Condo holiday rentals in Harbor Island

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Top-rated condo rentals in Harbor Island

Guests agree: These condos are highly rated for location, cleanliness and more.

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Guest favourite

A modern living area features a comfortable gray sofa adorned with a light throw. A round coffee table sits in front, flanked by green plants. The open kitchen displays stainless appliances and white cabinetry. Soft lighting is provided by pendant lights overhead, creating a welcoming ambiance.

Condo in Little Italy

NEW Stylish of Downtown Little Italy w Parking/AC

Located in the heart of Little Italy San Diego, this street level condo has been completely remodeled and re-imagined to make your stay unforgettable. Designed with the eye toward comfort and entertainment. *AC w/ independent temp control in each room *Voice Controlled Sound System, 4K TVs in every room *Beautiful bathroom w/ dual showers *Walk to coffee, yoga & gyms, dining, entertainment, shopping! 6 min to Zoo 5 min Airport 9 min to SeaWorld 6 min Petco Park 8 min to Coronado

FamilyLocationBathroom

4.83 out of 5 average rating, 156 reviews

Guest favourite

A modern kitchen is featured with sleek cabinetry, state-of-the-art appliances, and a spacious island with seating. Natural wood flooring adds warmth, while a large mirror reflects light across the space. Decorative items are placed on a side console, enhancing the contemporary design.

Condo in La Jolla

Bird Rock Beauty (Suite 1)

Located on La Jolla Blvd in Bird Rock area of La Jolla. This luxury space is brand new in 2021, extremely clean, modern, and spacious. This street-facing unit overlooks many of La Jolla Blvd's boutiques & other local businesses. Your next get-away is large enough to host a family of 6. The condo is freshly furnished with state-of-the-art appliances and lots of other amenities. Amazing large ocean view roof top deck shared with only three other residential condos in the building!!

ValueFamilyCondition

4.94 out of 5 average rating, 266 reviews

Guest favourite

An outdoor sitting area features a cozy fire pit surrounded by three chairs, two in gray wicker and one in yellow wood. Stone pavers create a solid surface, while the white fence offers an enclosed feel. Decorative string lights are visible overhead.

Condo in Ocean Beach

Surfers Cave a 1 bedroom condo by the beach!

Just steps to the Sand and Ocean waves! Small condo in Beautiful OB by the Dog beach! One bedroom condo with a private yard for your personal use only with a cozy fire pit/grill to enjoy the night! Walking distance to many restaurants and the pier in Ocean Beach with many shops to go to. Only Dogs are welcome, please add your pet in the guest count :) and let us know. Pets may NEVER be left alone. We have a portable AC plus we get a great ocean breeze and have cooling fans!

LocationFamilySleep quality

4.94 out of 5 average rating, 218 reviews

Guest favourite

A bright living area is highlighted by large sliding glass doors offering a view of the ocean. Comfortable seating, including two armchairs and a sofa, surrounds a coffee table. Decorative plants and various artworks contribute to a welcoming atmosphere, complemented by warm lighting.

Condo in Ocean Beach

New Luxury Condo on Ocean Cliff, 2 Bedroom Suites

Spectacular ocean condo top third floor midcentury completely renovated building with views of the waves and coastline from the master bedroom and living room. Open floor plan kitchen and living room plus 2 bedroom suites perfect for 1 or 2 couples. Comparable to a luxury hotel at a much lower cost in the trendy Ocean Beach showcasing its pier and downtown beach. Hear and feel the ocean from sunrise to sunset on Sunset Cliffs. 10 minute walk to downtown OB and a big beach.

ValueLocationCondition

4.93 out of 5 average rating, 107 reviews

Guest favourite

The image captures a sunset view over the ocean, with a vibrant sky transitioning from orange to purple. Two glasses containing red wine are placed on a wooden surface, alongside a wine bottle. A beach scene is visible below, featuring people and parked cars.

Condo in Ocean Beach

Beach Front Across From Sand 3 BR 2 BA + 2 Parking

This luxury condo across the beach offers a large ocean view balcony-deck w/private BBQ + access to a shared common oasis area for all our guests with a Hot Tub, Fire Pit, Outdoor Shower and more to relax after a day at the beach. Remodeled Building Pet friendly, 4 min. walk to famous dog beach! 🐶 Central A/C, Master Suite has a king bed and the other two Ocean View Queen Bedrooms! Full kitchen, in-unit laundry, 2 Parking Spaces, Driveway right by your unit 🚘 🚘

FamilyLocationView

4.94 out of 5 average rating, 272 reviews

Guest favourite

The bright living area features large floor-to-ceiling windows offering expansive views of the water. A spacious sectional sofa is adorned with patterned cushions, while a round coffee table sits atop a textured area rug, enhancing the open atmosphere with natural light.

Condo in Mission Beach

Panoramic Views of Ocean & Bay Last Min Discount

JUST REMODELED JAN 2023! Highly Desirable South Mission Beach condo with phenomenal sunrises & sunsets through floor-to-ceiling picture windows and sliders. Just steps between the vibrant Pacific Ocean beach and beaches of Mission Bay- Near Belmont Amusement Park, Airport, Sea World, and Downtown San Diego 3 NIGHT MIN 5 NIGHT MIN HOLIDAYS 7 NIGHT MIN SUMMER SEASON (JUNE 15-AUG 15) PETS MUST BE APPROVED WITH $100 PET FEE AND MUST BE ON FLEA PROTECTION

ValueLocationLayout

4.77 out of 5 average rating, 188 reviews

Guest favourite

A dining area features a wooden table surrounded by chairs, set against a backdrop of framed artwork. Natural light enters through large sliding glass doors leading to a patio, while shelves filled with decorative items and a cozy couch create an inviting atmosphere.

Condo in Mission Hills

Hilltop Harbor View- 2 Primary Suites-2 Balconies

Centrally located 2-private primary suite bedrooms condo with free street parking—perfect for your San Diego stay. Minutes from the airport, Little Italy, Old Town, the Harbor, Gaslamp Quarter, and Convention Center. Enjoy easy access to top dining, nightlife, and attractions. After exploring the city, relax with coffee or tea on one of two private balconies with city views. A peaceful retreat that keeps you close to everything San Diego has to offer.

ValueFamilyAir conditioning

4.92 out of 5 average rating, 195 reviews

Guest favourite

A private balcony offers stunning ocean views. A round table is set for two with blue placemats and glassware. Two turquoise chairs provide seating, while the rolling waves and rocky shoreline are visible in the distance under a clear sky.

Condo in Ocean Beach

Ocean, Ocean, Ocean! Sunset Cliffs Spectacular!

You can't get any closer to the ocean than this without getting wet! Set on top of Sunset Cliffs, this unit has spectacular views of the Pacific. Watch the sun set from your private balcony! Situated in Ocean Beach, a quintessential beach town, there are numerous shops and places to eat within walking distance. Ocean Beach Park and Pier are close by, and local attractions such as the San Diego Zoo, SeaWorld and Balboa Park are only minutes away.

FamilyLocationLayout

4.91 out of 5 average rating, 292 reviews

Top Guest favourite

A green sofa is positioned against a wall adorned with an eclectic gallery of framed artworks, including abstract designs, floral patterns, and clock. Textures vary with a plush, white throw pillow placed at the center, providing a cozy accent against the diverse art pieces.

Condo in Little Italy

Little Italy King Suite

A luxurious 1b/1b condo . The spacious living area includes a flat screen TV and large courtyard viewing window laced with marble tile. The peaceful bedroom features a king sized bed, SMART flat screen TV, and ample storage space. Experience San Diego in this prime Little Italy location . Walking distance to Water Front Park, Seaport Village, Embarcadero, and all of Little Italy. *No Parking Available After September 1, 2026.

FamilyValueSolo travel

4.97 out of 5 average rating, 101 reviews

Superhost

A bright living area is captured, featuring a large flat-screen TV mounted on an accent wall. A comfortable gray sofa and a light wooden coffee table are present. Glass doors reveal a private patio with views of the bay, allowing in ample natural light.

Condo in Mission Beach

Good Vibes Only

Living the dream in Mission Beach. Beautiful bay front condo and as cliché as it sounds, Location, Location, Location. Your sunny San Diego vacation awaits you. Perfect for a relaxing family friendly getaway! Couples getaway. Something for everyone. Quiet beach with no waves for the kids. Plenty of sand and water sports. Private patio for bbq, food, drinks and people watching. Hi speed Wifi, smart TV's and record player.

LocationFamilyHiking

4.9 out of 5 average rating, 553 reviews

Top Guest favourite

A private outdoor patio showcases a fire table surrounded by cushioned seating, offering a comfortable space for relaxation. An umbrella provides shade, and bay views are visible in the background, highlighting the tranquil beach setting.

Condo in Mission Beach

Bay Front, On the Sand, with garage

BAY FRONT - BEACH LEVEL - 2 CAR GARAGE. Upscale and beautifully furnished bay front condominium with 3 bedrooms and 2 baths. Master suite with walk-in closet, dual sinks, shower and separate bathtub. Large comfortable bedrooms, well furnished, with TV in each room. Private 2 car garage with remote opener, private outside patio with fire table, dining table and BBQ. Secured wifi, washer/dryer, beach chairs, and more.

FamilyValueGetting around

4.98 out of 5 average rating, 253 reviews

Guest favourite

A modern living space is highlighted by a high ceiling with large windows allowing natural light. A sectional sofa sits across from a wooden media console with a flat-screen television. A sleek kitchen island with bar stools separates the living area from the kitchen, which features stainless steel appliances.

Condo in Downtown San Diego

King Size Luxury Loft Petco-Park-Downtown SD

Welcome to your private Downtown San Diego retreat! This beautifully renovated, ground-level loft features a private entrance, no lobby or shared hallways, a comfortable king bed, high ceilings, fully equipped kitchen, fast Wi-Fi, and Smart TV. Just steps from Petco Park, Gaslamp, the Convention Center, Little Italy, restaurants, cafés, and nightlife. Perfect for business, events, or a fun city scape.

LocationValueWalkability

4.95 out of 5 average rating, 181 reviews