Holiday houses in Point Loma

Cozy Retro Home with Bay & City Views

Step back in time at this charming, vintage San Diego retreat—your perfect home base with unforgettable views! This lovingly maintained retro home offers cozy comfort, timeless character, and spectacular panoramas of the harbor, ocean, and downtown skyline. With three inviting bedrooms—a primary en-suite with a king bed, a second king bedroom, and a queen guest room—there’s plenty of space for families and groups. The thoughtfully designed interior feels open and airy, blending Old World charm with warm, welcoming comfort. Relax in the living room as you take in sweeping bay and ocean views through large picture windows. Outside is where this home truly shines. The expansive patio offers one of the best “sit-down” views in the entire area, overlooking the harbor channel, glittering city lights, and surrounding mountains. Enjoy peaceful mornings, golden sunrises, and breezy evenings surrounded by blooming camellias, wisteria, and bougainvillea. What’s Nearby: This location is hard to beat! You’re just moments from Shelter Island Pier, waterfront paths, and fantastic seafood and Italian restaurants. A short drive brings you to downtown San Diego (5.5 miles), Mission Bay (6.5 miles), the Gaslamp Quarter (6.5 miles), and SeaWorld (4 miles). Beaches, parks, boutiques, nightlife, and top attractions are all within easy reach. Things to Know: * This is a vintage, retro-style home with classic features and fewer modern amenities, but it is cozy, clean, and wonderfully maintained. * Free WiFi * Full kitchen (no dishwasher) * TV with HDTV antenna This is a vintage home full of character and charm. To help preserve and protect its unique features, we do have a few thoughtful rules in place. We kindly ask that you review and respect them during your stay. We truly hope you appreciate the special nature of the home, and that these guidelines enhance your experience rather than limit it. Thank you in advance for your understanding—and we hope you’ll still feel confident leaving a 5-star review based on what this one-of-a-kind property offers. Things to Know * Free WiFi * Full kitchen (no dishwasher) * TV with HDTV antenna - NO cable * Guests must be 25 years or older to rent this property If you love unique spaces with character, history, and unforgettable views, this Old World charmer is the perfect place to experience San Diego.

Savor Panoramic Harbor and Skyline Views near Shelter Island

The views in our house are absolutely spectacular! The location is central to great restaurants, downtown SD, SeaWorld, and bay beaches where you can kayak or paddle board. It is a ideal choice for vacations and for business travelers looking for a comfortable place to call home while traveling. Entire House, 3 Patios, and parking for car in garage and driveway We like to stay out of our guests way during their stay, but we will always be accessible either via phone call or text; but if you are so relaxed and you don't want to expend energy to text or call, merely ring the wifi doorbell and it will connect to our cell phone and we can address any questions you may have. The mid-century modern house sits on the side of a hill in the La Playa neighborhood of Point Loma, overlooking the harbor. It is a quiet neighborhood, within walking distance of the harbor, beach, nice restaurants, and amenities. Please note 24 hours before arrival, we will provide you a door code you can use to enter the home, the same code locks the home when you come and go during your stay.

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

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, & sports fishing. No dogs due to host health issues.

Gorgeous Bay Views, Private Comfy Deck & Much More

Relax on your large, private deck with beautiful views of San Diego Bay, downtown skyline, Coronado, nearby mountains, and the Pacific ocean. Watch the fighter jets take off from North Island and the Navy & cruise ships. You have lovely sunrises and can watch the sunset reflected off the skyline from the same deck chair! Our home is located less than 10 minutes from the airport, Shelter Island, and VERY EASY walking distance to restaurants, shops, yoga, the bay, and FREE pickleball/tennis.

Sunset View home 2 min walk to beach parking

This freshly renovated seaside home exudes coastal charm, offering partial ocean and sunset views from its front porch. Every detail of this charming bungalow has undergone a recent renovation, emphasizing both functionality and style. The result is a clean, comfortable, and relaxed space inspired by surf culture. Whether you're unwinding after a day at the beach or planning a fun-filled holiday in San Diego, this home provides all the amenities you need for a memorable and enjoyable stay.

Coastal Cottage-Farmhouse Style

Welcome to your oasis in the city! Our 1-bedroom, cozy cottage is filled with coastal charm and upscale amenities to make your stay comfortable and relaxing. The king-sized bed gives you plenty of room to spread out while the full-sized queen pullout sofa offers additional sleeping space. The beautifully appointed kitchen includes gas range/oven, farmhouse sink, full fridge/freeze, dishwasher, and quartz counter tops along with all the kitchen necessities needed to prepare your own meals.

Luxe Point Loma Oasis w/ Pool, Spa & Fire Pit

The vacation of your dreams awaits at the luxury 3BR Point Loma oasis. Each of the posh bedrooms has an en-suite bathroom and access to the exquisite backyard oasis-which is complete with a pool, spa, outdoor kitchen, and fire pit area. Enjoy outdoor dining by the pool or the lovely succulent gardens throughout the property. Sleeps 8. Washer/dryer, complimentary Wi-Fi, Netflix and parking are included. Hotel quality sheets and fresh duvets are also included with your stay. No parties.

Upgraded Pt Loma Panoramic Views - 1 Bedroom Suite

Brand new full kitchen installed November 2025. Enjoy your home away from home and beautiful Pt Loma. With an expansive view of the gorgeous San Diego Bay & Shelter Island you can enjoy a comfortable space with luxury amenities. A spacious oasis to escape the hustle and bustle of the city, but close enough for a night out on the town. If you’d rather stay in and enjoy the views, relax on the patio, soak in the hot tub, or have a drink by the fire pit with your fur baby.

Ocean Views w Stunning Sunsets by the Firepit!

Welcome to our stunning 3-bedroom retreat in the heart of Sunset Cliffs, where panoramic ocean views and coastal luxury await you! ✨ Perched majestically on the hill overlooking the Pacific Ocean, this spacious and beautifully appointed home 🏡 offers the perfect blend of comfort and style for your San Diego getaway. Step inside and be greeted by an abundance of natural light streaming through the expansive windows, illuminating the open-concept living space 🌴

New Luxury 3BR/3.5BA Point Loma Coastal One Story

*3BR 3.5BA*1,600 Sq Ft Single Story Living*Indoor Outdoor Living & Entertaining ** Three En Suite Bathrooms***3 Blocks To SD Bay***2 Sets Of W/D***6 TVS***High Speed Fiber Internet***Forced Air HVAC***Heated Outdoor Entertaining Area w BBQ***2 Assigned Parking Spots**EV Charger****10 Ft Ceilings**Italian Marble Counter Tops**8' Solid Core Mahogany Doors**Italian Porcelain Floors**Vaulted Ceilings**Kohler Black Hardware*Village Living***

Bright & Modern OB Getaway

This newly built, 2 bedroom/2 bath, is the bright & airy, modern & stylish beach getaway you've been looking for! You'll be located 2 blocks from the beach, and are walking distance to a variety of different restaurants, coffee shops, yoga studios, and nightlife options. The rooftop deck provides an amazing panoramic view for catching sunsets, and even the Sea World fireworks show. Bikes and beach gear ready for use!