20665+ Vacation Rentals in Highlands |
  1. USA
  2. Florida
  3. Port Richey
  4. Highlands

Highlands Vacation Rentals, Hotels, & Places to Stay

About Highlands Vacation Rentals

There are more than 20665 places to stay that are available in Highlands. These choices include hotels as well as other short-term private accommodations (including vacation rentals, cabins, condos, RVs, and more), have a wide selection of amenities at great prices, providing you with all the comforts of home or a touch of luxury. We like to help you find more room with Varoom when booking your property in Highlands.

Varoom features many last-minute deals on hotels, resorts and places to stay including many that are nearby. If you need a place for a group or event, be it a hotel or vacation rental (as well as cabins and private luxury villas), let us help. With Varoom's places in Highlands, you have the flexibility of comparing different options from multiple suppliers with a single click. Group deals, private pools, hot tubs, allows pets, or even those with huge master suite bedrooms with open-air showers? You can find vacation rentals and resorts as well as Airbnb-style properties in Highlands. Places to stay near Highlands are 1036.4 ft² on average, with prices averaging $357 a night.

Varoom helps you discover places to stay and suggests things to do to create great travel memories in Highlands. Prices listed are often found to be at a 30-40% discount versus the rack rates. Just search for your destination and secure your perfect place to stay today.

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Top Rental Accommodation Types in Highlands

Type Count
Vacation Homes 8251
Holiday Apartments 3788
Villas 935
Cottages 188

Use these Quick Filters to Find a Vacation Rental in Highlands

★ Pro Tip: Varoom is a meta travel and activities site, and as such we combine results from many of the leading travel websites, helping you compare the best places to stay and things to do in each market. Use the filter option to narrow down your selection and let us help you find more room to stay, play, and discover. Create new memories in Highlands today.

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

Other Places to Stay in Highlands, FL


Florida 283,290 Properties
Shady Hills 12,144 Properties
Florida Central Atlantic Coast 5,745 Properties
Whitney Beach 836 Properties
Port Canaveral 761 Properties
Biggar 572 Properties
Survey Creek 464 Properties
Trailer Estates 449 Properties
Ludlam 410 Properties
Thomas Drive 374 Properties
Bearss Plaza 322 Properties
Braden River 319 Properties

Complexes around Highlands, FL


Kissimmee 189 Properties
Wyndham Pompano Beach 118 Properties
Marriotts Palms Orlando 83 Properties
Sheratonmiami Miami 60 Properties
Vista Cay Resort 55 Properties
Sheraton Vistana Resort Orlando 47 Properties
Comf Int Orlando 42 Properties
Cayview 34 Properties
Shorewalk Bradenton 33 Properties
Eb Miami 26 Properties
Cypresspointe Orlando 25 Properties
Bw Fl Sd Orlando 22 Properties
Shlbv Orlando 21 Properties
Shoreway Loop 20 Properties
Hiorlando Orlando 19 Properties
See More Complexes

Frequently Asked Questions About Highlands?

What are the top vacation rentals in Highlands?

We have scoured the web to find you options in Highlands. If you plan on staying near or in the Highlands area, consider one of the following places to stay for a week or more. Weekly stays are a great way to unwind and unplug. These places to stay have all been rated as one of the the Top Places to Stay in Highlands:

How many vacation rentals have private pools in Highlands?

We have found 2774 places to stay that feature a private swimming pool in or near Highlands. Some of the best places to stay that feature or have access to a swimming pool are:

Which vacation homes in Highlands are best for families?

If you are looking for a place to stay that is family-friendly in Highlands, check out one of the following places as all are highly-rated options and have received excellent reviews for families or groups staying in Highlands:

How many Varoom vacation rentals are available in Highlands?

Varoom updates its properties nightly to bring you a great selection of places to stay. Currently, the total number of properties listed by Varoom in 2025 is over 20665 in the Highlands area, and still growing every day. When we combine listings from multiple websites and travel providers, Varoom can provide you with a diverse amount of choice of the best places to stay 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

People Also Ask

There are 20665 Highlands, FL Vacation Rentals

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