Vacation rentals with a pool in Highlands County
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Highlands County
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
0 of 0 items showing
1 of 3 pages
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Highlands County rentals with a pool
House rentals with a pool
Guest favorite
Home in Lake Placid
4.79 out of 5 average rating, 14 reviewsWindy Point Estate
Guest favorite
Home in Sebring
5 out of 5 average rating, 5 reviewsCountry Club Villa - Gator Den
Guest favorite
Home in Lake Placid
4.93 out of 5 average rating, 14 reviewsSpacious Lake Placid Home w Pool
Guest favorite
Home in Sebring
5 out of 5 average rating, 8 reviewsBy Lake Jackson & Race Track! Swimming, BBQ, Patio
Guest favorite
Home in Sebring
4.92 out of 5 average rating, 84 reviewsTortoise Trail Villa, sleeps 7, 2 full baths, minutes from Sebring Raceway.
Guest favorite
Home in Lake Placid
4.92 out of 5 average rating, 12 reviewsThe Lakeside Retreat - 4/3 W/Pool, Fast Wifi
Guest favorite
Home in Lake Placid
4.98 out of 5 average rating, 64 reviewsLAKESIDE ESCAPE, enjoy Pool-Lake-Fish-Kayak-Canoe
Guest favorite
Home in Sebring
5 out of 5 average rating, 15 reviewsFlorida's sun and golf living!
Condo rentals with a pool
Guest favorite
Condo in Sebring
4.79 out of 5 average rating, 14 reviewsCozy Sebring Condo w/ Screened Porch & Grill!
Guest favorite
Condo in Sebring
4.97 out of 5 average rating, 36 reviewsDowntown Lakefront Condo with stunning sunsets
Condo in Sebring
5 out of 5 average rating, 14 reviewsSebring Condo with Pool Access ~ 1 Mile to Golf!
Guest favorite
Condo in Sebring
5 out of 5 average rating, 24 reviewsCondo w/ Screened-in Porch, 1 Mi to Sebring Golf!
Destinations to explore
- Rentals with pools United States
- Rentals with pools Orlando
- Rentals with pools Florida
- Rentals with pools Florida
- Rentals with pools Kissimmee
- Rentals with a kayak Highlands County
- Rentals with a patio Highlands County
- Rentals with a fireplace Highlands County
- House rentals Highlands County
- Rentals with a washer and dryer Highlands County
- Condo rentals Highlands County
- Monthly Rentals Highlands County
- Apartment rentals Highlands County
- Rentals with a fire pit Highlands County
- Pet-friendly rentals Highlands County
- Rentals with lake access Highlands County
- Rentals with a hot tub Highlands County
- Kid-friendly rentals Highlands County
- Rentals with outdoor seating Highlands County
- Cabins United States
- Treehouses United States
- Glamping United States
- Tiny Houses United States
- Beach Houses United States
- Campers and RVs United States
- Lakehouses United States
- 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
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes