Tiny house holiday rentals in San Diego

Tiny Canyon Home with Magical Backyard

Step into our charming 400sqft home just a stone's throw from downtown! Enjoy a spacious, private backyard—yours alone to unwind in, offering a serene escape in the heart of the city. Walk to San Diego's top restaurants, parks, and craft beer bars. Your exclusive yard space guarantees peace and privacy—no sharing here! Please note: We're directly under the flight path near the airport, so anticipate some airplane noise. Only dogs are permitted as pets, please select pet in booking, max 2 dogs

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.

LOFT: Detached Cottage with Patio

Located in the heart of Normal Heights, where everything is walkable; pubs, markets, cafes. Local’s favorite! The LOFT is a spacious open-space studio loft, in a stand-alone cottage. Whether you fall in love with the vaulted-beamed ceilings, the Loft-style open kitchen, the clawfoot tub, the art & decor, or the lush landscaping, you won’t likely forget this place any time soon. Everywhere you turn is a feast for your eyes. We’ve ensured that comfort is as much of a priority as is beauty.

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.

Encinitas Garden Bed'nBungalow/Leucadia Lair-House

Your safety and comfort is my priority! All surfaces are disinfected between stays. Heart of Leucadia: bungalow with unique personality, high ceiling, extra large windows face into the garden. Private entrance. The “Lair" is perfect for couples, solo adventurers, and business travelers. It is not intended for children. Walk 2 1/2 blocks to the beach, and numerous favorite restaurants and shops within blocks. You can LEAVE YOUR CAR at home and still have an amazing vacation!

Pearl 1 Cottage - La Jolla Village All sanitized

STRP License: STR - 01334L This Stylish Cottage; It's prestigious clean and tidy as well as functional; We are located in the heart of LJ Village close to all things you need for your vacation 0.6 miles walking distance to the beach, 1/2 block to Vons supermarket, a street off Girard Ave, corner of Pearl St. easy access to shops and arrays of restaurants, Sunday Farmer market; walking distance to La Jolla Cove & tidy pool, home of seals and sea lions.

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.

Charming 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.