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
The exterior of a stone studio is seen at dusk, featuring an arched entrance framed by natural stone walls. Steps lead to a small patio area, with expansive views of the surrounding landscape, including distant city lights and the twilight sky.
Cave in Lake San Marcos
5 out of 5 average rating, 72 reviews

Casa Grotto, Romantic Stone Cottage w/ Ocean Views

Perched 800ft above sea level with panoramic ocean views from La Jolla to Catalina Island, Casa Grotto is a unique stone studio carved into the ocean view hillside of Lake San Marcos . Built in the 80's using stone from the mountain, the space was updated this year with modern touches—featuring a rock shower, full kitchen, AC, and gym. Just 20 minutes from the beach, it’s a dreamy escape for surfers, hikers, and couples looking for a romantic getaway. No pets—our two friendly boxers live on-site

Top guest favourite
A sunlit living area features two comfortable armchairs facing a glass coffee table with books and magazines. Large windows are adorned with light curtains, and a decorative lamp adds warmth. A dining table with chairs is positioned nearby, creating a cozy gathering space.
Bungalow in Hillcrest
4.97 out of 5 average rating, 411 reviews

Vintage Spanish Revival Home - Balboa Park - Alcazar Court

• 1924 Spanish Revival Bungalows - Alcazar Court - Nestled in the heart of the city in historic Hillcrest - with cafes, bars, and shops • Fully equipped 1 bd 1 ba bungalows complement shady olive tree-lined patios - guests can enjoy coffee in the morning - a glass of wine in the afternoon. Enjoy the charm and tranquility of a bygone era and convenience of modern amenities, • Explore nearby Balboa Park, home to 16 museums and performing arts venues, as well as the world-famous San Diego Zoo.

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, 135 reviews

Luxury Home in Little Italy, San Diego w/Parking

Welcome to this rare designer masterpiece in Downtown’s most desirable neighborhood! Designed and built by renowned modern architect/developer Jonathan Segal. Located in the award-winning Little Italy Neighborhood Developers block (LIND). Home features 20 ft. floor to ceiling windows, designer kitchen, dual master suites, backyard patio. All the best restaurants, coffee shops, bars, Waterfront park just steps away. Or take a quick Uber or walk to Convention Center, Gaslamp, Petco Park and more.

Top guest favourite
A spacious living area features a rust-colored sectional sofa surrounding a glass coffee table, complemented by art pieces on the walls. A Swedish fireplace is positioned centrally, with a TV mounted above it, and natural light filters through the surrounding windows.
Bungalow in La Jolla
4.97 out of 5 average rating, 235 reviews

Spring Sale: La Jolla, Secluded WindanSea Bungalow

5 minute walk to WindanSea Beach! Secluded, redwood & glass bungalow, spacious living/dining room/fully equipped kitchen.. Woodsy hillside setting, designer furnishings, rain shower, private patio, hot tub, gas barbecue, ocean view terrace. Comfy queen bed, memory foam sofa bed, Swedish fireplace, wifi. Beach gear, cooler) outdoor shower, brand new 7-speed beach cruisers with helmets and locks. Access to washer and dryer. Private access and off-street dedicated parking for two cars.

Top guest favourite
A spacious bed with plush pillows is featured in a softly lit room, where warm curtains frame a window allowing natural light to filter in. Two bedside lamps provide additional light, complementing a serene ambiance.
Bungalow in Greater North Park
4.91 out of 5 average rating, 523 reviews

Stylish Craftsman Bungalow in Heart of North Park

Come relax in our newly remodeled North Park craftsman located in a quiet neighborhood that is a foody, Millenial paradise! 7-minute walk to 30th street and 15-minute walk to University - each with a plethora of trendy coffee shops, breweries, and restaurants. Eight min drive to Balboa Park/San Diego Zoo and fifteen-minute drive to Coronado beach. Coffee and tea is provided, although you will probably prefer a five-minute stroll to Santos Coffee house for a cold brew and breakfast bagel.

Guest favourite
A well-lit studio features a comfortable dark gray sofa adorned with neutral-toned cushions, positioned next to a round wooden table. A spacious bed is dressed in light linens, complemented by a soft throw. Large windows allow natural light to enhance the airy space.
Flat in Little Italy
4.9 out of 5 average rating, 144 reviews

Sunny Stylish & Central - Luxe Little Italy Studio

Located right in the heart of vibrant Little Italy is this sparkling Downtown studio filled with light, airy boho vibes and all the amenities you could need for a cozy stay. Whip up meals in the fully-equipped kitchen, snooze in the luxe king bed, soak up the sun on the lounge or sip your coffee at the chic café-style dining table. Ready to explore? Little Italy's buzzing restaurants, bakeries, and cafes are just steps away or take a quick 10-15 min drive to San Diego's top sights.

Top guest favourite
Home in Bankers Hill - Park West
4.98 out of 5 average rating, 115 reviews

The Island View Penthouse

⸻ Welcome to our sophisticated three-bedroom, three-bath retreat in historic Bankers Hill. Enjoy sweeping views, a full modern kitchen, and spacious living areas perfect for relaxing or entertaining. Located just minutes from Balboa Park, downtown, and San Diego’s best dining, this home blends comfort, convenience, and classic neighborhood charm. All rooms feature luxury beds from Davenport Collection. We require minimum 2-night minimum per City code, and a $299 cleaning fee.

Top guest favourite
An expansive view is displayed featuring a vibrant sunset over the ocean, with gentle waves lapping at the sandy shore. The pier extends into the water, surrounded by palm trees. Soft clouds create an artistic backdrop against the colorful sky.
Home in Imperial Beach
4.99 out of 5 average rating, 442 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.

Superhost
A balcony view overlooks the sandy beach and ocean, framed by palm trees. Two bar chairs are positioned at the edge, providing a space to enjoy the coastal scenery and distant pier, while gentle waves reflect sunlight on the water.
Apartment in Oceanside
4.88 out of 5 average rating, 8 reviews

D10-Upper Beachfront Cottage, French coastal

The View: Amazing ocean and pier views Kitchen and Dining: Fully stocked kitchen and enough seating for 2+ Living Area: Plenty of comfortable sitting arrangements. Sofa Sleeper, Flatscreen TV with Cable provided Bathroom: 1-bath unit. Tub/Shower combo. Sleeping: Sleeps 2. Cali King in the Master bedroom. Queen Sofa-Sleeper in the living room. Extras: High-Speed Internet, 1 assigned parking space, PacknPlay Travel Crib, standard beach equipment, all included.

Top guest favourite
The private backyard features a grassy lawn bordered by brick pathways. Colorful Adirondack chairs surround a small fire pit, creating a cozy gathering spot. Two storage sheds are visible in the background, framed by lush greenery and flowering plants.
Cottage in Pacific Beach
4.99 out of 5 average rating, 148 reviews

3br Cottage w/ private deck+yard, walk to beach

Charming cottage-style beach house located in the heart of North PB, steps from famous Tourmaline Beach. Our 3br/1.5ba home is perfectly situated between La Jolla and Pacific Beach, so you can enjoy all this area has to offer. Ideal for families! Work from home! Open to pets! Tenants live in the back unit with a friendly pups. Please keep gates secure and respect quiet hours for our neighbors: 9pm week nights & 10pm weekends

Superhost
A sunlit patio features comfortable lounge chairs arranged around a shared fire pit, overlooking a sandy beach and the bay. Colorful flower beds add vibrancy, and sailboats float in the distance under a clear blue sky.
Home in La Playa
4.84 out of 5 average rating, 70 reviews

On The Beach Casita - Bay front access

On The Beach Casita This beautifully modernized Spanish 1-bedroom, 1-bath, 1000 sq. ft. 1-story casita, with private front row bay access - combined with city and harbor views - is a great place to call “home” for your seaside vacation in San Diego. This home can also be rented with a 2-bedroom, 1.5-bath home that is right next to it. Please see "On The Beach Clubhouse" if you are interested in renting both homes.

Guest favourite
An outdoor dining area is illuminated under soft lighting, featuring a table surrounded by chairs. A hot tub is visible in the corner, with lush greenery framing the space, creating a tranquil atmosphere for relaxation and enjoyment.
Home in Hillcrest
4.93 out of 5 average rating, 257 reviews

Beautiful House in Hillcrest with Tub Parking AC

San Diego Villa, a Zen House in Hillcrest! Perfect Location: Centrally, within minutes of all San Diego attractions and walking distance to all major supermarkets shops and many restaurants and bars. Amazing Amenities: Hot Tub, luxurious features and appliances, Egyptian cotton sheets, and more. Comfort: peaceful and quiet with all the amenities you need, centra AC, and parking.

Popular amenities for San Diego holiday rentals

When is the best time to visit San Diego?

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Avg. price$205 SGD$205 SGD$222 SGD$217 SGD$230 SGD$254 SGD$289 SGD$254 SGD$217 SGD$220 SGD$225 SGD$230 SGD
Avg. temp15°C15°C16°C17°C18°C20°C21°C22°C22°C20°C17°C14°C

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 19,950 holiday rentals in San Diego

  • Verified guest reviews

    Over 1,142,800 verified reviews to help you choose

  • Family-friendly holiday rentals

    10,160 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 6,720 rentals that welcome pets

  • Holiday rentals with a pool

    4,880 properties feature pools

  • Rentals with dedicated workspaces

    11,370 properties have a dedicated workspace

  • Wifi availability

    19,610 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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