Holiday rentals with a patio in Shelter Island

Modern Craftsman Bungalow Walkable + Outdoor Space

Modern Craftsman Bungalow in Walkable North Park! Originally built in 1921 and perfectly situated between North and South Park, this restored Craftsman retains its original ceiling beams, shaker doors, and redwood siding, enhanced with luxury updates and vintage finds. Ideal for couples, small families, and solo travelers seeking a safe, walkable, and central spot to relax, cook, visit breweries and cafés, hit the beach, or explore Balboa Park and the Zoo. The airport is just 10 minutes away!

Modern Inner City Pad 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!

1940's Beach Cottage with Big Yard, Parking, AC

Welcome to our petite beach retreat! Purchased in '14, we've slowly renovated it to provide a bright and stylish place to stay. A small front yard and large back yard provide multiple places to relax outdoors. The kitchen is fully outfitted for cooking and there's a BBQ grill outside. The house is located in Ocean Beach, about 10 minutes' drive to the airport and 15-20 minutes' walk to the beach, including several bars, breweries and restaurants. Bike paths connect you to Mission Bay and beyond

Luxe OB Retreat • Sauna • Bikes • Beach Nearby

OB Surfer's Paradise is a DREAM luxury retreat! Follow us at @saltandskylodgingco *We have a shed FULL of beach essentials and 5 bikes for you during your stay!* *15 minute walk to Ocean Beach Dog Beach! - where you can surf, catch a sunset or play with your dog* Sauna, fenced in backyard, front porch. large driveway, balcony with beautiful views, huge master suite, walk to the beach! Centrally located in San Diego - easy access to freeway and short drive to best activities in San Diego.

Adorable place in Point Loma - no cleaning fee!

You will be close to everything when you stay at this centrally-located place. The place is recently renovated with brand new appliances, countertops, and kitchen cabinets. The space is light and airy with private entrance and small fenced in side yard perfect for pets. Bedroom has a queen sized bed and futon. Living room couch has a queen sleeper sofa. There is a queen air mattress and pack n play as well. **Must be comfortable with stairs, there are two sets of stairs when accessing unit

Chic 1-Bedroom | Ocean Views | Steps to the Beach

Our sweet beach bungalow is in the heart of mission beach. One story up off the ground floor gives it privacy and a peak to the beautiful pacific. Wake up to waves crashing and a nice cup of coffee to take on your morning walk. Choose your destination, beach or bay: both are 1 one minute walk. This house holds so many memories for us, we know it will for you too! Please note, we do not host animals in this unit. If you would like to bring your furry friend, check out our other unit!

Vacation home in Point Loma - Close to everything!

Close to the harbor and beaches - This bright and modern vacation home offers one of the best locations in San Diego! Renovated 2 bedroom 2 bathroom home with a large outdoor space, grill and hot tub. This vacation home is close to the airport as well as Ocean Beach, Little Italy, Gaslamp, Pacific Beach, Mission Bay, North Park, Coronado and La Jolla. There are many restaurants and shops within walking distance. It is a very short walk to Harbor and Shelter Island.

Vacation Paradise-Heated Pool+Hot Tub+FirePit+EV

This is the perfect Guest House with a salted & heated pool & hot tub. We are located in a super quiet & very safe neighborhood in beautiful San Diego, 15 minutes drive to Downtown, La Jolla, Beaches, Zoo, Sea World & Convention Center. Hike next door at Mission Trails & Lake Murray. Smart TV, wifi, two zone AC, full kitchen, W/D combo and top quality finishes await you inside. Everything you need for memorable vacation! No smoking or vaping on the property.

The Cozy Craftsman

Escape to this serene, stylish retreat. Built in 1935, this Craftsman-style home exudes timeless San Diego charm. Perfectly situated in University Heights, bordering Hillcrest and North Park, you’ll be close to restaurants, cafés, grocery stores, public transportation, the San Diego Zoo, and Balboa Park. This 650 sq ft home has been renovated inside and out, and equipped with everything you need for a comfortable stay!