Smoking-friendly holiday rentals in Downtown San Diego

4.97 out of 5 average rating, 125 reviews

A well-lit bedroom featuring a spacious bed adorned with decorative pillows and a soft bedspread. Two stylish lamps flank the bed, providing additional lighting. Natural light enters through a window, which is dressed with light curtains, emphasizing a serene and relaxing atmosphere.

Home in Spring Valley

Paradise View Staycation Q Bed, Sofa-bed *420 *

Welcome to our Spring Valley Retreat, escape to our charming granny house nestled in the heart of Spring Valley! Discover the tranquility of our 1 bedroom 1 bath sofa bed equipped kitchen, catch up work with high speed wi-fi in the design work place Unwind in our backyard oasis complete with inviting outdoor.furniture Conveniently located 25 minutes away from Downtown San Diego and Airport and short drive from pristine breaches. 5 minutes drive to grocery store and coffee shops/shopping center.

Guest suite in Pacific Beach

A spacious studio unit features a large bed adorned with crisp white linens. Natural light fills the room through two windows. A kitchenette is visible to the left, and a dining area is set against the wall. A cozy area rug adds warmth to the wooden floor.

4.92 out of 5 average rating, 1,040 reviews

Beautiful Coastal Gem - Fireplace Patio & 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.

4.99 out of 5 average rating, 133 reviews

A spacious outdoor balcony is shown, featuring comfortable lounge seating arranged for relaxation. Lush greenery surrounds the area, enhancing the view of the home with large glass doors providing natural light. The serene setting is perfect for entertaining or enjoying the scenery.

Home in Bay Ho

Gorgeous Bay & Ocean Views LG Patio~Spacious Home!

This MCM-Style Home Has STUNNING Sit-Down Views Of Mission Bay & The Ocean. Expansive Patio & Terrace To Entertain & Dine Tons Of Lounge Seating & Gas Grill. Home Provides A Large & Well Equipped Kitchen, Smart TVs & A Dinning Table That Converts To Pool Or Ping Pong For Gametime! Adjustable Vibrating Beds & Soft Linens. Super Family/Pet Friendly! 1 Garage Spot W/Remote Use Quiet One Way Street Extra Parking FreeTesla Dest Charging! SD T.O.R.Cert. #643564 SD City STRO #STR-00583L

Apartment in Mission Hills

A charming exterior view of the adobe-style home is surrounded by vibrant gardens filled with various plants and blooming flowers. A patio is shaded by an umbrella, and steps lead to the inviting entrance adorned with archways and decorative tiles.

4.87 out of 5 average rating, 315 reviews

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.

4.86 out of 5 average rating, 114 reviews

A refreshing pool is surrounded by a spacious deck, showcasing lounge chairs and a large umbrella. Expansive views of the city and distant hills are visible under clear blue skies, creating a serene outdoor retreat.

Bungalow in El Cajon

Stylish Relaxation-Panoramic Views-Private OASIS!

~BRAND NEW DRIVEWAY~Perched high on granite hills, our comfy, stylish bungalow is perfect for a quiet getaway in San Diego. Brew your morning coffee and stroll to the pool to let the expansive views of the city fuel your daily adventures. Host a barbeque in the spacious, private backyard after your day at the beach. Cozy up in the recliner loveseat and enjoy the big screen 4k smart TV (with cable). 420 Friendly! “Enjoy the hillside pool—just coordinate with Johnny for your own private swim.”

Guesthouse in Sherman Heights

A private garden is illuminated at night, featuring various seating areas surrounded by lush greenery and colorful plants. Lanterns provide soft light, casting a warm glow on the outdoor space. A patterned rug and dark wooden furniture complete the serene atmosphere, inviting relaxation.

4.96 out of 5 average rating, 564 reviews

Romantic Private Garden Studio Near Downtown

A magical private garden surrounds a tiny studio (240 sq ft) with kitchenette in historic residential district, 10 blocks to East Village and Petco BallPark, near Gaslamp Quarter, and one mile to Convention Center and downtown. Easy access to freeways, very close to Balboa Park, San Diego Zoo, and Coronado Island. Airport and train station less than 15 min. We offer a safe, sweet, and contemplative getaway near the city, with WiFi but no TV. One pet OK only with prior approval. 420 friendly.

4.95 out of 5 average rating, 105 reviews

The exterior of the cabin is framed by lush palm trees and vibrant greenery. A pathway of stones leads to the entrance, highlighting the natural landscape. Sunlight filters through the foliage, creating a serene and inviting atmosphere in the garden area surrounding the cabin.

Cabin in Spring Valley

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!

Guest suite in Fleetridge

A scenic rooftop deck is featured with two stylish lounge chairs, where two guests are seen enjoying drinks. In the background, the expansive San Diego skyline and bay create a breathtaking view, enhancing the calming atmosphere of the space.

4.93 out of 5 average rating, 235 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.

4.9 out of 5 average rating, 157 reviews

A modern living area features a gray sofa with accent pillows, positioned in front of a coffee table. Abstract wall art adorns the walls, complemented by a decorative shelf displaying various items. Natural light is welcomed through a window, enhancing the inviting ambiance.

Home in Grant Hill

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.

4.92 out of 5 average rating, 146 reviews

Home in Mountain View

Central w/ private outdoor space & parking Pets OK

Enjoy in a quiet Casita. Self check-in to this charming & cozy home-away-from-home. Safe family neighborhood, quiet culde-sac, pets OK, private entrance, & guest parking. Private & spacious backyard, deck, grill, outdoor seating, basketball hoop, table tennis, and cornhole. Minutes away from Zoo, Balboa Park, beaches, San Diego International Airport, and so much more! I love to say HI to my guests yet your privacy is #1. Reach me via Airbnb app if I can help!

4.99 out of 5 average rating, 146 reviews

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

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.

4.94 out of 5 average rating, 259 reviews

Townhouse in San Diego

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!

Popular amenities for Downtown San Diego Smoke-Friendly Accommodation

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Smoking-friendly apartment rentals

A spacious living area features a large sectional sofa with soft cushions, complemented by a stylish coffee table. Natural light enters through a window dressed in sheer curtains. A flat-screen TV is mounted on the wall, and a small dining area with a round table is visible.

Apartment in Linda Vista

4.78 out of 5 average rating, 18 reviews

Central San Diego 3BR Home Near Beaches

Apartment in Little Italy

A spacious living area is highlighted by a large sectional sofa and a contemporary coffee table. Natural light fills the room through sliding glass doors, leading to a balcony. A flat-screen TV is mounted on the wall above a modern entertainment unit.

4.9 out of 5 average rating, 90 reviews

Penthouse, Parking & Panoramic Views Little Italy

Private room in Downtown San Diego

A bright living area features a seating arrangement with a light-colored sofa, a dining table with high stools, and a ceiling fan. Large windows provide natural light, and a sliding door leads to a small patio. An archway opens to a bedroom area.

4.96 out of 5 average rating, 23 reviews

Private Room & Bath in Downtown SD (EV)

4.97 out of 5 average rating, 101 reviews

Apartment in San Diego

Resort style unique & tranquil vacation escape

4.97 out of 5 average rating, 30 reviews

A serene bedroom features a cozy bed with a textured gray coverlet. A spacious desk and chair are positioned against the wall, providing a dedicated workspace. Soft overhead lighting illuminates the room, while a ceiling fan adds a modern touch to the minimalist decor.

Private room in La Mesa

The Bare Necessities San Diego

Apartment in Downtown San Diego

An aerial view captures the vibrant downtown San Diego skyline, featuring a mix of modern skyscrapers and historic buildings. A welcoming sign is prominently displayed, indicating the property as 'Welcome Home.' The bustling streets below are lined with vehicles and pedestrians.

4.8 out of 5 average rating, 46 reviews

City Views from Curated Studio I Walk Score 99!

4.79 out of 5 average rating, 56 reviews

A cozy bedroom features a spacious bed covered with a light blue quilt. A wall-mounted television is positioned opposite the bed, while a desk and chair occupy the corner. Soft light is provided by recessed ceiling fixtures, and gray curtains frame a window.

Private room in La Mesa

Cozy Room in the Heart of San Diego

A comfortable queen-size bed is dressed in a blue and grey striped comforter, surrounded by an assortment of decorative pillows. A soft blue curtain drapes behind the bed, complementing the serene color palette of the room.

Apartment in Mission Hills

4.79 out of 5 average rating, 268 reviews

Beautiful Mission Hills Guest Apartment

Smoke-Friendly Holiday Houses

4.86 out of 5 average rating, 103 reviews

A living area is visible, featuring a large sectional couch positioned in front of a low coffee table. A television is mounted on the wall, with a storage unit below. A dining area is seen in the background, complemented by a ceiling fan and decorative elements.

Home in Swan Canyon

Renovated Residential Home in heart of San Diego

Home in Greater North Park

The front entrance of a cottage is showcased with a wooden porch, framed by dark columns. A multi-paned window is positioned on either side of the door, which features a modern design. Lush green foliage and a small set of steps lead up to the entrance.

4.87 out of 5 average rating, 208 reviews

Trendy cottage with a private grassed courtyard.

4.93 out of 5 average rating, 107 reviews

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 Linda Vista

Guest Room with Beautiful Views

4.94 out of 5 average rating, 219 reviews

A spacious living area is furnished with a large sectional sofa and an armchair, complemented by a coffee table. A flatscreen TV is mounted on a media console, with natural light streaming in from a nearby window. An open layout leads to the dining area and kitchen.

Home in Rolando

Stunning San Diego Home w/Pool,Spa,Outdoor Oasis

4.8 out of 5 average rating, 41 reviews

A round dining table is surrounded by four upholstered chairs, each featuring a floral design. A soft, neutral table runner is placed at the center, holding a small vase with greenery. Natural light filters through a window with white blinds, illuminating the space.

Home in City Heights

Cozy cottage

4.88 out of 5 average rating, 8 reviews

Home in La Mesa

La Mesa Oasis with Pool, Entertainment, & Gaming

4.96 out of 5 average rating, 169 reviews

A fire pit surrounded by four chairs is situated on a spacious outdoor patio. The area is illuminated by overhead string lights, and a partial view of the house is visible in the background, enhancing the relaxing ambiance of the space.

Home in Encanto

Centrally located pet-friendly home.

4.98 out of 5 average rating, 310 reviews

A colorful studio space features turquoise walls and a ceiling fan. A comfortable sofa with decorative pillows is paired with a coffee table. A bed with a floral-patterned comforter sits against a window, while a TV and white refrigerator complete the modern setup.

Home in La Mesa

SDCannaBnB #2 *420 *parking *dog-friendly *hot tub

Smoke-Friendly Holiday Condos

Condo in Downtown San Diego

The kitchen features modern appliances, including a stainless-steel stove and microwave. Open shelving is used for storage, displaying cookbooks and decorative items. The dark refrigerator contrasts with light cabinets, while a textured black rug adds warmth to the wooden floor.

4.98 out of 5 average rating, 53 reviews

Gaslamp Huge Layout 4BR/2BA Attached Units

Condo in Downtown San Diego

An aerial view showcases the vibrant downtown San Diego skyline, with its mix of modern skyscrapers and historic buildings. The location is highlighted with an arrow, indicating proximity to local attractions and amenities. Streets bustling with activity are visible below, emphasizing the urban atmosphere.

4.91 out of 5 average rating, 11 reviews

Gaslamp Elite Studio | Walk to Dining

Condo in Downtown San Diego

A spacious studio room features a queen size bed with a light-colored duvet. A seating area with two gray armchairs is positioned next to a small table. A 42” TV is mounted on the wall, and large windows allow natural light to illuminate the space.

4.95 out of 5 average rating, 62 reviews

Discover Downtown from a Restored Boutique Hotel

4.85 out of 5 average rating, 243 reviews

Condo in Lemon Grove

Boutique Casita gimmini gem..🌠💫

The kitchen area features a clean, modern design with light-colored cabinetry and stainless steel appliances. A granite bartop includes three stools, providing additional seating. The adjacent door leads to a closet, while a decorative clock and wall art enhance the atmosphere of the space.

Condo in Mission Valley

4.73 out of 5 average rating, 52 reviews

1-bedroom spacious condo Private parking + pool