Holiday rentals in San Diego

Find a Country Feel in the City with Rural Views

Sit out in the backyard then come indoors to relish leafy views from a triple-aspect living room. The apartment has a cottage feel with window boxes and wooden fittings. A hanging plant, and white linens provide a calming feeling. Awake to the songs of birds and explore our 1/2 acre of fruit trees, vegetable beds, and landscape. Yet most of San Diego’s attractions are just 5 to 10 miles away. The new kitchen is included in your space so you can prepare your own meals if desired. Cooking equipment included are a convection toaster oven, coffee maker, hot pot, a microwave, and an induction plate, pots & pans, kitchen tools, cutlery and dishes. We also provide coffee, tea, sugar, salt & pepper, cooking oil, and ice. This space is attached to our main home but you’ll have your own separate entrance and private kitchen/ living, bed and bath. We'd love to greet you and show you around when you arrive, but if we happen to miss you will have your own unique door code to get in. We’ve prepared a binder of information for guests and can help you plan for best use of your time. However if you prefer to be on your own we’re fine with that too. We have walked to downtown or to the nearest trolley, but unless you are walkers and out for exercise, you will probably want a car. There are now lots of bikes available for rent, but it will be uphill to get back to the house. Some of our guests have chosen to rely only on Uber, in which case grocery and/or meal delivery are helpful. If you have an afternoon or evening flight you are welcome to store luggage at our house after your 10 AM check out. We are in a hilly residential area with stores, restaurants and bus/ trolley access about 2 miles away, so you'll have the most flexibility if you come by car. If you choose to Uber, you can order groceries or takeout meals to be delivered.

New! Stunning Retreat Steps from Sunset Cliffs

Experience the epitome of relaxation & luxury at our splendid seaside retreat, The Carter Cottage in beautiful San Diego. Indulge in the finer things as you step into our immaculate, brand new home, meticulously crafted with a keen eye for detail. Sip coffee on our sunset deck looking towards the pacific and wind down in the evening around the natural gas fire pit. Our Cottage is equipped with luxury bedding, chefs kitchen and plenty of indoor and outdoor living spaces, you won't want to leave!

Glamorous Central Gem w/ Patio | Walk Everywhere

Enjoy everything Little Italy has to offer right on your doorstep from this bright, light and inviting apt. Open the floor-to-ceiling glass doors and let the sounds of the city in as you relax on the lounge and shaded patio. Cook in the modern kitchen, feel pampered in the luxe bathroom, then retire to the chic, king bedroom. Explore quaint streets, cafes, gelato shops, and charming trattorias just steps away then discover downtown, Balboa Park, & the Gaslamp Qtr, an easy 5/10 min drive away!

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.

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

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!

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.

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.

Modern New Home •Quiet Escape with Panoramic Views

Discover a modern retreat set on Bonsall’s rolling hills, offering sweeping views, glowing city lights, and vivid fall/winter sunsets. This newly built open-concept home features floor-to-ceiling windows and a spacious deck ideal for taking in the breeze, sunbathing, or stargazing. Private, peaceful, and thoughtfully designed for families and friends. Secluded in feel yet minutes from freeways, Oceanside beaches, dining, shops, wineries, wedding venues, and Frontwave Arena.

Chic Brand-New Penthouse overlooking North Park

This luxurious 2 BD / 2 BA penthouse offers king and queen bed suites, a cozy balcony with breath-taking views, all the essentials and more. Inside you'll find a workstation, Smart TV's w/ Netflix, a record player, board games, portable BT speakers, and beach gear. Centrally located, this unit is just a short walk to trendy 30th St and all of its restaurants, bars, and shops as well as just a 10 min drive to downtown or 15 min drive to the airport / beach.

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!

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.