Find the best beach rentals in Headland - We found 96 exact matches
About Headland Beach Home Rentals on Vacation Cottage
Looking for a cottage rental, lake house, or summer homes near Headland? Vacation Cottage features more than 96 villas, beach hotels, and private rentals that are perfect for your next beach vacation. Discover luxury beach resorts and rentals that are within walking distance from Headland. Premium stays near the beach in Headland are kid-friendly & family-friendly, and are near top local attraction spots, to give guests an unforgettable travel experience. Vacation Cottage's listings come in all shapes and sizes for large groups, friends, couples, or wedding retreats in Headland.
Vacation Cottage offers 96 high-end holiday homes, villas, and great places to stay in Headland. The site provides unique Airbnb-style accommodations as well as hotels and resorts to make your trip with friends and family something you'll never forget.
Vacation Cottage beachfront places to stay give you the best travel experience that makes it easy to find and book the best stays at the best destinations. Life is Better at the Cottage with Vacation Cottage.
Frequently Asked Questions About Headland Beach Rentals
What are the top rated Beach Home Rentals in Headland?
There are a lot of options in Headland. If you plan on staying in the Headland area, consider making a reservation for a few nights at one of these properties as these have been rated the top Beach Home Rentals in Headland:
- Blue Paloma Bed & Breakfast
- Quiet and Cozy Home Away From Home.
- Grand 180° Sea View OceanPointe
- Seashore Vacation Home - Oceanpointe, Lucea, Jamaica
- VillaMerissa, Lucea @ Oceanpointe
- Stacey's HideawaynCozy, comfy beach home-30 minutes from MBJ Airport
- Modern, Cozy 3-Bedroom Tropical Escape in Oceanpointe, Hanover, Jamaica
- Gated home by the beach
- Wabi-Sabi Villa
- Ellison's Place
How much does it cost to rent a beach view rental home in Headland?
The average cost for a beach rental in Headland is $585 per night. Vacation Cottage has a wide assortment of great beachfront homes near Headland that would suit your needs.
Can I find a beach rental with a pool in Headland?
Yes, we have 96 beach rentals with pools available in Headland. Check our search bar to find a selection of vacation rentals available near Headland.
Are there any beach rentals in Headland that allow pets?
Yes, here are the top beach rentals in Headland that allow you to bring your pet:
- Quiet and Cozy Home Away From Home.
- VillaMerissa, Lucea @ Oceanpointe
- Blue Paloma Bed & Breakfast
- Grand 180° Sea View OceanPointe
See all pet-friendly beach rentals in Headland on Vacation Cottage
Do you have any beachfront homes in Headland that are perfect for families?
Most of the beach rentals we list are suitable for families or groups. Check out the complete list of the beach houses in Headland to find one that works for you.
Are there private rental homes in Headland that have indoor swimming pools?
As of 2025, the data from Vacation Cottage shows that there are over 96 properties with private swimming pools or private homes with indoor pools in the Headland area.
Do any rentals in Headland have hot tubs?
About 96 properties in Headland boast of having access to hot tubs.
