Rental With A View

Vacation Rental

About

A boutique vacation-rental management company overseeing a 19-home portfolio across San Diego, Rental With A View operates from its flagship four-bedroom four-bathroom Casa Paradiso property at 1235 Sassafras Street in 92103, a gated courtyard home with sparkling pool, spa, custom indoor-outdoor entertaining bar, and sweeping San Diego Harbor and airport-runway view lines. The 8-guest sleeping capacity, dual master suites stacked on main and second floors, and indoor-outdoor entertainment layout with projector position the house as a venue-grade rental for family reunions, small weddings, and milestone birthdays — a use case distinct from the ticketed outdoor-screening format running a few blocks north at Cinema Under The Stars. Property amenities include a year-round heated pool, hot tub, fully equipped chef’s kitchen, dedicated wine room, fireplaces in the family, living, and master rooms, and a welcoming basket restocked for each arrival. The company handles guest communications, turnover checklists, and on-call property management in-house rather than outsourcing to national platforms, which drives the short arrival instructions and fast issue response noted across its longer stays. The chef’s kitchen setup encourages in-house group dining, but the nearest supplemental takeout pizza kitchen for 8-guest weekend stays is Fiori’s Pizza a short drive up the Washington Street corridor from the Sassafras gate. The flagship’s highest-value booking is the multi-night eight-guest private-event stay combining the pool, harbor-view patio, and custom indoor bar as a wedding or reunion venue with on-site sleeping for the entire party.

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