Guesthouse holiday rentals in San Diego

Santorini-Inspired Cottage w/ Hot Tub + Views

*CHECK OUT OUR OTHER AIRBNB* Travel 16 steps up a Greek-inspired curving stairway with 2-story high walls to your tucked-away cottage built into the hillside villa of Alta Colina.  With spectacular views, step onto the balcony to watch planes take off & boats sail around the harbor. End the night in front of your secluded back patio fireplace or climb the steps of your spiral staircase to the rooftop Jacuzzi. European-inspired design & details, it'll be hard to believe you’re still in San Diego!

Vacation Paradise-Heated Pool+Hot Tub+FirePit+EV

Welcome to your personal resort! This is the perfect Guest House with a salt & heated pool + hot tub. Located in a super quiet & very safe neighborhood in beautiful San Diego. Drive 15 minutes to the beach, downtown, La Jolla, Zoo, stadiums, Sea World, Convention Center + more. Hike next door at Cowell Mountain or Lake Murray. Smart TV, wifi, two zone AC, full kitchen, W/D combo, top quality finishes & furniture. Everything you need for memorable vacation! No smoking or vaping on the property.

Anna's Historic Stone Cottage w/panoramic View!

Welcome to Anna's Historic Stone Cottage! The 110 year old cottage has been transformed into the perfect combination of romantic and rustic for a dream-worthy getaway. The 280sq ft cottage features stunning, panoramic views of the San Diego skyline while offering rooftop seating for sunrise and sunset viewing. The Cottage is conveniently located 20 minutes from the world famous San Diego zoo and most other must-see, tourist spots. Amenities for special occasions offered too. Check out our menu!

Upscale Studio

Stay just minutes from the sun-soaked shores, vibrant downtown San Diego, SeaWorld, and the world-famous San Diego Zoo. This thoughtfully designed retreat offers a seamless blend of comfort & convenience. ✨ Luxury Features Include: A massage bed with adjustable head and foot settings for ultimate relaxation A spacious, spa-inspired bathroom with a premium Toto toilet and oversized shower A kitchen equipped with a sink, fridge, toaster oven RIGHT CLICK ON MY PICTURE TO SEE ALL OF OUR PROPERTIES.

East Watch- a private getaway

East Watch is a 740 sq ft, 1 bedroom private retreat that provides the comforts and amenities of home with the style of a high-end hotel. All 5 to 15 min from shopping, downtown, and the beach. It's a short walk from Mt. Helix Park which offers a 360* view, weekday yoga, and stunning sunrises and sunsets. We have EV high speed car charging, a full kitchen with all appliances, workspace with dedicated fast WIFI, a spa shower, and super comfortable beds and pillows. Stay and let us charm you!

Waterhaven - A Pondside Oasis

Please read house rules before booking. Located in the Hillcrest area of San Diego just blocks to Balboa Park is Waterhaven, a non smoking, adults only retreat and the perfect place to enjoy your San Diego stay. 325 square feet, a fully private retreat that includes your own living space, bathroom, and kitchen. The guesthouse has dual paned windows, no shared walls, and the yard is fully protected with a stone wall for privacy and security. Waterhaven is a quiet, peaceful, relaxing experience.

Views•Sauna•SoakTub• Firepit+Zoo add-on

Nestled in a quiet hillside canyon with panoramic city and sunset views—just a short drive outside of downtown San Diego, this glamping retreat offers: ✦Private Hot Soaking Tub under the stars ✦Custom wood-fired sauna ✦Golf chipping tee ✦Fast Wi-Fi ✦AC & Heat ✦Gated, off street parking Cozy up by the fire as the city sparkles below or try your swing at the golf tee. Reconnect & recharge in your own outdoor hot soaking tub, rain shower & wood-fired sauna - the perfect retreat for nature lovers!

Mission Hills-Entire Guest House-Center of it All

Enjoy a stylish experience at this centrally-located studio loft. Detached Guest House is striking distance of the best SanDiego has to offer. Walk to the best restaurants in town. Zoo, Coronado, Gaslamp & Downtown it’s all at your fingertips. Minutes from Airport. Soaring 15 foot ceilings and comfy queen bed with canopy and small futon. A stones throw from the airport, train, I5 & bay. Perched at the summit of Mission Hills stunning views of the bay, Coronado Island and the Pacific beyond!

Beautiful Historic Home and Gardens Near Downtown!

Location, Location, Location...Welcome to Union Street Gardens. We are dedicated to providing a peaceful, serene atmosphere in which our guests can relax after a long day of exploring beautiful, sunny San Diego. This unique historic craftsman bungalow is just minutes from downtown, Balboa Park, the Zoo, beaches, and includes a Chef's kitchen, outdoor deck, gardens, fire pit and spa! Perfect for a family of 4 or two couples. Sorry no parties or large groups and no external guests please.

Luxury Tropical Private Guesthouse in La Jolla

Beautiful private guesthouse on $5 million property with stunning views and luxury amenities. Take a dip in the tropical pool with waterslide, tiki bar, and hot tub grotto. Enjoy indoor or outdoor dining. Gated property, vaulted ceilings, marble bathroom, private balcony, parking, and trail for guests. Guesthouse has 1 bedroom with a queen bed and can accommodate an extra twin bed on the loft. House has closet, bathroom with beautiful stone shower, modern kitchen, two patios, WiFi, TV.

Charming Modern Apartment with private terrace

The apartment is above our home with its own private entry with a nice ocean view terrace. Plenty of street parking, tile Floors throughout. 15 mins walking to the beach or 5 mins bike ride (2 bikes free to use). Walking distance to Garnet Ave, restaurants, bar, grocery stores. 1 King size bedroom with 45" smart TV, dvd , WIFI free, Netflix free, 2 full baths with bidet and shower, full kitchen, living room with a queen bed sleeper sofa and smart TV Blackout cellular shades.

Mountain top view getaway loft

This loft is completely sound proof! VIEWS, VIEWS, VIEWS!! Do not miss this stunning contemporary loft, located in the highly desired Mt. Helix community. The guest house faces west, giving you phenomenal 270-degree views of the ocean, Downtown, Point Loma, Coronado islands, Coronado bridge, and more! Designed and built by an acclaimed San Diego home designer, this property was featured in Dream Homes Magazine and is well known for its incredible design and construction.