Smoking friendly vacation rentals in Downtown San Diego

Beautiful Mission Hills Guest Apartment

Beautifully appointed vintage Craftsman guest suite in the heart of Mission Hills. Walking distance to numerous restaurants, bars, shopping and even Hillcrest. This home is centrally located and is a 10 minute drive to Sea World, Downtown, the airport, the San Diego Zoo, Balboa Park, Little Italy, and world class beaches. This home boasts modern features while retaining original charm. Beautiful neighborhood. There are two outside security cameras, one on the walkway and one on the back porch.

Private Entry | Crisp Sheets | Cozy Grotto Shower

Think of this like a hotel room or a minimalist studio. The entire unit is: - ONE compact room 6.5" x 11.5' - Bathroom - Private entrance There is no kitchen or living room. It's attached to my house. The room has a velvet couch that converts into a full sized bed. The bed is extremely comfy with its 2" topper. It will be ready as a bed upon arrival & is easy to convert into a couch. There is a desk, fridge/freezer, coffee machine, coffee, utensils, plates, bowls, washer/dryer & detergent.

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!

Bay View Suite • Rooftop Deck + Indoor Jacuzzi

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. Ideal for romantic getaways or peaceful stays with a view.

Hilltop Hideaway w/Jacuzzi, King Bed, close2 DTown

Welcome to our charming home nestled in the heart of a vibrant neighborhood atop a scenic hill overlooking breathtaking views of the San Diego countryside! Just a quick 10-minute drive from downtown, the airport, Coronado Island and the convention center, your location here provides easy access to freeways, making travel a breeze! Relax in comfort and step outside to an inviting outdoor area, designed for you to immerse yourself in San Diego's spectacular sunsets and cool evening air.

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..

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.

Penthouse, Parking & Panoramic Views Little Italy

Walk to restaurants, bars, and Waterfront Park. Bask in stunning sunsets, balcony views, and refreshing bay breezes. My long-time residence embodies the neighborhood's charm, with the harbor nearby. Enjoy Saturday's local farmer's market just two blocks away. Experience the best of San Diego in the city's most walkable neighborhood! Happy to set you up at local restaurants and provide reservations as well. Will give you the best HH spots as well ;)