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
Home in Jacksonville
4.93 out of 5 average rating, 150 reviewsQuiet Vacation Home with Pool - Centrally Located
Home in Jacksonville
5.0 out of 5 average rating, 103 reviewsAvondale Retreat - Private Home with Heated Pool
Home in Jacksonville
4.93 out of 5 average rating, 202 reviewsHistoric Hollywood House w/Pool
Home in Jacksonville
4.85 out of 5 average rating, 138 reviewsSunny Florida home with a pool.
Home in Jacksonville
4.89 out of 5 average rating, 197 reviewsSerenity and Amazing Views - Home on River w/ Pool
Home in Jacksonville Beach
4.99 out of 5 average rating, 145 reviewsRenovated Beach House w/ Pool and Outdoor Oasis
Home in Jacksonville
4.84 out of 5 average rating, 135 reviewsFancy Private Pool Home in Jax beach!
Home in Jacksonville
4.94 out of 5 average rating, 125 reviews+A Taste of Britain entire house / pool+
Condo rentals with a pool
Condo in St. Augustine
4.95 out of 5 average rating, 114 reviewsMi CASA es su CASA
Condo in Jacksonville
4.85 out of 5 average rating, 208 reviewsJacksonville Beach Front A-Wave-From-It-All!
Condo in Fernandina Beach
4.98 out of 5 average rating, 143 reviewsAmelia Sandcastles Escape
Condo in St. Augustine
4.87 out of 5 average rating, 330 reviewsCondo in St. Augustine’s World Golf Village Resort
Condo in Ponte Vedra Beach
4.99 out of 5 average rating, 131 reviewsGated Sawgrass Beach Club - Infection Control Rx
Condo in Fernandina Beach
4.96 out of 5 average rating, 118 reviewsSurf a Wave • Oceanfront • Perfect for Couples
Condo in Fernandina Beach
4.96 out of 5 average rating, 263 reviewsIdyllic Oceanfront In Private Resort Beach*Suite
Condo in Fernandina Beach
4.99 out of 5 average rating, 134 reviewsMillion Dollar Ocean View!
Quick stats about vacation rentals with a pool in Southside, Jacksonville
Total rentals
520 properties
Rentals with dedicated workspaces
290 properties have a dedicated workspace
Pet-friendly rentals
160 properties allow pets
Family-friendly rentals
250 properties are a good fit for families
Total number of reviews
12K reviews
Nightly prices starting at
R368 ZAR before taxes and fees
Destinations to explore
- Rentals with pools United States
- Rentals with pools Florida
- Rentals with pools Jacksonville
- Rentals with pools Jacksonville
- Rentals with pools Daytona Beach
- Rentals with pools St. Augustine
- Rentals with an EV charger Southside
- House rentals Southside
- Rentals with a hot tub Southside
- Kid-friendly rentals Southside
- Rentals with beach access Southside
- Rentals with outdoor seating Southside
- Fitness-friendly rentals Southside
- Family-friendly rentals Southside
- Pet-friendly rentals Southside
- Waterfront rentals Southside
- Rentals with a fireplace Southside
- Guesthouse rentals Southside
- Townhouse rentals Southside
- Rentals with lake access Southside
- Rentals with breakfast Southside
- Smoking-friendly rentals Southside
- Private suite rentals Southside
- Apartment rentals Southside
- Monthly Rentals Southside
- Condo rentals Southside
- Rentals with a washer and dryer Southside
- Rentals with a fire pit Southside
- Rentals with a patio Southside
- Rentals with pools Duval County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom