Smoking friendly holiday rentals in San Diego Bay

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.

Central San Diego! Your home away from home!

Guest house on property, outdoor smoking areas, outdoor gym. Art, fun, movie like experience with full cable, over 30 movie channels, DVD player, dinning table for eating or doing work. Extensive and secure business network. Cleaned, sanitized, checked after every visit. Full Kitchen, cooking utensils, Small 7.6 cu. ft. fridge, pots, pans and baking dishes for longer stays. Top notch Air conditioning and heating with plenty of extra blankets for your level of comfort. Your home away from home.

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.

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.

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!

Hillcrest #1 Cozy Private Balcony ZenGarden Garage

Heat up the cherry red kettle or a complementary coffee, sit back and enjoy, on your private balcony, overlooking the serene, Zen garden, while listening to the zen fountain. Zen Buddha, awaits your exit and every arrival to the property, whether retuning from the eclectic Hillcrest nightlife, or a scenic stroll through Balboa Park, with its many museums, gardens, fountains, restaurants and coffee shops.

OB Casita

Stay in a sweet Casita surrounded by a private garden. This in-law unit features a cozy kitchenette, a private bathroom, a BBQ, and a large 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.

Green Door Cottage | Charming Coastal Getaway

Just 3 blocks from the beach, Green Door Cottage is a cozy, colorful, dog-friendly escape in the heart of Ocean Beach. Enjoy a private yard, full kitchen, A/C, stylish vintage touches, and free parking for one car. Walk to top restaurants, local shops, tasting rooms, yoga studios, and Dog Beach just a few blocks away. Warm, welcoming, and full of coastal charm, it’s the perfect San Diego getaway.