Tiny house holiday rentals in San Diego

Casita de Pueblo - Private Yard, La Mesa Village

Enjoy a stylish experience at this centrally-located studio. Walking distance to La Mesa Village, where you can enjoy restaurants, coffee shops, boutiques, & more. With all the things you need in a kitchen to whip up any meal, and a patio to enjoy the San Diego sun. Hop on the trolley to get to anywhere. Bringing more friends or family along with you? We also have another listing, Casa de Pueblo at the same property. 20 min drive to the Beach or Downtown 15 min drive to Balboa Park or Old Town

Lakeview Tiny House w/hillside pool

Tucked into the hillside by Lake Hodges, the tiny house is a romantic retreat or a place to unwind surrounded by nature, w/plenty of amenities so you don't have to sacrifice comfort. Lake & mountain views from inside & out-- private, large covered deck, dining patio, outdoor shower (& indoor), beautiful saltwater pool, & fire bowl. Though it feels like you're in a secluded retreat, urban amenities are just a few miles away. SD Zoo Safari Park, wineries, breweries & beaches all w/in easy reach.

Mike's House and Garden

The care taken to honor the atmosphere of the original 1910 house creates a feeling of another time and place. The house is secluded in a prize winning garden and approached through a stone pergola. The Craftsman furniture, lighting and antique Persian carpets reflect a distant and captivating sensibility. This house has been featured in three books and “American Bungalow” magazine. The garden was mentioned in Sunset Magazine and featured as one of the premier gardens of University Heights.

Coastal beauty, walk to pier.

Two master bedrooms with own bathrooms. Perfect for couples that want privacy from each other. One bedroom has a crib for your little one. Fully equipped kitchen. Enjoy the incredible view as you walk to town to savor the amazing cuisine that OB offers. Enjoy a morning or evening walk around this beautiful neighborhood and enjoy the view spots that you will find throughout. Children can enjoy the tide pools and you can enjoy the sunsets. Is a win, win for the entire family.

Private Guesthouse with Bay View Deck

Private one-bedroom, one-bath guest house in centrally located Bay Park, across from Mission Bay. Enjoy a kitchenette, full-size laundry, air conditioning, and a 400 sq. ft. private deck with bay views and beautiful sunsets. Easy keypad self check-in and ample street parking. Walk to nearby restaurants, coffee shops, and a market. With easy I-5 access to San Diego attractions. Please note: there is ambient highway noise when outside on the deck, but unit is quiet indoors!

La Jolla Beach Cottage Gem

This is the perfect beach cottage for your La Jolla stay. Located a few short blocks to world famous beaches & La Jolla's iconic Village. Within walking distance is the La Jolla Cove, restaurants, shops, parks, historic buildings, museums, art center, the library, yoga, gyms, spas and more. A short drive to The Shores, scuba diving, kayaking, snorkeling, the Pier & Birch Aquarium. Enjoy all the comforts of home and the pleasures of a vacation.

Fabulous Cottage at the Beach

Newly remodeled 1940's cottage just 50 steps to the sand with fabulous beach and ocean views. Enjoy the ocean breeze from your front porch and watch people walk by. Go sunbathing and swimming, take a bike ride or a stroll on the beach, have a glass of wine and witness the most beautiful sunsets. We are located in a quiet residential neighborhood of Ocean Beach. This bright and cozy cottage has everything you'll need to feel at home.

Peaceful Garden Getaway-Near Downtown & Beaches

Welcome to your private San Diego escape—a stylish, designer guesthouse set in a peaceful garden in the heart of walkable, centrally-located Kensington. With its relaxed coastal vibe, this cozy casita is perfect for couples, solo travelers, or remote work stays. Enjoy your own lush patio—perfect for morning coffee or evening wine—and walk just minutes to Kensington’s cafés, restaurants, and shops. ⭑ CONTACT US FOR SEASONAL DISCOUNTS ⭑

Ocean View Loft in Bird Rock La Jolla with Parking

Welcome to the prestigious Bird Rock neighborhood of La Jolla and this absolute gem getaway! 🏖 Professionally designed and renovated, this home offers modern comfort and coastal charm. Soak in the sunshine on the large balcony deck with blue Pacific ocean views ✨, and enjoy seamless indoor‑outdoor living through fully open La Cantina doors leading into the modern living room and fully equipped kitchen. 🍳

End of Summer Savings by the beach at Green Door!

Just 3 blocks from the beach, Green Door Cottage is a cozy, colorful, dog-friendly escape in the heart of Ocean Beach. Enjoy a private yard, full kitchen, A/C, stylish vintage touches, and free parking for one car. Walk to top restaurants, local shops, tasting rooms, yoga studios, and Dog Beach just a few blocks away. Warm, welcoming, and full of coastal charm, it’s the perfect San Diego getaway.

Ocean Beach ~ Your dream vacation!

Welcome to our charming Beach Bungalow, a coastal haven just steps away from the sand and sea. This idyllic retreat offers a cozy living space with panoramic ocean views, a well-equipped kitchen, and comfortable bedrooms for peaceful nights. Enjoy private patio moments, beach walks, and the soothing sound of the waves. Your ultimate beach bum experience begins here.

Safe Private Sanctuary - TOWER STUDIO/ Northpark

Come to a sanctuary and enjoy the sun! Check-in is contactless. Enjoy your cozy and quiet tower studio with a private entrance, private full bathroom, and private upper deck. The studio house is in a large garden adjoining a craftsman-style house in the historic Northpark Morley Field District. Minutes away from coffee shops, breweries, Zoo, Balboa Park.