Highland Summer Rentals, Cottages & Cabins
Book a Place to Stay in Highland for Your Summer Getaway
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- Air Conditioner
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- Pet Friendly
- Air Conditioner
- Pet Friendly
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- Air Conditioner
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- TV
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About Highland Summer Rental on PickleTrip
PickleTrip™'s summer rentals in Highland are perfect for your next summer getaway. We offer a wide range of properties to choose from, including homes with top-notch pickleball courts or nearby facilities, private pools, indoor/outdoor pools, hot tubs, WiFi, beach access, and more. Whether you're traveling with family, friends, or a group, we have a rental that will suit your needs.
Enjoy the perfect summer vacation in Highland with PickleTrip™. Our summer rental homes are designed to provide you with maximum comfort and relaxation. Choose from a variety of properties, including condos, resorts, villas, bungalows, cozy cabins, RVs, and cottages. Stay and play pickleball when you travel with PickleTrip™.
Frequently Asked Questions About Highland Luxury Rentals
There are a lot of options in Highland. If you plan on staying in the Highland area, consider making a reservation for a few nights at one of these properties as these have been rated the top Summer Rentals in Highland:
- Screened Patio & Grill at Sebring Resort Community
- Peaceful home away from home at Sebring!
- Spacious 3-bedroom house with HOT TUB and MOVIE THEATRE 8 minutes from RACEWAY
- Racetrack-Ready Villa Pools Modern Comfort
- Sunny Canal-View Villa w/Lanai in Sebring!
- Sunny Sebring Getaway
- Screened Porch + Pool Access: Cozy Sebring Condo
- Enjoy this Natural Preserve.
- Lakehouse on lake Istokpoga. Separate inlaws quarters, 10 minutes from Raceway
- Lake House
Yes, here are some popular summer holiday rentals in Highland that have a private or indoor pool:
- Lakehouse on Lake Francis with Huge Game Room next to Boat Ramp
- Screened Patio and Grill at Sebring Resort Community
- 21-Acre Lakefront Paradise: Pool, Beach, Animals & Fire Pit
- Cozy canal front home. Minutes from Sebring International Raceway.
Check all holiday rentals with a pool in Highland on PickleTrip.
Yes, We have 103 summer rental homes in Highland and types of place to stay in Highland include:
- Vacation Homes: 103 available for rent
- Villas: 103 Rentals available for rent
- Holiday Apartments: 103 Rentals available for rent
- Hotels with Suites: 103 Rentals available for book
