
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

Historic Hollywood House w/Pool

Fancy Private Pool Home in Jax beach!

Cozy Home with Heated Private Pool and Patio

~Billiard Abode_Sleeps 12_Heated Pool & Spa~

+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!

Beachfront Luxurious Charming 2BR Condo

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

Beachcomber Oceanfront 180* panoramic view

Poolside Paradise

Gated Sawgrass Beach Club - WALK to BEACH!

Oceanfront Condo with Views, Pool, Park
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.

Paradise Playhouse Sleeps 10 | Arcade | Poker Rm

Quiet condo near downtown, stadium, and shopping

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
£22 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
- House rentals Southside
- Rentals with a hot tub Southside
- Rentals with beach access Southside
- Townhouse rentals Southside
- Rentals with an EV charger Southside
- Flat rentals Southside
- Rentals with a washing machine and dryer Southside
- Rentals with breakfast Southside
- Guest house rentals Southside
- Waterfront rentals Southside
- Fitness-friendly rentals Southside
- Family-friendly rentals Southside
- Rentals with a fireplace Southside
- Rentals with a patio Southside
- Apartment rentals Southside
- Rentals with lake access Southside
- Rentals with a firepit Southside
- Rentals with outdoor seating Southside
- Pet-friendly rentals Southside
- Private suite rentals Southside
- Smoking-friendly rentals 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
- Eagle Landing Golf Club
- Adventure Landing Jacksonville Beach
- Pablo Creek Club
- Stafford Beach
- Bent Creek Golf Course
- Amelia Island State Park
- Amelia Island Lugar Lindo
- Ravine Gardens State Park
- MalaCompra Park
- St. Augustine Alligator Farm Zoological Park
- Old Salt Park
- Matanzas Beach