylish Kensington Retreat! Sleeps 10 - Spa, Fire Pit & Prime Location

San Diego

9% off
$836
$5,854 for 7 nights
All fees included
🌴 Stylish Kensington Retreat! Sleeps 10 - Spa, Fire Pit & Prime Location
Dream bathroom with jetted tub, walk in shower and and two sinks
Beautiful spacious patio with Weber BBQ
Open floor-plan and stunning french doors that open up to the patio
Gourmet kitchen with high end appliances, if you miss a anything, we will order it for you
Exceptional
(136 reviews)

730 - Luxurious Tommy Bahama Beach Home

San Diego

7% off
$323
$2,264 for 7 nights
All fees included
730 - Luxurious Tommy Bahama Beach Home
View from front door entry.  All lighting is LED.  Ceilings are 9'.
All appliances are upgraded for you.
Dining table expands to seat 8-9 with 4 more at the island counter.  6 outside!!
Main floor deck. Views of Sea World, Mission Bay, OB Pier, Pacific/Mission Beach
Exceptional
(119 reviews)

OCEAN VIEW Family Beach House 4BR 3BA Open Concept just 4 block walk to beach!

San Diego

8% off
$621
$4,348 for 7 nights
All fees included
OCEAN VIEW Family Beach House 4BR 3BA Open Concept just 4 block walk to beach!
Downstairs Dining Table for 8 open to Living Room w/Smart TV
& electric FP.
Private, Front Yard w/Porch, Barbecue, Fire Pit, Table & chairs
Private Front Yard w/Porch, Barbecue, Fire Pit, Table & Chairs
Private Front Yard w/Porch, Barbecue, Fire Pit, Table & Chairs
Exceptional
(59 reviews)

Wonderful~Large, Family Beach Retreat~Steps to Sand & Surf!

San Diego

8% off
$604
$4,226 for 7 nights
All fees included
Wonderful~Large, Family Beach Retreat~Steps to Sand & Surf!
Pool
Outdoor dining
Private kitchen
Dining
Exceptional
(12 reviews)

Amazing Pool Side View of SeaWorld & the Ocean

San Diego

9% off
$652
$4,561 for 7 nights
All fees included
Amazing Pool Side View of SeaWorld & the Ocean
Patio seating area
Full kitchen
Master bedroom
Dining area
Exceptional
(13 reviews)

Spacious 2BR 2BA Cliffside Bungalow Near SDSU • Jacuzzi Tub •Family Friendly

San Diego

8% off
$222
$1,556 for 7 nights
All fees included
Spacious 2BR 2BA Cliffside Bungalow Near SDSU • Jacuzzi Tub •Family Friendly
Beach
Terrace/patio
Gourmet kitchen with double bar area on each end.
Great Room view from Living/Dining area with 2nd sofa bed nicely spread apart
Exceptional
(174 reviews)

Bay View Beach House - Beach bliss awaits - Perfect for groups or families.

San Diego

17% off
$381
$2,666 for 7 nights
All fees included
Bay View Beach House - Beach bliss awaits - Perfect for groups or families.
Outdoor dining
Room
Room
Outdoor dining
Very Good
(44 reviews)

Beach Bungalow Parking 2blocks to Beach

San Diego

8% off
$178
$1,243 for 7 nights
All fees included
Beach Bungalow Parking 2blocks to Beach
Welcome - Front Door and Deck area
Living Room Seating
Bedroom 2 (2 of 2) - Open Closet area for easy access and arranging
Living Room Area
Exceptional
(128 reviews)

You'll Love the Casita in Ocean Beach 1/2 Block to Santa Cruz Beach Cove

San Diego

8% off
$185
$1,298 for 7 nights
All fees included
You'll Love the Casita in Ocean Beach 1/2 Block to Santa Cruz Beach Cove
Catch the San Diego Padres game on our 75" big screen TV with streaming media
Enjoy great conversations and make great memories with family and friends
Primary bedroom is a true sanctuary
Modern exterior design
Exceptional
(91 reviews)

Million Dollar Views, 900 ft of Decking with Fire Table, Walk to Beach/Shops

San Diego

13% off
$590
$4,132 for 7 nights
All fees included
Million Dollar Views, 900 ft of Decking with Fire Table, Walk to Beach/Shops
View of Interior: Living Room to Kitchen from Expansive Ocean-View Dining Deck
Sleek Gourmet Chef's Kitchen: Modern Design Meets Natural Light & Elegance
Elegant Open-Plan Lounge: Spacious & Bright with Cozy Accents
Bedroom 2: French Doors Lead to Lush Backyard Garden and Patio
Exceptional
(26 reviews)

Nestled in La Jolla: One of the most beautiful coasts in the world.

La Jolla

8% off
$809
$5,665 for 7 nights
All fees included
Nestled in La Jolla: One of the most beautiful coasts in the world.
Alternate view of Living Room. 2 large sofa's, 65" Flat Screen TV
Beach
Alternate view of kitchen. Breakfast bar for 2. Ample light supplied by skylite
Front patio area with a stone fire chat
Exceptional
(111 reviews)

Family Friendly La Jolla WindanSea Beach Home - 2 blocks to the Beach.!

La Jolla

13% off
$480
$3,363 for 7 nights
All fees included
Family Friendly La Jolla WindanSea Beach Home - 2 blocks to the Beach.!
Outside Dinning table seats 6 with string lights for evening dining.
Dinning table seat 4 with view of the front yard Garden.
Cozy bedroom 2 with chic décor for ultimate comfort.
 Everything you need for a seamless culinary experience awaits! ️
Exceptional
(44 reviews)

PEACEFUL, NEAR SDSU, CENTRAL with LG PATIO, FULL KITCHEN, COZY BEDS, GATED HOME

San Diego

8% off
$198
$1,384 for 7 nights
All fees included
PEACEFUL, NEAR SDSU, CENTRAL with LG PATIO, FULL KITCHEN, COZY BEDS, GATED HOME
Picnic area
Pool
Path and garden.
Entrance to Casita
Exceptional
(85 reviews)

Escape Under the Palms at Casita Las Palmas Studio Retreat

Bonita

9% off
$179
$1,252 for 7 nights
All fees included
Escape Under the Palms at Casita Las Palmas Studio Retreat
Private kitchen
Beach
Exterior
Kitchen
Exceptional
(58 reviews)

Ideally located near San Diego’s Top Tourist Attractions

San Diego

8% off
$295
$2,062 for 7 nights
All fees included
Ideally located near San Diego’s Top Tourist Attractions
Living area
10 min drive to SeaWorld  San Diego
Beautiful Mission Beach
Sofa in photo folds out into a bed.
Exceptional
(222 reviews)

View of the water, steps from the beach, bikes and other toys included.

San Diego

17% off
$207
$1,450 for 7 nights
All fees included
View of the water, steps from the beach, bikes and other toys included.
Room
Interior
Interior
Room
Very Good
(86 reviews)

Beach Bungalow, Free Parking, 2 blocks to the beach

San Diego

9% off
$254
$1,780 for 7 nights
All fees included
Beach Bungalow, Free Parking, 2 blocks to the beach
Room
Pool
Living area
Dining
Wonderful
(262 reviews)

Luxury Gated Mission Bay Estate with Resort Style Pool!

San Diego

9% off
$1,300
$9,103 for 7 nights
All fees included
Luxury Gated Mission Bay Estate with Resort Style Pool!
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, yards and more
  • More for less

    More space, more privacy, more amenities — more value
  • A place for everyone

    We stand for diversity, inclusion and families everywhere.
    Learn more

Find out more about Harbor Island

Why visit Harbor Island

  • Scenic Waterfront Views: Enjoy beautiful vistas of the San Diego Bay and the city skyline while walking along the picturesque waterfront.
  • Outdoor Activities: Engage in family-friendly activities such as picnicking, biking, and enjoying various water sports.
  • Cultural Experiences: Discover nearby maritime museums and local events that showcase the rich history of the area.
  • Charming Neighborhoods: Explore vibrant nearby neighborhoods filled with shops, restaurants, and unique attractions.
  • Diverse Accommodation Options: Choose from a range of vacation rentals, including oceanfront homes and cozy condos.

Popular types of accommodation around Harbor Island

If you're seeking the perfect getaway, Harbor Island vacation rentals offer a variety of options to suit your needs. From charming houses to cozy condos and apartments, there's something for everyone. Explore our selection of oceanfront rentals and discover the beauty of this idyllic destination. Whether you're looking for harbor island rentals or spacious house rentals, we have you covered for an unforgettable stay.

  • Houses: These spacious and fully-equipped homes are the top choice for travelers seeking comfort and privacy while enjoying their stay in Harbor Island.
  • Condos: Offering a blend of convenience and luxury, condos are the second most popular choice for visitors looking for modern amenities and stunning views.
  • Apartments: A practical option, apartments provide guests with a home-like atmosphere and easy access to local attractions.
  • Cottages: These quaint and cozy retreats are perfect for couples or small families seeking a charming getaway.
  • Villas: For those looking for a luxurious experience, villas offer spacious living areas and upscale amenities in a beautiful setting.**

Top attractions near Harbor Island

Harbor Island in San Diego is perfect for outdoor and family beach vacations, offering a variety of attractions such as urban parks, maritime museums, and event venues. Whether you're seeking cultural experiences or outdoor adventures, there's something for everyone. Consider exploring the scenic waterfront, enjoying picnics with family, or participating in local events. With plenty of vacation ideas to choose from, Harbor Island promises an enjoyable getaway for all travelers.

  • San Diego Convention Center: A premier event venue known for its striking architecture and vibrant atmosphere, the Convention Center hosts a variety of conferences and exhibitions, making it a hub of business activity.
  • Port of San Diego: This modern civic building serves as a gateway for maritime trade and tourism, offering stunning waterfront views and a bustling environment, perfect for business and leisure alike.
  • USS Midway Museum: Experience naval history aboard this historic aircraft carrier, featuring interactive exhibits and restored aircraft that reflect America's maritime culture.

Things to do recommended for couples

For a romantic getaway in Harbor Island, enjoy a concert at The Rady Shell at Jacobs Park, just 3 miles away. For some fun, try Golf Gardens Miniature Golf, 4 miles away. Lastly, indulge in wine tasting at Carruth Cellars Winery, located 19 miles from the harbor.

Things to do recommended for families

During your family vacation in Harbor Island, explore the excitement of Petco Park, just 3 miles away, or enjoy the tranquility of De Anza Cove Park, located 5 miles away. Don’t miss the fun at the Seaport Village Carousel, a delightful amusement ride just 2 miles away.

Things to do recommended for groups

Explore the vibrant Fashion Valley Mall for shopping and entertainment, catch a show at Humphreys Concerts by the Bay for a romantic cultural experience, or enjoy a round of golf at Riverwalk Golf Club for some outdoor fun, all within a short distance from Harbor Island.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation around Harbor Island

If you're planning a trip with friends, family, pets, or if you're seeking extended stays, be sure to prioritize your preferences when filtering your options. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Harbor Island with a group: Think about how many bedrooms you'll require, as well as features like a complete kitchen or outdoor areas for group gatherings. Fortunately, Vrbo allows you to filter for these options and many more.
  • Traveling to Harbor Island with young kids: Traveling with young children can be quite demanding. It's important to prioritize their comfort and safety, along with suitable amenities, like a private swimming pool. Additionally, think about how close you are to family-friendly attractions.
  • Taking your pets with you to Harbor Island: For many families, a trip just isn't the same without their furry companion. If that resonates with you, explore Vrbo listings that welcome pets. Many of these pet-friendly accommodations offer feeding bowls and cozy beds, ensuring that everyone feels at home.
  • Planning for a long term stay visiting Harbor Island: If you're in search of vacation rentals offering discounts for extended stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to consider including features like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Harbor Island

Harbor Island offers a unique blend of stunning scenery and urban charm, perfect for outdoor family vacations. While exploring this beautiful neighborhood, visitors will enjoy picturesque waterfront views and a friendly atmosphere. Nearby attractions include vibrant neighborhoods and historical sites, ensuring a memorable experience. Don't miss the chance to discover the local dining scene and relax on the beach, making Harbor Island a fantastic destination for all types of travelers.

  • San Diego: San Diego is a vibrant city with Harbor Island as one of its picturesque locales. Renowned for its family-friendly atmosphere, outdoor activities, and stunning beaches, San Diego offers a variety of attractions for all ages. Visitors can explore the famous San Diego Zoo, relax on beautiful beaches, or enjoy shopping at local centers. The city also features educational venues like museums and parks, making it an ideal destination for families seeking an enriching experience amidst the sun-soaked California coast.
  • Downtown San Diego: Located approximately 3 miles from Harbor Island, Downtown San Diego buzzes with energy and excitement. This urban neighborhood is perfect for families and business travelers alike, offering a mix of outdoor experiences, shopping, and entertainment. Visitors can catch a show at a local theater, enjoy the vibrant nightlife, or attend events at the convention center. Notable landmarks include the San Diego Convention Center and Petco Park, ensuring that there's always something happening in this dynamic area.
  • Coronado: Coronado is situated about 3 miles from Harbor Island and is a charming beach town known for its stunning coastline and family-oriented activities. Ideal for outdoor enthusiasts, visitors can spend their days at the beautiful Coronado Beach, explore historic sites, or shop at local boutiques. The picturesque Hotel del Coronado is a must-see landmark, adding to the town's charm. Whether you're looking for a relaxing day at the beach or a fun family outing, Coronado delivers a delightful vacation experience.

Best time to go to Harbor Island

If you're planning a trip to Harbor Island, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs from June to August, while off-peak times, like November to January tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January57.4°F (14.1°C)Light RainSunnySlightly LowSlightly Low
February56.8°F (13.8°C)Light RainSunnyAverageSlightly Low
March58.1°F (14.5°C)No Rain (Dry)Mostly SunnyAverageSlightly Low
April60.6°F (15.9°C)No Rain (Dry)SunnyAverageAverage
May62.6°F (17.0°C)No Rain (Dry)SunnyAverageAverage
June66.4°F (19.1°C)No Rain (Dry)SunnySlightly HighSlightly High
July70.5°F (21.4°C)No Rain (Dry)SunnySlightly HighSlightly High
August72.3°F (22.4°C)No Rain (Dry)SunnySlightly HighSlightly High
September72.0°F (22.2°C)No Rain (Dry)SunnyAverageAverage
October68.2°F (20.1°C)No Rain (Dry)SunnyAverageAverage
November62.6°F (17.0°C)No Rain (Dry)SunnySlightly LowAverage
December57.4°F (14.1°C)Light RainMostly SunnySlightly LowAverage

Booking with Vrbo is simple

Are you hoping to cut costs on your upcoming trip? Being open to adjusting your travel dates can make a significant difference, as prices can vary. Additionally, if you opt for a longer stay, you often unlock substantial savings. To discover the perfect Vrbo property that fits your budget, take advantage of our filters to sort by price, location, and type of vacation rental.

Vrbo Trips: Planning made easy

Vrbo's Trip Board offers an easy-to-use platform for planning your travels. You can create new trips, resume your previous plans, or manage your itinerary all in one place. Your saved or booked properties will be organized into categories such as Potential, Upcoming, or Current Trips, making it simple to keep everything in order. To get started with Trip Boards, just visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

Can I find a vacation rental in Harbor Island?
Yes, we give you a choice of vacation rentals where you'll be just 3.3 mi (5.3 km) from San Diego Zoo, providing a more remote option if you want a quiet place to stay. Visitors like the bustling marina and scenic seaside in Harbor Island. While you're here, grab a bite or have a drink at the top-notch restaurants.
What's there to see and do in Harbor Island?
Explore the area and family-friendly sights such as San Diego Zoo, or get out into nature at a spot like San Diego Bay. Petco Park and Mission Bay are other popular places to visit in the area.
What's a vacation rental in Harbor Island like?
Vacation rentals are private properties you can stay in for several days or longer in Harbor Island. Vacation rentals provide amenities such as patios, hot tubs, and fire pits to help you enjoy your stay. If you're concerned about a sanitized environment, vacation rentals can offer a sense of privacy away from shared hotel elevators and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular option for a family getaway.

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