Pet-friendly holiday rentals in Shelter Island

A modern house is showcased with a landscaped front yard featuring palm trees and colorful plants. The two-story structure has large windows and stone accents, complemented by a gated entrance. The driveway is spacious, leading to a garage on the left.

4.99 out of 5 average rating, 216 reviews

Views of San Diego Bay & Downtown

Located In Point Loma's Prestigious La Playa! Panoramic Views of Bay, City and Skyline. Watch ships pass by, city lights, and walk to Kellogg Beach. Sweeping views of downtown San Diego and Bay from the family room, kitchen, dining room and primary bedroom. Savor this quiet neighborhood with views from 3 balconies and top deck. Soaring 2 story entry, wood floors, chefs kitchen, french doors, gated entrance, exterior surveillance system, and large yard. Eco friendly-solar and water saving systems

5 out of 5 average rating, 385 reviews

A spacious bedroom features a king-sized bed with crisp white linens, complemented by a modern gray headboard. Large windows offer a panoramic view of Mission Bay and the ocean, while two chairs are positioned near the window for relaxing. A stylish chandelier adds elegance to the space.

Guest suite in San Diego

Luxury Bay/Ocean view suite-San Diego/Mission Bay

Welcome to San Diego! The Bayview Roost awaits you - a newly built 465 sq. ft luxury studio with a breathtaking view overlooking Mission Bay and Sea World fireworks! Modern amenities include a full kitchen and bath with a rain shower, quartz counter tops, washer/dryer, central AC/heat, high speed Wifi, Smart TV and your own private entrance! Situated less than 10 minutes to Sea World, Little Italy, Old Town, Gaslamp, San Diego Zoo, Petco Park, La Jolla, beaches, local universities & SD trolley.

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, 139 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

4.92 out of 5 average rating, 222 reviews

A scenic rooftop deck is featured with two stylish lounge chairs, where two guests are seen enjoying drinks. In the background, the expansive San Diego skyline and bay create a breathtaking view, enhancing the calming atmosphere of the space.

Guest suite in San Diego

Bay View Suite • Rooftop Deck + Indoor Jacuzzi

Wake up to breathtaking views of the San Diego skyline and bay from your private rooftop deck. Relax in a stylish suite with a king-size adjustable bed, spa-style indoor Jacuzzi for two, and exclusive access to a rooftop fire pit and garden corner—perfect for a romantic night under the stars. Nestled in Point Loma, one of San Diego’s most exclusive and quiet neighborhoods, just minutes from Little Italy, the airport, and the beach. Ideal for romantic getaways or peaceful stays with a view.

A spacious living area is characterized by high ceilings with exposed beams and large windows allowing natural light. A comfortable gray sofa, adorned with colorful cushions, is paired with a bright yellow accent chair. A modern coffee table and entertainment unit complete the inviting space.

4.9 out of 5 average rating, 714 reviews

#1 LOCATION - Rare Luxury Home in Downtown

***THE BEST RATED RENTAL IN DOWNTOWN SAN DIEGO*** Location doesn't get better than this! Right in the heart of the lively Little Italy area in downtown San Diego. San Diego's best restaurants and nightlife in your backyard. Just blocks from the waterfront and a short Uber or walk to the Gaslamp, Convention Center & Zoo! All the frills: + Prime location! 98/100 Walker Score rating + Private parking + Private Sundeck & Backyard Stay at this modern luxury home for your next trip!

A charming Spanish casita is framed by potted plants and cacti, with a tiled front porch. Two turquoise chairs are positioned invitingly in the shade, while steps lead up to the entrance. The bright blue sky contrasts with the earthy tones of the building and surrounding greenery.

4.96 out of 5 average rating, 238 reviews

Dog-friendly • Kitchen &Garden • Steps to OB Surf

Local host! no investors/no management companies! Half a block and you’re standing at the ocean - enjoy your morning coffee or take pup for a walk along the beach & tidepools! Our Spanish casita is one block from the shops and restaurants of Newport Avenue. The front porch is perfect for reading and people-watching, with a full dining area in the backyard. Beach-goers and parents will appreciate the large outdoor space after the beach , keeping sand outside and tranquility inside.

The kitchen features modern appliances, including a stainless steel refrigerator and gas stove. White cabinetry and a marble countertop enhance the sleek design. Ample storage options are visible, complemented by natural light entering through a window. A coffee maker and utensils are neatly arranged.

4.97 out of 5 average rating, 107 reviews

Dune’s Desert Oasis

Enjoy access to everything in San Diego from this centrally located home. Located in the midway district only four blocks from Sports Arena. This brand new unit is equipped with everything you need and more. It has a fully equipped kitchen with tons of storage, large living area, large bedroom, super fast Wi-Fi, filtered shower, backlit vanity mirror, full-size washer and dryer in closet, dimmable lighting throughout, cozy bedding, thick towels, parking, and tons of natural light.

Superhost

A charming beach bungalow is enclosed by a red fence, featuring a small deck outfitted with a hammock and lounge chairs. Surfboards lean against the wall, and lush greenery is visible along the perimeter, enhancing the coastal ambiance.

Bungalow in San Diego

4.87 out of 5 average rating, 608 reviews

Om Home Beach Studio Bungalow - Walk to the Beach

The Om Home is a well-equipped private front studio in the Aloha Shores beach bungalow complex located in the heart of Ocean Beach! It has an awesome beachy ambiance & is just a short 5 minute walk to the beach and everything great OB has to offer! The Om Home has its own private entrance and deck with great views, full kitchen, and clean & comfy private bathroom. It’s the perfect spot for single travelers or couples looking for some R & R close to the beach!

4.91 out of 5 average rating, 207 reviews

An open living space is highlighted by a large sectional sofa and a round coffee table. The neutral-toned decor includes a colorful area rug. A dining table with two chairs is visible, while the kitchen area features a minimalist design with essential appliances.

Apartment in San Diego

State & Fir (Little Italy Loft, Free Parking)

Ultra Minimal, Sunlit Bi-Level Loft In The Heart Of Little Italy—A Bright, Aesthetic Escape For Slow Mornings And Cozy Evenings. Enjoy Exposed Brick, High Ceilings, Beautiful Art, And An Airy Open Floor Plan. Step Outside To Trendy Cafés, Restaurants, Wine Bars, Farmers Markets, And Waterfront Park. Just Minutes To The Convention Center, Concerts, And The Trolley. Includes One Free On-Site Parking Spot And Free Laundry. Live Like A Local.

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.

4.96 out of 5 average rating, 137 reviews

The Cozy Craftsman

Escape to this serene, stylish retreat. Built in 1935, this Craftsman-style home exudes timeless San Diego charm. Perfectly situated in University Heights, bordering Hillcrest and North Park, you’ll be close to restaurants, cafés, grocery stores, public transportation, the San Diego Zoo, and Balboa Park. This 650 sq ft home has been renovated inside and out, and equipped with everything you need for a comfortable stay!

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 San Diego

4.91 out of 5 average rating, 515 reviews

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.

A serene backyard is framed by colorful sunset skies, featuring a cozy hammock in the foreground and a comfortable seating area with grey couches. String lights add warmth to the outdoor space, complemented by lush greenery throughout the neatly landscaped yard.