
Luxury rentals in San Francisco Peninsula
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Top-rated luxury holiday rentals in San Francisco Peninsula
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House of Peace
This Golden Gate Avenue home pairs a distinctive Victorian exterior with creative decor and modern luxury. Wooden stairs lead up to the arched entry, opening to lush carpet, mirrors and a hallway chandelier. Shining fixtures, flourishing plants and stylish touches light up the kitchen and comfortable living room, with historic homes, museums, huge parks, and diverse neighborhoods nearby. As morning dawns at the House of Peace, sip a reviving tea or coffee in the ornamental garden, as a stone water feature softly burbles. Step into the welcoming home, and relax on comfortable sofas and couches that dot the lower level as other guests arise. Easily plan a day trip encompassing famous city sights over breakfast in the colorfully-decorated kitchen, as pristine, marble-lined bathrooms and the quiet retreat of the home’s study ensure every guest need is met. The sheer character of the home ensures that evenings spent relaxing on the easy couches, or at the fireside dining table are always enjoyable. From the steps of this home, guests can visit attractions in both the immediate locality and easily-accessible greater city. Take a short stroll to admire the Painted Ladies housing row, before taking in the fresh air, towering Coast Redwoods, and lush expanses of the Golden Gate park. A short walk to Haight-Ashbury reveals the city’s unique urban heritage and diverse world cuisine. Ride the famous cable cars downtown and take an exhilarating cruise around Alcatraz, or experience the eye-catching collections at the fascinating Academy of Sciences. Copyright © Luxury Retreats. All rights reserved. Registration number: STR-0001772 BEDROOM & BATHROOM • Bedroom 1 - Primary: King size bed, Ensuite bathroom with stand-alone shower, Fireplace • Bedroom 2: Single size day bed, Shared access to hall bathroom with bedrooms 3, 4 & 5, Stand-alone rain shower, dual vanity • Bedroom 3: Queen size bed, Ensuite powder room, Shared access to hall bathroom with bedroom 2, 4 & 5, Stand-alone rain shower, dual vanity, Television • Bedroom 4: King size bed, Ensuite powder room, Shared access to hall bathroom with bedroom 2, 3 & 5, Stand-alone rain shower, dual vanity • Bedroom 5: King size bed, Shared access to hall bathroom with bedroom 2, 3 & 4, Stand-alone rain shower, dual vanity • Bedroom 6: King size bed, Ensuite bathroom with stand-alone rain shower and bathtub, Walk-in closet, Massage table, Television, Access to rooftop balcony FEATURES & AMENITIES • More under “What this place offers” below Extra Cost (advance notice may be required): • Activities and excursions • More under “Add-on services” below
HospitalityDecorIndoor spacesComfortLocationFamilyWalkabilityGetting aroundKitchenCheckoutQuietCheck-inAmenities
4.94 out of 5 average rating, 16 reviews
Modern Castro View Home
A modern gem in the centre of San Francisco, this architectural villa is ideal for an upscale urban escape. Spanning multiple levels, floor-to-ceiling windows ensure that the interior is drenched in natural light, keeping the space well illuminated. A short walk lands you in the heart of the Castro district where you can dance the night away at lively bars or visit a range of theatres and museums. Ultra contemporary décor flows throughout; a Jeff Koons metallic blue balloon dog is a focal point of the living room. Vibrant artwork punctuates the walls while a unique, crimson light fixture dangles over the dining table. An in-house elevator makes traveling between each floor effortless—or you can opt to take the sweeping staircase. Panoramic views over the glittering cityscape are impressive during the day but really come alive with twinkling lights after dark. Chill out in the home theatre, sip a glass of wine on the terrace, or simply sink into a sumptuous sofa with a fantastic book. Why not get your hands dirty in a pottery class or learn more about film photography at the Harvey Milk Photo Center while you’re in the area? Unwind on the grass at Mission Dolores Park with a picnic and good company. The iconic Golden Gate Bridge makes a dramatic backdrop for the series of snapshots you’ll undoubtedly take. Hop off the cable car at Fisherman’s Wharf’s Pier 39 to discover an abundance of unique eateries serving steamed crab, clam chowder, and freshly fried fish. Copyright © Luxury Retreats. All rights reserved. BEDROOM & BATHROOM • Bedroom 1 - Primary: King size bed, Ensuite bathroom with stand-alone rain shower, Dual vanity, Air conditioning, Elevator, City view • Bedroom 2: Queen size bed, Ensuite bathroom with stand-alone shower, Television Additional Bedding • Spare room: Double size sofa bed, Ensuite bathroom with stand-alone steam shower FEATURES & AMENITIES • Wet bar • Home theatre • Nest thermometer • More under “What this place offers” below OUTDOOR FEATURES • Security camera - front entry • More under “What this place offers” below STAFF & SERVICES Included • Mandatory light housekeeping every 2 days Extra Cost (advance notice may be required): • Activities and excursions • More under “Add-on services” below
HospitalityComfortLocation

Best Views Mid-Century Gem 10m from Stanford
Total privacy. Your group will be comfortable in this spacious home. The main house is 3,600 sq ft and the detached Japanese house is 400 sq ft. Sweeping views from San Francisco to San Jose. Professionally decorated. Designer furniture. European gourmet kitchen. Large office. High speed Internet, Tesla solar panels/ power walls, no outage for those of you who need to work. Perfect place for families, many outdoor spaces to relax and enjoy the views from. Close to freeways and stores. No noise.
ViewHospitalityDecorFamilyKitchenLocationComfortIndoor spacesOutdoor spacesLayoutAmenitiesConditionTVHikingGetting aroundBack gardenBathroomGrillCleanliness
5.0 out of 5 average rating, 20 reviews
Pacific Heights Gem
Enjoy a truly unique stay at a luxury Pacific Heights Villa. Guests appreciate this beautifully designed and recently re-modelled Mid-Century Modern house. Only a few visitors get the opportunity to stay in the heart of beautiful Pacific Heights where you can take in the sweeping Bay Views, walk the boutiques of Fillmore Street or Union Street, or past the mansions nearby on Broadway. For privacy or luxury, this house brings the best of San Francisco. (No parties, pets or children under 12).
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5.0 out of 5 average rating, 4 reviews
Montebello Views Villa
Set in the Santa Cruz Mountain Foothills, one mile below the world famous Ridge Vineyards, this luxurious vineyard villa is decorated with soaring mountain views, lush greenery, and mature trees. The lagoon-style pool and hot tub feels like a truly private oasis; kids will love playing under the waterfalls and on the slide. Enjoy dining alfresco with the outdoor kitchen while taking in the sunset on one of the many decks. Inside you'll have various spaces to gather including a media/game room.
ViewHospitalityPoolFamilyKitchenIndoor spacesLocationAmenitiesOutdoor spacesHot tubComfortSleep qualityGetting aroundDecorGrillLayoutAccuracyBathroomNearbyCleanlinessCheck-inQuietWifiConditionHikingHeatingSolo travelLong stayNoise
4.92 out of 5 average rating, 64 reviews
Stunning California Resort + Infinity Pool
Ready to be WOWed!? We can't wait to welcome you to this California Getaway! It's perfect for your relaxing and fun-filled stay! The property is located in Woodside and is extremely secluded with breathtaking views. The house is just what you need to escape the hustle and bustle of daily life. The home has received a number of improvements over the year: a pool heater, new movie theater chairs, desks & chairs for the bedrooms, Peloton Tread & Mirror Workout Studio in the gym!
HospitalityViewPoolFamilyIndoor spacesLocationAmenitiesKitchenCleanlinessOutdoor spacesHot tubConditionComfortSleep qualityGetting aroundValueAccuracyBathroomTVNearbyCheck-inDecorHikingWalkabilityCheckoutParksLayoutQuietWifiBeachNoiseAir conditioning
4.96 out of 5 average rating, 126 reviews
Hot Tub, Skyline Views & Prime Alamo Square Stay
Perched prominently above Alamo Square Park with sweeping city vistas stretching to the Golden Gate Bridge and Marin Headlands, this beautifully renovated and restored residence is a rare legacy offering where architectural romance and modern livability meet. Spanning an impressive 4,785 square feet, with 842 square feet of view decks and a lush rear garden, the home offers extraordinary scale, flexibility, and indoor-outdoor living in one of San Francisco’s most iconic settings.
HospitalityLocationViewKitchenIndoor spacesWalkabilityDecorAccuracyOutdoor spacesPetsBathroomSleep qualityLayoutComfortNearbyParkingFamily
5.0 out of 5 average rating, 9 reviewsModern Hilltop Luxe Villa | City View+Nature
Wake up above Twin Peaks Valley in a light-filled San Francisco oasis, with breathtaking views from every room. Soaring ceilings, an open floor plan, a sun-filled deck, and a cozy fireplace invite you to slow down and savor the city. A filming location for Josephine, starring Channing Tatum and coming to theaters November 20, 2026, this special home has also welcomed renowned athletes and performing artists. Experience a little Hollywood magic before it hits the big screen.
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4.6 out of 5 average rating, 10 reviews
Ultra Swanky Designer Home
Designed by Michael Oren, this one of a kind custom home is now available on Airbnb. My husband and I have stayed at some of the finest hotels in the world and have meticulously crafted an experience to exceed them. We’re so excited to welcome people into our home and create a once in a lifetime hospitality experience for them. Please don’t hesitate to reach out if you have any questions. xo, Michael and Michael
HospitalityLocationIndoor spacesAmenitiesHot tubCheckoutCheck-inFamilyWalkabilityDecorBack gardenAccuracyViewBathroomAccessValueLayoutCleanliness
5.0 out of 5 average rating, 18 reviews
Luxe SF Estate: Panoramic Skyline & Private Oasis
Elevate your stay in this architectural Potrero Hill sanctuary. Experience floor-to-ceiling SF skyline views and a sleek kitchen with Miele appliances. Retreat to your private outdoor oasis featuring a fire pit and BBQ lounge. Freshly remodeled with European artisan Venetian plaster, wide-plank floors, and a redesigned kitchen and bath. The ultimate luxury base in San Francisco. Modern. Exclusive. Iconic.
Hospitality

Distinguished Oceanfront Point Estate with Iconic
Perched above Montara State Beach, Point Estate is a gated coastal estate with sweeping Pacific vistas and unmatched privacy. Just 20 minutes from San Francisco and Silicon Valley, it offers a main residence, private guest residences, expansive decks, and wellness amenities—perfect for retreats, events, and unforgettable stays.
LocationViewFamilyHospitalitySleep qualityKitchenBeachComfortWalkabilityHot tubIndoor spacesCleanlinessAccuracyPetsBathroomNearbyLaundryAmenities
4.95 out of 5 average rating, 19 reviews
The Pacific Dream
Your ocean dream manifests here. Resting on the very edge of the Pacific, this exquisite villa has been designed and constructed from the ground up to unite you with the beauty and peace of the surrounding waters. All-new construction completed in 2020 and professionally curated decor encompasses every corner of the villa.
HospitalityViewLocationFamilyBeachDecorIndoor spacesAmenitiesComfortKitchenCleanlinessHot tubAccuracyOutdoor spacesBathroomNearbyAccessCheck-inTVHikingWifiConditionSleep qualityAir conditioning
4.95 out of 5 average rating, 40 reviewsPopular amenities for San Francisco Peninsula luxury holiday rentals
Other great luxury holiday rentals in San Francisco Peninsula

Stunning California Resort + Infinity Pool
HospitalityViewPoolFamilyIndoor spacesLocationAmenitiesKitchenCleanlinessOutdoor spacesHot tubConditionComfortSleep qualityGetting aroundValueAccuracyBathroomTVNearbyCheck-inDecorHikingWalkabilityCheckoutParksLayoutQuietWifiBeachNoiseAir conditioning
4.96 out of 5 average rating, 126 reviews
Distinguished Oceanfront Point Estate with Iconic
LocationViewFamilyHospitalitySleep qualityKitchenBeachComfortWalkabilityHot tubIndoor spacesCleanlinessAccuracyPetsBathroomNearbyLaundryAmenities
4.95 out of 5 average rating, 19 reviews
The Pacific Dream
HospitalityViewLocationFamilyBeachDecorIndoor spacesAmenitiesComfortKitchenCleanlinessHot tubAccuracyOutdoor spacesBathroomNearbyAccessCheck-inTVHikingWifiConditionSleep qualityAir conditioning
4.95 out of 5 average rating, 40 reviews
Best Views Mid-Century Gem 10m from Stanford
ViewHospitalityDecorFamilyKitchenLocationComfortIndoor spacesOutdoor spacesLayoutAmenitiesConditionTVHikingGetting aroundBack gardenBathroomGrillCleanliness
5.0 out of 5 average rating, 20 reviews
Montebello Views Villa
ViewHospitalityPoolFamilyKitchenIndoor spacesLocationAmenitiesOutdoor spacesHot tubComfortSleep qualityGetting aroundDecorGrillLayoutAccuracyBathroomNearbyCleanlinessCheck-inQuietWifiConditionHikingHeatingSolo travelLong stayNoise
4.92 out of 5 average rating, 64 reviews
Modern Victorian in Cow Hollow
HospitalityLocationComfortIndoor spacesWalkabilityDecorViewNearbyCleanlinessConditionOutdoor spacesKitchenLayoutCheck-inAmenities
5.0 out of 5 average rating, 10 reviews
House of Peace
HospitalityDecorIndoor spacesComfortLocationFamilyWalkabilityGetting aroundKitchenCheckoutQuietCheck-inAmenities
4.94 out of 5 average rating, 16 reviewsModern Hilltop Luxe Villa | City View+Nature
HospitalityAccuracyViewDecorConditionKitchenParkingFamilyLocationSleep qualityValueComfortWifiCleanliness
4.6 out of 5 average rating, 10 reviewsDestinations to explore
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- Stanford University
- Santa Cruz Beach
- Santa Cruz Beach Boardwalk
- Golden Gate Park
- Muir Woods National Monument
- Moscone Center
- Golden Gate Bridge
- Capitola Beach
- Oracle Park
- University of California-Berkeley
- Levi's Stadium
- SAP Center
- Henry Cowell Redwoods State Park
- Mission Dolores Park
- Rio Del Mar Beach
- Pier 39
- University of California San Francisco
- Six Flags Discovery Kingdom
- California’S Great America
- Bernal Heights
- Oakland Arena
- Palace of Fine Arts
- Big Basin Redwoods State Park
- Rodeo Beach
- Things to do San Francisco Peninsula
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- Tastings San Francisco Peninsula
- Art workshops San Francisco Peninsula
- Cultural tours San Francisco Peninsula
- Water sports San Francisco Peninsula
- Outdoors San Francisco Peninsula
- Food tours San Francisco Peninsula
- Cooking San Francisco Peninsula
- Things to do California
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