Holiday rentals in San Diego

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Top-rated holiday rentals in San Diego

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A modern kitchen features sleek wooden cabinets and white countertops, with a central island that provides additional seating. Stainless steel appliances are present, and a wall of glass allows natural light to fill the space. Cookware hangs elegantly above the island.
Home in Hillcrest
4.95 out of 5 average rating, 353 reviews

Walk to Balboa Park and Hillcrest from an Immaculate Home

Take a stroll through the park, then unwind with a leisurely dinner under the festoon lights. Classic crown molding, hardwood floors, and pared-back tones of gray and taupe create an air of calm at this elegant haven spread out over 1500 square feet. You will find the space charming & spacious with over 1500 sq. feet. This single level property is the lower level of a historic duplex. Hardwood floors, crown molding, gas fireplace and laundry room. Street parking is usually readily available. This A+ location of Banker's Hill is NOT impacted by air plane noise. Enjoy the entire lower level duplex and use of the back yard with patio set for dining. Please note the upper tenant may also want to use this space so this area could be shared. We would love to greet you but are also fine with allowing you to access with a code on the front door. We live nearby and are happy to make suggestions for dining or things to do. Located near numerous restaurants, and Balboa Park, Hillcrest, the zoo, Downtown, Little Italy, and the Convention Center are all within 10 minutes. Be at the beach in less than 15 minutes. The bus line runs up First Ave for easy access to Downtown and Uptown. Near trolley and train station. We are within 10 minutes to the San Diego International Airport and a quick Uber ride to Downtown, Little Italy. Walk to the heart of Hillcrest, Balboa Park and the Zoo. Be at the beach in less then 15 minutes. Central location near the I-5, I-163 & I-8. Because of the hardwood floors, you will hear the footsteps above. The kitchen is well stocked if your a cook and we have an area where you can set up your laptop. wireless available and 3 smart TV's for your enjoyment. Small market less than 1 block away.

Top guest favourite
A fire pit burns brightly in the center of a stone patio, surrounded by stylish, woven chairs. A wooden gazebo with string lights provides shelter, while a green backdrop adds a natural touch to the setting, complete with views of the surrounding landscape.
Home in San Diego
5 out of 5 average rating, 179 reviews

Panoramic Views • Jacuzzi • Putting Green+Fire Pit

Perched high above the city with breathtaking views of the Coronado Bridge and downtown, this 3-bedroom oasis was built for unforgettable memories. Casa La Vista is a stunning hilltop retreat with panoramic views of downtown San Diego and the Coronado Bridge. Unwind in the jacuzzi, sip cocktails or enjoy sunset vibes by the fire pit. Features a putting green, cornhole, coffee nook, and sleeps 10. Perfect for families, friend getaways, or host-approved events. Just minutes from downtown & beaches

Guest favourite
An inviting outdoor lounge area features a spacious sectional sofa surrounded by lush greenery and modern patio lights. The sunset creates a vibrant backdrop, enhancing the serene atmosphere of the backyard space, ideal for relaxation and gatherings.
Home in Serra Mesa
4.93 out of 5 average rating, 124 reviews

The San Diego Sunrise Abode

Welcome to the San Diego Sunrise Abode - a serene, newly renovated, mid-century modern retreat in the heart of San Diego! With spacious rooms, a naturally lit open concept floor-plan, and a stunning backyard oasis offering incredible sunrise views, this home away from home provides everything you need for an unforgettable getaway. Just 15min or less from Gaslamp, the beach, Balboa Park, all major universities, and MORE... come experience the beauty and buzzing culture of San Diego with ease.

Top guest favourite
An expansive outdoor patio is showcased, featuring a comfortable sectional sofa with soft cushions and a stylish coffee table. Bi-folding doors connect to a modern kitchen area adorned with sleek cabinetry. The distant view reveals the San Diego coastline under a clear blue sky.
Flat in Little Italy
4.94 out of 5 average rating, 231 reviews

Calm Luxury Penthouse Getaway With Panoramic Views

Welcome to the most relaxing and luxurious penthouse condo in Little Italy! Featuring 2 expansive balconies with sweeping views, my condo sleeps 4-6 comfortably and is situated right in the heart of San Diego's most desirable neighborhood, Little Italy. Enjoy an area that is rich in exquisite cuisine, boutiques, patio cafés, exciting bars and local breweries. Area amenities nearby feature the famous San Diego Zoo, beautiful Balboa Park, Waterfront Park, the Convention Center and much more!

Top guest favourite
The poolside area features a well-maintained saltwater pool reflecting the colors of the sunset. Comfortable seating arrangements, including lounge chairs and a cozy fire pit, are visible. Large umbrellas provide shade, and lush greenery adds to the serene ambiance.
Guest house in Lake Murray
4.97 out of 5 average rating, 154 reviews

Vacation Paradise-Heated Pool+Hot Tub+FirePit+EV

Welcome to your personal resort! This is your private Guest House with a salt & heated pool + hot tub. Located in a very quiet & safe neighborhood in beautiful San Diego. Drive 15 minutes to the beach, downtown, La Jolla, Zoo, stadiums, Sea World, Convention Center + more. Hike next door at Cowell Mountain or Lake Murray. Smart TV, wifi, two zone AC, full kitchen, W/D combo, top quality finishes & furniture. Everything you need for memorable vacation! No smoking or vaping on the property.

Top guest favourite
The living room features soaring ceilings and a wall of windows, allowing ample natural light to illuminate the space. Comfortable seating arrangements are complemented by modern art pieces on the walls. A sleek fireplace and stylish furniture create a welcoming ambiance, framed by elegant decor.
Townhouse in Little Italy
4.95 out of 5 average rating, 142 reviews

Kettner Row | Staycation-Featured Icon

Welcome to Kettner Row, a rare architectural masterpiece featured on Staycation Sports, an Emmy-winning show on the Destination Channel! Located in the heart of Little Italy—one of San Diego’s most desirable neighborhoods—and designed by renowned architect Jonathan Segal, FAIA. This detached row home is situated in the award-winning Little Italy Neighborhood Developers block (LIND). This modern home features dual master suites, a high-end designer kitchen, and luxurious spa bathrooms.

Top guest favourite
Home in San Diego
4.94 out of 5 average rating, 183 reviews

Luxe Point Loma Oasis w/ Pool, Spa & Fire Pit

The vacation of your dreams awaits at the luxury 3BR Point Loma oasis. Each of the posh bedrooms has an en-suite bathroom and access to the exquisite backyard oasis-which is complete with a pool, spa, outdoor kitchen, and fire pit area. Enjoy outdoor dining by the pool or the lovely succulent gardens throughout the property. Sleeps 8. Washer/dryer, complimentary Wi-Fi, Netflix and parking are included. Hotel quality sheets and fresh duvets are also included with your stay. No parties.

Top guest favourite
The inviting entrance features a covered porch adorned with a vibrant yellow door. Succulents and greenery enhance the landscape, complemented by a palm tree nearby. The porch area includes seating, providing a welcoming atmosphere for relaxation.
Bungalow in San Diego
4.96 out of 5 average rating, 159 reviews

The Cozy Craftsman

Bright • Walkable • Charming 2BR Craftsman retreat in San Diego's University Heights neighborhood, perfectly located between Hillcrest and North Park.  Skylights and large windows fill the home with natural light, while the thoughtfully updated interior offers comfort and style.  Enjoy a private fenced yard with outdoor seating, and walk to restaurants, cafes, and a grocery store just two blocks away.  Perfect for couples, small groups, or business travelers exploring San Diego.

Top guest favourite
An inviting living space features large glass doors that open to a balcony, revealing a view of palm trees. A cozy orange armchair is positioned near a round coffee table, with decorative plants and a vibrant rug adding color to the room.
Home in Imperial Beach
4.99 out of 5 average rating, 449 reviews

Enjoy the Best Ocean Views and Sunsets in a Beach Front Home

Relax in our fully equipped, beautifully furnished, 3 br, 3 ba home in the center of laid-back Imperial Beach. Savor a glass of wine while watching the sunset from the private balcony overlooking the pier and ocean. Prepare a gourmet meal in the upscale, contemporary kitchen or walk to lively craft breweries and great restaurants. Easy access to downtown, just 20 minutes from the airport! Keypad entry, free private parking in gated garage, child friendly, hi speed WiFi.

Top guest favourite
A spacious penthouse room displays a high, triangular ceiling with modern fixtures. A comfortable bed is positioned prominently, complemented by large windows offering natural light. A sleek kitchen area features dark cabinetry and appliances, while a cozy seating area invites relaxation.
Apartment in Bankers Hill - Park West
4.98 out of 5 average rating, 210 reviews

Dream Penthouse! The Most Amazing Bath & Views

Stunning Zen Penthouse with The Most Amazing Bathroom you have ever seen. Located right by Little Italy, Balboa Park, the Bay, the Convention Center, within walking distance to amazing restaurants, coffee shops, bars and within minutes of all San Diego Beaches and attractions. The Zen Penthouse has a total European feel to it, it's like being in London with amazing weather and the best part, the breathtaking views of the Skyline and unreal Sunsets!

Superhost
A spacious living area features large windows that fill the room with natural light. A plush white sofa and bright red chairs provide seating, while a round coffee table sits centrally on a red carpet. A wall-mounted TV is visible for entertainment.
Flat in San Diego
4.88 out of 5 average rating, 1,782 reviews

At Mine | Spacious Suite in the Gaslamp Quarter

This meticulously renovated historical hotel suite, designed by Pininfarina, is located in Downtown San Diego’s vibrant Gaslamp Quarter, surrounded by restaurants and nightlife. It offers private, spacious accommodations for both business and leisure travelers, featuring a king bed, smart TV, central AC, and mini-fridge. Please note: an adjoining bar operates until midnight, and some noise is expected.

Guest favourite
A modern living space is highlighted by a high ceiling with large windows allowing natural light. A sectional sofa sits across from a wooden media console with a flat-screen television. A sleek kitchen island with bar stools separates the living area from the kitchen, which features stainless steel appliances.
Apartment in Downtown San Diego
4.98 out of 5 average rating, 161 reviews

King Size Luxury Loft Petco-Park-Downtown SD

This gorgeous loft is situated in the heart of Downtown San Diego. Adjacent to East Village-Petco Park. This ground-level unit offers easy access and central location within walking distance to restaurants, bars, cafes, and the convention center. Because the property is located in a lively downtown area at street level, guests may occasionally experience typical city Noice or activity

Popular amenities for San Diego holiday rentals

When is the best time to visit San Diego?

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Frequently Asked Questions

  • What are the best places to stay in San Diego?

    San Diego has welcoming neighborhoods for stays, including laid-back Pacific Beach, lively Gaslamp Quarter, historic Old Town, and coastal La Jolla. Each area has its own character, making it easy to tailor your experience.

  • What are the best things to do in San Diego with kids?

    Families explore Balboa Park’s museums, spot wildlife at San Diego Zoo, and enjoy the waterfront at Seaport Village or Mission Bay. Interactive science exhibits and play spaces abound throughout the city.

  • What are some of the best things to do in San Diego?

    San Diego has scenic beaches, the vibrant Gaslamp Quarter, and sites like Balboa Park and Old Town. Explore mission-style architecture, walk coastal trails, or discover galleries and local eateries.

  • How is the weather in San Diego?

    San Diego experiences mild weather most of the year, with winter temperatures around 50-66°F (10-19°C) and summer afternoons near 66-77°F (19-25°C). Rain is occasional, and many days feature bright skies and gentle breezes.

  • What are the best places to visit in San Diego?

    Explore coastal spots like La Jolla Cove, wander Old Town’s historic streets, and visit Balboa Park’s gardens and museums. The USS Midway Museum is often recommended for its maritime history.

  • What are some hiking trails in San Diego?

    San Diego has trails like Torrey Pines State Reserve’s seaside paths, Cowles Mountain summit track, and the scenic loops in Mission Trails Regional Park. Urban green spaces and canyon walks are also popular choices.

  • What are some family activities we can do in San Diego?

    Families enjoy interactive museums in Balboa Park, exploring tide pools in La Jolla, and meeting animals at San Diego Zoo. Playgrounds, beaches, and waterfront parks are throughout the city.

  • What are some of the best day trip ideas from San Diego?

    Plan a trip to wine country around Temecula, relax in Julian, known for apple orchards, or explore Cabrillo National Monument’s coastal views. Mountain towns and desert parks are just outside the city.

  • Are there any pet friendly accommodations available in San Diego?

    Many stays in San Diego welcome pets, especially in neighborhoods like Pacific Beach, Ocean Beach, and Hillcrest. Local parks and beachfronts make it convenient to explore with dogs.

  • What are some local tips for visiting San Diego?

    Locals suggest sun protection year-round and checking neighborhood markets or festivals for regional foods. Using trolley or foot in busy areas is often easier than parking; ocean breezes cool evenings near the water.

  • What is San Diego known for?

    San Diego is known for its Pacific coastline, historic missions, diverse neighborhoods, and world-class outdoor attractions. Its culinary scene, local breweries, and cultural festivals draw people from many backgrounds.

  • What are the best hidden gems to explore in San Diego?

    Explore murals in Barrio Logan, stroll the gardens at Meditation Gardens in Encinitas, or discover tide pools at Sunset Cliffs Natural Park. Local markets and community art spaces also showcase San Diego’s creative side.

  • What are the best foods to try in San Diego?

    San Diego has fresh Baja-inspired fish tacos, classic California burritos, and locally sourced seafood. Regional craft beer and specialty coffee shops are frequently suggested by locals.

  • What should I bring for a trip to San Diego?

    Pack lightweight layers, comfortable shoes for walking, and sun protection. Many people also bring swimwear for beaches and a reusable water bottle for outdoor excursions.

  • What is the nightlife in San Diego like?

    Neighborhoods like Gaslamp Quarter and North Park have lively bars, music venues, and dance clubs. Enjoy rooftop lounges or relax at craft breweries featuring local ambiance.

  • What are the most popular events or festivals in San Diego?

    San Diego hosts Comic-Con International every summer, the San Diego Pride Parade in July, and the Ocean Beach Street Fair in early summer. Day of the Dead celebrations in Old Town are also well attended.

  • Are there family friendly vacation rentals in San Diego?

    Family-friendly stays are easily found in beach neighborhoods like Pacific Beach and La Jolla, and near parks such as Balboa Park. Many rentals have amenities suited for children and group travel.

  • When is the best time to visit San Diego?

    Spring through early fall is frequently suggested for warmer weather and outdoor activities, while winter brings cooler days and fewer crowds. Seasonal festivals and events add to the experience throughout the year.

Quick stats about holiday rentals in San Diego

  • Total holiday rentals

    Explore 18,800 holiday rentals in San Diego

  • Verified guest reviews

    Over 1,144,360 verified reviews to help you choose

  • Family-friendly holiday rentals

    9,790 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 6,820 rentals that welcome pets

  • Holiday rentals with a pool

    5,180 properties feature pools

  • Rentals with dedicated workspaces

    10,770 properties have a dedicated workspace

  • Wifi availability

    18,510 of San Diego holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Self check-in, Monthly stays and Pool across San Diego rentals

  • 4.8 Average rating

    San Diego stays are highly rated by guests – averaging 4.8 out of 5!

  • Nearby attractions

    San Diego’s top spots include Balboa Park, San Diego Zoo Safari Park and La Jolla Cove

Destinations to explore

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