Luxury rentals in San Diego County

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Top-rated luxury holiday rentals in San Diego County

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Luxe
A spacious outdoor area showcases lounge chairs positioned near a sparkling pool. Lush greenery and palm trees frame the scene, with panoramic views of rolling hills and blue skies in the background. The tranquil setting invites relaxation and enjoyment of the natural surroundings.
Villa in Escondido

Rancho Sante Fe Private Resort

Experience a legendary Escondido getaway with this innovative property, which offers all the fun of a resort at a private home. A playground for adults and kids alike, the pirate ship pool, home theater, and tennis court are among the home’s features, plus great indoor comfort, spacious bedrooms, and eye-catching hilltop view. Excellent golf, wild trailheads and beach access are all close by. Copyright © Luxury Retreats. All rights reserved. BEDROOM & BATHROOM • Bedroom 1- Primary: King size bed, Twin size day bed, Ensuite bathroom with stand-alone shower & bathtub, Dual vanity, Television, Walk-in closet, Access to the terrace • Bedroom 2 - Primary: 2 Queen size beds, Queen size sofa bed, Ensuite bathroom with stand-alone rain shower, Dual vanity, Walk-in closet, Television • Bedroom 3: Queen size bed, Twin size bed, Jack and Jill bathroom shared with bedroom 4, Rain shower/bathtub combo, Dual vanity, Access to children's media room • Bedroom 4: King size bed, Twin size bunk bed, Jack and Jill bathroom shared with bedroom 3, Rain shower/bathtub combo, Dual vanity, Walk-in closet, Access to children's media room • Bedroom 5: Queen size bed, Ensuite bathroom with shower/bathtub combo, Walk-in closet, Television Guest House: • Bedroom 6: Queen size bed, Access to shared hallway bathroom with shower/bathtub combo, Air conditioning • Bedroom 7: King size bed, Access to shared hallway bathroom with shower/bathtub combo, Air conditioning Additional Bedding: • Theater: Queen size sofa bed, Shared bathroom access • Guest house living room: Queen size sofa bed, Shared bathroom access FEATURES & AMENITIES • Home theater • Shuffleboard • More under “What this place offers” below OUTDOOR FEATURES • Terrace • Outdoor living area • Trampoline • Putting green • Tesla charging station

FamilyHospitalityPoolCleanlinessIndoor spacesAmenitiesLayoutComfortAccuracyOutdoor spacesViewBeachHot tubLocationBathroomKitchenBarbecueHikingNearbyNoiseCheckoutValueBiking

5.0 out of 5 average rating, 27 reviews
Luxe
An infinity pool reflects the sky, surrounded by lush tropical landscaping. A shaded dining area with wooden furniture is visible nearby, with panoramic views of the valley in the background. Tall palm trees sway gently above the poolside, enhancing the serene ambiance.
Holiday home in Fallbrook

Grand Pacifico - Breathtaking views -Infinity Pool

Welcome to the Grand Pacifico. Where peace and serenity meets sophistication, style and luxury. This unique & dreamy one of kind vacation resort is the crown jewel of our Fallbrook/Temecula collections. Enjoy million dollar panoramic views from nearly every room with a cascading infinity pool vanishing into the sunset. Our first review stated : "This is the BEST vacation place we’ve ever stayed at". We invite you to come and see what the buzz is all about. This South Pacific paradise awaits you!

HospitalityViewPoolFamilyCleanlinessComfortIndoor spacesLocationOutdoor spacesAmenitiesKitchenHot tubSleep qualityDecorAccuracyBarbecueCheck-inBathroomNearbyConditionBeachLayoutBackyardAccessTVLaundryGetting aroundCheckoutPetsQuietWi-FiNoise

4.99 out of 5 average rating, 169 reviews
Luxe
Home in Oceanside

Beachfront BOHO Dream Penthouse!

⛱️Beach front & Gorgeous 15 Steps to water🌊 Hear the roar of the Great Pacific Ocean.Whitewater views from every room Enjoy your 24 Ft Glass Slider to the deck Indoor OutDoor Living Boho design Hardwood floors Travertine & High end Everything 2,900 Sq Ft 4 Bedroom 4.5 Bath Penthouse Unit with Pool Table Sleeps 10 (Option 2) Rent the Penthouse along with the bottom Unit & have a total of 8 Bedrooms 9 Baths 5,800 Sq Ft for Sleeps 20 Video Cameras @ front door, garage, stairway & side of house

HospitalityViewLocationBeachFamilyWalkabilityAmenitiesKitchenComfortNearbyIndoor spacesSleep qualityBathroomCleanlinessAccuracyBarbecueLayoutWi-FiConditionNoiseValueAir conditioningCheck-in

5.0 out of 5 average rating, 30 reviews
Luxe
Home in Sunset Cliffs

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

HospitalityLocationViewPoolFamilyHot tubCleanlinessComfortKitchenNearbyBackyardBeachSleep qualityConditionAccuracyIndoor spacesOutdoor spacesWalkabilityGetting aroundCheckoutDecorTVBathroomBarbecueCheck-inAmenities

5.0 out of 5 average rating, 39 reviews
Luxe
Home in Leucadia

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.

ViewHospitalityFamilyWalkabilityLocationIndoor spacesNearbyBeachComfortCleanlinessKitchenDecorBathroomAmenitiesOutdoor spacesHot tubAccuracyConditionSleep qualityCheck-inQuietAccessBarbecueLayoutParkingGetting aroundBackyardTVWi-FiBikingLaundryNoiseCheckoutValue

4.97 out of 5 average rating, 132 reviews
Luxe
The modern home is situated on a hillside, showcasing large floor-to-ceiling windows that enhance the panoramic views. The exterior features a combination of steel and glass, surrounded by a natural landscape. A driveway leads to a covered parking area beneath the elevated structure.
Home in Palomar Mountain

Dream Home, Spectacular Views on 20 Acres, Hot Tub

Immerse yourself in the wonders of Palomar Mountain with the most incredible views perched 5,000 feet above sea level. Located in San Diego’s breathtaking back country, the home is a modern masterpiece of forged of steel and glass on 20 acres with floor-to-ceiling windows and a near-zero carbon footprint. Set in northern San Diego county with panoramic views that sprawl to the Pacific Ocean and span from Mexico to San Clemente Island. Modern and stylish, this home impresses discerning guests.

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4.9 out of 5 average rating, 21 reviews
Luxe
Home in Pacific Beach

Luxe Pacific Beach 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!

HospitalityFamilyViewIndoor spacesDecorPoolOutdoor spacesKitchenCleanlinessAmenitiesAccuracyHot tubSleep qualityComfort

5.0 out of 5 average rating, 19 reviews
Luxe
Home in La Jolla

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!

HospitalityLocationBeachViewFamilyWalkabilityCleanlinessKitchenNearbyOutdoor spacesComfortIndoor spacesAmenitiesSleep qualityDecorGetting aroundParksParkingCheck-inBathroomQuietConditionAccuracyAccessValueTVHikingLayoutHeatingLaundryLong stayCheckout

5.0 out of 5 average rating, 61 reviews
Luxe
Apartment in Solana Beach

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.

ViewLocationHospitalityWalkabilityBeachNearbyFamilyDecorPoolAccuracyHot tubSleep qualityQuietComfortIndoor spacesCleanlinessLong stayConditionLayoutCheck-inAmenities

5.0 out of 5 average rating, 13 reviews
Luxe
Villa in Vista

Luxury Coastal Villa -8 Bedrooms-Pool, Spa & Salon

✨Stunning Luxury Resort✨8 bedrooms✨4 baths ⭐2 Kitchens✨2 Living Rooms🏖️Salon🏖️Game Room🏖️ 🌴 Private Pool & Hot Tub, Resort-Style Backyard 🌄 View Decks with Beautiful Mountains, Hillside, Peek Ocean Views 🌈 Perfect for Families & Large Groups 🌊 Minutes to the Pacific Ocean, Legoland, SD Zoo Safari Park & Wineries 💖 Enjoy 2 Kitchens, Game Room & 2 Living Rooms 🌴Immerse Yourself in the Ultimate Vacation Experience 💇‍♀️ Pamper yourself in Your Beauty Salon

HospitalityIndoor spacesFamilyCleanlinessComfortPoolKitchenAmenitiesBackyardHot tubLocationSleep qualityAccuracyOutdoor spacesViewCheckoutCheck-inTVPetsBarbecueLayoutLaundryParkingConditionBathroomValueAir conditioningDecorQuietNearbyBeachShared spaces

4.97 out of 5 average rating, 62 reviews
Luxe
Home in La Jolla

La Jolla Cove - Oceanfront Masterpiece

Welcome to your ultimate coastal getaway at this dazzling, 3 bedroom + loft, 5 bathroom, oceanfront retreat with over 5500 SF of enjoyable living space. Ocean Front and just steps away from the picturesque La Jolla Cove, this spacious vacation home offers an unforgettable escape for up to 8 guests. Wake up to the soothing sound of crashing waves and take in breathtaking panoramic ocean views from every corner of this luxurious abode.

LocationViewHospitalityFamilyWalkabilityIndoor spacesCleanlinessComfortNearbyBathroomDecorKitchenAccessSleep qualityAccuracyParkingBeachOutdoor spacesLaundryConditionCheck-inNoiseValueAmenitiesTVWi-FiLong stayCheckoutAir conditioning

4.92 out of 5 average rating, 63 reviews
Luxe
The spacious property is set against a backdrop of rolling hills, showcasing a large house with multiple balconies. Vibrant purple flowers border the landscape, while a saltwater pool reflects the clear blue sky, enhancing the outdoor relaxation areas.
Villa in Ramona

Luxury Nature Estate | Retreats, Intimate Weddings

Full Circle Farms is a 21-acre sanctuary overlooking Southern California’s wine country—perfect for intimate weddings, soulful retreats, and family escapes. Wake with the sun on one of five scenic decks, wander the private canyon trail, or unwind in the saltwater pool. As the sun sets, soak in the outdoor jacuzzi and stargaze in total serenity. This luxury retreat invites deep connection, natural beauty, and lasting memories.

HospitalityViewIndoor spacesPoolHot tubFamilyCleanlinessLocationDecorHikingComfortOutdoor spacesKitchenLayoutNearbyGetting aroundAccuracyBathroomBarbecueHeatingLaundryConditionSleep qualityAmenities

4.96 out of 5 average rating, 27 reviews

Popular amenities for San Diego County luxury holiday rentals

Other great luxury holiday rentals in San Diego County

Luxe
Condo in Downtown San Diego

Luxury Ocean-View Penthouse | 41st-Floor Skyline

HospitalityViewLocationCleanlinessDecorFamilyAccuracyComfortIndoor spacesCheck-inParkingWalkabilitySleep qualityAmenitiesBathroomNearbySolo travelLong stayPoolGetting aroundNoiseAccessCheckoutValue

4.97 out of 5 average rating, 36 reviews
Luxe
Home in La Mesa

Luxury Villa • Resort Pool • $1M Outdoor Living

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5.0 out of 5 average rating, 31 reviews
Luxe
Home in La Jolla

Designer Lux Beach House | OceanView, AC, Fire Pit

HospitalityLocationCleanlinessViewComfortBeachFamilyNearbyWalkabilityDecorIndoor spacesAccuracyKitchenAmenitiesTVBathroomQuietCheck-inOutdoor spacesParkingGetting aroundSleep qualityHikingLayoutLaundryLong stayConditionAccessCheckout

5.0 out of 5 average rating, 42 reviews
Luxe
Home in Cardiff

Luxury Designer Cottage + Sea STEPS from BEACH !

LocationBeachHospitalityWalkabilityCleanlinessDecorNearbyComfortAmenitiesAccuracyOutdoor spacesQuietIndoor spacesSleep qualityKitchenBathroomLayoutFamilyConditionValueTVLaundryGetting aroundCheckoutAir conditioningCheck-in

5.0 out of 5 average rating, 34 reviews
Luxe
Home in La Jolla

One Level, 2 Primary, La Jolla Hills, Views & Spa

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5.0 out of 5 average rating, 54 reviews
Luxe
Home in Leucadia

Luxury Oceanfront Home - Walk to Moonlight Beach

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5.0 out of 5 average rating, 13 reviews
Luxe
An outdoor area is highlighted by a large swimming pool surrounded by a stone deck. A lengthy wooden dining table with ample seating sits nearby. Lush greenery and hills can be seen in the background, along with a shaded patio area and lounge chairs.
Home in Poway

Poway Luxury Estate

FamilyAccuracyHospitalityAmenitiesView

5.0 out of 5 average rating, 3 reviews
Luxe
Home in Cardiff

Ocean Views, Outdoor Kitchen Pool & Jacuzzi

HospitalityOutdoor spacesPoolLocationBeachIndoor spacesHot tubNearbyWalkabilityComfortFamilyCleanlinessAmenitiesKitchenSleep qualityDecorBikingTVAccuracyBarbecueConditionViewValueCheck-inBathroomPetsLayoutGetting aroundCheckout

4.93 out of 5 average rating, 42 reviews

Destinations to explore