
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
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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:12guests/4bdrs/2baths/pool

Fancy Private Pool Home in Jax beach!

Cozy Home with Heated Private Pool and Patio

+A Taste of Britain entire house / heated pool+

Private oasis, private pool, exceeds expectations

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

Spanish Colonial Design One Bedroom Condominium

"Gone Coastal" is Steps From the Sand!

Jacksonville Beach Front A-Wave-From-It-All!

Beachcomber Oceanfront 180* panoramic view

Gated Sawgrass Beach Club - WALK to BEACH!

Oceanfront Condo with Views, Pool, Park

Gorgeous studio in luxury golf community,St.August

2 Bedroom Luxury Condo in World Golf Village
Other holiday rentals with a pool

Flamingo Fiesta_Sleeps 10_Cool Pool_Free Cancel

Nest&Rest|King&Queen- Balcony|HS-WiFi|Mayo-C |UNF

Paradise Playhouse Sleeps 10 | Arcade | Poker Rm

Quiet condo near downtown, stadium, and shopping

Private Jacuzzi/Pool/Porch at JAX safest location

Elevate Stay- Luxury- Pool,Gym & Near beach

The Waddle Inn

Mother-in-law suh-WEET
Quick stats about holiday rentals with a pool in Southside, Jacksonville
Total rentals
460 properties
Nightly prices starting at
$39Ā SGD 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 outdoor seatingĀ Southside
- House rentalsĀ Southside
- Fitness-friendly rentalsĀ Southside
- Flat rentalsĀ Southside
- Rentals with a fireplaceĀ Southside
- Pet-friendly rentalsĀ Southside
- Private suite rentalsĀ Southside
- Rentals with an EV chargerĀ Southside
- Rentals with a hot tubĀ Southside
- Rentals with a patioĀ Southside
- Guest house rentalsĀ Southside
- Rentals with breakfastĀ Southside
- Rentals with a washing machine and dryerĀ Southside
- Townhouse rentalsĀ Southside
- Rentals with lake accessĀ Southside
- Apartment rentalsĀ Southside
- Rentals with beach accessĀ Southside
- Smoking-friendly rentalsĀ Southside
- Waterfront rentalsĀ Southside
- Rentals with a firepitĀ Southside
- Family-friendly rentalsĀ Southside
- Rentals with poolsĀ Jacksonville
- Rentals with poolsĀ Duval County
- Rentals with poolsĀ Florida
- Rentals with poolsĀ United States
- Ponte Vedra Beach
- Summer Haven st. Augustine FL
- San Sebastian Winery
- Old A1A Beach
- TIAA Bank Field
- Boneyard Beach
- Crescent Beach
- Kathryn Abbey Hanna Park
- Vilano Beach
- Butler Beach
- Lightner Museum
- Fountain of Youth Archaeological Park
- Adventure Landing Jacksonville Beach
- Eagle Landing Golf Club
- Pablo Creek Club
- Amelia Island State Park
- MalaCompra Park
- Bent Creek Golf Course
- Stafford Beach
- Ravine Gardens State Park
- Matanzas Beach
- Amelia Island Lugar Lindo
- St. Augustine Alligator Farm Zoological Park
- Old Salt Park