Vacation rentals with a pool in Highlands County

Find and book unique homes with a pool on Airbnb

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Popular amenities for Highlands County rentals with a pool

House rentals with a pool

Superhost
An indoor solar-heated pool is surrounded by a spacious deck within a wooden-beamed room. Large windows provide views of the lake, while casual seating areas are positioned nearby. Brightly colored decor elements add a touch of character to the serene environment.
Home in Lake Placid
4.79 out of 5 average rating, 19 reviews

Windy 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
A screened-in pool area features a clear blue pool surrounded by pale tiles. Sunlight reflects on the water's surface, while a hammock and green float add to the relaxing environment. Lush greenery and a wooden fence enhance the serene atmosphere.
Home in Lake Placid
4.97 out of 5 average rating, 78 reviews

Relax 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
A large swimming pool is visible with clear blue water reflecting the sky's cloud patterns. Palm trees line the pool area, and loungers are arranged around the water's edge. The backdrop includes a building, likely providing amenities, while the horizon features a glimpse of a lake.
Home in Lake Placid
4.92 out of 5 average rating, 12 reviews

Boaters 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
A sparkling pool occupies the foreground, framed by a stone deck. The nearby house features screened enclosures, while lounge chairs are positioned around the pool. Lush greenery and structures can be seen in the background, creating a serene outdoor setting.
Home in Lake Placid
4.85 out of 5 average rating, 61 reviews

Lakehouse 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
A heated pool is enclosed by a screened lanai, allowing natural light to illuminate the turquoise water. The surrounding area features a concrete deck, providing ample space for lounging. Lush greenery can be seen in the background, contributing to a serene environment.
Home in Sebring
4.89 out of 5 average rating, 95 reviews

Tortoise 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
A newly constructed pool area features two distinct sections: a large swimming pool with shimmering water and a smaller spa. Surrounding the pool are light-colored stone tiles, complemented by a safety fence. Lush greenery and a canal are visible in the background.
Home in Lake Placid
4.96 out of 5 average rating, 47 reviews

Escape 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
A spacious living area is showcased, featuring a large sectional sofa and a ceiling fan above. A flat-screen TV is mounted on the wall, with large glass doors opening to a scenic view of the patio and lake, offering natural light and an airy feel.
Home in Lake Placid
4.92 out of 5 average rating, 13 reviews

Endless 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
A large swimming pool with clear blue water is surrounded by a spacious deck. Lounge chairs and umbrellas are positioned along the deck, providing ample seating. Lush greenery and trees frame the area, contributing to a serene outdoor setting.
Home in Lake Placid
4.84 out of 5 average rating, 19 reviews

Pool 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.

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