Holiday rentals in North Island

Kellogg’s Beach Cozy Home

Have fun with the whole family at this stylish place just a block away from Kellogg's Beach of San Diego Bay. Relax in our cozy home with a spacious kitchen and peaceful deck and backyard with wonderful trees and lots of space to play or relax. Kellogg's beach is a hidden gem. Enjoy your vacation just a block away from the beach while enjoying our stylish home with a peaceful backyard with beautiful trees just below our deck. The property lot splits between this home and a detached small home

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!

Beautiful Historic Home and Gardens Near Downtown!

Location, Location, Location...Welcome to Union Street Gardens. We are dedicated to providing a peaceful, serene atmosphere in which our guests can relax after a long day of exploring beautiful, sunny San Diego. This unique historic craftsman bungalow is just minutes from downtown, Balboa Park, the Zoo, beaches, and includes a Chef's kitchen, outdoor deck, gardens, fire pit and spa! Perfect for a family of 4 or two couples. Sorry no parties or large groups and no external guests please.

Dahlia Suite I Steps to Bay, Shops, Food + More

Welcome to the Dahlia Suite🪻 Our cozy bungalow mixes modern comfort with coastal charm, making it a great spot for couples or small families. Walk to the Coronado Ferry Landing where you'll find some of the best dining, boutiques, and waterfront views. Our home is designed to feel relaxed, stylish, and comfortable, with everything you need to settle in and enjoy your stay. Whether you’re out exploring or just hanging at the house, it’s the perfect home base for your time in Coronado.

The Island View Penthouse

⸻ Welcome to our sophisticated three-bedroom, three-bath retreat in historic Bankers Hill. Enjoy sweeping views, a full modern kitchen, and spacious living areas perfect for relaxing or entertaining. Located just minutes from Balboa Park, downtown, and San Diego’s best dining, this home blends comfort, convenience, and classic neighborhood charm. All rooms feature luxury beds from Davenport Collection. We require minimum 2-night minimum per City code, and a $299 cleaning fee.

Walk to Gaslamp & Petco • Rooftop Spa & Game Room

A three-story townhouse in the heart of East Village, where the best of San Diego is at your doorstep. Petco Park and the Gaslamp Quarter are a 10-minute walk away, with great restaurants and coffee right around the corner. Three king bedrooms. A rooftop hot tub for when the day winds down. An infrared sauna might be the most relaxing part of the trip. And a game room that keeps the energy going between outings. Walkable, effortless, and unmistakably San Diego.

Downtown San Diego Loft | Best Walkable Location

Stay steps from Petco Park in a thoughtfully designed two-story loft in the heart of downtown San Diego. Designed by award-winning architect Jonathan Segal, this modern space features high ceilings, a calm open layout, and a private balcony with city views. Enjoy a queen bed upstairs and a sofa bed in the living room, plus a full kitchen, washer/dryer, and easy self check-in. A more spacious, private, and relaxed alternative to typical downtown hotel stays.

New Luxury 3BR/3.5BA Point Loma Coastal One Story

*3BR 3.5BA*1,600 Sq Ft Single Story Living*Indoor Outdoor Living & Entertaining ** Three En Suite Bathrooms***3 Blocks To SD Bay***2 Sets Of W/D***6 TVS***High Speed Fiber Internet***Forced Air HVAC***Heated Outdoor Entertaining Area w BBQ***2 Assigned Parking Spots**EV Charger****10 Ft Ceilings**Italian Marble Counter Tops**8' Solid Core Mahogany Doors**Italian Porcelain Floors**Vaulted Ceilings**Kohler Black Hardware*Village Living***

Tiki Hut - Hot Tub, Indoor-Outdoor Entertainment

Tropical paradise in Point Loma! Escape to this stunning 4-bedroom coastal home featuring a relaxing, "Jimmy Buffet" atmosphere. The exceptional outdoor entertaining space includes two grills, outdoor dining area, hot tub, fire pit, and convenient mini fridge. Perfect for gatherings, beach getaways, and unforgettable sunsets. Steps from Ocean Beach's best restaurants, shops, and the iconic pier. Your ultimate Point Loma retreat awaits!

Island Retreat | 2BR | 2BA | King Bed | Parking

Welcome to your boutique coastal retreat in beautiful Coronado. This thoughtfully designed 2 bedroom, 2 bath home features a king bed, queen bed, fully equipped kitchen, fast Wi Fi, and your own dedicated parking space, making it the perfect home base for beach days and exploring San Diego. With 12+ years of hosting experience and 1,000+ stays managed, I’m committed to providing an exceptionally clean, seamless, and memorable stay.

On The Beach Casita - Bay front access

On The Beach Casita This beautifully modernized Spanish 1-bedroom, 1-bath, 1000 sq. ft. 1-story casita, with private front row bay access - combined with city and harbor views - is a great place to call “home” for your seaside vacation in San Diego. This home can also be rented with a 2-bedroom, 1.5-bath home that is right next to it. Please see "On The Beach Clubhouse" if you are interested in renting both homes.

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.