
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

Fancy Private Pool Home in Jax beach!

Cozy Home with Heated Private Pool and Patio

~Billiard Abode_Sleeps 12_Heated Pool & Spa~

Private oasis, heated pool, exceeds expectations

+A Taste of Britain entire house / heated pool+

Cheerful three bedroom home with a pool
Apartment rentals with a pool

My HOUSE is your HOUSE

"Gone Coastal" is Steps From the Sand!

Amelia Island Villa 2/2-Beach, Pool, Shops, Golf

Gorgeous 2/2 condo in luxury golf community, StAug

Beachcomber Oceanfront 180* panoramic view

Gated Sawgrass Beach Club - WALK to BEACH!

Oceanfront Condo with Views, Pool, Park

“Oceanview Hideaway - Coastal Condo”
Other holiday rentals with a pool

Home Away From Home

Lux Pool Home Close to Mayo & Jacksonville beach!

Luxurious one BD king/pool/gym

Sunny Haven: Chic 2BR/2BA with Pool & Gym

StunningAptPool ViewbyStJohns1townCent&MayoClinic

PrimRose steps to Pool, Gym Nr. NAS JX, Dtwn, I295

Lounge in Heaven

“The Cove” on the St. John’s River
Quick stats about holiday rentals with a pool in Southside, Jacksonville
Total rentals
400 properties
Nightly prices starting at
$39 SGD before taxes and fees
Total number of reviews
9.8K reviews
Family-friendly rentals
210 properties are a good fit for families
Pet-friendly rentals
160 properties allow pets
Rentals with dedicated workspaces
210 properties have a dedicated workspace
Destinations to explore
- Rentals with beach access Southside
- Apartment rentals Southside
- Rentals with a firepit Southside
- Rentals with a cinema Southside
- Smoking-friendly rentals Southside
- Rentals with an EV charger Southside
- Rentals with a fireplace Southside
- House rentals Southside
- Waterfront rentals Southside
- Rentals with lake access Southside
- Guest house rentals Southside
- Flat rentals Southside
- Private suite rentals Southside
- Rentals with outdoor seating Southside
- Pet-friendly rentals Southside
- Fitness-friendly rentals Southside
- Rentals with breakfast Southside
- Rentals with a patio Southside
- Family-friendly rentals Southside
- Rentals with a washing machine and dryer Southside
- Rentals with a hot tub Southside
- Townhouse rentals Southside
- Rentals with pools Jacksonville
- Rentals with pools Duval County
- Rentals with pools Florida
- Rentals with pools United States
- Ponte Vedra Beach
- TIAA Bank Field
- Summer Haven st. Augustine FL
- Old A1A Beach
- San Sebastian Winery
- Vilano Beach
- Boneyard Beach
- Crescent Beach
- Kathryn Abbey Hanna Park
- Lightner Museum
- Fountain of Youth Archaeological Park
- Butler Beach
- Eagle Landing Golf Club
- Pablo Creek Club
- Adventure Landing Jacksonville Beach
- MalaCompra Park
- Matanzas Beach
- Stafford Beach
- Amelia Island State Park
- St. Augustine Alligator Farm Zoological Park
- Ravine Gardens State Park
- Jungle Hut Park
- Old Salt Park
- Bent Creek Golf Course