Vacation rentals in Shelter Island

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Shelter Island

Guests agree: these stays are highly rated for location, cleanliness, and more.

1 of 1 pages1 / 1
Guest favorite
Home in San Diego
4.95 out of 5 average rating, 163 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

Top guest favorite
Bungalow in San Diego
4.95 out of 5 average rating, 377 reviews

Spanish Revival 1920s Bungalow - Patio - 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 - 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.

Guest favorite
Double French doors open to reveal a scenic outdoor deck adorned with comfortable lounge chairs and a table. The view encompasses lush palm trees and distant mountains, enhancing the sense of a serene and inviting space. Natural light floods in through the doors, illuminating the interior.
Home in San Diego
4.89 out of 5 average rating, 183 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.

Guest favorite
A covered front porch is highlighted by two woven chairs and a small table. A doormat lies in front of the wooden door, while the sunlight creates a starburst effect on the glass. The porch area is surrounded by decorative plants.
Home in San Diego
4.98 out of 5 average rating, 104 reviews

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.

Top guest favorite
A spacious outdoor area features a glass railing that provides unobstructed views of the marina and water. Lush greenery and flower beds add a touch of nature, while a comfortable seating arrangement invites relaxation. A neighboring home showcases a red-tiled roof in the distance.
Home in San Diego
4.99 out of 5 average rating, 148 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

Top guest favorite
The exterior of the house features a contemporary design with a combination of white siding and warm wood accents. A spacious patio area is highlighted, furnished with several chairs and a dining table. Soft lighting adds an inviting touch as the sky transitions to twilight.
Home in San Diego
4.97 out of 5 average rating, 288 reviews

Beautiful New 2BR/2.5BA Coastal Home In Point Loma

*** Point Loma***Each Bedroom Has Its Own Bathroom**First Floor Patio & Second Story Balcony**10 ' Vaulted Ceilings***Washer/Dryer ***BBQ***Fountain***Kohler Black Matte Finished Hardware***Italian Marble Counter Tops***High End Luxury Finishes***European Porcelain Floors**8' Mahogany Solid Core Doors***Assigned Tandem Parking For Two Cars***Walk to Humphries By The Bay Concerts*** The Home Is In A Quiet Neighborhood With A Respectful 10:00 PM Quiet Hours In Place Policy. Not A Party Home.

Top guest favorite
An outdoor seating area features six chairs arranged around a stone fire pit, with a warm fire glowing in the center. The background displays a vibrant sunset sky, and lush greenery accents the space, creating an inviting atmosphere for gatherings.
Home in San Diego
4.95 out of 5 average rating, 107 reviews

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 🌴

Top guest favorite
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
4.96 out of 5 average rating, 205 reviews

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.

Top guest favorite
Cottage in San Diego
4.94 out of 5 average rating, 441 reviews

Fabulous Cottage at the Beach

Newly remodeled 1940's cottage just 50 steps to the sand with fabulous beach and ocean views. Enjoy the ocean breeze from your front porch and watch people walk by. Go sunbathing and swimming, take a bike ride or a stroll on the beach, have a glass of wine and witness the most beautiful sunsets. We are located in a quiet residential neighborhood of Ocean Beach. This bright and cozy cottage has everything you'll need to feel at home.

Top guest favorite
A modern, two-story beach house is displayed, featuring a light-colored exterior and a welcoming front porch. Two white chairs sit on a small patio, surrounded by landscaped gardens with green shrubs and flowering plants. The blue front door adds a vibrant touch.
Home in San Diego
4.98 out of 5 average rating, 109 reviews

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!

Guest favorite
Loft in San Diego
4.86 out of 5 average rating, 197 reviews

Ocean View Loft in Bird Rock La Jolla with Parking

Welcome to the prestigious Bird Rock neighborhood of La Jolla and this absolute gem getaway! 🏖 Professionally designed and renovated, this home offers modern comfort and coastal charm. Soak in the sunshine on the large balcony deck with blue Pacific ocean views ✨, and enjoy seamless indoor‑outdoor living through fully open La Cantina doors leading into the modern living room and fully equipped kitchen. 🍳

Top guest favorite
A contemporary living area features a large sectional sofa in neutral tones, complemented by colorful throw pillows. A flat-screen television is mounted on the wall, while large windows bring in natural light. Potted plants and artwork add a lively touch to the space.
Loft in San Diego
4.97 out of 5 average rating, 117 reviews

Contemporary Loft - Panoramic Harbor & City Views

Little Italy's best! Book this spectacular, top-floor loft with 25-foot ceilings and views from every window. Located in the heart of the action with a 9.8/10 walk score, you're steps from great restaurants, bars, and shops. Sip cocktails on your private balcony before enjoying the night scene, or relax by walking to the waterfront just two blocks away. Includes gated parking.

Popular amenities for Shelter Island vacation rentals