
Holiday rentals with a pool in Southside, Jacksonville
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Southside, Jacksonville
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Southside, Jacksonville rentals with a pool
House rentals with a pool

Lux Oasis: *Heated Pool, Spa/Hot Tub&Grill Retreat

Stunning Modern Oasis with a Huge Pool

Sunset near the Lake:10guests/4bdrs/2baths/pool

Fancy Private Pool Home in Jax beach!

Cozy Home with Heated Private Pool and Patio

~Billiard Abode_Sleeps 12_Heated Pool & Spa~

Private oasis, private pool, exceeds expectations

*Heated Pool Home in Ponte Vedra Beach!
Condo rentals with a pool

My HOUSE is your HOUSE

Luxury 2/2 condo w/patio, beautiful golf community

Jacksonville Beach Front Paradise

Spanish Colonial Design One Bedroom Condominium

"Gone Coastal" is Steps From the Sand!

Beachcomber Oceanfront 180* panoramic view

Gated Sawgrass Beach Club - WALK to BEACH!

Oceanfront Condo with Views, Pool, Park
Other holiday rentals with a pool

Home Away From Home

Luxurious 3 br condo in one of Jax nicest areas

Trendy 1BR Apt|King Bed| Pool| Gym| Clse to Beach*

Paradise Playhouse Sleeps 10 | Arcade | Poker Rm

Private Jacuzzi/Pool/Porch at JAX safest location

The Waddle Inn

Elegant & Stylish Pool House with Arcade!

Lakewood retreat
Quick stats about holiday rentals with a pool in Southside, Jacksonville
Total rentals
460 properties
Nightly prices starting at
$46 AUD before taxes and fees
Total number of reviews
11K reviews
Family-friendly rentals
240 properties are a good fit for families
Pet-friendly rentals
190 properties allow pets
Rentals with dedicated workspaces
250 properties have a dedicated workspace
Destinations to explore
- Rentals with beach access Southside
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- Rentals with a fireplace Southside
- Private suite rentals Southside
- Rentals with an EV charger Southside
- Kid-friendly rentals Southside
- Condo rentals Southside
- Rentals with a fire pit Southside
- Rentals with a washing machine and dryer Southside
- Rentals with lake access Southside
- Rentals with a patio Southside
- Fitness-friendly rentals Southside
- Rentals with breakfast Southside
- Pet-friendly rentals Southside
- Smoking-friendly rentals Southside
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- Ponte Vedra Beach
- Summer Haven st. Augustine FL
- Old A1A Beach
- TIAA Bank Field
- Boneyard Beach
- Kathryn Abbey Hanna Park
- Butler Beach
- Crescent Beach
- Vilano Beach
- Guana Reserve Middle Beach
- Fountain of Youth Archaeological Park
- St. Augustine Alligator Farm Zoological Park
- Amelia Island State Park
- Lightner Museum
- North Beach Guana River Preserve
- Pablo Creek Club
- Dungeness Beach
- Palm Harbor Golf Club
- Matanzas Beach
- Driftwood Beach
- St. Marys Aquatic Center
- Amelia Island Lugar Lindo
- Bent Creek Golf Course
- MalaCompra Park