Vacation rentals in Shelter Island

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Top-rated vacation rentals in Shelter Island

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Guest favorite

Guest suite in San Diego

4.98 out of 5 average rating, 115 reviews

Point Loma Retreat - Steps to the Bay

Be one of the first to stay in this gorgeous Point Loma brand new house with all new 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 dinning and kitchen are layed 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.

Mar 21 – 28

G$29,857 GYD per night

Guest favorite

Guest suite in San Diego

4.93 out of 5 average rating, 398 reviews

Ocean Beach Jewel - Steps to Beach

Beautiful, clean space-perfect for the solo traveler! Small french-door retreat w/private deck, table & chair for morning coffee and meals. 3 houses from the ocean & sandy beach access 1 block over! Just a few blocks walk to Newport Ave, where you can enjoy fantastic restaurants, coffee shops, local shopping, ice cream shop, bars & breweries. Walk one direction to the OB Pier & town, or the other direction to the stunning Sunset Cliffs. No matter what you choose to do, you will enjoy this Jewel!

Aug 16 – 23

G$21,549 GYD per night

Guest favorite

Home in Point Loma Peninsula

4.89 out of 5 average rating, 141 reviews

Bay View/City Lights, Private Deck in Point Loma!

Relax on your large, private deck with beautiful views of San Diego Bay, the downtown skyline, Coronado, the nearby mountains, and Convention Center. Watch the fighter jets take off from North Island and frequent sail boat races. 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, Harbor Island, and VERY EASY walking distance to restaurants, shops, yoga, and the bay.

Mar 14 – 21

G$47,053 GYD per night

Guest favorite

Guesthouse in San Diego

4.93 out of 5 average rating, 356 reviews

Cozy Ocean Beach Casita

This cozy, clean casita is just 4 blocks to the beach, pier, great surfing, restaurants, bars, shopping, and Sunset Cliffs. You’ll love it for its walkability to everything you need. The casita is only 120 square feet, a very small space (small studio with everything in one room including the bathroom), for single occupancy only, but with everything you need to enjoy a San Diego getaway. It is great for solo travelers who want to be near the heart of Ocean Beach, San Diego, California.

Jul 22 – 29

G$25,923 GYD per night

Guest favorite

Home in Ocean Beach

4.89 out of 5 average rating, 364 reviews

Ocean Beach Close to all

*We are Covid-19 aware! We have taken extra precautions--sanitizing all surfaces possible, including remote controls, door handles, light switches, etc... after each visit! And we open all the windows to aerate before the next guests! One bedroom granny flat, separate entrance with off street parking for midsize car or smaller. Three blocks to the beach. Located at the edge of downtown OB close to all restaurants and night life. Centrally located to all main San Diego attractions.

Mar 29 – Apr 5

G$23,798 GYD per night

Guest favorite

Guest suite in San Diego

4.94 out of 5 average rating, 556 reviews

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, and sports fishing.

Dec 26 – Jan 2

G$23,267 GYD per night

Superhost

Guest suite in Point Loma Peninsula

4.84 out of 5 average rating, 279 reviews

Boho Flat 1 block from exclusive beach!

Clean, stylish and beautiful private studio apartment located steps from Kellogg Beach in Point Loma. This cute and perfectly set up studio is a stone's throw from the water, and gets a great sea-breeze during the day. All the best restaurants and entertainment are nearby in one of San Diego's premier destinations. This serene apartment is just minutes to everything San Diego has to offer. We are only 5 minutes to the San Diego airport as well!

Aug 23 – 30

G$37,660 GYD per night

Guest favorite

Home in San Diego

4.92 out of 5 average rating, 170 reviews

Harbor Hideaway Bungalow- Level 1

Welcome to a Harbor Hideaway. It is the first level of our home. This comfortable coastal 1 bedroom/1 bath bungalow is in excellent condition. It sleeps 4 with a deluxe queen bed in the master bedroom and queen size air mattress available for the living room. With an upgraded kitchen, dish washer, plenty of sunlight, washer and dryer in unit, filtered water throughout for cooking and bathing, hardwood and tile floors, and a grassy garden nook.

Jun 6 – 13

G$30,606 GYD per night

Guest favorite

Home in Point Loma Peninsula

4.96 out of 5 average rating, 136 reviews

2022 Brand New! Two Story Coastal Farmhouse

***Roseville Point Loma***10 ' Vaulted Ceilings***Washer/Dryer ***Kohler Black Matt 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, Kellogg Beach*** The Home Is In A Quiet Neighborhood With A Respectful 10:00 PM Quiet Hours In Place Policy. Not A Party Home.

Jul 12 – 19

G$129,074 GYD per night

Superhost

Cottage in Point Loma Peninsula

4.89 out of 5 average rating, 108 reviews

Sunset Cliffs Holistic Garden Studio

Located 1 block from Sunset Cliffs Natural Park. Watch amazing sunsets everyday & do yoga on the cliffs facing the ocean! The garden studio is cozy, cute, AND we use natural products for cleaning, etc. We're kid/baby-friendly too. We are located 3 miles from Seaworld & close to Ocean Beach, Pt. Loma, Cabrillo Light House, downtown San Diego, Pt. Loma Nazarine University.

Nov 6 – 13

G$34,372 GYD per night

Guest favorite

Guesthouse in Point Loma Peninsula

4.98 out of 5 average rating, 120 reviews

Private Studio Cottage with Outdoor Patio

Welcome to your San Diego cottage! Nestled in charming Point Loma Heights, this stylish 200 sqft studio features a private patio, BBQ grill, outdoor firepit, kitchenette, A/C, queen bed, and 55" TV. Wake up to the calming tropical pond view right outside your window. Excellent location for your beach vacation, convention center event, or romantic getaway.

Dec 24 – 31

G$35,981 GYD per night

Guest favorite

Guesthouse in San Diego

4.96 out of 5 average rating, 208 reviews

Private beach guesthouse w/ private parking

Located in Ocean Beach area of San Diego just blocks from the beach. Enjoy this beautiful, beach retreat with your own living space, bathroom, and kitchen. The guesthouse has a private fenced in outside space, separate laundry, and two parking spaces. It is a quiet, peaceful, relaxing experience close to some of San Diego's main attractions.

Sep 25 – Oct 2

G$30,300 GYD per night