Find the best beach rentals in Windsor - We found 192 exact matches
About Windsor Beach Home Rentals on Vacation Cottage
Looking for a cottage rental, lake house, or summer homes near Windsor? Vacation Cottage features more than 192 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 Windsor. Premium stays near the beach in Windsor 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 Windsor.
Vacation Cottage offers 192 high-end holiday homes, villas, and great places to stay in Windsor. 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 Windsor Beach Rentals
What are the top rated Beach Home Rentals in Windsor?
There are a lot of options in Windsor. If you plan on staying in the Windsor 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 Windsor:
- Queens Cottage 4-Beachfront Villa - Swimming pool, staff, Newly refurbished!
- Beautiful VILLA SEAGULL in Silver Sands Beach Resortn3 bedroom 3.5 baths
- 2 bedrooms 2bath home in gated area. 24 hours security.
- MODERN BEACH SIDE VILLA
- L&V Paradise Vacation Home with Pool and Gym
- Good Hope Coach House, historic cut stone house with modern amenities
- Seaview villa at Stonebrook Manor, Falmouth, Trelawny, Jamaica
- Silversands Trelawny, SUNSET 1 - Your Villa by the sea
- Jhadano 3BR Pool & Gym Shuttle Gated
- Kl Hidden Gem Ocean-view II
How much does it cost to rent a beach view rental home in Windsor?
The average cost for a beach rental in Windsor is $442 per night. Vacation Cottage has a wide assortment of great beachfront homes near Windsor that would suit your needs.
Can I find a beach rental with a pool in Windsor?
Yes, we have 192 beach rentals with pools available in Windsor. Check our search bar to find a selection of vacation rentals available near Windsor.
Are there any beach rentals in Windsor that allow pets?
Yes, here are the top beach rentals in Windsor that allow you to bring your pet:
- Queens Cottage 4-Beachfront Villa - Swimming pool, staff, Newly refurbished!
- L&V Paradise Vacation Home with Pool and Gym
- Jhadano Villa 3BR Pool Shuttle 3 Mins to Beach
- Beautiful VILLA SEAGULL in Silver Sands Beach Resortn3 bedroom 3.5 baths
See all pet-friendly beach rentals in Windsor on Vacation Cottage
Do you have any beachfront homes in Windsor 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 Windsor to find one that works for you.
Are there private rental homes in Windsor that have indoor swimming pools?
As of 2025, the data from Vacation Cottage shows that there are over 192 properties with private swimming pools or private homes with indoor pools in the Windsor area.
Do any rentals in Windsor have hot tubs?
About 192 properties in Windsor boast of having access to hot tubs.
