Smoking friendly vacation rentals in Sail Bay

Beautiful Bright Coastal Gem w Patio & Free Bikes

Beautiful bright, centrally located spacious studio unit. 2 Beach Cruisers come with Unit. Smoking/420 allowed on private patio which overlooks our little zen garden. Spa like shower. Easily find safe street parking right in front of property. Fireplace use for Winter, AC for Summer. Hop on the beach cruisers head to the beach 1.3 miles away or the great bars of PB. Pillow Top Luxury Mattress. 55 inch Sony TV w Apple TV. Snacks, Water, Coffee. Beach Towels, cooler and beach chairs provided.

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.

Private Beach Studio steps to the Ocean!

Location, Location Location! You will be walking distance to over 50 places to eat, drink, and shop. This private studio has everything you need to enjoy California's finest beaches and Mission Bay. Enjoy your exclusive use patio with fire pit and furniture. Kitchenette equipped with refrigerator, freezer, microwave, toaster oven, coffee maker, dishware and utensils. Private attached bathroom. TV with cable service, HBO, and Showtime. All the beach essentials you will need are provided.

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.

Coastal beauty, walk to pier.

Two master bedrooms with own bathrooms. Perfect for couples that want privacy from each other. One bedroom has a crib for your little one. Fully equipped kitchen. Enjoy the incredible view as you walk to town to savor the amazing cuisine that OB offers. Enjoy a morning or evening walk around this beautiful neighborhood and enjoy the view spots that you will find throughout. Children can enjoy the tide pools and you can enjoy the sunsets. Is a win, win for the entire family.

Birdrock Bungalow! Close to the beach!

I’d rather be at the beach! Private detached home, not a granny or guest home. Located in the quiet beach town of Birdrock La Jolla, known for the surf breaks! 5 blocks from the waves. Relax or go explore the playground, we call San Diego! Quick 2 blocks to all the eateries, cafe's, shopping and more! Enjoy a 5 min bike ride to Pacific beach or go a little north to famous Windansea beach! Clean, cozy, Private home all to yourself. No parties, neighbors will complain. Dog friendly

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.

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.

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.