
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
Superhost

Home in Lake Placid
4.79 out of 5 average rating, 19 reviewsWindy Point Estate
EricRating, 5 stars2 months ago
Great location for our family gathering! Lots of bedrooms each with its own bath is a must for us. We were very thrilled with wildlife right at the Windy Point property. Like having our own private nature preserve. The Osprey were so active and some were nesting, the Great Horned Owl greeted us every morning and the baby alligators and turtles came out for sun later in the day. The number and variety of Herons was spectacular! Not to mention songbirds, Egrets, Cranes, Limpkins, Ibis, Cardinals, Swallows, on and on. Perfect place for our family to gather, make food, play board games, relax. The folks from Alaska and Michigan really appreciated the winter climate here and everyone enjoyed having a clean pool and hot tub that actually work as advertised! Went by so fast. We are keeping Windy Point in mind for a future family gathering for sure.
Top guest favorite

Home in Lake Placid
4.97 out of 5 average rating, 78 reviewsRelax On Lake Time
AraisiRating, 5 stars1 month ago
Had a wonderful stay, the family enjoyed our time at the lake both Brian and Amy where very quick to respond. Would highly recommend
Guest favorite

Home in Lake Placid
4.92 out of 5 average rating, 12 reviewsBoaters Welcome- Lake Front Community
ScottRating, 5 stars4 months ago
Joe was great, the home suited our needs, the neighborhood was inviting. Pool was fantastic. Weight room in the pool house was a pleasant surprise, I used it several times. Lake Placid is in the middle of nowhere, but it has a quaint downtown and has very reasonable pricing on food, golf, etc. Found plenty to do in the area, actually was surprised at how busy we stayed. Found really great food, a winery, and liked the lack of crowds and heavy traffic.
Guest favorite

Home in Lake Placid
4.85 out of 5 average rating, 61 reviewsLakehouse Lodge @ Lk Carrie access to Lake June
LizaRating, 5 stars2 days ago
The property is amazing just need some updates like fans on the backyard and lights and other maintenance in the property, but in general is beautiful and cozy so pleasant 🥰
Guest favorite

Home in Sebring
4.89 out of 5 average rating, 95 reviewsTortoise Trail Villa, sleeps 7, 2 full baths, minutes from Sebring Raceway.
RamonRating, 5 stars1 month ago
We had a fantastic stay at this Airbnb! The check-in process was a breeze with the keyless lock, and the host provided clear instructions ahead of time, making our arrival seamless. The house and pool were both exceptionally clean and well-maintained. The master bed was incredibly comfortable—I slept so well, I don’t think I moved all night! The heated pool was a definite highlight, and we enjoyed relaxing in it well into the evening. While we didn’t use the grill or firepit, the kitchen had everything we needed for our stay. The location was wonderfully peaceful and private, making it a perfect getaway. Overall, this home was exactly as described, and I’d highly recommend it to anyone looking for a relaxing stay in Sebring!
Superhost

Home in Lake Placid
4.96 out of 5 average rating, 47 reviewsEscape to the Lake: Pool, Peaceful & Great Fishing
MindeRating, 5 stars1 month ago
Safe feeling in neighborhood. Close to many lakes from 10 min to 1 hour or two away if taking a boat. Our guys took a boat and fished all week while the girls laid by the pool at the house. It was fabulous. You will need to take chairs to layout in if you’re not in the pool. The only downside was it was 40-60 min from any major restaurants and Walmart. Juanita is great host and communicates quickly and very friendly.
Guest favorite

Home in Lake Placid
4.92 out of 5 average rating, 13 reviewsEndless Water Daze on Lake June with Seadoo Rental
KrisRating, 5 stars1 week ago
What a beautiful lake house, with great pool for our grandkids. We stayed for the Easter weekend, had tea at Purple Iris and a lunch at Sophie’s Cafe on the Sebring Circle, also good shopping there and downtown Lake Placid. Hosts are very responsive and accommodating, we will definitely stay here again!!
Superhost

Home in Lake Placid
4.84 out of 5 average rating, 19 reviewsPool Home off Lake Huntley
JessicaRating, 5 stars1 month ago
Had a great stay. Very clean in every room. Bed was comfortable to sleep. Quiet street as well. Pool was crystal clear to use even though it was still a little too cold to swim in (though we could sit on the edge to keep cool). Would definitely stay here again when we come back to the area.
Condo rentals with a pool

Condo in Sebring
5 out of 5 average rating, 24 reviewsCondo w/ Screened-in Porch, 1 Mi to Sebring Golf!
chrisRating, 5 stars8 months ago
I stayed here for an event at the Sebring International Raceway, and it couldn’t have been more convenient! will book again next year
Guest favorite

Condo in Sebring
4.73 out of 5 average rating, 15 reviewsScreened Porch + Pool Access: Cozy Sebring Condo
StephanieRating, 5 stars10 months ago
Felt like I was at home, and the neighborhood is very quiet.

Condo in Sebring
5 out of 5 average rating, 14 reviews1 Mi to Golf: Sebring Condo w/ Pool Access!
DaphneyRating, 5 stars20 months ago
Great place to stay for the Lake Placid/ Sebring area. The kitchen was well equipped and couch was very comfortable. This place felt like home.

Condo in Sebring
New place to stayCountry Club of Sebring Villa

Condo in Sebring
New place to stayGolf course beauty
Destinations to explore
- Rentals with a washer and dryer Highlands County
- Rentals with a fireplace Highlands County
- Rentals with outdoor seating Highlands County
- Rentals with a hot tub Highlands County
- Condo rentals Highlands County
- Rentals with lake access Highlands County
- House rentals Highlands County
- Apartment rentals Highlands County
- Rentals with a kayak Highlands County
- Villa rentals Highlands County
- Pet-friendly rentals Highlands County
- Kid-friendly rentals Highlands County
- Rentals with a fire pit Highlands County
- Rentals with a patio Highlands County
- Rentals with pools Florida
- Rentals with pools United States
- 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