
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

Historic Hollywood House w/Pool

Fancy Private Pool Home in Jax beach!

Cozy Home with Heated Private Pool and Patio

Private oasis, private pool, exceeds expectations

*Heated Pool Home in Ponte Vedra Beach!

Pool Home with Game Room in Heart of Jax Beach!

Luxury Oasis: *Heated Pool,Spa/Hot Tub&Grill Patio
Condo rentals with a pool

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

Spanish Colonial Design One Bedroom Condominium

Oceanfront Dreams Come True-Pool and Outdoor Deck

"Gone Coastal" is Steps From the Sand!

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

Beachcomber Oceanfront 180* panoramic view

Poolside Paradise

Gated Sawgrass Beach Club - WALK to BEACH!
Other holiday rentals with a pool

Lux Pool Home Close to Mayo & Jacksonville beach!

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

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

Quiet condo near downtown, stadium, and shopping

King Bed•Early Check in•Lakefront•Salt Water Pool

Private Jacuzzi/Pool/Porch at JAX safest location

The Waddle Inn

Elegant & Stylish Pool House with Arcade!
Quick stats about holiday rentals with a pool in Southside, Jacksonville
Total rentals
460 properties
Nightly prices starting at
$52 NZD 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
- Smoking-friendly rentals Southside
- Rentals with lake access Southside
- Rentals with a washing machine and dryer Southside
- Rentals with beach access Southside
- Townhouse rentals Southside
- Waterfront rentals Southside
- Rentals with a fire pit Southside
- Rentals with a hot tub Southside
- Guesthouse rentals Southside
- Apartment rentals Southside
- Private suite rentals Southside
- Condo rentals Southside
- Rentals with a patio Southside
- Family-friendly rentals Southside
- Rentals with a fireplace Southside
- Rentals with breakfast Southside
- Fitness-friendly rentals Southside
- House rentals Southside
- Pet-friendly rentals Southside
- Rentals with an EV charger Southside
- Rentals with outdoor seating Southside
- Rentals with pools Jacksonville
- Rentals with pools Duval County
- Rentals with pools Florida
- Rentals with pools 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
- Stafford Beach
- Amelia Island Lugar Lindo
- Bent Creek Golf Course
- Amelia Island State Park
- Ravine Gardens State Park
- Matanzas Beach
- Jungle Hut Park
- MalaCompra Park
- Old Salt Park