Oceanfront Rentals in Shelter Island, CA: Compare 10+ Sites & Save

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  2. Oceanfront Rentals
  3.  USA

  4.  California

  5.  San Diego
  6.  Shelter Island

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1929 Best Oceanfront Rentals in Shelter Island (Starting from $130)

Kona Kai Resort & Spa, a Noble House Resort
Kona Kai Resort & Spa, a Noble House Resort
Resort
San Diego, CA, USA
0.7k from Shelter Island center

Wellness Facilities, Wheelchair Accessible, Air Conditioner, Child Friendly, Fireplace/Heating, Spa, Internet

164 Bedrooms38 Guests
8.0

Good

11 reviews

$179
Average price / night
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Boho Flat 1 block from exclusive beach!
Boho Flat 1 block from exclusive beach!
House
San Diego, CA, 92106, United States
0.9k from Shelter Island center

Crib, Heater, Internet, Microwave, No Smoking, TV

10.0

Exceptional

1 reviews

$243
Average price / night
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The Pool Side Hideaway with Golf Cart
The Pool Side Hideaway with Golf Cart
Apartment
San Diego, CA, USA
0.9k from Shelter Island center

Apartments, Cheap, Accommodations, Pools, Parking, Pet-friendly, Lodgings, Beach, Hot tubs

4 Bedrooms10 Guests
9.4

Superb

16 reviews

$1256
Average price / night
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Bayview Paradise
Bayview Paradise
House
San Diego, CA, 92106, United States
0.9k from Shelter Island center

AC, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen

2 Bedrooms4 Guests
10.0

Exceptional

22 reviews

$482
Average price / night
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Serene San Diego Retreat with Deck - Walk to Bay!
Serene San Diego Retreat with Deck - Walk to Bay!
House
San Diego, CA, USA
1.0k from Shelter Island center

Cheap, Accommodations, Parking, Villas, Vacation homes, Spa, Cottages, Lodgings, Vacation rentals

1 Bedroom2 Guests
10.0

Exceptional

2 reviews

$236
Average price / night
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La Playa | Charming Bayside Bungalow
La Playa | Charming Bayside Bungalow
House
San Diego, CA, 92106, United States
0.9k from Shelter Island center

Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

3 Bedrooms6 Guests
9.8

Exceptional

29 reviews

$460
Average price / night
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On The Beach Casa
On The Beach Casa
House
San Diego, CA, USA
1.0k from Shelter Island center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Beach

2 Bedrooms5 Guests
8.0

Good

5 reviews

$397
Average price / night
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Cozy Retro Home with Bay & City Views
Cozy Retro Home with Bay & City Views
House
San Diego, CA, 92106, United States
1.0k from Shelter Island center

Balcony, Heater, Internet, Kitchen, Microwave, No Smoking, TV

3 Bedrooms6 Guests
New to Booking
$500
Average price / night
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DoubleTree by Hilton San Diego Bayside
DoubleTree by Hilton San Diego Bayside
Resort
San Diego, CA, USA
1.4k from Shelter Island center

Accommodations, Pools, Resorts, Parking, Romantic, 3-star, Lodgings, Hot tubs, Places to stay

291 Bedrooms56 Guests
7.8

Good

415 reviews

$272
Average price / night
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Serene San Diego Retreat w/ Deck - Walk to Bay!
Serene San Diego Retreat w/ Deck - Walk to Bay!
House
San Diego, CA, 92106-2434, United States
1.0k from Shelter Island center

Barbecue, Extra Bed, Free Parking, Internet, Kitchen, Living Area, No Smoking, Outdoor Grill, Patio

1 Bedroom2 Guests
10.0

Exceptional

19 reviews

$329
Average price / night
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Point Loma Woods
Point Loma Woods
House
San Diego, CA, USA
1.7k from Shelter Island center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

4 Bedrooms8 Guests
New to Booking
$573
Average price / night
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On The Beach Casa -  Beautiful Spanish style adobe, with private front row bay access.
On The Beach Casa - Beautiful Spanish style adobe, with private front row bay access.
House
San Diego, CA, 92106, United States
1.0k from Shelter Island center

Balcony, Barbecue, Dryer, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking

2 Bedrooms5 Guests
5.0

Review score

2 reviews

$496
Average price / night
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Sunset Serenity On The Cliffs!
Sunset Serenity On The Cliffs!
House
San Diego, CA, USA
2.6k from Shelter Island center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Beach, Places to stay

3 Bedrooms6 Guests
10.0

Exceptional

2 reviews

$870
Average price / night
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On The Beach Casita Book - beautiful Spanish 1 bedroom, with bay front access.
On The Beach Casita Book - beautiful Spanish 1 bedroom, with bay front access.
House
San Diego, CA, 92106, United States
1.0k from Shelter Island center

AC, Barbecue, Heater, Internet, Kitchen, Living Area, Microwave, No Smoking, Patio

1 Bedroom2 Guests
10.0

Exceptional

2 reviews

$427
Average price / night
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Contemporary Ocean Sunset Views with Firepit Pt Loma close to PLNU
Contemporary Ocean Sunset Views with Firepit Pt Loma close to PLNU
Apartment
San Diego, CA, USA
2.7k from Shelter Island center

Apartments, Cheap, Accommodations, Parking, Lodgings, Vacation rentals, Places to stay, Beach rentals

1 Bedroom3 Guests
9.8

Exceptional

18 reviews

$215
Average price / night
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On The Beach Clubhouse - Bayfront with private beach access
On The Beach Clubhouse - Bayfront with private beach access
House
San Diego, CA, 92106, United States
1.0k from Shelter Island center

Balcony, Barbecue, Dryer, Internet, Kitchen, Laundry, Microwave, No Smoking, Patio

3 Bedrooms7 Guests
10.0

Exceptional

3 reviews

$907
Average price / night
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Oceanfront Luxury Home Sunset Views
Oceanfront Luxury Home Sunset Views
House
San Diego, CA, USA
2.9k from Shelter Island center

Luxury, Accommodations, Parking, Villas, Vacation homes, Spa, Cottages, Lodgings, Beach

6 Bedrooms16 Guests
New to Booking
$2476
Average price / night
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Pet Friendly 2 bedroom in Point Loma Overlooking Kellogg Beach - Stay for 30 days!
Pet Friendly 2 bedroom in Point Loma Overlooking Kellogg Beach - Stay for 30 days!
House
San Diego, CA, 92106, United States
1.1k from Shelter Island center

Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave

3 Bedrooms6 Guests
New to Booking
$244
Average price / night
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A4609b- Sunset Cliffs Dream Apartment
A4609b- Sunset Cliffs Dream Apartment
Apartment
San Diego, CA, USA
3.2k from Shelter Island center

Apartments, Accommodations, Pools, Parking, Spa, Lodgings, Beach, Jacuzzis, Places to stay

1 Bedroom2 Guests
New to Booking
$130
Average price / night
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Renovated Mid-Century Mod Home with Spectacular Views in Point Loma (Spa & A/C)
Renovated Mid-Century Mod Home with Spectacular Views in Point Loma (Spa & A/C)
House
San Diego, CA, 92106, United States
1.1k from Shelter Island center

AC, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet

3 Bedrooms8 Guests
9.8

Exceptional

63 reviews

$803
Average price / night
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Luxury beach home one block from ocean with spa, WiFi, & gorgeous outdoor space
Luxury beach home one block from ocean with spa, WiFi, & gorgeous outdoor space
House
San Diego, CA, USA
3.2k from Shelter Island center

Luxury, Cheap, Accommodations, Parking, Villas, Vacation homes, Spa, Cottages, Lodgings

4 Bedrooms8 Guests
10.0

Exceptional

2 reviews

$977
Average price / night
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Bay Views, Watch Sailboats Go By....
Bay Views, Watch Sailboats Go By....
Apartment
San Diego, CA, 92106, United States
1.1k from Shelter Island center

AC, Balcony, Barbecue, Crib, Dryer, Elevator, Fireplace, Free Parking, Heater

3 Bedrooms6 Guests
10.0

Exceptional

2 reviews

$614
Average price / night
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Goldenview | 4BR Ocean, City & Bay Escape + Spa
Goldenview | 4BR Ocean, City & Bay Escape + Spa
House
San Diego, CA, 92106, United States
1.2k from Shelter Island center

AC, Arcade, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet

4 Bedrooms8 Guests
10.0

Exceptional

15 reviews

$1513
Average price / night
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Point Loma 4 Bedroom|Skyline Views + Family-Ready
Point Loma 4 Bedroom|Skyline Views + Family-Ready
House
San Diego, CA, 92106, United States
1.2k from Shelter Island center

AC, Balcony, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

4 Bedrooms9 Guests
New to Booking
$1394
Average price / night
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Gorgeous Bay View & Sunrise/Sunsets from Your Private, Sunny Deck in Point Loma!
Gorgeous Bay View & Sunrise/Sunsets from Your Private, Sunny Deck in Point Loma!
Apartment
San Diego, CA, 92106, United States
1.2k from Shelter Island center

AC, Balcony, Barbecue, Crib, Elevator, Fireplace, Free Parking, Heater, Internet

1 Bedroom3 Guests
9.8

Exceptional

272 reviews

$285
Average price / night
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San Diego Living Point Loma Style (Between the Beach and the Bay)
San Diego Living Point Loma Style (Between the Beach and the Bay)
House
San Diego, CA, 92106, United States
1.4k from Shelter Island center

Barbecue, Dryer, Extra Bed, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms6 Guests
9.4

Superb

24 reviews

$507
Average price / night
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Harbor View - stunning 3 Bedroom 2.5 Bath modern home with panoramic views
Harbor View - stunning 3 Bedroom 2.5 Bath modern home with panoramic views
House
San Diego, CA, 92106, United States
1.5k from Shelter Island center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms6 Guests
New to Booking
$1133
Average price / night
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Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Oceanfront Rentals in Shelter Island.

Where to stay in Shelter Island? Best neighborhoods & areas

Shelter Island Oceanfront Rentals on the Map

Frequently Asked Questions

You can explore 1929 verified oceanfront rentals in Shelter Island. These properties are located directly along the shoreline, offering uninterrupted access to the beach and ocean views.

Oceanfront rental prices in Shelter Island vary depending on the property size, exact beachfront location, and season. Rates typically start from around $130 per night, with higher prices for larger homes or peak travel periods. Properties located directly on popular stretches of coastline tend to command premium rates.

Many oceanfront rentals in Shelter Island offer direct access to the beach, often through private walkways or dedicated entry paths. Some properties may share access points, so it’s helpful to review the listing details to understand the type of beach access provided.

Yes, some oceanfront rentals in Shelter Island welcome pets. Currently, 31 listings allow pets, although policies can vary by property. It’s recommended to check specific house rules for details such as size limits or additional fees.

Oceanfront properties are often in high demand, especially during peak travel seasons, so booking 90 to 120 days in advance is recommended for the best selection. During quieter periods, you may still find availability closer to your travel dates.

Oceanfront rentals in Shelter Island often include features designed for a comfortable coastal stay, such as View, Oceanfront, and Ocean View. These amenities help guests make the most of their time by the water.

Yes, there is a clear difference. "Oceanfront" means the property is located directly on the beach with no obstructions between the home and the water. "Ocean View" typically means the ocean is visible from certain angles or rooms, but the property may not be right on the shoreline.