Harbor Island places to stay

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Top-rated places to stay in Harbor Island

Guests agree: these places to stay are highly rated for location, cleanliness, and more.

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Guest favorite

Guest suite in San Diego

4.98 out of 5 average rating, 115 reviews

Point Loma Retreat - Steps to the Bay

Be one of the first to stay in this gorgeous Point Loma brand new house with all new finishes, AC, floor, walls, windows, lights, paintings, kitchen cabinets, counters, appliance, Full bath, walk in closet and new furniture! The space features 1 bedroom, 1 bathroom, 1 walk in storage. Living dinning and kitchen are layed out in a welcoming open space. You'll enjoy incredible access to the scenic harbor front and marina in a calm and peaceful dead end street with no traffic, high end neighbor.

Mar 24 – 31

G$29,860 GYD per night

Guest favorite

Apartment in Mission Hills

4.98 out of 5 average rating, 139 reviews

Clean, Private, Quiet, Centrally Located Apartment

This spacious 1BR/1BA is nestled in Mission Hills, one of San Diego's most historic neighborhoods. We provide comfortable accommodations within walking distance to many restaurants and pubs. We're only minutes away from Old Town, Little Italy, Gas Lamp, the airport and more. We have all the amenities to make you feel at home while you away from home. The neighborhood is quiet and safe. This property is detached with a private entrance. Includes parking. The laundry is shared with our neighbor.

Aug 23 – 30

G$28,571 GYD per night

Guest favorite

Guest suite in Ocean Beach

4.93 out of 5 average rating, 398 reviews

Ocean Beach Jewel - Steps to Beach

Beautiful, clean space-perfect for the solo traveler! Small french-door retreat w/private deck, table & chair for morning coffee and meals. 3 houses from the ocean & sandy beach access 1 block over! Just a few blocks walk to Newport Ave, where you can enjoy fantastic restaurants, coffee shops, local shopping, ice cream shop, bars & breweries. Walk one direction to the OB Pier & town, or the other direction to the stunning Sunset Cliffs. No matter what you choose to do, you will enjoy this Jewel!

Sep 27 – Oct 4

G$21,551 GYD per night

Guest favorite

Guesthouse in San Diego

4.93 out of 5 average rating, 356 reviews

Cozy Ocean Beach Casita

This cozy, clean casita is just 4 blocks to the beach, pier, great surfing, restaurants, bars, shopping, and Sunset Cliffs. You’ll love it for its walkability to everything you need. The casita is only 120 square feet, a very small space (small studio with everything in one room including the bathroom), for single occupancy only, but with everything you need 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.

Oct 6 – 13

G$22,216 GYD per night

Superhost

Apartment in Downtown San Diego

4.89 out of 5 average rating, 726 reviews

At Mine | King suite in San Diego

This unit is a meticulously renovated historical hotel suite, designed by the renowned Italian firm Pininfarina, located in Downtown San Diego. Nestled in the vibrant Gaslamp Quarter, you'll find yourself in the midst of nightlife with an array of restaurants and bars in close proximity. The suite provides private and spacious accommodations catering to both vacationers and business travelers. Its features include a comfortable king-sized bed, a smart TV, central AC, and a mini-fridge

May 5 – 12

G$29,544 GYD per night

Guest favorite

Home in Ocean Beach

4.89 out of 5 average rating, 365 reviews

Ocean Beach Close to all

*We are Covid-19 aware! We have taken extra precautions--sanitizing all surfaces possible, including remote controls, door handles, light switches, etc... after each visit! And we open all the windows to aerate before the next guests! One bedroom granny flat, separate entrance with off street parking for midsize car or smaller. Three blocks to the beach. Located at the edge of downtown OB close to all restaurants and night life. Centrally located to all main San Diego attractions.

Mar 29 – Apr 5

G$23,801 GYD per night

Guest favorite

Guest suite in San Diego

4.94 out of 5 average rating, 556 reviews

Private Hideaway, Shelter Island, Beach & Bay

Spotless studio apartment with all amenities. Relax on the private patio enjoying a panoramic view of Downtown and San Diego Bay, or get cozy in a love-seat by the outdoor Chiminea. The unit has a full kitchen and an outdoor BBQ. Private parking right out front. Quiet neighborhood, but close to Downtown, Beaches, SeaWorld and the World Famous San Diego Zoo. Walk to local restaurants, bars, Eppig brewery, bay side trails, grocery store, and sports fishing.

Nov 5 – 12

G$23,270 GYD per night

Guest favorite

Guesthouse in San Diego

4.92 out of 5 average rating, 353 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.

Oct 2 – 9

G$26,074 GYD per night

Guest favorite

Guesthouse in San Diego

4.91 out of 5 average rating, 411 reviews

Mission Hills Charming suite, walkable to all.

Heart of Mission Hills, upscale area, this private guest suite, separate from the house, is perched above the pool (separate building from main house), own entrance; sure to provide privacy. We are minutes from airport, walking distance to coffee & restaurants and central to all of SD. Please note this property is wiped down after each visit with Clorox as well as all linens washed. We also don’t rent back to back giving time for thorough cleaning.

Sep 24 – Oct 1

G$21,876 GYD per night

Guest favorite

Home in Point Loma Peninsula

4.92 out of 5 average rating, 170 reviews

Harbor Hideaway Bungalow- Level 1

Welcome to a Harbor Hideaway. It is the first level of our home. This comfortable coastal 1 bedroom/1 bath bungalow is in excellent condition. It sleeps 4 with a deluxe queen bed in the master bedroom and queen size air mattress available for the living room. With an upgraded kitchen, dish washer, plenty of sunlight, washer and dryer in unit, filtered water throughout for cooking and bathing, hardwood and tile floors, and a grassy garden nook.

Jun 6 – 13

G$30,609 GYD per night

Guest favorite

Guesthouse in Point Loma Peninsula

4.98 out of 5 average rating, 120 reviews

Private Studio Cottage with Outdoor Patio

Welcome to your San Diego cottage! Nestled in charming Point Loma Heights, this stylish 200 sqft studio features a private patio, BBQ grill, outdoor firepit, kitchenette, A/C, queen bed, and 55" TV. Wake up to the calming tropical pond view right outside your window. Excellent location for your beach vacation, convention center event, or romantic getaway.

Oct 16 – 23

G$35,985 GYD per night

Guest favorite

Cottage in San Diego

4.95 out of 5 average rating, 348 reviews

Ocean Beach Cottages 3 Sunset Cottage

Charming OB beach cottage built in 1918. We’ve kept the original hardwood floors, wood beam ceilings & exterior. While updating to include everything you need for perfect beach vacation. The small one room studio accommodations include air conditioning, queen size bed, full bath, kitchenette, internet, tv with Apple TV to stream apps.

Oct 7 – 14

G$26,228 GYD per night