Holiday rentals in North Island

A wooden dining table is set with plates and glasses, featuring a bottle of wine at the center. A decorative bowl containing assorted textured orbs adds a vibrant touch. Natural light fills the space through glass walls, with greenery and outdoor seating visible in the background.

4.95 out of 5 average rating, 165 reviews

Kellogg’s Beach Cozy Home

Have fun with the whole family at this stylish place just a block away from Kellogg's Beach of San Diego Bay. Relax in our cozy home with a spacious kitchen and peaceful deck and backyard with wonderful trees and lots of space to play or relax. Kellogg's beach is a hidden gem. Enjoy your vacation just a block away from the beach while enjoying our stylish home with a peaceful backyard with beautiful trees just below our deck. The property lot splits between this home and a detached small home

FamilyLocationQuiet

5 out of 5 average rating, 113 reviews

A spacious guest suite is featured, showcasing a comfortable bed and a stylish seating area. Natural light illuminates the room, highlighting a modern sauna enclosed in glass. Elegant decor is complemented by a chandelier, adding a touch of sophistication to the inviting atmosphere.

Guest suite in San Diego

Hidden Spa w/ Sauna and Hot Tub near Balboa Park

Welcome to your private spa in central San Diego! Relax and recharge in our peaceful guest suite, featuring: *sauna *steam shower *soaking bathtub *outdoor hot tub and private patio You’ll be in North Park, a walkable neighborhood with restaurants, coffee shops, and local boutiques. It's a short drive to Balboa Park, the San Diego Zoo, downtown, and the beaches. After a day of exploring, sink into the king-size bed. Perfect for romantic getaways, relaxing solo escapes, and wellness retreats.

LocationValueCondition

The exterior of a modern cottage is displayed, showcasing a welcoming entrance with a white railing and a spacious front porch. The porch is furnished with wooden chairs and surrounded by neatly landscaped greenery and flower beds.

4.98 out of 5 average rating, 125 reviews

New! Stunning Retreat Steps from Sunset Cliffs

Experience the epitome of relaxation & luxury at our splendid seaside retreat, The Carter Cottage in beautiful San Diego. Indulge in the finer things as you step into our immaculate, brand new home, meticulously crafted with a keen eye for detail. Sip coffee on our sunset deck looking towards the pacific and wind down in the evening around the natural gas fire pit. Our Cottage is equipped with luxury bedding, chefs kitchen and plenty of indoor and outdoor living spaces, you won't want to leave!

LocationFamilyCondition

4.97 out of 5 average rating, 435 reviews

A sunlit living area features two comfortable armchairs facing a glass coffee table with books and magazines. Large windows are adorned with light curtains, and a decorative lamp adds warmth. A dining table with chairs is positioned nearby, creating a cozy gathering space.

Bungalow in San Diego

Vintage Spanish Revival Home - Balboa Park - Alcazar Court

• 1924 Spanish Revival Bungalows - Alcazar Court - Nestled in the heart of the city in historic Hillcrest - with cafes, bars, and shops • Fully equipped 1 bd 1 ba bungalows complement shady olive tree-lined patios - guests can enjoy coffee in the morning - a glass of wine in the afternoon. Enjoy the charm and tranquility of a bygone era and convenience of modern amenities, • Explore nearby Balboa Park, home to 16 museums and performing arts venues, as well as the world-famous San Diego Zoo.

FamilyLocationPets

4.98 out of 5 average rating, 458 reviews

An expansive view is displayed featuring a vibrant sunset over the ocean, with gentle waves lapping at the sandy shore. The pier extends into the water, surrounded by palm trees. Soft clouds create an artistic backdrop against the colorful sky.

Home in Imperial Beach

Enjoy the Best Ocean Views and Sunsets in a Beach Front Home

Relax in our fully equipped, beautifully furnished, 3 br, 3 ba home in the center of laid-back Imperial Beach. Savor a glass of wine while watching the sunset from the private balcony overlooking the pier and ocean. Prepare a gourmet meal in the upscale, contemporary kitchen or walk to lively craft breweries and great restaurants. Easy access to downtown, just 20 minutes from the airport! Keypad entry, free private parking in gated garage, child friendly, hi speed WiFi. Sorry, no pets.

ValueFamilyAccess

4.94 out of 5 average rating, 245 reviews

An expansive outdoor patio is showcased, featuring a comfortable sectional sofa with soft cushions and a stylish coffee table. Bi-folding doors connect to a modern kitchen area adorned with sleek cabinetry. The distant view reveals the San Diego coastline under a clear blue sky.

Flat in San Diego

Calm Luxury Penthouse Getaway With Panoramic Views

Welcome to the most relaxing and luxurious penthouse condo in Little Italy! Featuring 2 expansive balconies with sweeping views, my condo sleeps 4-6 comfortably and is situated right in the heart of San Diego's most desirable neighborhood, Little Italy. Enjoy an area that is rich in exquisite cuisine, boutiques, patio cafés, exciting bars and local breweries. Area amenities nearby feature the famous San Diego Zoo, beautiful Balboa Park, Waterfront Park, the Convention Center and much more!

FamilyValueParking

4.94 out of 5 average rating, 154 reviews

A modern living area features a leather sofa adorned with decorative pillows and a cozy throw blanket. A stylish chair is positioned nearby, accompanied by a small, round coffee table. Natural light enters through floor-to-ceiling glass doors leading to a balcony, enhancing the bright atmosphere.

Flat in San Diego

Modern Central Gem w/ Patio | Steps to All!

Discover the heart of Little Italy with our inviting apartment. Bright and airy, the space features floor-to-ceiling glass doors that open to a shaded patio, letting the city sound in as you unwind on the lounge. Prepare meals in the modern kitchen and then retreat to the stylish, chic king bedroom. Explore nearby streets filled with cafes, gelato shops, and trattorias. Downtown, Balboa Park, and the Gaslamp Quarter are just a short 5/10-minute drive away. Your ideal urban getaway awaits!

LocationFamilyOutdoor spaces

4.93 out of 5 average rating, 73 reviews

A modern living area features a comfortable gray sofa positioned next to a glass coffee table. The open kitchen is equipped with stainless steel appliances and white cabinetry. Two stylish bar stools sit at the kitchen counter, complemented by pendant lighting above.

Flat in San Diego

Chic 1Bd/1Bath Oasis| Steps away from Little Italy

Welcome to our charming 1-bedroom rental near the vibrant neighborhood of Little Italy, San Diego! This modern and cozy space is perfect for couples, or solo travelers looking for a comfortable and convenient stay in one of the best locations in the city. With a walk score of 97, this property puts you in the heart of one of San Diego’s most charming and eclectic neighborhoods. Explore the bustling cafes, restaurants, and shops on foot, and take in the vibrant atmosphere of Little Italy.

LocationFamilyKitchen

4.97 out of 5 average rating, 196 reviews

Condé Nast Villa | Speakeasy · Hot Tub · Sleeps 10

🏡 1,131 sq ft of curated interior space 🍳 Fully stocked kitchen 🛏️ 3 Queen Beds, 2 Twin Beds & 2 Twin Rollaway Beds 📺 Outdoor Lounge Area w/TV 🛁 Insta-worthy cast iron clawfoot hot tub — outdoors 🧺 Complimentary Washer & Dryer 🔒 Fully gated backyard 🚗 Private Parking (2 spots) 🏙️ 7 min to downtown 🦁 8 min to Zoo & Balboa Park ✈️ 12 min to airport & beach —>Want to enjoy the speakeasy? Just a heads-up—it’s not included in the base rate, but can be added for an additional fee!

LocationFamilyHeating

4.95 out of 5 average rating, 156 reviews

The living room features soaring ceilings and a wall of windows, allowing ample natural light to illuminate the space. Comfortable seating arrangements are complemented by modern art pieces on the walls. A sleek fireplace and stylish furniture create a welcoming ambiance, framed by elegant decor.

Townhouse in San Diego

Kettner Row | Staycation-Featured Icon

Welcome to Kettner Row, a rare architectural masterpiece featured on Staycation Sports, an Emmy-winning show on the Destination Channel! Located in the heart of Little Italy—one of San Diego’s most desirable neighborhoods—and designed by renowned architect Jonathan Segal, FAIA. This detached row home is situated in the award-winning Little Italy Neighborhood Developers block (LIND). This modern home features dual master suites, a high-end designer kitchen, and luxurious spa bathrooms.

ValueFamilyOutdoor spaces

4.77 out of 5 average rating, 106 reviews

A cozy studio is highlighted by a spacious bed adorned with decorative pillows and a striped blanket. A television is mounted on the wall, and a surfboard is displayed above. A small seating area features two black chairs and a round table, accompanied by a touch of greenery.

Flat in Coronado

Cozy Beach Studio, 5 Min Walk to Coronado Beach!

Welcome to the B Avenue Bungalows! Come kick back and enjoy the island vibes in this newly renovated studio right in Coronado Village and also just a short 5 to 10-minute walk to Coronado Beach. After your day down at the beach, stopping at the local restaurants, or taking a boat ride around San Diego bay, come back and chill out by the BBQ, go for a relaxing scooter ride, then laying your head down on our comfy memory foam topped queen bed. Looking forward to your visit!

LocationFamilyCleanliness