1. USA
  2. Florida
  3. Naples
  4. Gulf Harbor
  5. Holiday Homes

3295+ Gulf Harbor Holiday Rentals & Private Villas

Find Family-Friendly Holiday Rentals in or near Gulf Harbor

Discover more than 3295 holiday rentals in Gulf Harbor. Casai holiday homes have everything you need to find a place to stay near Gulf Harbor, FL.

Whether you are looking for luxury villas in Gulf Harbor, furnished homes, unique style condos, flats, cozy cottages for a romantic getaway, spacious apartments for family holidays, or stylish accommodations for a business trip, we can help you find the perfect place. Our holiday rentals include top amenities such as indoor/outdoor swimming pools, kitchen facilities, gyms, hot tubs, Internet connectivity, and more.

If you are planning to travel to Gulf Harbor with a whole family or group, Casai holiday accommodations will make your trip memorable. We have plenty of places to stay in Gulf Harbor for families, large parties, or private owner accommodations for long or short trips. Gulf Harbor Pet-friendly holiday rentals are available. Book your favorite vacation rentals in Gulf Harbor with Casai. Casai makes it easy to compare and book holiday rentals today.

Show more
Show less

Frequently Asked Questions About Gulf Harbor Holiday Rentals

There are a lot of options in Gulf Harbor. If you plan on staying in the Gulf Harbor area, consider making a reservation for a few nights at one of these properties as these have been rated the top Holiday Home Rentals in Gulf Harbor:

There are many holiday rentals available in Gulf Harbor; however, here are a few of the most popular holiday homes listed in Gulf Harbor on our website:
At Casai.co.za most of our places to stay are perfect for families. Check out the complete list of holiday homes in Gulf Harbor to find one that works for you.
Yes, there are 3295 self-catering family homes and holiday rentals in Gulf Harbor.
There are more than 3295 luxury holiday homes in or near Gulf Harbor, according to 2025 data from Casai.co.za. Consider these homes for your next holiday:
Yes, there are 3295 pet friendly rentals that are available in Gulf Harbor.