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Smoking-friendly holiday rentals in Sail Bay

Find and book unique smoking-friendly rentals on Airbnb

Top-Rated Smoke-Friendly Accommodation in Sail Bay

Guests agree: These smoking-friendly rentals are highly rated for location, cleanliness and more.

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Top Guest favourite
A spacious studio unit features a comfortable bed on a raised platform. A ceiling fan circulates air above, while a lamp illuminates a wooden dresser nearby. Natural light enters through windows, highlighting a cozy area rug and decorative plants that add a touch of greenery.
Guesthouse in San Diego
4.92 out of 5 average rating, 1,071 reviews

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.

Top Guest favourite
An aerial view captures the vibrant coastal area with a mix of residential homes and commercial spots. The sandy beach extends along the coastline with gentle waves lapping at the shore. Mission Bay is visible on the left, while a lively neighborhood thrives nearby.
Guest suite in San Diego
4.98 out of 5 average rating, 631 reviews

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.

Guest favourite
A view of the bay showcases a large cruise ship sailing past numerous sailboats anchored in the water. The distant skyline features structures, including a distinctive rounded building. Lush greenery and rooftops of nearby homes are visible in the foreground.
Guest suite in San Diego
4.93 out of 5 average rating, 246 reviews

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.

Top Guest favourite
Guesthouse in La Mesa
4.99 out of 5 average rating, 353 reviews

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 favourite
A charming exterior of a single-story home is showcased, surrounded by lush palm trees and vibrant landscaping. The front entrance features a round window and an archway, while the driveway is paved, offering easy access to the front door.
Home in San Diego
4.92 out of 5 average rating, 130 reviews

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.

Superhost
A modern kitchen and living area feature light-colored cabinetry and stainless steel appliances. Natural light fills the space through windows, highlighting a comfortable sectional sofa and decorative pillows. A small area rug lies on the light wood flooring, creating a cozy atmosphere.
Home in San Diego
4.85 out of 5 average rating, 349 reviews

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.

Guest favourite
Bungalow in La Jolla
4.81 out of 5 average rating, 447 reviews

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

Guest favourite
A well-appointed bathroom features a spacious soaking tub with a decorative backsplash. Natural light enters through a nearby window, complementing the neutral color palette of the tile flooring and walls. A separate shower area and an elegant vanity are also visible.
Home in Spring Valley
4.84 out of 5 average rating, 401 reviews

ROMANTIC AND SPACIOUS JACUZZI SUITE!

A completely private sanctuary with its own keyed entrance and no shared spaces. Enjoy breathtaking sunrises and sunsets from two private balconies, unwind in the jacuzzi, and relax in a suite designed for comfort. Plush mattresses and linens, a well-equipped kitchenette (microwave, Keurig coffee maker with coffee, mini-frig/freezer, toaster, two burner cooktop, kitchenware), and bathroom essentials including an iron/ironing board and hair dryer ensure a seamless, restful stay.

Top Guest favourite
Guest suite in San Diego
4.89 out of 5 average rating, 102 reviews

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.

Top Guest favourite
Guesthouse in El Cajon
4.98 out of 5 average rating, 250 reviews

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..

Guest favourite
An outdoor fire pit is surrounded by four black wooden Adirondack chairs, creating a cozy seating area. Lush greenery and a tree provide shade, while a spacious yard is visible in the background, featuring lounge furniture and a view of the home.
Home in Chula Vista
4.99 out of 5 average rating, 161 reviews

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.

Top Guest favourite
A spacious living area displays a sleek leather sofa with yellow accent pillows, complemented by a coffee table. Bright light enters through large sliding glass doors, leading to an outdoor space. Modern bar stools sit at a kitchen island featuring stylish pendant lighting.
Townhouse in San Diego
4.94 out of 5 average rating, 273 reviews

San Diego's Finest: Private Hot Tub and Fire Chat

Newly renovated accommodations await with this centrally located 2-bedroom, 1-bath home close to popular attractions like beaches, the Zoo, Sea World, Bonita Golf Course, and Downtown San Diego. Convenient freeway access and private parking add to the appeal. The home boasts quality beds and bedding, along with two private patios - one featuring a hot tub while the other offers fire chat seating. Moreover, there is a fully stocked kitchen. Enjoy!

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