Luxury rentals in San Diego

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Top-rated luxury holiday rentals in San Diego

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Luxe
Home in Sunset Cliffs
5 out of 5 average rating, 32 reviews

Sunset Cliffs Spectacular Oceanfront Villa

San Diego oceanfront luxury! Located directly across the street from Sunset Cliffs Natural Park, you'll have one of San Diego's best whitewater views to enjoy from your bedroom and front porch. The park-like backyard is an entertainer's dream, complete with a lovely pool & spa, outdoor shower, dining area and built-in BBQ. This fabulous 5 bedrooms (3 master suites , 1 is grand size) , 4 baths and 8 beds home features top-notch amenities and furnishings fit 12 guests. Guest house is an option

Luxe
Home in La Mesa
5 out of 5 average rating, 22 reviews

Luxury Villa • Resort Pool • $1M Outdoor Living

┏━━━━✦❘༻ WELCOME TO YOUR OWN PRIVATE RESORT ༺❘✦━━━━┓ ✦ Set on .9 acres of beautifully landscaped grounds, this one-of-a-kind, 3,700-square-foot estate home has all the amenities. ✦ The estate embodies the dream of California living with a complete outdoor chef's kitchen & bar, a heated pool, 20' wide by 70' long, & a huge spa that measures 12' x 12'. ✦ The home is a luxury Mediterranean modern villa in design & function, & it offers the finest custom appointments & living spaces throughout.

Luxe
Villa in Ocean Beach
4.93 out of 5 average rating, 15 reviews

Villa Bermuda Beach

NEW CEMENT STEPS TO SANDY BEACH BELOW--(City installed in May 2024). Safe accessible steps to the sandy beach below Villa Bermuda Beach. The steps are located one property north of Villa Bermuda Beach. Contemporary Oceanfront Retreat Overlooking Pacific Ocean and Accessible White Sand Beach Below the Oceanfront Deck Exceptions to the general "No Pets Rule" can be requested. There is a non-refundable pet fee of $495 per pet that is charged on each pet that is brought to Villa Bermuda Beach.

Luxe
Home in Leucadia
4.98 out of 5 average rating, 126 reviews

Villa Sirena-6000sf 7br/7ba Oceanfront Luxury

Experience ultimate luxury in this epic OCEANFRONT estate, the area’s largest ocean view resort. A breathtaking spot for your corporate retreat or family reunion. - 5 min stroll to beaches, surf & fine dining - 7 lavish ensuite bedrooms with workspaces. No shared baths! - 6000 sq ft of high end designer interiors + 3000+ sq ft outdoor sanctuary. - One street level br/ba is wheelchair accessible. - Elevator, Hot tub, Sauna, 7 TVs & fast Wi-Fi - Gated for privacy. Your private paradise awaits.

Luxe
Home in Pacific Beach
5 out of 5 average rating, 11 reviews

Luxe Private Resort Pool Spa Game Room Ocean Views

Wake up above Pacific Beach with sweeping panoramic ocean, bay, and skyline views. Your private rooftop, pool, and oversized hot tub set the stage for an unforgettable stay. This luxury hilltop family-friendly retreat includes a BBQ, a game room with full size pool table, smart TVs & beach gear. Sip sunset cocktails on the rooftop deck, then unwind in spacious living areas. Perfect for large families or groups seeking the ultimate San Diego escape. 🎥 QR code in photos for an epic video tour!

Luxe
Home in La Jolla
5 out of 5 average rating, 58 reviews

La Jolla Shores Beachfront Bliss

La Jolla Shores beach directly across the street! With unobstructed views of the ocean, you can watch the sunset in front of the gas fire pit on the front patio. Listen to the waves from the living and dining area with the large glass slider open. Walk to local shops, restaurants, and seaside markets. Perfect for family getaways or group vacations. High end finishes throughout including a TV in every room, built-in Sonos sound system, and Lutron motorized shades. You’ll never want to leave!

Luxe
Home in La Jolla
5 out of 5 average rating, 7 reviews

La Jolla Luxury | Designer Home w/ Pool & Jacuzzi!

Designer 4BR/4BA La Jolla home with a private pool, hot tub, and outdoor kitchen. Open living, a fully equipped kitchen, and multiple seating areas support easy group stays. Bedrooms offer space and privacy, while outdoor areas extend daily living. Includes garage and free parking. Located near beaches and local attractions for a well-balanced stay. Ready to plan your stay? Secure your dates at La Jolla Hideaway and enjoy a well-designed space built for comfort, connection, and ease 💙

Luxe
Home in Leucadia
4.9 out of 5 average rating, 58 reviews

Luxury Home | Ocean View | Fire Pit | BBQ

Welcome to Grandview Getaway! This stunning 3BR 2.5BA, named after the nearby Grandview Surf Beach, is a truly opulent getaway. Enjoy conversations with friends and family at the outdoor firepit. Share a meal on the outdoor dining table during sunset, or just get cozy indoors by the fireplace. Grandview Getaway has everything you need and the interior was immaculately designed by San Diego luxury homes interior designer Lori Gentile. Truly the perfect location for a family vacation.

Luxe
Home in La Jolla
4.99 out of 5 average rating, 140 reviews

La Jolla Ocean View Mansion

This 8200 sq ft estate is a custom-built modern mansion in beautiful La Jolla. Situated majestically in a serene cul-de-sac, this home is ultra-private and secure with gated entry. Its architecture is grandeur. The home furnishings are refined and elegant. High up on a hill with surrounding canyons, ocean views are unobstructed and breathtaking. Within a 10 minute drive, you will find warm waters and sandy beaches. Don't miss out on this rare gem when you are visiting in San Diego!

Luxe
Flat in Solana Beach
5 out of 5 average rating, 10 reviews

3Bd Penthouse - Upscale, Ocean Views and Pool

RANKED TOP 10% on another platform. Enjoy beach living at its finest. Our exclusive oceanfront home is perched high on the top floor of Surfsong, the most desirable complex in North Coastal San Diego. With views that will literally take your breath away, this beautiful 3 bedroom, 2 bathroom, fully stocked home provides a comfortable, inspiring space to relax and unwind while enjoying the beach lifestyle and all the amazing amenities of Solana Beach right outside your front door.

Luxe
Home in La Mesa
5 out of 5 average rating, 25 reviews

Hilltop Family Retreat | Heated Pool & Ocean Views

Views, tranquility and beauty. This exquisite Mt. Helix hilltop estate features 4 bedrooms, 4 ½ bathrooms, a private pool/spa, firepit, and multiple viewing decks.The home is fully and beautifully remodeled with expansive ocean, mountain and coastal valley views. Excellent WIFI and plenty of room to spread out, relax and enjoy family time together or apart. Cleaning is available during your stay for an additional fee.

Luxe
Home in La Jolla
5 out of 5 average rating, 3 reviews

Featured on HGTV

STR-13225L / TOT: 637131 As Seen on TV! HGTV’s Season 3 of 'Christina on the Coast' presents this exceptional La Jolla oceanfront home, perched directly above the iconic shores of Windansea Beach. This gem offers a rare combination of refined luxury and front-row Pacific views. The ocean is showcased from nearly every level of the home, with panoramic vistas extending all the way to the rooftop deck.

Popular amenities for San Diego luxury holiday rentals

All about San Diego

Planning a vacation in San Diego? We’re here to help!

When Juan Rodriguez Cabrillo landed in what is now San Diego Bay in 1542 and claimed it for the Spanish, he took the first steps in establishing the birthplace of California – a city that today sprawls across more than 400 sq miles right by the border with Mexico. Laidback surfer vibes are mixed with a sense of history and there’s plenty to keep you busy, from hiking and watersports to theme parks and museums, plus fabulous Californian cuisine and the best Mexican tacos.

Beach buddies

Head to Coronado Island (there’s a bridge, or jump on a ferry and enjoy the ride) to enjoy a beach that is consistently voted among the top 10 in the USA. Coronado Central Beach is great for families, with tide pools for exploring at low tide and the Hotel del Coronado at its southern end – the hotel had a starring role in Marilyn Monroe’s 1958 film Some Like it Hot and serves up killer cocktails.

Get active

Do you like to keep active on vacation? If something a little more heart-pumping than basking on a sun lounger is what you’re after, then head for Torrey Pines State Reserve. There are 1,750 unspoiled acres to explore, so put on your backpack and hike trails that wind through breathtaking sandstone ravines and past colorful wildflowers. If you’re feeling particularly adventurous there’s also the Torrey Pines Gliderport, where you can take a 20-minute hand-glider flight – strapped to a qualified pilot, so you’re in good hands. Float down on the warm sea breezes, drinking in eyefuls of Pacific blue as you go.

Beautiful Balboa Park

No visit to San Diego would be complete without at least one day spent exploring Balboa Park. And we mean at least a whole day. This downtown public park covers 1,200 acres and packs in a whole lot of awesome. Entrance is free, and you could happily spend a day strolling past the Spanish-Renaissance architecture through the park’s gorgeous gardens, like the cactus garden, rose garden, and Japanese-style garden. But there’s so much more! Balboa has 17 major museums in its grounds, so art lovers can linger in the San Diego Museum of Art, the Museum of Photographic Arts and the Timken Museum of Art while those with a passion for science and nature might like to explore the Fleet Science Center and the San Diego Natural History Museum. If you’re looking for a family day out you won’t be short of options – the park has a carousel, a miniature railroad and the Marie Hitchcock Puppet Theatre (alongside plenty of performing-arts venues for the grown-ups). It’s also the location of San Diego Zoo, one of the finest in the world and home to gorillas, Komodo dragons, tigers, flamingos, giant tortoises, elephants, and rare Giant Pandas.

You get the picture – there’s lots to do. Make sure to wear comfortable walking shoes, and consider buying one of the passes available that gets you entry to a set number of the fee-charging attractions.

Fabulous food

Hungry?  Then take yourself along to Barrio Logan, the center of San Diego’s Hispanic community and the place to find a Mexican feast. The best tacos are at Las Cuatro Milpas, where the line of eager customers often stretches around the block. On Wednesdays and Sundays, there’s also the San Diego Public Market, with farmers’ stalls selling California’s bounty – load up on fruits and vegetables, grass-fed beef, locally caught seafood, pastries and pasta for a slap-up supper back at the ranch.

Enjoy our San Diego luxury homes

Whether you’re looking for picture-postcard properties in Coronado, the elegance of La Jolla or getting away from it all in Encinitas, we have the vacation home to make your stay in San Diego special. Choose a traditional ranch-style villa or something with modern, clean lines, either right by the deep-blue Pacific or up in the rolling California hills.

Stay in Rancho Santa Fe

If you want a place to take the whole family, then our rentals in Rancho Santa Fe could be just the ticket. A 30-minute drive from downtown San Diego finds you surrounded by nature yet within reach of all that the city has to offer. We have villas large enough to accommodate 10 people, with pool tables and air hockey for those inter-generational tournaments, and of course swimming pools, plus hot tubs and firepits for warming up when the evenings draw in. Golfers will appreciate the close proximity of The Bridges at Rancho Santa Fe golf course, and the kids are sure to persuade you that nearby Legoland is a must-see.

Homes in La Jolla

Just one visit to La Jolla is enough to see why it’s named ‘the jewel’ of San Diego, so be warned – you might find it hard to leave our La Jolla vacation rentals once you’ve unpacked your bags. We have villas ranging from 2 bedrooms right up to 7, with your choice of beachside terraces or sweeping views from high up in the hills. Some of our properties have saunas and media rooms, and hot tubs and pools are of course plentiful in the Californian sun, so don’t forget to pack your swimsuit!

Destinations to explore