Family-Friendly Vacation Rentals in Southside, FL: Compare 10+ Sites & Save

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  2. Family Vacation Rentals
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  4.  Florida
  5.  Jacksonville
  6.  Southside

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58 Best Family Vacation Rentals in Southside (Starting from $85)

Jax's Perfect Getaway!
Jax's Perfect Getaway!
House
Jacksonville, FL, USA
3.9k from Southside center

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

3 Bedrooms6 Guests
New to Booking
$159
Average price / night
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Luxury one bedroom at paradise island
Luxury one bedroom at paradise island
Apartment
Jacksonville, FL, 32256, United States
1.0k from Southside center

AC, Balcony, Barbecue, Dryer, Fitness Equipment, Free Parking, Internet, Kitchen, Laundry

1 Bedroom3 Guests
New to Booking
$329
Average price / night
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GRAND LUX 2BD/2BA QUEEN STE by TOWN CENTER & BEACH
GRAND LUX 2BD/2BA QUEEN STE by TOWN CENTER & BEACH
Apartment
Southside, Jacksonville, Florida, USA
4.2k from Southside center

Pool, Air Conditioner, Parking, Internet, Child Friendly

2 Bedrooms6 Guests
New to Booking
$116
Average price / night
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Water View Retreat | spacious 3br w/ lanai
Water View Retreat | spacious 3br w/ lanai
House
Jacksonville, FL, 32256, United States
2.8k from Southside center

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

3 Bedrooms7 Guests
10.0

Exceptional

1 reviews

$299
Average price / night
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Private owner looking for a responsible tenant.
Private owner looking for a responsible tenant.
Apartment
Jacksonville, FL, USA
4.4k from Southside center

Air Conditioner, Parking, Pet Friendly, Child Friendly

3 Bedrooms6 Guests
New to Booking
$1879
Average price / night
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Beautiful Lakefront ---10 min to the beach & town center
Beautiful Lakefront ---10 min to the beach & town center
House
jax, FL, 32256, United States
3.8k from Southside center

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

4 Bedrooms8 Guests
New to Booking
$291
Average price / night
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Cosmic Serenity Retreat 1BD Lux King in Southeast Jax
Cosmic Serenity Retreat 1BD Lux King in Southeast Jax
Apartment
Jacksonville, FL, USA
5.2k from Southside center

Apartments, Accommodations, Parking, Lodgings, Places to stay

1 Bedroom2 Guests
New to Booking
$85
Average price / night
Check Availability
Palm Villa: 5 beds Playground, UNF, Mayo, Downtown
Palm Villa: 5 beds Playground, UNF, Mayo, Downtown
House
Jacksonville, FL, 32256, United States
4.0k from Southside center

AC, Balcony, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Microwave

New to Booking
$196
Average price / night
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Red Rose Serenity 1BD Lux King - Southeast Jax
Red Rose Serenity 1BD Lux King - Southeast Jax
Apartment
Jacksonville, FL, USA
5.4k from Southside center

Pool, Internet, Parking, Security/Safety, Air Conditioner, Child Friendly

1 Bedroom2 Guests
New to Booking
$105
Average price / night
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Charming & Cozy 3 bedroom condo 15mn to Jacksonville beaches!
Charming & Cozy 3 bedroom condo 15mn to Jacksonville beaches!
Condo
Jacksonville, FL, 32256, United States
4.8k from Southside center

AC, Crib, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms7 Guests
9.6

Exceptional

24 reviews

$175
Average price / night
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Blue Waves Serenity 1BD Lux King - Southeast Jax
Blue Waves Serenity 1BD Lux King - Southeast Jax
Apartment
Jacksonville, FL, USA
5.8k from Southside center

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

1 Bedroom4 Guests
10.0

Exceptional

1 reviews

$144
Average price / night
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Luxury Apartment King Bed Stunning View Pool Gym Near Mayo Clinic UNF & Beaches
Luxury Apartment King Bed Stunning View Pool Gym Near Mayo Clinic UNF & Beaches
Apartment
Jacksonville, FL, 32256, United States
5.1k from Southside center

AC, Barbecue, Crib, Dryer, Elevator, Fitness Equipment, Free Parking, Heater, Internet

1 Bedroom4 Guests
9.6

Exceptional

4 reviews

$480
Average price / night
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Kasa Southside Jacksonville
Kasa Southside Jacksonville
Apartment
Southside, Jacksonville, Florida, USA
6.0k from Southside center

Apartments, Accommodations, Pools, Parking, Serviced apartments, Pet-friendly, 4-star, Lodgings, Vacation rentals

15 Bedrooms18 Guests
5.9

Review score

14 reviews

$137
Average price / night
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Stylish Luxury Haven King Bed Southside Jax with Pool Near Mayo Clinic & Beaches
Stylish Luxury Haven King Bed Southside Jax with Pool Near Mayo Clinic & Beaches
Apartment
Jacksonville, FL, 32256, United States
5.2k from Southside center

AC, Barbecue, Crib, Dryer, Elevator, Fireplace, Fitness Equipment, Free Parking, Heater

1 Bedroom4 Guests
New to Booking
$229
Average price / night
Check Availability
The Jax Retreat with On-Site Gym, Near St Johns Town Center & Mayo Clinic
The Jax Retreat with On-Site Gym, Near St Johns Town Center & Mayo Clinic
Apartment
Jacksonville, FL, USA
6.2k from Southside center

Smoking, Internet, Pet Friendly, Parking, Balcony/Terrace, Air Conditioner, Kitchen

2 Bedrooms5 Guests
10.0

Exceptional

1 reviews

$179
Average price / night
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Elegant 2 King Beds Southside with Pool and Gym Near Mayo Clinic UNF and Beaches
Elegant 2 King Beds Southside with Pool and Gym Near Mayo Clinic UNF and Beaches
Apartment
Jacksonville, FL, 32256, United States
5.4k from Southside center

AC, Balcony, Barbecue, Crib, Dryer, Elevator, Fireplace, Fitness Equipment, Free Parking

2 Bedrooms6 Guests
8.6

Fabulous

10 reviews

$504
Average price / night
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Serene Stay Rental Unit With Pool
Serene Stay Rental Unit With Pool
Apartment
Jacksonville, FL, USA
6.3k from Southside center

Kitchen, Parking, Balcony/Terrace, Pool, Internet, Air Conditioner, Child Friendly

1 Bedroom2 Guests
New to Booking
$123
Average price / night
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Nature’s Oasis: Serene 2BD 2BA w/Pool & Gym, Only 1mi to St Johns Town Center!
Nature’s Oasis: Serene 2BD 2BA w/Pool & Gym, Only 1mi to St Johns Town Center!
Condo
Jacksonville, FL, 32246, United States
6.1k from Southside center

AC, Dryer, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

2 Bedrooms5 Guests
9.6

Exceptional

13 reviews

$261
Average price / night
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Mandarin Cheerful 2 Bedroom Townhouse w/fireplace
Mandarin Cheerful 2 Bedroom Townhouse w/fireplace
Apartment
Jacksonville, FL, USA
6.3k from Southside center

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

2 Bedrooms8 Guests
9.0

Fabulous

2 reviews

$158
Average price / night
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Private Oasis: Pool & Garden Paradise, Grill & Coffee
Private Oasis: Pool & Garden Paradise, Grill & Coffee
House
Jacksonville, FL, 32257, United States
6.4k from Southside center

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

3 Bedrooms7 Guests
New to Booking
$709
Average price / night
Check Availability
Landing Apartments - Jacksonville
Landing Apartments - Jacksonville
Apartment
Jacksonville, FL, USA
6.3k from Southside center

Apartments, Accommodations, Pet-friendly, Lodgings, Places to stay

8 Bedrooms10 Guests
New to Booking
$125
Average price / night
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2/2 Beautiful & Centrally Located
2/2 Beautiful & Centrally Located
Condo
Jacksonville, FL, 32257, United States
6.4k from Southside center

AC, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry, Microwave

2 Bedrooms4 Guests
New to Booking
$114
Average price / night
Check Availability
Cozy house w/ privet Pool
Cozy house w/ privet Pool
House
Jacksonville, FL, 32258, United States
6.7k from Southside center

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

3 Bedrooms8 Guests
9.6

Exceptional

18 reviews

$380
Average price / night
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Serene Bliss: Stylish 1BR Unit in Resort Complete
Serene Bliss: Stylish 1BR Unit in Resort Complete
Apartment
Jacksonville, Florida 32224, FL, 32224, United States
7.3k from Southside center

AC, Balcony, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Internet, Kitchen

1 Bedroom2 Guests
New to Booking
$343
Average price / night
Check Availability
AWESOME/LUXURY/PERFECT LOCATION/PVT HOME @SE/Mandarin
AWESOME/LUXURY/PERFECT LOCATION/PVT HOME @SE/Mandarin
House
Jacksonville, FL, 32258, United States
7.4k from Southside center

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

3 Bedrooms8 Guests
10.0

Exceptional

46 reviews

$310
Average price / night
Check Availability
Southside Cozy Cottage
Southside Cozy Cottage
House
Jacksonville, FL, 32216, United States
7.5k from Southside center

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

3 Bedrooms6 Guests
4.6

Review score

4 reviews

$161
Average price / night
Check Availability
Jacksonville Family Oasis with Screened Heated Pool Sleeps 10
Jacksonville Family Oasis with Screened Heated Pool Sleeps 10
House
Jacksonville, FL, 32258, United States
7.7k from Southside center

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

4 Bedrooms10 Guests
10.0

Exceptional

1 reviews

$337
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 Southside.

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Southside Family Vacation Rentals on the Map

Frequently Asked Questions

You can explore 58 verified family-friendly vacation rentals in Southside. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Southside vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $85 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in Southside 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 Southside 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 Southside often include amenities such as Child Friendly, Kitchen, and Fireplace/Heating. 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.