Holiday rentals and lettings in San Diego

Holiday rentals and lettings in San Diego

Start comparing over 1,959 rentals in San Diego and book at the best price!

Find Holiday Rentals & Lettings in San Diego

Best Holiday Rentals & Lettings in San Diego

Guests agree: these stays are highly rated for location, cleanliness, and more.
Holiday Home for 7 People in San Diego, San Diego County
Holiday Home for 7 People in San Diego, San Diego County, Photo 1
Holiday Home for 7 People in San Diego, San Diego County, Photo 2
Holiday Home for 7 People in San Diego, San Diego County, Photo 3
Holiday Home for 7 People in San Diego, San Diego County, Photo 4
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San Diego, San Diego County
Holiday Home • 7 Guests • 2 Bedrooms
Step into a modern retreat, meticulously updated and tastefully designed for an unforgettable stay. This two-bedroom, two-bath home is perfect for families, couples, or groups ready to experience San Diego. Key Features ️ ✦ Updated Interiors: Every inch of this home has been meticulously updated and tastefully designed for your comfort. ✦ Private Amenities: Enjoy your own separate hot tub for ultimate relaxation. Important Note ️ ✦ This home is part of a duplex, with another rental on the lower level. The very lowest outdoor level with lawn games is the only shared area. ✦ There may be othe...
from A$186 / night
Holiday Home for 6 People in Hillcrest, San Diego
Holiday Home for 6 People in Hillcrest, San Diego, Photo 1
Holiday Home for 6 People in Hillcrest, San Diego, Photo 2
Holiday Home for 6 People in Hillcrest, San Diego, Photo 3
Holiday Home for 6 People in Hillcrest, San Diego, Photo 4
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Hillcrest, San Diego
Holiday Home • 6 Guests • 2 Bedrooms
10.0
(11 reviews)
Experience modern comfort and convenience in this charming 2-bedroom townhome, designed with everything you could want in a San Diego rental. Perfectly blending style with practicality, this home offers a private and relaxing retreat in a vibrant, walkable neighborhood. ❖ Cozy Living: Unwind in the plush living room, complete with comfortable seating for the group and a smart TV for all your entertainment needs. ❖ Fully Equipped Kitchen: Prepare delicious home-cooked meals in the fully equipped kitchen, ideal for any culinary adventure. Serene Bedrooms: Discover peaceful slumber in the sere...
from A$350 / night
Holiday Rental for 4 People in La Jolla, San Diego
Holiday Rental for 4 People in La Jolla, San Diego, Photo 1
Holiday Rental for 4 People in La Jolla, San Diego, Photo 2
Holiday Rental for 4 People in La Jolla, San Diego, Photo 3
Holiday Rental for 4 People in La Jolla, San Diego, Photo 4
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La Jolla, San Diego
Holiday Rental • 4 Guests • 2 Bedrooms
10.0
(9 reviews)
Prepare to be amazed by the thoughtfully curated space we designed just for you. From the moment you step inside, you'll be captivated by the coastal elegance that flows through every detail: think gorgeous new flooring, a fully equipped kitchen ready for your culinary adventures, and pristine bathrooms that invite relaxation. Enjoy the comfort of a modern AC system and soak in the elevated, seaside-inspired interior design. ️ Unwind in the living room on the deep-seated couch, perfect for sinking in and cozying up. With a 65" Samsung Smart TV at your fingertips, your favorite shows and mov...
from A$771 / night

Prices and availability

Current Holiday letting prices San Diego

A$648for 8 Nov - 15 Nov
A$926 annual average
Dec
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Average price per week

Current holiday letting availability San Diego

12%for 8 Nov - 15 Nov
49% annual average
Dec
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Percentage of available rentals

Book the Perfect Holiday Rental in San Diego

Discover San Diego's Premium Vacation Accommodations

Holiday rentals in San Diego represent the epitome of Southern California coastal living, where year-round sunshine meets world-class amenities and beach access. These thoughtfully curated accommodations showcase the city's unique architectural character, from charming Italian-built homes with imported doors and windows to contemporary beachfront bungalows just seconds from the sand. San Diego's vacation rentals stand out for their strategic positioning near iconic attractions like Balboa Park, the vibrant Gaslamp Quarter, and pristine beaches stretching from Mission Beach to La Jolla. The city's Mediterranean climate ensures that outdoor living spaces, private patios, and beachside decks remain usable throughout the entire year, making every stay a memorable coastal retreat.

What truly sets holiday rentals in San Diego apart is their exceptional blend of luxury and comfort, designed to enhance your Southern California experience. Large holiday rentals in San Diego cater to groups and families seeking spacious accommodations with premium features and thoughtful touches that reflect the region's laid-back yet sophisticated atmosphere. These properties consistently earn ratings between 94-100% from satisfied guests, testament to their impeccable standards and attention to detail.

Guests can expect an impressive array of amenities designed for the perfect San Diego getaway:

  • Fully equipped gourmet kitchens with high-end Thermador ranges and granite countertops
  • Premium bedding featuring 800+ thread count Egyptian cotton sheets for luxurious comfort
  • Complimentary beach equipment including boogie boards, chairs, towels, and toys
  • High-speed Wi-Fi up to 200mbps for seamless connectivity
  • Beach cruiser bicycles for exploring San Diego's scenic coastal paths
  • BBQ grills and outdoor dining areas perfect for alfresco entertaining
  • Smart TVs with streaming capabilities for relaxing evenings
  • In-unit laundry facilities with premium detergents provided
  • Welcome amenities featuring local treats like margarita fixings and artisanal snacks
  • Climate control systems including both air conditioning and heating

Who Should Choose Holiday Rentals in San Diego

Perfect Destinations for Every Type of Traveller

San Diego attracts a diverse range of travellers, each drawn to the city's unique blend of outdoor adventures, cultural experiences, and culinary delights. Beach enthusiasts will find paradise along the 70 miles of pristine coastline, from the family-friendly shores of Mission Beach to the dramatic cliffs of Torrey Pines State Natural Reserve.

Adventure seekers can explore world-class hiking trails like the challenging Cowles Mountain or the scenic coastal paths at Sunset Cliffs, while water sports enthusiasts enjoy year-round surfing, kayaking, and paddleboarding in the Pacific's mild waters.Food lovers gravitate toward San Diego's culinary scene, featuring everything from authentic Mexican street tacos in historic barrios to sophisticated farm-to-table restaurants in Little Italy.

Holiday rentals with private pool in San Diego particularly appeal to families and groups seeking relaxation between exploring attractions like the world-renowned San Diego Zoo, Balboa Park's fifteen museums, and the interactive exhibits at the USS Midway Museum. The optimal time to visit spans virtually year-round, with average temperatures ranging from 16-20°C in winter to 22-29°C in summer. Current availability shows options with 15-68 properties available per week, and pricing from $513-$1,323 AUD per night depending on season and location, with the most affordable rates during autumn and early winter.

Top 5 Must-Experience San Diego Attractions

Unmissable Destinations for Your San Diego Holiday

Discover San Diego's most captivating attractions that showcase the city's natural beauty, rich history, and innovative entertainment offerings. These selected destinations represent the best experiences available to visitors staying in the region's premier vacation accommodations.

  1. Balboa Park Cultural Complex
  2. Torrey Pines State Natural Reserve
  3. USS Midway Museum
  4. SeaWorld San Diego
  5. Historic Gaslamp Quarter

Balboa Park Cultural Complex

This 1,200-acre cultural oasis houses fifteen museums, the renowned San Diego Zoo, and stunning Spanish colonial architecture. Visitors can explore everything from natural history exhibits to contemporary art galleries, making it a perfect destination for culture enthusiasts and families alike.

Torrey Pines State Natural Reserve

Experience San Diego's dramatic coastal wilderness along this protected stretch of coastline, featuring rare Torrey pine trees and spectacular hiking trails that wind through canyons and along clifftops. The reserve offers breathtaking ocean views and diverse wildlife viewing opportunities.

USS Midway Museum

Step aboard this historic aircraft carrier turned museum, featuring restored aircraft, interactive exhibits, and guided tours led by former Navy personnel. The flight deck provides panoramic views of San Diego Bay and the downtown skyline.

SeaWorld San Diego

This marine life theme park combines entertainment with education, featuring spectacular shows, rides, and up-close animal encounters. The park's conservation programs and rescue efforts make it both entertaining and meaningful for visitors of all ages.

Historic Gaslamp Quarter

San Diego's premier entertainment and dining district pulses with energy day and night, featuring Victorian-era architecture, upscale restaurants, craft breweries, and vibrant nightlife. The area blends historical charm with contemporary sophistication.

San Diego receives over 260 days of sunshine annually, making it one of America's most consistently pleasant coastal destinations for year-round holidays.

San Diego's Premier Dining Destinations

Exceptional Restaurants Rated by Local Food Enthusiasts

San Diego's culinary landscape reflects its position as a vibrant border city with access to fresh seafood, innovative farm-to-table cuisine, and authentic international flavours. These highly-rated establishments, beloved by locals and visitors alike, represent the city's diverse dining scene:

  • Liberty Public Market (4.7 stars, 7,677 reviews) - This bustling food hall in Point Loma showcases over 30 local vendors offering everything from artisanal ice cream to gourmet tacos, craft beer, and fresh seafood in a renovated naval facility with historic charm.
  • Din Tai Fung (4.6 stars, 3,478 reviews) - Located in La Jolla, this acclaimed restaurant serves meticulously crafted xiaolongbao (soup dumplings) and authentic Taiwanese cuisine in an elegant setting that attracts discerning diners from across the region.
  • Phil's BBQ (4.6 stars, 11,753 reviews) - A San Diego institution since 1998, this local favourite serves mouthwatering slow-smoked meats, tangy sauces, and hearty sides that have earned a devoted following among barbecue enthusiasts and families alike.

Essential San Diego Travel Insights

Local Knowledge for the Perfect Holiday Experience

San Diego's unique coastal culture and year-round outdoor lifestyle create numerous opportunities for memorable experiences beyond traditional tourist attractions. Local hosts recommend timing visits to coincide with the vibrant Little Italy Mercato, held every Saturday morning, where visitors can sample fresh produce, artisanal foods, and interact with the community that makes San Diego special. The city's commitment to sustainability shines through its extensive network of bike-friendly paths, electric vehicle charging stations, and eco-conscious vacation rental hosts who provide reusable beach equipment and locally-sourced welcome amenities.

Many properties feature fruit trees where guests can pick fresh oranges and lemons, while beachfront locations offer front-row seats to spectacular sunsets and seasonal whale migrations. Holiday accommodation in San Diego often includes partnerships with local tour operators, providing insider access to hidden gems like the weekly sunset yoga sessions at Sunset Cliffs or the tide pool exploration opportunities at Cabrillo National Monument. Understanding San Diego's microclimates helps visitors pack appropriately - coastal areas remain consistently mild while inland regions can be warmer, and the famous marine layer typically burns off by mid-morning to reveal brilliant sunshine.

For those seeking the ultimate coastal experience, luxury beachfront holiday rentals in San Diego provide unparalleled access to the city's most pristine stretches of sand, where morning beach walks and evening bonfires create lasting memories of Southern California's charm.

FAQs: Holiday Rentals & Lettings in San Diego

How much did it cost for a holiday rental in San Diego in 2020, during the corona crisis?

With an annual average price of A$566.22, San Diego is not a city that stands out for being the most expensive or the cheapest in the USA.

When are holiday rentals cheaper in San Diego?

If you want to save as much as possible during your visit to San Diego, book to go there in October (A$498.08 per night on average), February (A$504.46), or December (A$540.29) to find the lowest prices for the whole year.

When does the price of holiday rentals in San Diego go up the most?

When it comes to renting a holiday letting in San Diego, the highest prices are usually seen in the month of August (with an average of A$632.17 per night), followed by July (A$621.42), and September (A$605.96).

Is San Diego a good location for a spontaneous getaway?

So you don't run out of accommodation options in San Diego we recommend you to be proactive, as 82% of rentals are usually booked, according to last year's data.

What time of the year can I find more available holiday rentals?

April, May, and January are, in order of highest to lowest, the months offering the largest number of accommodations available, with respective average availability figures of 39.5%, 34.6% and 24%.

When are there fewer rental options available in San Diego?

The months with the lowest properties available in San Diego are, in order, October, September and July, with respective average availability figures of 8%, 9.75%, and 10.25%, based on data collected in 2020.

How many holiday rentals are there in San Diego?

In San Diego we collaborate with 12 different providers to give you a choice of 3500 properties, so you will not be short of options!