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

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  2. Vacation Rentals with Pool
  3.  USA

  4.  Florida
  5.  Jacksonville
  6.  Southside

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75 Best Vacation Rentals with Pool in Southside (Starting from $85)

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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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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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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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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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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Blue Bliss Luxury Stay
Blue Bliss Luxury Stay
Apartment
Jacksonville, FL, 32256, United States
3.9k from Southside center

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

1 Bedroom2 Guests
New to Booking
$192
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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Luxe Poolside Condo, King Bed, Near Mayo Clinic, St Johns Town Center & Beaches
Luxe Poolside Condo, King Bed, Near Mayo Clinic, St Johns Town Center & Beaches
Apartment
Jacksonville, FL, 32256, United States
4.1k from Southside center

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

1 Bedroom4 Guests
10.0

Exceptional

2 reviews

$195
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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~Executive Pad_Sleeps 12_Heated Pool & Boardroom~
~Executive Pad_Sleeps 12_Heated Pool & Boardroom~
House
Jacksonville, FL, 32257, United States
4.2k from Southside center

AC, Balcony, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen

9.6

Exceptional

4 reviews

$629
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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Red Sails oasis, just minutes from Mayo Clinic
Red Sails oasis, just minutes from Mayo Clinic
Apartment
Jacksonville, FL, 32256, United States
4.3k from Southside center

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

1 Bedroom3 Guests
New to Booking
$146
Average price / night
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Family-Friendly 3BR House + Pool
Family-Friendly 3BR House + Pool
House
JACKSONVILLE, FL, 32257, United States
4.3k from Southside center

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

4 Bedrooms10 Guests
New to Booking
$244
Average price / night
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Summer Spot! Luxe Poolside Escape in Julington Creek
Summer Spot! Luxe Poolside Escape in Julington Creek
House
Jacksonville, FL, USA
8.6k from Southside center

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

2 Bedrooms10 Guests
New to Booking
$398
Average price / night
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Spacious 1-BR, 2-King Beds, Near Mayo, Pool, Gym, Fast Wifi Workspace, Beach
Spacious 1-BR, 2-King Beds, Near Mayo, Pool, Gym, Fast Wifi Workspace, Beach
Condo
Jacksonville, FL, 32256, United States
4.4k from Southside center

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

1 Bedroom4 Guests
New to Booking
$293
Average price / night
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Family and Pet Friendly Condo
Family and Pet Friendly Condo
Apartment
Jacksonville, FL, USA
8.8k from Southside center

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

2 Bedrooms5 Guests
New to Booking
$356
Average price / night
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Blue Skies 1 Bedroom 1 Bath Apt
Blue Skies 1 Bedroom 1 Bath Apt
Apartment
Jacksonville, FL, 32256, United States
4.5k from Southside center

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

1 Bedroom3 Guests
10.0

Exceptional

3 reviews

$148
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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Stylish King Bed Southside Pool Gym TownCenter I95
Stylish King Bed Southside Pool Gym TownCenter I95
Apartment
Jacksonville, FL, 32256, United States
5.1k from Southside center

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

1 Bedroom4 Guests
10.0

Exceptional

2 reviews

$207
Average price / night
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*Mid-Century Mandarin Retreat * - Pool, Sleeps 10
*Mid-Century Mandarin Retreat * - Pool, Sleeps 10
House
Jacksonville, FL, 32258, United States
5.1k from Southside center

AC, Balcony, Crib, Dryer, Heater, Internet, Kitchen, Laundry, Microwave

5 Bedrooms10 Guests
9.0

Fabulous

17 reviews

$467
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
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Modern 2BR Condo with Garage • Near Mayo & Town Center
Modern 2BR Condo with Garage • Near Mayo & Town Center
Condo
Jacksonville, FL, 32246, United States
5.3k from Southside center

AC, Balcony, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet

2 Bedrooms4 Guests
10.0

Exceptional

2 reviews

$123
Average price / night
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A Little Southwest in the Southeast! Great Pool Home in Jacksonville!
A Little Southwest in the Southeast! Great Pool Home in Jacksonville!
House
Jacksonville, FL, 32258, United States
5.3k from Southside center

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

4 Bedrooms10 Guests
10.0

Exceptional

19 reviews

$457
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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Lux King Bed Southside Pool Gym Near Mayo Beach
Lux King Bed Southside Pool Gym Near Mayo Beach
Apartment
Jacksonville, FL, 32256, United States
5.4k from Southside center

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

1 Bedroom5 Guests
10.0

Exceptional

1 reviews

$431
Average price / night
Check Availability
Modern King Bed Deerwood Pool Gym Downtown Jax I95
Modern King Bed Deerwood Pool Gym Downtown Jax I95
Apartment
Jacksonville, FL, 32256, United States
5.5k from Southside center

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

1 Bedroom5 Guests
10.0

Exceptional

3 reviews

$230
Average price / night
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Comfy Modern King Bed Pool Near Mayo Town Center
Comfy Modern King Bed Pool Near Mayo Town Center
Apartment
Jacksonville, FL, 32256, United States
5.5k from Southside center

AC, Dryer, Elevator, Fitness Equipment, Free Parking, Internet, Kitchen, Laundry, No Smoking

1 Bedroom5 Guests
10.0

Exceptional

5 reviews

$216
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 Vacation Rentals with Pool in Southside.

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Southside Vacation Rentals with Pool on the Map

Frequently Asked Questions

You can explore 75 verified vacation rentals with a pool in Southside. These include a wide range of private homes, villas, and condos that offer on-site swimming facilities for a more relaxing stay.

Prices for vacation rentals with a pool in Southside vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $85 per night, with private pool homes and peak travel periods often costing more.

Many rentals in Southside offer private pools for exclusive use, while others provide access to shared or community pools. You can use filters to specifically find properties with private pools if that is your preference.

Yes, some vacation rentals with pools in Southside welcome pets. Currently, 28 listings allow pets, although policies may vary by property. It’s a good idea to review any rules related to pets around pool areas before booking.

Properties with pools are often in high demand, especially during warmer months and holidays, so booking 90 to 120 days in advance is recommended for the best selection. During off-peak seasons, you may still find availability closer to your travel dates.

Vacation rentals with pools in Southside often include additional outdoor features such as Pool, Laundry, and Kitchen. These amenities enhance comfort and make it easier to enjoy outdoor living during your stay.

Some vacation rentals in Southside offer heated pools, which can be especially useful during cooler months. In certain cases, pool heating may be available for an additional fee, so it’s best to check the property details before booking.