Family-Friendly Vacation Rentals in Midway District, CA: Compare 10+ Sites & Save

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  6.  Midway District

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1962 Best Family Vacation Rentals in Midway District (Starting from $136)

The Gathering Place - Guest Favorite with Huge Yard
The Gathering Place - Guest Favorite with Huge Yard
House
CA, USA
0.6k from Midway District center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay, Family, Self-catering

3 Bedrooms9 Guests
8.5

Very Good

2 reviews

$1100
Average price / night
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The Gathering Place | Family Spot | Best Location
The Gathering Place | Family Spot | Best Location
Apartment
San Diego, CA, 92110, United States
0.6k from Midway District center

AC, Arcade, Barbecue, Dryer, Extra Bed, Fireplace, Free Parking, Heater, Internet

4 Bedrooms8 Guests
10.0

Exceptional

12 reviews

$961
Average price / night
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Luxury Pool Haven Scenic Views and Summer Fireworks
Luxury Pool Haven Scenic Views and Summer Fireworks
Villa
San Diego, CA, USA
1.2k from Midway District center

Luxury, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings

5 Bedrooms14 Guests
New to Booking
$1349
Average price / night
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Open for Summer/Pool and Spa/A/C/Pool Table/Pet Friendly
Open for Summer/Pool and Spa/A/C/Pool Table/Pet Friendly
House
San Diego, CA, 92110, United States
0.9k from Midway District center

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

4 Bedrooms10 Guests
9.4

Superb

6 reviews

$1186
Average price / night
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B5344 Casa de Mariposa
B5344 Casa de Mariposa
House
San Diego, CA, USA
1.3k from Midway District center

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

1 Bedroom8 Guests
New to Booking
$876
Average price / night
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Adorable 1 bd cottage, heart of Old Town-- WE LOVE PETS!  Insta @oldtownvacay
Adorable 1 bd cottage, heart of Old Town-- WE LOVE PETS! Insta @oldtownvacay
Cottage
San Diego, CA, 92110, United States
0.9k from Midway District center

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

1 Bedroom4 Guests
10.0

Exceptional

274 reviews

$236
Average price / night
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NEW Cozy Modern Home with Hot Tub and Ocean Views
NEW Cozy Modern Home with Hot Tub and Ocean Views
House
San Diego, CA, USA
1.5k from Midway District center

Fireplace/Heating, Internet, Air Conditioner, View, Parking, Security/Safety, Child Friendly

1 Bedroom8 Guests
New to Booking
$609
Average price / night
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Heart & Soul of San Diego in Old Town. Private w/heated pool & Jacuzzi NEAR ALL.
Heart & Soul of San Diego in Old Town. Private w/heated pool & Jacuzzi NEAR ALL.
House
San Diego, CA, 92110, United States
1.0k from Midway District center

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

5 Bedrooms14 Guests
10.0

Exceptional

22 reviews

$1202
Average price / night
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208 Bright 1BDR Downtown Parking WiFi Walk to All
208 Bright 1BDR Downtown Parking WiFi Walk to All
Apartment
Midway District, San Diego, California, USA
1.5k from Midway District center

Air Conditioner, Internet, Parking, Laundry, Breakfast, Child Friendly

1 Bedroom3 Guests
1.0

Review score

1 reviews

$136
Average price / night
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Heart & Soul of San Diego W/ heated pool NEAR ALL.
Heart & Soul of San Diego W/ heated pool NEAR ALL.
House
San Diego, CA, 92110, United States
1.0k from Midway District center

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

3 Bedrooms8 Guests
9.0

Fabulous

6 reviews

$775
Average price / night
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The California - On Top of San Diego in a Hot Tub
The California - On Top of San Diego in a Hot Tub
House
San Diego, CA, USA
1.8k from Midway District center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay

1 Bedroom7 Guests
New to Booking
$610
Average price / night
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Central Charmer in Unbeatable Old Town Location!
Central Charmer in Unbeatable Old Town Location!
House
San Diego, CA, 92110, United States
1.1k from Midway District center

AC, Crib, Dryer, Fireplace, Heater, Internet, Kitchen, Living Area, Microwave

1 Bedroom2 Guests
New to Booking
$370
Average price / night
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The California II - Mission Hills Hideaway
The California II - Mission Hills Hideaway
House
San Diego, CA, USA
1.8k from Midway District center

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

1 Bedroom8 Guests
5.0

Review score

1 reviews

$842
Average price / night
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2 bd w/ yard in heart of Old Town-- WE LOVE PETS! Check our Insta @oldtownvacay
2 bd w/ yard in heart of Old Town-- WE LOVE PETS! Check our Insta @oldtownvacay
House
San Diego, CA, 92110, United States
1.1k from Midway District center

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

2 Bedrooms6 Guests
10.0

Exceptional

207 reviews

$256
Average price / night
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The California III
The California III
House
San Diego, CA, USA
1.8k from Midway District center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay

1 Bedroom16 Guests
New to Booking
$1078
Average price / night
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Heart & Soul of San Diego in Old Town. Private heated pool & Jacuzzi NEAR ALL.
Heart & Soul of San Diego in Old Town. Private heated pool & Jacuzzi NEAR ALL.
House
San Diego, CA, 92110, United States
1.2k from Midway District center

AC, Barbecue, Fireplace, Free Parking, Heater, Hot Tub, Internet, Kitchen, Living Area

6 Bedrooms16 Guests
9.8

Exceptional

23 reviews

$1387
Average price / night
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Stunning Views, Rooftop Vista, Pool & Spa
Stunning Views, Rooftop Vista, Pool & Spa
Villa
San Diego, CA, USA
1.9k from Midway District center

Pool, Air Conditioner, Security/Safety, Hot Tub, View, Pet Friendly, Barbecue/Outdoor Cooking

1 Bedroom12 Guests
New to Booking
$855
Average price / night
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Heart & Soul of San Diego in Old Town. Private
Heart & Soul of San Diego in Old Town. Private
House
San Diego, CA, 92110, United States
1.2k from Midway District center

AC, Barbecue, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

1 Bedroom2 Guests
9.8

Exceptional

16 reviews

$268
Average price / night
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Contemporary San Diego Gem with Community Pool!
Contemporary San Diego Gem with Community Pool!
Apartment
San Diego, CA, USA
1.9k from Midway District center

Apartments, Accommodations, Parking, Lodgings, Vacation rentals, Hot tubs, Places to stay

1 Bedroom4 Guests
New to Booking
$167
Average price / night
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\"1 to 16 Guests - Main House + Guest House & Pool\"
\"1 to 16 Guests - Main House + Guest House & Pool\"
House
San Diego, CA, 92106, United States
1.4k from Midway District center

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

6 Bedrooms16 Guests
10.0

Exceptional

2 reviews

$1647
Average price / night
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Canyon Estate Overlooking the Pacific
Canyon Estate Overlooking the Pacific
House
San Diego, CA, USA
2.0k from Midway District center

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

5 Bedrooms12 Guests
10.0

Exceptional

6 reviews

$759
Average price / night
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Bask in San Diego Glory: Bay Views, Blissful Breezes, & Sunsets Bathed in Warmth
Bask in San Diego Glory: Bay Views, Blissful Breezes, & Sunsets Bathed in Warmth
Apartment
San Diego, CA, 92103, United States
1.5k from Midway District center

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

3 Bedrooms6 Guests
10.0

Exceptional

168 reviews

$761
Average price / night
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Point Loma 3bd +bonus room, parking, yard for pets
Point Loma 3bd +bonus room, parking, yard for pets
House
San Diego, CA, 92106, United States
1.6k from Midway District center

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

3 Bedrooms6 Guests
9.2

Superb

9 reviews

$845
Average price / night
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Close to Beach,  3 Decks, Rooftop, Views,  HS WIFI, Quiet, Weekly Discounts
Close to Beach, 3 Decks, Rooftop, Views, HS WIFI, Quiet, Weekly Discounts
House
San Diego, CA, 92106, United States
1.8k from Midway District center

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

3 Bedrooms8 Guests
9.8

Exceptional

85 reviews

$557
Average price / night
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Luxury 5BD/4BA Mission Hills/Stunning Rooftop + Skyline Views
Luxury 5BD/4BA Mission Hills/Stunning Rooftop + Skyline Views
House
San Diego, CA, 92110, United States
1.9k from Midway District center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Housekeeping, Internet

5 Bedrooms14 Guests
9.4

Superb

216 reviews

$1225
Average price / night
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Spacious Ocean View Home Near Everything - Sunsets - Quiet Neighborhood
Spacious Ocean View Home Near Everything - Sunsets - Quiet Neighborhood
House
San Diego, CA, 92106, United States
1.9k from Midway District center

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

2 Bedrooms6 Guests
10.0

Exceptional

49 reviews

$374
Average price / night
Check Availability
WINDOWS OF THE WORLD- VIEWS.POOL.SPA.GAMES
WINDOWS OF THE WORLD- VIEWS.POOL.SPA.GAMES
House
San Diego, CA, 92110, United States
1.9k from Midway District center

AC, Arcade, Balcony, Barbecue, Crib, Free Parking, Heater, Hot Tub, Internet

5 Bedrooms16 Guests
9.4

Superb

23 reviews

$766
Average price / night
Check Availability

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 Family Vacation Rentals in Midway District.

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Midway District Family Vacation Rentals on the Map

Frequently Asked Questions

You can explore 1962 verified family-friendly vacation rentals in Midway District. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Midway District vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $136 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in Midway District offer baby-friendly items such as high chairs, cribs, or pack-and-play options. Availability can vary, so it’s helpful to check the listing details before booking.

Yes, some rentals in Midway District are well suited for multi-generational stays, offering multiple bedrooms, separate living areas, and enough space for larger groups to stay comfortably together.

For busy travel periods such as school holidays or summer breaks, booking 90 to 120 days in advance is recommended to secure the best options. Availability may be more flexible during quieter times of the year.

Family-friendly rentals in Midway District often include amenities such as Child Friendly, Fireplace/Heating, and View. These features help make stays more convenient and enjoyable for both adults and children.

You can use search filters to find rentals that offer features like game rooms, playgrounds, or entertainment areas. Checking property descriptions can also help you identify homes that are well suited for families with children.