Where to Find Luxury Vacation Rentals in San Diego 

by Allie d'Almo  |  Published November 15, 2022

Stretching 70 miles across the supermodel good looks of SoCal’s spectacular coastline, San Diego boasts hundreds of extra-special vacation rentals. 

A luxurious oceanfront apartment in San Diego (Photo:

Thousands of visitors hotfoot to San Diego every year to see for themselves whether it really lives up to its moniker, America’s Finest City. Few leave disappointed. Between its brilliant beaches, blockbuster sights and laid-back lifestyle – despite being the country’s eighth largest city – there’s a lot to love. Thankfully, there’s no shortage of accommodation either. You could check into a five-star hotel, but with so many luxurious rentals up for grabs that would be a waste. We’ve selected three of the best luxury vacation rental providers based on value for money, range of properties, ease of use and customer reviews. 

Plum Guide 

Plum Guide offers a highly curated selection of close to 200 boutique vacation rentals in San Diego. It’s the ideal option for those who don’t mind forking out a little extra for a more luxurious holiday stay. Unlike most booking platforms, very few properties make the cut. Each property needs to undergo a meticulous multi-stage vetting process before being nominated and listed, so you can be sure you’re snapping up the best San Diego has to offer. The website is intuitive, with a handy map on the right-hand side of each listing. There’s an option to filter by “essentials” like Free Cancellation and Pets Welcome, as well as luxury add-ons, like rooftops and home cinema. 

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VRBO – formerly HomeAway – offers the most extensive range of vacation rentals in San Diego. Properties range from a cheap and cheerful room rental in a shared apartment to an exclusive Italian-inspired villa with a saltwater edge pool and waterfalls. Thanks to its comprehensive filters, the website is far from overwhelming. Visitors can refine their search according to the number of bedrooms, guests and budget, as well as more specific luxury touches, like oceanfront views. There’s also an option to rent with “Premier Hosts”, who have built up a solid reputation for delivering exceptional guest experiences. 

Book at offers over 1,000 accommodation options in San Diego, though once you whittle down the apartment options there are just shy of 200. This well-known accommodation provider offers some of the best value luxury vacation rentals on the internet. Guests who have previously booked with can push their pennies even further, with generous “Genius” discounts. It’s easy to filter by location, budget and star rating, as well as specific amenities. This is the only platform that allows travellers to opt for more sustainable luxury vacation rentals too, with the Travel Sustainable programme. 

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