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

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  4.  Florida
  5.  Jacksonville
  6.  Southside

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226 Best Vacation Rentals in Southside (Starting from $76)

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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The Jax Escape | Team Joseph Ellen
The Jax Escape | Team Joseph Ellen
Apartment
Jacksonville, FL, 32256, United States
1.1k from Southside center

AC, Balcony, Barbecue, Heater, Internet, Kitchen, Microwave, No Smoking, Toys

2 Bedrooms5 Guests
New to Booking
$180
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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Paradise Zen ~New to Vrbo~ min to UNF & MAYO
Paradise Zen ~New to Vrbo~ min to UNF & MAYO
House
Jacksonville, FL, 32256, United States
1.8k from Southside center

AC, Dryer, Heater, Internet, Laundry, No Smoking, Washer

3 Bedrooms6 Guests
New to Booking
$239
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
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Cozy Best suite studio in town
Cozy Best suite studio in town
House
Jacksonville, FL, 32256, United States
2.1k from Southside center

AC, Heater, Internet, Laundry, No Smoking, Washer

1 Bedroom1 Guest
New to Booking
$76
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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Spacious Family-Friendly Home in Serene Jacksonville Neighborhood
Spacious Family-Friendly Home in Serene Jacksonville Neighborhood
House
Jacksonville, FL, 32256, United States
2.7k from Southside center

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

2 Bedrooms4 Guests
4.0

Review score

1 reviews

$242
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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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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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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Furnished 3BR Townhome in Baymeadows
Furnished 3BR Townhome in Baymeadows
House
Jacksonville, FL, 32256, United States
3.0k from Southside center

AC, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking, Patio

3 Bedrooms6 Guests
New to Booking
$116
Average price / night
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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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Spacious 3-Bedroom Home in Tranquil Jacksonville – Sleeps 10 Comfortably.
Spacious 3-Bedroom Home in Tranquil Jacksonville – Sleeps 10 Comfortably.
House
Jacksonville, FL, 32257, United States
3.2k from Southside center

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

3 Bedrooms8 Guests
10.0

Exceptional

2 reviews

$274
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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Charming 3BR Townhome Centrally located in Jacksonville
Charming 3BR Townhome Centrally located in Jacksonville
House
Jacksonville, FL, 32256, United States
3.3k from Southside center

AC, Dryer, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking, TV

3 Bedrooms10 Guests
10.0

Exceptional

4 reviews

$436
Average price / night
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Clean 3BR Townhome/Close to Mayo and Beaches
Clean 3BR Townhome/Close to Mayo and Beaches
House
Jacksonville, FL, 32256, United States
3.3k from Southside center

AC, Dryer, Heater, Internet, Laundry, No Smoking, Washer

3 Bedrooms10 Guests
New to Booking
$385
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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Home Away From Home
Home Away From Home
House
Jacksonville, FL, 32256, United States
3.5k from Southside center

AC, Arcade, Balcony, Barbecue, Crib, Dryer, Fitness Equipment, Free Parking, Heater

2 Bedrooms4 Guests
9.2

Superb

5 reviews

$175
Average price / night
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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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Elegant & Upscale 2BR Townhome
Elegant & Upscale 2BR Townhome
House
Jacksonville, FL, 32256, United States
3.6k from Southside center

AC, Dryer, Heater, Internet, Kitchen, Laundry, No Smoking, TV, Washer

2 Bedrooms8 Guests
9.8

Exceptional

20 reviews

$241
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 Vacation Rentals in Southside.

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Southside Vacation Rentals on the Map

Frequently Asked Questions

You can explore 226 verified vacation rentals in Southside. 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 Southside vary depending on the season, property size, and location. Rates typically start from around $76 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 Southside 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 Southside welcome pets. Currently, 20 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 Southside often include amenities such as Fireplace/Heating, Child Friendly, and Bedding/Linens. 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.