Book Holiday Homes in Greencastle

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Featured Holiday Homes in Greencastle

ULTRA LUX Coconut Cove Compound! 2.5 acres with 300 ft PINK SAND BEACH

ULTRA LUX Coconut Cove Compound! 2.5 acres with 300 ft PINK SAND BEACH

Tarpum Bay
With a stay at this vacation home in Tarpum Bay, you'll be just steps from Lucayan Archipelago and Winding Bay.
ULTRA LUX Coconut Cove Compound! 2.5 acres with 300 ft PINK SAND BEACH
Private family beach bungalow - on a beautiful swimming beach

Private family beach bungalow - on a beautiful swimming beach

Tarpum Bay
Located in Tarpum Bay, this vacation home is by the ocean, within a 15-minute drive of Lucayan Archipelago and Winding Bay.
Private family beach bungalow - on a beautiful swimming beach
Luxurious Beachfront Estate w/Pool on Windermere.  Club, Tennis, Pickleball.

Luxurious Beachfront Estate w/Pool on Windermere. Club, Tennis, Pickleball.

Windermere
Located in Savannah Sound, this vacation home is on the beach, within a 5-minute walk of Lucayan Archipelago and Windermere Island Beach.
Luxurious Beachfront Estate w/Pool on Windermere. Club, Tennis, Pickleball.
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Historic Home Directly on Windermere Beach w/Club, Pool, Pickleball, Tennis

Historic Home Directly on Windermere Beach w/Club, Pool, Pickleball, Tennis

Windermere
When you a stay at this vacation home in Savannah Sound, you'll be on the beach, just steps from Lucayan Archipelago and Windermere Island Beach.
Historic Home Directly on Windermere Beach w/Club, Pool, Pickleball, Tennis
AS SEEN ON BAHAMAS LIFE! Newly Remodeled Windermere Beach House w/ Pool, Club

AS SEEN ON BAHAMAS LIFE! Newly Remodeled Windermere Beach House w/ Pool, Club

Governors Harbour
When you a stay at this vacation home in Savannah Sound, you'll be near the beach, just steps from Lucayan Archipelago and Windermere Island Beach.
AS SEEN ON BAHAMAS LIFE! Newly Remodeled Windermere Beach House w/ Pool, Club
Private Villa Directly on Windermere Beach, Private Pool, Tennis

Private Villa Directly on Windermere Beach, Private Pool, Tennis

Savannah Sound
When you a stay at this vacation home in Savannah Sound, you'll be on the beach, within a 5-minute walk of Lucayan Archipelago and Windermere Island Beach.
Private Villa Directly on Windermere Beach, Private Pool, Tennis
Private Beachfront Estate Home w/Pool on Gated Windermere Club Membership

Private Beachfront Estate Home w/Pool on Gated Windermere Club Membership

Windermere
With a stay at this vacation home in Savannah Sound, you'll be on the beach, just a 1-minute walk from Lucayan Archipelago and 6 minutes by foot from Windermere ...
Private Beachfront Estate Home w/Pool on Gated Windermere Club Membership
Beach Front Private Home with Dock

Beach Front Private Home with Dock

Tarpum Bay, Eleuthera , Bahamas
Located in Tarpum Bay, this vacation home is by the ocean, within a 15-minute drive of Lucayan Archipelago and Ten Bay Beach.
Beach Front Private Home with Dock
Lux New Windermere Home w/Pool, Boat Dock, Beach Access, Club Membership

Lux New Windermere Home w/Pool, Boat Dock, Beach Access, Club Membership

Windermere Island
When you a stay at this vacation home in Savannah Sound, you'll be on the waterfront, within a 5-minute walk of Lucayan Archipelago and Windermere Island ...
Lux New Windermere Home w/Pool, Boat Dock, Beach Access, Club Membership
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Greencastle Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Greencastle vacation homes are the perfect way for you to wing it.

Holiday houses in Greencastle let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Greencastle in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Greencastle adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Greencastle with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Greencastle vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Greencastle Holiday Homes essential information

Accommodation
26 Holiday Homes
Lowest Price
Highest Price
Popular accommodation
ULTRA LUX Coconut Cove Compound! 2.5 acres with 300 ft PINK SAND BEACH, Private family beach bungalow - on a beautiful swimming beach, Luxurious Beachfront Estate w/Pool on Windermere. Club, Tennis, Pickleball., Historic Home Directly on Windermere Beach w/Club, Pool, Pickleball, Tennis, AS SEEN ON BAHAMAS LIFE! Newly Remodeled Windermere Beach House w/ Pool, Club, Private Villa Directly on Windermere Beach, Private Pool, Tennis, Private Beachfront Estate Home w/Pool on Gated Windermere Club Membership, Beach Front Private Home with Dock, Lux New Windermere Home w/Pool, Boat Dock, Beach Access, Club Membership

Top trending hotels in Greencastle

Stunning Private Beachfront Estate on Pink-Sand Cotton Bay Beach

Stunning Private Beachfront Estate on Pink-Sand Cotton Bay Beach

Rock Sound
When you a stay at this vacation home in Greencastle, you'll be on the beach, within a 5-minute walk of Lucayan Archipelago and Cotton Bay Club Golf Course.
Stunning Private Beachfront Estate on Pink-Sand Cotton Bay Beach
Your private get away hidden in historic island settlements

Your private get away hidden in historic island settlements

Rock Sound
Located in Greencastle, this vacation home is by the sea, a 1-minute drive from Lucayan Archipelago and 8 minutes from Cotton Bay.
Your private get away hidden in historic island settlements
Palm Hill House 4 Bedroom Home

Palm Hill House 4 Bedroom Home

2 out of 5
Cotton Bay, Greencastle, South Eleuthera
When you a stay at this vacation home in Greencastle, you'll be by the ocean, within a 5-minute walk of Lucayan Archipelago and Cotton Bay Club Golf Course.
Palm Hill House 4 Bedroom Home
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Cotton Bay Oasis: Grand Estate On Private Acres

Cotton Bay Oasis: Grand Estate On Private Acres

4 out of 5
120 Old Banks Road, Greencastle
With a stay at Cotton Bay Oasis: Grand Estate On Private Acres in Greencastle, you'll be within a 5-minute walk of Lucayan Archipelago and Cotton Bay Club Golf ...
Cotton Bay Oasis: Grand Estate On Private Acres
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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