19114+ Vacation Rentals & Holiday Homes in Highlands |
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  3. Port Richey
  4. Highlands

Highlands Accommodations - Hotels & Rentals

About Highlands Vacation Rentals

Discover More than 19114 Incredible Getaway Rentals Available in Highlands. Choose from a Wide Selection of Villas, Hotels, and Other Rental Options. Explore Luxury Amenities at Affordable Prices, Creating the Ideal Base for Your Next Vacation. Plan Your Perfect Escape with Online Reservations and Uncover Fantastic Stays in Highlands.

Online Reservations Offers Numerous Last-Minute Deals on Villas, Hotels, and Rentals, Both Near You and Across the Globe. Whether You Need Accommodation for a Group or an Event, Be it a Hotel or Vacation Rental (Including Cabins and Private Luxury Villas), We're Here to Assist. With Online Reservations in Highlands, You Can Easily Compare Options from Multiple Suppliers with a Single Click to Find the Perfect Price Point, Amenities, and Style of Stay That Suit Your Needs. Looking for Group Deals, Properties with Private Pools, Hot Tubs, Pet-Friendly Options, or Spacious Master Suite Bedrooms with Open-Air Showers? You Can Find It All in the Online Reservations Vacation Rentals, Resorts, and Airbnb-Style Properties in Highlands. The Average Size of Places to Stay Near Highlands is 957.09 ft², with Prices Averaging US $359 per Night.

Let Online Reservations Help You Discover the Ideal Holiday Rental to Create Lifelong Travel Memories in Highlands. Our Listed Prices Are Often Discounted Compared to Rack Rates. Simply Search for Your Destination and Secure the Perfect Place to Stay Today.

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Top Hotels & Vacation Rentals in Highlands

Type Count
Vacation Homes 7282
Holiday Apartments 3225
Villas 880
Cottages 180

Use these Quick Filters to Find a Vacation Rental in Highlands

★ Pro Tip: Online Reservations is a vacation rental website specializing in cottages, lake houses, and exclusive summer home rentals. We curate a vast selection of incredible properties from trusted suppliers, allowing you to compare prices and locations to find the perfect fit for your getaway. Create lasting memories in Highlands with Online Reservations.

Weather in Highlands, FL

View the weather forecast for Highlands before booking your Highlands Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Find Hotels & Vacation Rentals in these Cities and Neighborhoods


Florida 274,530 Properties
Shady Hills 12,292 Properties
Florida Central Atlantic Coast 5,961 Properties
Whitney Beach 772 Properties
Port Canaveral 740 Properties
Biggar 542 Properties
Survey Creek 479 Properties
Trailer Estates 422 Properties
Thomas Drive 350 Properties
Ludlam 344 Properties
Braden River 331 Properties
Bearss Plaza 329 Properties

Frequently Asked Questions About Highlands?

What are the top hotels, lake houses & vacation rentals in Highlands?

We provide an array of great vacation destinations in Highlands. If you are looking to stay in or around the Highlands area, make sure to browse our options to find a premium rental location in a top vacation destination. Whether it is a few nights, a week, or more, we've got the luxury stays that rank among the Top Vacation Rentals in Highlands:

How many Hotels & Vacation Rentals have private pools in Highlands?

We have 2677 Hotels & Vacation Rentals featuring a private pool in and near Highlands. Some of the best destinations to stay that feature or have access to a swimming pool are:

Which hotel, lake house, or vacation rental in Highlands is best for families?

Searching for a family-friendly getaway in Highlands? We've got you covered. Check out one of these luxurious getaways that are highly-rated and perfect fits for families of all sizes.

How many hotels, resorts, or rentals are available in Highlands?

Online Reservations™ offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by Online Reservations™ in 2025 is over 19114 in the Highlands area, and that number rises every day. By combining listings from multiple websites and travel providers, Online Reservations™ can provide you with a diverse amount of choices of the best luxury stays in Highlands.

Nearby Neighborhood (3) 
Neighborhood Property Count
Gulf Coast Acres Vacation Rentals in Port Richey, Florida 146
Parkwood Acres Vacation Rentals in Port Richey, Florida 128
Heritage Pines Vacation Rentals in Port Richey, Florida 57

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