Guesthouse holiday rentals in Point Loma

Guesthouse in Mission Hills

5 out of 5 average rating, 211 reviews

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!

4.98 out of 5 average rating, 210 reviews

Cozy Casita Luisa Walk to Beach, Shops & Dining.

Escape to this cozy small cottage tucked away in vibrant Ocean Beach, walking distance to local restaurants, and more We are two blocks from the Ocean Cliffs The space is for 4 guests The entrance and parking to the Casita is only accessible through the alleyway Most be 25 years old to rent ID verification required prior to arrival NO 3rd party booking Only bathroom is accessible through one of the bedrooms Sorry NO pets NO W/D on premises The airport is close to Ocean Beach & other communities

4.93 out of 5 average rating, 398 reviews

Cozy Ocean Beach Casita

*Remodeled January 2025! This cozy, clean casita is 4 blocks to the beach, pier, surfing, restaurants, bars, shopping, and Sunset Cliffs. You’ll love it for its walkability to everything you need. The casita is 120 square feet, a very small space (small studio with everything in one room including the bathroom), for single occupancy only, but with everything needed to enjoy a San Diego getaway. It is great for solo travelers who want to be near the heart of Ocean Beach, San Diego, California.

4.97 out of 5 average rating, 113 reviews

Breathtaking Ocean Views-Sunset Cliffs/Ocean Beach

Experience our stylish second story 1BR/1.5BA guesthouse with ocean, city, and mountain views in Point Loma. Perfect for couples, solo adventurers, and business travelers, this family-managed retreat offers a welcoming open-concept living space, equipped modern kitchen, and a tranquil bedroom with multiple balconies. 5 blocks from the ocean, it's the perfect coastal escape. Explore San Diego's attractions, including Old Town, Gaslamp, & Balboa Park. Book now for an unforgettable stay.

Guesthouse in Greater North Park

4.99 out of 5 average rating, 172 reviews

Carrie’s North Park Casita, in Heart of San Diego

Fully renovated stand-alone guesthouse in North Park, consistently voted one of the coolest neighborhoods in the US. Just a few blocks from all the action at 30th and University, but tucked away in a quiet, historically designated residential neighborhood. Walk to Balboa Park or The World Famous San Diego Zoo. Get to Downtown San Diego, San Diego International Airport, Old Town, Little Italy, Coronado, La Jolla, Sea World, multiple beaches & so much more in under 15 minutes.

4.94 out of 5 average rating, 124 reviews

Guesthouse in San Diego

Charming Casita with City and Bay Views

This Private Casita is ideal for those wishing to be close to everything when visiting San Diego. From the outdoor deck enjoy expansive views reaching the tip of Point Loma and bay, to the Downtown skyline. Views of the City continue as you relax inside the living area watching your favorite shows, in a serene and comfortable setting. We are located within 4 miles of many great places to visit, including beautiful beaches, restaurants, Sea World, and the famous San Diego Zoo.

4.93 out of 5 average rating, 669 reviews

OB studio, ocean views, hot tub & garage parking!

Casita De 7 Palmeras is an open floor plan studio located in Ocean Beach which is a central location to explore San Diego's best beaches and attractions. Spend the day at the beach, zoo, Sea World, or wherever, and then come back and unwind in the amazing hot tub or on the view terrace to enjoy the amazing sunset! Garage parking, top quality Cal King bed, ocean / bay views, fast & reliable WIFI, premium Direct TV HD channel package, and Fujitsu split air-conditioning!

Guesthouse in Mission Hills

4.92 out of 5 average rating, 440 reviews

La Casita - Fully Updated Casita in Mission Hills

This well designed, fully updated detached studio casita is located in one of the most sought after neighborhoods in San Diego - Mission Hills. Surrounded by a serene garden courtyard with private entry and quiet patio. Close to great dining, grocery stores and shopping, and a mere 10 minutes or less to most of San Diego’s main attractions. If you are coming by car, there is plenty of free street parking - otherwise Ubers are plentiful and reasonably priced.

4.89 out of 5 average rating, 488 reviews

Pool house at Sunset Cliffs, Ocean Beach, Hot Tub!

This is a unique property at the top of Sunset Cliffs within a mile to Ocean Beach! Close to Downtown Gaslamp. The property has a phenomenal entertaining backyard, great for relaxing by the pool during the day, Hot Tub, or sitting by the fire or rooftop bar at night with a glass of wine! Walk down to the bottom of the street and you will find 2 miles of walking trails next to the ocean cliffs!

4.85 out of 5 average rating, 160 reviews

Quaint Cottage Six Blocks to the Ocean

My cottage is located in Ocean Beach just six blocks to the water and 10 blocks to Newport Ave where all the cafes, bakeries, restaurants, & bars are located. Ocean Beach is one of San Diego's most vibrant communities. It's centrally located with easy access to all freeways and a short drive to downtown, Little Italy, Sea World, Mission Beach, & everything else San Diego has to offer.