Smoking-friendly holiday rentals in San Diego

Airstream Glamping!Jacuzzi, BBQ & Chill!

Glamping🌟 Unplug and unwind in a serene setting with breathtaking mountain views and unforgettable sunrises and sunsets. At night, marvel at the star-filled skies — one of the area’s most magical features. Your private retreat awaits in “Serenity,” a beautifully appointed 30ft Airstream. Spend your days lounging in the cozy teepee daybed, or soaking in the hot tub stargazing under open skies. As evening falls, curl up with a glass of wine by the fire on our expansive floating deck.

Spacious apartment, old world charm

Our open-space apartment is full of charm and character. From the Spanish-tiled private entry to the footed tub shower, you will experience a unique feeling. Enjoy the nearby vibrant restaurant scene as well as the rooftop deck with its harbor view! The ceilings are low in a couple spots and could be a challenge for folks who are especially tall. My boyfriend is 6'4" and has learned to adapt! It may be something to consider. House noises travel in this old home, so it can be a factor for some.

Tranquil cabin nestled among the palms!

A short drive from downtown San Diego and the airport, this peaceful retreat sits atop a scenic hill, offering breathtaking valley views and stunning sunsets. Enjoy a cup of complimentary coffee on the patios, surrounded by mature palms, fruit trees, and flowers. Rest easy on the premium full bed and wake up to beautiful sunrises in the loft. In the evening, unwind by the fire in Adirondack chairs while enjoying the valley views. This tranquil cabin promises a relaxing, rejuvenating escape!

SDCannaBnB #1 *420 *parking *dog-friendly *hot tub

Welcome to SDCannaBnB - San Diego's premier cannabis-friendly rental!   Our casita is newly remodeled with luxury ammenities.  We proudly cater to the cannabis community and non-users alike.   Our casita has HEPA air purifiers, is fully ventilated and receives deep cleanings between each guest.  This ensures that every guest checks into a clean, fresh-smelling place that feels like home.   Our casita is located in our quiet, fully fenced in backyard, close to San Diego's attractions

Guest Room with Beautiful Views

Welcome to our charming retreat nestled in San Diego. This private suite, attached to the main house, features its own bathroom, kitchenette, and a convenient private entrance with easy self-check-in. Just 10 minutes from Mission Beach, downtown San Diego, Balboa park, and SeaWorld. 5 min from Fashion Valley Mall, and only 2 minutes from the University of San Diego. You can either use the free parking space in front of the house or make use of the private driveway next to the house.

Upgraded Pt Loma Panoramic Views - 1 Bedroom Suite

Brand new full kitchen installed November 2025. Enjoy your home away from home and beautiful Pt Loma. With an expansive view of the gorgeous San Diego Bay & Shelter Island you can enjoy a comfortable space with luxury amenities. A spacious oasis to escape the hustle and bustle of the city, but close enough for a night out on the town. If you’d rather stay in and enjoy the views, relax on the patio, soak in the hot tub, or have a drink by the fire pit with your fur baby.

Fletcher Hills - modern 1 BR.Easy, no step access.

** 36 hours between check-ins. Thorough cleaning and sanitizing.. Four night minimum stay. Dogs ONLY are welcomed on a case by case basis. They must be house trained and are not permitted on any furniture. If you instant book, you must contact me about your pet within 24 hours. Smoking is permitted in the outside areas - patio, gazebo, yard. Easy freeway access helps any commute to downtown and area attractions. Having your own vehicle is the best way to get around..

Romantic Bay View Suite • Rooftop deck & jacuzzi

Luxury Romantic Gateway Experience. Wake up to breathtaking views of the San Diego skyline and bay from your private rooftop deck. Relax in a stylish suite with a king-size adjustable bed, spa-style indoor Jacuzzi for two, and exclusive access to a rooftop fire pit and garden corner—perfect for a romantic night under the stars. Nestled in Point Loma, one of San Diego’s most exclusive and quiet neighborhoods, just minutes from Little Italy, the airport, and the beach.

Hot Tub Getaway by the Coast

Enjoy quality time with your entire family at this well-equipped home featuring a hot tub and tons of kids amenities! We cater to families. High-speed wifi, toys, and an outdoor wood-burning fire pit. Situated within walking distance to the Marina, downtown 3rd Ave, a 5 min drive to Sesame Place, a 15 min drive to the Zoo, downtown San Diego, liberty station, sea world, beaches, and more! This property is equipped with external security cameras for added safety.

Bay View 2BR Penthouse | Parking | Little Italy

Bay-view 2BR/2BA penthouse, 800 sq ft, in Little Italy. 2 private sunset balconies, reserved garage parking, in-unit washer/dryer, A/C, fast WiFi, Keurig with free coffee. Walk 3 min to Waterfront Park, 2 blocks to the Saturday Mercato. Harbor, restaurants, and bars all walkable. Self check-in at 3pm, check-out at 12pm, both flexible. I’m local in San Diego and happy to book reservations for you into neighborhood spots – ask me for my happy hour list!

South Park Pet Friendly Bungalow

This 1940's 2 Bdrm 1 Bungalow is in a very quiet and secluded section of South Park. The yard was recently upgraded and is ideal for dogs and/or children. Entertaining is fine with us, friends, children and overall just enjoying life. In San Diego outside life is a given , please enjoy our patio, horse shoe pit, fire-pit, hammock and peacefulness of the yard. Please bring your family, pets and friends to enjoy some overdue relaxation!

OB Casita

Stay in a cozy Casita surrounded by a private garden. The inside space is petite, the yard is large. This in-law unit features a kitchenette, a private bathroom, a BBQ, and a fenced outdoor area perfect for pups! Sit under the avocado tree on the back deck and watch for the OB parrots. Or, take a short walk in this lively neighborhood to, beaches, dog beach, tennis courts, restaurants, bars, shopping, a playground, or a dog park.