Holiday rentals with beach access in Shelter 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.

4.94 out of 5 average rating, 176 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

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Guest house in Ocean Beach

A bright and open kitchen area features modern cabinets and a white countertop. A dining table for four is visible nearby, alongside a cozy living space with a wood-burning stove. Natural light pours in from a sliding door leading to a private outdoor area.

Cozy Casita Luisa Walk to Beach, Shops & Dining.

Escape to this cozy small cottage tucked away in vibrant Ocean Beach, walking distance to local restaurants, and more We are two blocks from the Ocean Cliffs The space is for 4 guests The entrance and parking to the Casita is only accessible through the alleyway Most be 25 years old to rent ID verification required prior to arrival NO 3rd party booking Only bathroom is accessible through one of the bedrooms Sorry NO pets NO W/D on premises The airport is close to Ocean Beach & other communities

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4.98 out of 5 average rating, 246 reviews

4.99 out of 5 average rating, 155 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

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The view from the open French doors showcases a spacious outdoor deck with comfortable seating, framed by lush greenery. San Diego Bay, the downtown skyline, and distant mountains are visible against a clear blue sky, inviting relaxation and enjoyment of the scenic landscape.

4.9 out of 5 average rating, 195 reviews

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.

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Guest house in Ocean Beach

A spacious studio bed is centered in the room, featuring a neutral-toned bedspread and decorative pillows. Natural light enters through a small window. A light-colored wooden nightstand holds a lamp. The open door reveals a lush outdoor area with blooming plants.

Detached Guest Suite · Private · Walk to Beach

Quiet, private detached guest suite just 1.5 blocks from Sunset Cliffs. Walk to epic sunsets, ocean trails, and secluded flat sandy beach access away from the crowds. This cozy self-contained retreat offers air conditioning, a plush king bed, private entrance, easy street parking, and driveway access for guests with mobility needs. Beach chairs and towels included. Stroll to Ocean Beach shops, dining, and nightlife. Quick drive to airport, SeaWorld, and San Diego Zoo. Peaceful coastal stay.

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4.88 out of 5 average rating, 217 reviews

4.97 out of 5 average rating, 153 reviews

The exterior of a contemporary two-story house is displayed, featuring a large garage door with modern glass panels. Lush greenery and tropical plants line the pathway, while large windows allow for natural light. The overall structure is well-maintained and inviting.

Guest suite in San Diego

Point Loma Retreat - 4 Streets to the Bay

You are welcome to stay in this gorgeous Point Loma house with all considerate finishes, AC, floor, walls, windows, lights, paintings, kitchen cabinets, counters, appliance, full bath, walk in closet and new furniture! The space features 1 bedroom, 1 bathroom, 1 walk in storage. Living, dining, and kitchen are laid out in a welcoming open space. You'll enjoy incredible access to the scenic harbor front and marina in a calm and peaceful dead end street with no traffic, high end neighbor.

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Holiday home in Ocean Beach

A bright studio is showcased with a spacious bed and a cozy seating area featuring a blue couch. Large windows framed by yellow curtains allow natural light to fill the room. Colorful artwork adorns the walls, adding to the inviting décor.

Bright Studio in Ocean Beach | Short Walk to Beach

Enjoy this newly remodeled stylish studio in the heart of Ocean Beach. Light and bright with a refreshing ocean breeze from its large central window. It’s just over a half a mile to Dog Beach and a quick ride to Sunset Cliffs, with some of the best surfing and beaches in San Diego. This studio has its own private entrance, full bathroom with shower, and kitchenette. In addition, the studio includes a standing desk with a large second monitor to accommodate your remote working needs.

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4.93 out of 5 average rating, 233 reviews

Superhost

A modern kitchen and living area feature light-colored cabinetry and stainless steel appliances. Natural light fills the space through windows, highlighting a comfortable sectional sofa and decorative pillows. A small area rug lies on the light wood flooring, creating a cozy atmosphere.

4.85 out of 5 average rating, 359 reviews

Coastal beauty, walk to pier.

Two master bedrooms with own bathrooms. Perfect for couples that want privacy from each other. One bedroom has a crib for your little one. Fully equipped kitchen. Enjoy the incredible view as you walk to town to savor the amazing cuisine that OB offers. Enjoy a morning or evening walk around this beautiful neighborhood and enjoy the view spots that you will find throughout. Children can enjoy the tide pools and you can enjoy the sunsets. Is a win, win for the entire family.

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4.92 out of 5 average rating, 277 reviews

The kitchen showcases modern appliances, including a stainless steel oven, refrigerator, and dishwasher. A large island with seating is positioned at the center, complemented by light wood flooring and calming blue tile accents on the walls. Natural light enters through the window above the sink.

Flat in Ocean Beach

Spectacular OCEAN BEACH "Tree House"

Our 2 bedroom, recently renovated home is located on iconic Newport Ave in Ocean Beach with views of Mission Bay, Pacific Beach & La Jolla. Enjoy the ocean breeze with sublime sunset views. New reverse cycle air con. Only a short stroll down to the main part of town, yet far enough above the rat-race to enjoy a surprising amount of peace n quiet. There is plenty of windows with great sunset and ocean views. Perfect for 2 couples or small family with older children.

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Guest suite in Sunset Cliffs

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.

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.

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4.96 out of 5 average rating, 233 reviews

4.94 out of 5 average rating, 154 reviews

An outdoor patio features a hot tub, a picnic table, and two red lounge chairs. The deck is surrounded by a large tree and offers an inviting space for relaxation, with light-colored siding of the home visible in the background.

Home in Ocean Beach

Beautiful 2 Bedroom, 1 Bath House

Stay in the heart of Ocean Beach at this newly remodeled 2-bedroom, 1-bath coastal retreat. Enjoy high-speed Wi-Fi, air conditioning, and a comfortable space just 2 blocks from the beach and a half block from Sunset Cliffs. Walk to Newport Avenue’s restaurants, coffee shops, breweries, bars, and boutiques. Only 10 minutes from the airport and a short drive to Downtown San Diego, SeaWorld, Mission Beach, Balboa Park, and the San Diego Zoo.

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