Holiday rentals in San Diego

4.94 out of 5 average rating, 125 reviews

Guest suite in La Jolla

La Jolla Oceanfront Serenity Suite

Beside a pocket park on the edge of the Pacific ocean, this Suite offers 600 sq. ft patio and 234 sq. ft Suite but book Master Suite (1400 sq. ft total) if you need more space. Tide pools are about 100' away. Bluffs are too dangerous for kids but ok for surfboards. Two person spa, dining table, chaises await. Beach access from park, sandy beach one quarter mile away. En suite/king bed with Espresso and microwave, frig/freezer, electric fry pan & dishes. You can throw stones into ocean from here.

4.97 out of 5 average rating, 430 reviews

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

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.

4.97 out of 5 average rating, 117 reviews

A bright living area is visible, featuring a mix of modern furnishings including a cozy sofa, a smart TV, and a circular dining table with wooden chairs. Large windows allow natural light to fill the space, highlighting the warm wooden flooring and inviting decor.

Guest house in La Mesa

East Watch- a private getaway

East Watch is a 740 sq ft, 1 bedroom private retreat that provides the comforts and amenities of home with the style of a high-end hotel. All 5 to 15 min from shopping, downtown, and the beach. It's a short walk from Mt. Helix Park which offers a 360* view, weekday yoga, and stunning sunrises and sunsets. We have EV high speed car charging, a full kitchen with all appliances, workspace with dedicated fast WIFI, a spa shower, and super comfortable beds and pillows. Stay and let us charm you!

5 out of 5 average rating, 105 reviews

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

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 in 2025 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

4.94 out of 5 average rating, 241 reviews

Flat in Little Italy

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!

4.93 out of 5 average rating, 168 reviews

A contemporary living area features a soft leather sofa adorned with various patterned cushions, complemented by a wooden coffee table displaying a plant and decorative items. A light-toned armchair adds to the comfortable layout, alongside a stylish lamp and art piece on the wall.

Flat in Little Italy

Chic Inner City Pad w/ Balcony | Walk Everywhere!

Stay right in the heart of vibrant Little Italy in this contemporary, inner-city apt with quaint piazzas and upscale boutiques all right on your doorstep. Split over two levels the apt features a thoughtfully curated design with living/dining on the lower level and an open double bedroom upstairs which steps out onto a balcony. Leave the car behind and walk to cocktail bars, brewpubs and restaurants or drive with downtown, the Gaslamp Quarter and Mission Beach only a short Uber ride away.

Bungalow in Greater North Park

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.

4.92 out of 5 average rating, 541 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.

4.99 out of 5 average rating, 108 reviews

The open-concept living space features a dining area with wooden chairs and a round table, a comfortable couch facing expansive glass doors, and views of Mission Bay. A tray with sliced fruit and drinks rests on the kitchen counter, welcoming relaxation and enjoyment.

Flat in Bay Park

Stunning Bay View Getaway

Spacious one bedroom with large deck overlooking Mission Bay. This second-floor space is all yours, with a private entrance, hot tub, and expansive view of the bay, neighboring beach communities, and even a strip of the ocean. Perfect for a romantic and luxurious getaway, even if one or both of you need to do a little remote work. Only minutes to public transportation, Sea World, beaches, and all that Mission Bay Park offers (boat rentals, biking, jet-skiing, parasailing, kayaking, etc.)

4.94 out of 5 average rating, 101 reviews

A modern kitchen and living area features comfortable seating with a yellow sofa across from a rustic wooden coffee table. Barstool seating is available at an island, with kitchen appliances and decorative artwork adorning the walls, creating a cozy and functional space.

Guest house in Bay Park

Casa de Estilo - Rooftop Views and Tranquility

Welcome to your stylish home in Bay Park, San Diego! This modern 1-bedroom is the perfect blend of comfort and coastal charm. Step into a thoughtfully designed living space with a cozy living room, bedroom, and charming outdoor patio. With the bay just a short distance away, local cafes, restaurants within reach, this Bay Park retreat is a wonderful place to stay. Discover the laid-back neighborhood, explore the nearby parks, or venture into San Diego's vibrant attractions.

4.87 out of 5 average rating, 105 reviews

An open-concept living space is displayed, featuring a modern sofa, a round coffee table, and a dining area with black chairs. Natural light is provided through large windows, and a well-equipped kitchen with bar seating is visible in the background.

Home in Bay Ho

Luxury 2 bedroom home with BBQ

Beautiful 2-Bedroom in San Diego with a Gorgeous Backyard Welcome to your dream stay in sunny San Diego! This stylish and cozy 2-bedroom home offers the perfect blend of comfort, relaxation, and outdoor charm—featuring a gorgeous backyard ideal for lounging or dining under the stars. Parking Info: Driveway parking is available—please pull all the way up to the garage. There’s also plenty of free street parking nearby. -All bedrooms have black out curtains

4.91 out of 5 average rating, 384 reviews

An open living area features a large wooden dining table surrounded by six white chairs. A cozy sofa, adorned with neutral pillows and a blanket, overlooks expansive glass windows showcasing hillside views. A Christmas tree stands in the corner, adding a festive touch.

Home in Bonita

Glass Home with Views, Hot Tub, FREE EV Charging!

Update: We just installed a level 2 EV charger and are giving away free EV charging to the next 5 guests! Our modern, light-filled, scandinavian inspired home is a beautiful place to rest while you enjoy the magic of San Diego. The entire front of our home is glass with breathtaking views over the mountains and reservoir below. Neutral decor and warm wood accents provide a relaxing atmosphere and a tranquil setting.

Flat in Downtown San Diego

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.

4.88 out of 5 average rating, 1,833 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.

Popular amenities for San Diego holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in San Diego

5 out of 5 average rating, 34 reviews

The living area features a light-coloured sectional couch arranged around a marble-topped coffee table. Large windows bring in natural light and offer views of the lush landscape outside. A wooden entertainment unit holds a television, while a lamp provides additional illumination.

Home in Mission Hills

Peaceful Jungle Retreat In The Heart of San Diego

Flat in Downtown San Diego

4.87 out of 5 average rating, 78 reviews

Artifact Inn - Historic Deluxe Studio in Downtown

4.93 out of 5 average rating, 30 reviews

An outdoor dining area features a large wooden table surrounded by benches, complemented by a white wicker chair adorned with bright cushions. Natural light filters through large glass doors leading to the interior, while potted plants add greenery to the space.

Home in Solana Beach

Gorgeous Farmhouse Style Guest House with Private

5 out of 5 average rating, 18 reviews

Home in San Diego

The Sanctuary

4.91 out of 5 average rating, 88 reviews

A pathway is lined with greenery, featuring various plants and shrubs that create a serene environment. The cottage is set back from the street, allowing for a sense of privacy, with expansive windows visible on the façade, inviting natural light into the home.

Home in Ocean Beach

Smiths Cottage By The Beach - Quiet beach cottage

5 out of 5 average rating, 36 reviews

An inviting pool area is shown with a clear blue pool surrounded by tan decking. Lounge chairs are placed nearby, and a pergola offers shaded seating. Lush greenery and distant hillside views enhance the outdoor space under a bright blue sky.

Guest house in El Cajon

Sunset house

4.98 out of 5 average rating, 57 reviews

Home in South Park

South Park Designer Stay | 2BR Modern Home w/ Yard