Pet-friendly vacation rentals in Shelter Island

The exterior of the Huguette House displays a modern design with multiple levels, featuring large windows that offer views of the surrounding area. A sleek driveway leads to a spacious garage, while a landscaped pathway guides to the entrance, framed by elegant railings.

4.99 out of 5 average rating, 151 reviews

Bayview Paradise

Known as the Huguette House, this luxury private single-family two bedrooms two bathrooms home in La Playa the heart of Point Loma, San Diego offers 180-degree panoramic views of the world-famous San Diego Bay and Downtown Skyline. views of the San Diego bay, marina, and Coronado Island during the day and spectacular views of the Downtown San Diego skyline at night, fully equipped kitchen, and laundry room, 2 bedroom suites with queen beds .2 luxury bathrooms, HDTV, computer desk and WFI

4.98 out of 5 average rating, 107 reviews

5 Min > Convoy | King Bed | Parking | Private Yard

Experience the beauty of San Diego at prime location, and inviting home 5 min → All freeways 9 mins → Balboa Park 13 mins → Petco Park / Gaslamp Quarter 14 mins → Airport 15 mins → La Jolla Shores Park 16 mins → USS Midway Museum 18 mins → Beach / Coronado 25 mins → Lagoon Trails ⭐️ "One of the best stays in SD" ⭐️ • Extreme Privacy & Fully Fenced • 2 Vehicles Private Parking • Large Patio + BBQ • Stocked Kitchen • Washer + Dryer Add to your wishlist - click ❤️ in the upper-right corner

4.96 out of 5 average rating, 174 reviews

The inviting entrance features a covered porch adorned with a vibrant yellow door. Succulents and greenery enhance the landscape, complemented by a palm tree nearby. The porch area includes seating, providing a welcoming atmosphere for relaxation.

Bungalow in San Diego

The Cozy Craftsman

Bright • Walkable • Charming 2BR Craftsman retreat in San Diego's University Heights neighborhood, perfectly located between Hillcrest and North Park. Skylights and large windows fill the home with natural light, while the thoughtfully updated interior offers comfort and style. Enjoy a private fenced yard with outdoor seating, and walk to restaurants, cafes, and a grocery store just two blocks away. Perfect for couples, small groups, or business travelers exploring San Diego.

4.9 out of 5 average rating, 106 reviews

Guest suite in San Diego

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.

4.95 out of 5 average rating, 218 reviews

A spacious bedroom features a light blue bedding set on a large bed, complemented by decorative pillows. Natural light filters through the window with bamboo shades, while a mirror reflects the room's bright, neutral tones. A bedside table and lamp add functionality.

Guest suite in San Diego

Sunset Cliffs Hideaway

Kick back and relax in this peaceful, stylish space. Spacious Bedroom in private residence with private entrance, easy parking, located 1.5 blocks from beautiful Sunset Cliffs. Less than 15 min drive to all of the best San Diego has to offer. Walking distance to Ocean Beach (~1 mi), a funky beach town with its own casual style. Room is "hotel style" with private entrance, small patio, bed, bath, fridge and microwave; no access to main house.

4.98 out of 5 average rating, 133 reviews

Luxe OB Home, Walk to Beach, Sauna, and Backyard

Welcome to OB Surfer’s Paradise by Salt & Sky Lodging Co—your stylish coastal getaway just steps from Ocean Beach and Dog Beach. Enjoy a private sauna, fenced in backyard, balcony sunset views, and a dreamy master suite. With a chef’s kitchen, beach gear, 5 bikes, fast Wi-Fi, and walkable access to OB’s best spots, this home is designed for surf, relaxation, and effortless San Diego living. Designed and curated by Salt and Sky Lodging Co.

4.88 out of 5 average rating, 147 reviews

An outdoor seating area is set on a lush green lawn, featuring a wooden coffee table surrounded by a rattan chair and two cushioned chairs. Warm ambient lighting highlights the nearby architectural details and creates a relaxed atmosphere as dusk settles in.

Condo in San Diego

Stunning Hillcrest Villa! Tub AC Parking Ping-Pong

Stunning Property in Hillcrest / Bankers Hill. Just remodeled property with dream gardens The Perfect Location, right next to Balboa Park, within minutes of the Convention Center, the Gas Lamp District, Little Italy, the Zoo and all San Diego attractions. Everything from the linens, towels and luxury posturepedic mattresses to appliances and furniture is top quality to provide you with the best Dream Vacation experience.

4.93 out of 5 average rating, 233 reviews

A welcoming entryway is framed by green siding and decorative wall planters that hold seasonal plants. A narrow walkway leads to a door with a glass panel, allowing glimpses of the interior. Natural light filters in, highlighting the pebbled landscaping on either side.

Bungalow in San Diego

Beachy Bungalow, Adult Retreat, Outdoor Oasis!

Adults only retreat. Pups welcome :) Rooftop level deck with Beautiful Sunset View. Sparkling clean for your health. Oasis Bungalow, Eco-friendly green, equipped with everything you will need for a comfortable stay. Our home, your vacation. Chill vibe & unique - like the rest of OB :) Lots of outdoor living; dining area w/ grill, lounge area with fire-pit. Beach gear! Walk to Beach, in OB!

A light-filled living area is highlighted by a plush sectional couch and a cozy ottoman. Large windows invite natural light, while a flat-screen TV is mounted above a modern fireplace. Artistic beach-themed paintings adorn the wall, accompanied by potted green plants positioned in corners.

4.94 out of 5 average rating, 323 reviews

Modern ❤️ of South Park, SD skyline, private patio

- Newly renovated home - Historical neighborhood - Spacious front deck patio facing Dog Park - Skyline view of downtown San Diego - Extra large shower - Cozy bedding - Safe street parking - Dog friendly! $75 (2 pets max) Key landmarks - Balboa Park - Balboa Golf Course - 10 min walk to local favorite spots - 10 min drive to downtown San Diego - 15 min drive to SAN Airport

A game room features a pool table surrounded by a sleek design and ample seating. Along one wall, vintage arcade games add a playful touch to the leisure space.

4.93 out of 5 average rating, 271 reviews

Modern Luxury w/ EPIC Backyard and Jacuzzi

Welcome to our newly remodeled "modern coastal" house with an incredible backyard! No detail was overlooked in this home, with designer finishes, high end furniture, and an outdoor oasis to soak in the beautiful San Diego days. Highlights include an open floor plan, jacuzzi, outdoor games, pool table, grill, string lights, and so much more. We cannot wait to host you!

4.85 out of 5 average rating, 156 reviews

Family Stay Point Loma Style (Beach and Bay)

Enjoy the idyllic La Playa/ Wooded area of Point Loma in our bungalow style house. The house is a 15 min drive or less from Sea World, the Zoo, Balboa Park, Cabrillo National Monument, Tide Pools, Liberty Station, Historic Old Town, Downtown, Airport, Shelter Island, Harbor Island, Surfing, Sailing, Sportfishing, Kayaking, and the Best Beaches in San Diego!