
Vacation 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.
Vacation 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

SMV Minigolf and Heated Pool

Pool & Playground Escape | Good Morning Rentals

Renovated Beach House w/ Pool and Outdoor Oasis

Historic Hollywood House w/Pool

Mer-Mazing Poolside Estate!

Cozy Home with Heated Private Pool and Patio

+A Taste of Britain entire house / heated pool+

Mid-century Modern Pool Paradise 🌴 📸 🔥
Condo rentals with a pool

Surf a Wave • Oceanfront • Perfect for Couples

D&G Beach House

1 Bedroom Luxury Condo St Augustine

Spanish Colonial Design One Bedroom Condominium

Spacious Beachfront Condo with Pool Access

Our Hawaiian Bliss just steps from the Beach!

AIP Resort, Spacious,Ultimate Comfort,Privacy

Beachcomber Oceanfront 180* panoramic view
Quick stats about vacation rentals with a pool in Southside, Jacksonville
Total rentals
450 properties
Nightly prices starting at
$30 before taxes and fees
Total number of reviews
11K reviews
Family-friendly rentals
240 properties are a good fit for families
Pet-friendly rentals
170 properties allow pets
Rentals with dedicated workspaces
250 properties have a dedicated workspace
Destinations to explore
- Rentals with a hot tub Southside
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- Rentals with outdoor seating Southside
- Rentals with a washer and dryer Southside
- Rentals with breakfast Southside
- Private suite rentals Southside
- Smoking-friendly rentals Southside
- Apartment rentals Southside
- Waterfront rentals Southside
- Condo rentals Southside
- Rentals with lake access Southside
- Rentals with a fire pit Southside
- Rentals with beach access Southside
- Kid-friendly rentals Southside
- Fitness-friendly rentals Southside
- Townhouse rentals Southside
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- Ponte Vedra Beach
- Palm Harbor Golf Club
- Old A1A Beach
- Driftwood Beach
- Matanzas Beach
- Pablo Creek Club
- Kathryn Abbey Hanna Park
- Boneyard Beach
- TIAA Bank Field
- Eagle Landing Golf Club
- Guana Reserve Middle Beach
- St. Augustine Alligator Farm Zoological Park
- Lightner Museum
- Old Salt Park
- Crescent Beach
- Fountain of Youth Archaeological Park
- Bent Creek Golf Course
- Vilano Beach
- Amelia Island Lugar Lindo
- Amelia Island State Park
- St. Marys Aquatic Center
- Fort Mose Historic State Park
- Green Road - St. Johns County Beach Access
- Autobahn Indoor Speedway & Events - Jacksonville, FL
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