Owner Direct Vacation Rentals in Sail Bay

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3812 Sail Bay Vacation Homes From $204

Looking for the ideal vacation rental in Sail Bay? Discover an extensive gallery of private rentals offering space, comfort, and authentic local character. Owner Direct simplifies your search by matching you with verified property options.

Bayside Villa -2BR Beachfront FREE parking
Bayside Villa -2BR Beachfront FREE parking
Apartment
San Diego, CA, USA
0.5k from Sail Bay center

Apartments, Cheap, Accommodations, Parking, Lodgings, Places to stay, Family, Self-catering

2 Bedrooms6 Guests
9.5

Superb

2 reviews

$324
Average price / night
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Stunning Bayfront Home + Private Beach Access + Hot Tub + Fire Pit
Stunning Bayfront Home + Private Beach Access + Hot Tub + Fire Pit
House
San Diego, CA, 92109, United States
0.5k from Sail Bay center

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

4 Bedrooms10 Guests
9.0

Fabulous

7 reviews

$1024
Average price / night
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Bayfront Oasis Close to Boardwalk and Water
Bayfront Oasis Close to Boardwalk and Water
House
San Diego, CA, USA
0.5k from Sail Bay center

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

2 Bedrooms8 Guests
10.0

Exceptional

3 reviews

$430
Average price / night
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NEW Bayfront Charmer w/ Huge Deck | Pool Table | Beach Access
NEW Bayfront Charmer w/ Huge Deck | Pool Table | Beach Access
House
San Diego, CA, 92109, United States
0.5k from Sail Bay center

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

3 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$826
Average price / night
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Beach Front Bungalow At Pacific Beach
Beach Front Bungalow At Pacific Beach
House
San Diego, CA, USA
0.5k from Sail Bay center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals

1 Bedroom6 Guests
8.5

Very Good

41 reviews

$366
Average price / night
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Beachfront home with beachfront dining and private parking!
Beachfront home with beachfront dining and private parking!
House
San Diego, CA, 92109, United States
0.5k from Sail Bay center

Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Microwave, No Smoking

2 Bedrooms6 Guests
New to Booking
$363
Average price / night
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Bayside Bikini 1
Bayside Bikini 1
House
San Diego, CA, USA
0.6k from Sail Bay center

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

2 Bedrooms5 Guests
10.0

Exceptional

1 reviews

$500
Average price / night
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Luxurious Waterfront Escape, Bay Views
Luxurious Waterfront Escape, Bay Views
House
San Diego, CA, 92109, United States
0.5k from Sail Bay center

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

6 Bedrooms12 Guests
10.0

Exceptional

51 reviews

$1927
Average price / night
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Bay View
Bay View
House
San Diego, CA, USA
0.6k from Sail Bay center

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

3 Bedrooms8 Guests
7.0

Good

1 reviews

$1000
Average price / night
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Endless Summer by AvantStay | Serene Beachfront Escape w/ Sunset Views!
Endless Summer by AvantStay | Serene Beachfront Escape w/ Sunset Views!
House
San Diego, CA, 92109, United States
0.5k from Sail Bay center

AC, Balcony, Barbecue, Crib, Dryer, Extra Bed, Fireplace, Free Parking, Heater

4 Bedrooms12 Guests
9.6

Exceptional

20 reviews

$1787
Average price / night
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Treasure Villa
Treasure Villa
House
San Diego, CA, USA
0.6k from Sail Bay center

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

5 Bedrooms15 Guests
New to Booking
$1838
Average price / night
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Bay View Cottage | Patio, W/D, Parking, Location!
Bay View Cottage | Patio, W/D, Parking, Location!
House
San Diego, CA, 92109, United States
0.6k from Sail Bay center

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

1 Bedroom4 Guests
9.8

Exceptional

17 reviews

$291
Average price / night
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Catamaran by AvantStay 50ft to Beach Views
Catamaran by AvantStay 50ft to Beach Views
House
San Diego, CA, USA
0.6k from Sail Bay center

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

1 Bedroom12 Guests
New to Booking
$970
Average price / night
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Bay Bliss: Luxurious Comfort with Stunning Views
Bay Bliss: Luxurious Comfort with Stunning Views
Apartment
San Diego, CA, 92109, United States
0.6k from Sail Bay center

AC, Crib, Fireplace, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave

1 Bedroom4 Guests
8.0

Good

7 reviews

$212
Average price / night
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Mission Bay Condo - Steps to Sand, Dining, AC, Parking & Shops!
Mission Bay Condo - Steps to Sand, Dining, AC, Parking & Shops!
Apartment
San Diego, CA, USA
0.6k from Sail Bay center

Apartments, Cheap, Accommodations, Parking, Lodgings, Places to stay, Family, Condos

1 Bedroom4 Guests
8.1

Very Good

12 reviews

$247
Average price / night
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Modern Bayfront Studio/Bay Views/Remodeled
Modern Bayfront Studio/Bay Views/Remodeled
Apartment
San Diego, CA, 92109, United States
0.6k from Sail Bay center

AC, Crib, Fireplace, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave

1 Bedroom4 Guests
9.6

Exceptional

7 reviews

$209
Average price / night
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Bayside Chic: Stylish Oasis in a Spacious Studio
Bayside Chic: Stylish Oasis in a Spacious Studio
Apartment
San Diego, CA, 92109, United States
0.6k from Sail Bay center

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

1 Bedroom4 Guests
9.4

Superb

10 reviews

$204
Average price / night
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Luxurious Waterfront | AC | Garage Parking | Walk to All
Luxurious Waterfront | AC | Garage Parking | Walk to All
House
San Diego, CA, 92109, United States
0.6k from Sail Bay center

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

2 Bedrooms8 Guests
9.8

Exceptional

99 reviews

$704
Average price / night
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On the Sand | AC | Immaculate Views!
On the Sand | AC | Immaculate Views!
House
San Diego, CA, 92109, United States
0.6k from Sail Bay center

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

3 Bedrooms10 Guests
10.0

Exceptional

106 reviews

$664
Average price / night
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Dream Beach House! Steps From Beach & Bay! Parking, A/C, Workspace, Views & more
Dream Beach House! Steps From Beach & Bay! Parking, A/C, Workspace, Views & more
House
San Diego, CA, 92109, United States
0.6k from Sail Bay center

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

3 Bedrooms6 Guests
New to Booking
$311
Average price / night
Check Availability
Villa Italia Combo | 7BR Waterfront Home w/ Patio
Villa Italia Combo | 7BR Waterfront Home w/ Patio
House
San Diego, CA, 92109, United States
0.6k from Sail Bay center

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

6 Bedrooms22 Guests
9.6

Exceptional

7 reviews

$2376
Average price / night
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Pro Tip:
OwnerDirectVacationRental 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 Vacation Rentals in Sail Bay.

Sail Bay Vacation Rentals on the Map

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Endless Variety

From oceanfront condos and coastal cottages to luxury villas and family homes, there's a rental to fit every traveler and budget.

Frequently Asked Questions

There are a lot of options in Sail Bay. If you plan on staying in the Sail Bay area, consider making a reservation for a few nights at one of these properties as these have been rated the top Vacation Rentals in Sail Bay

You can explore 3812 verified vacation rentals in Sail Bay. Our listings are sourced from a range of trusted providers, giving you access to a wide selection of private homes, apartments, and unique stays—all in one place.

Vacation rental prices in Sail Bay vary depending on the season, property size, and location. Rates typically start from around $204 per night, with higher prices for larger homes or peak travel periods. Comparing available options can help you find a stay that matches both your budget and travel plans.

Most vacation rentals in Sail Bay include fully equipped kitchens, making it easy to prepare meals and enjoy a more flexible stay. This is especially useful for families, longer stays, or travelers who prefer a home-like experience.

Yes, many vacation rentals in Sail Bay welcome pets. Currently, 22 listings allow pets, although specific policies may vary by property. You can filter for pet-friendly options to quickly find suitable accommodations.

For popular travel periods such as holidays or peak seasons, it's recommended to book your vacation rental 60 to 90 days in advance to secure the best options. During quieter times, you may still find good availability closer to your travel dates.

Vacation rentals in Sail Bay often include amenities such as Fireplace/Heating, View, and Ocean View. These features provide added comfort and convenience, making them a popular choice for travelers seeking more space and privacy.

You can use filters to narrow down your search by criteria such as number of bedrooms, guest ratings, or specific amenities like private pools or beachfront access. This makes it easier to find a property that fits your exact needs and preferences.